Blue Man Group 

Charles Playhouse
74 Warrenton St.
Boston, MA 02116
(617) 426-6912
www.blueman.com

Price: $55 and up

Hours: March 1 to March 31 – 8 p.m.

Blue Man Group is one of the most fun and exciting theatrical performances in the United States, and it has an open run at the Charles Playhouse in Boston. Couples with a love for rhythm, humor, drama and spectacle will enjoy spending their romantic evening taking in the sights and sounds of the Blue Men and their props. The ingenuity, incorporation of random objects into theater, music and showmanship of the performers rarely disappoints.

Related: A Chocolate Lover’s Guide To Boston

Shear Madness

Charles Playhouse
74 Warrenton St.
Boston, MA 02116
(617) 426-6912
www.shearmadness.com

Price: $50

Hours: Nightly – 8 p.m.

“Shear Madness” is a fun comedy that the Washington City Paper called “The Best Surprisingly Romantic Date Locale.” It takes the murder mystery genre and manages to turn it into a comedy. Its status as the longest running play ever in the United States is a testament to its popularity. It makes for a great date night for those Boston theater lovers who have yet to see it. Become one of the nearly 10 million people worldwide who have enjoyed “Shear Madness.”

Big Head Todd & The Monsters

House of Blues
15 Lansdowne St.
Boston, MA 02215
(888) 693-2583
www.houseofblues.com

Price: $25 to $35

Hours: Feb. 14 – Doors at 7 p.m.; show at 8 p.m.

Nothing says romance like a little rock and roll. This four-man rock band from Colorado is coming to Boston for one night only on Valentine’s Day. This venue serves drinks, has room to dance, standing room near the stage and seats for those who want to pay the extra $10. The food is okay, but it is definitely not “special occasion Valentine’s Day date” food. For a perfect evening, go out for dinner first.

Jersey Boys

Colonial Theatre
106 Boylston St.
Boston, MA 02116
(617) 880-2460
www.citicenter.org

Price: $34 to $179

Hours: Jan. 13 to March 3 – 7:30 p.m.

There is romance in hearing the classic vocal stylings of Frankie Valli and the Four Seasons recreated by talented Broadway performers. This play is an interpretation of the story of this band’s rise and their fall. However, the highlight of this very popular musical is the music. With songs like, “Working My Way Back to You” and “Sherry,” making this show a romantic night out is effortless. If you like this kind of music, there’s no better place to be on this Valentine’s Day.

Amanda Carr

Scullers Jazz Club
400 Soldiers Field Road
Boston, MA 02134
(617) 562-4111
www.scullersjazz.com

Price: $20

Hours: Feb. 14 – 8 p.m.

Jazz is a lover’s kind of music, and Amanda Carr receives a lot of praise for her delivery. Her smooth, clear voice can set the mood for a relaxing night of dancing. The best part is that the show takes place at Scullers, which has dinner and a show or dinner, show and stay packages that are perfect for couples who want to have a good time, eat some good food and not travel far when they are done. The stay package includes a room at the Doubletree Suites.

Related: How To Spend Your Anti-Valentine’s Day

Davio’s Northern Italian Steakhouse
75 Arlington St.
Boston, MA 02116
(617) 357-4810
www.davios.com

Home base for a tiny Italian steakhouse chain that started in Boston, Davio’s Back Bay location offers up a special Valentine’s Day menu. The prix fixe menu will be served for $95 per person and is completely customizable. First up, choose from the antipasti menu where the options include jumbo shrimp cocktail with tomato horseradish sauce, pan seared Jonah crab cake with grain mustard and Beurre Blanc, and Philly cheese steak spring rolls with spicy homemade ketchup and spicy mayo, among the many other options. For the next course, selections include lobster ravioli with grilled leeks, arugula, saffron, and lobster brood; tagliatelle bolognese featuring braised veal, beef, pork, and tomato sauce; or angel hair with fresh basil and pomodoro sauce. Then, the stars of the show, the entrees, will appear in the form of chicken, filet mignon, swordfish, lobster, and more, with Tom’s extra special sweetheart dessert to finish the spectacular meal.

Woodward – Ames Hotel
1 Court St.
Boston, MA 02108
(617) 979-8200
www.woodwardatames.com

On Thursday, February 14th from 5 p.m. through 10 p.m., head to the Ames Hotel in downtown Boston for a five course prix fix menu for guests to enjoy for $65 per adult. Executive Chef Kyle Ketchum has gone all out to create a menu that will start off with Ahi tuna crudo with pickled mushrooms, Hawaiian heart of palm, avocado crema and yuzu-wasabi emulsion. The second course will feature seared Nantucket bay scallops with cauliflower mousseline, crisp pancetta, herb gnocchi, and sauce verjus. For the third course, grilled Brandt Beef Culotte will be offered with parmesan creamed spinach, crispy polenta croutons, and truffle jus. And for dessert, a vanilla bean white chocolate cheesecake tart will be served with dried cherry compote, dark chocolate ganache, and cocoa nibs, to end the meal on a memorable note, followed by the fifth course, which is a shared artisanal cheese plate featuring a collection of foreign and domestic artisanal cheeses and house-made accoutrements.

Related: How To Spend Your Anti-Valentine’s Day

Entertainment Cruises
200 Seaport Blvd. #75
Boston, MA 02110
(866) 429-9283
www.entertainmentcruises.com

For a really unique Valentine’s Day, spend the holiday dining and cruising around the Boston Harbor on board the Spirit or the Odyssey. Besides the incredible views, the cruises will be offering dinner on Valentine’s Day (which falls on Thursday), as well as dinner on Friday, with fine cuisine, champagne, complimentary roses, live entertainment, and dancing. Prices start at $99.90 for tickets and there are various packages available. Expect things like appetizers, drink tickets, photos, keepsake glasses and more to make it a romantic and special way to spend the holiday at a restaurant on a cruise!

Sur La Table – Natick Collection
1245 Worcester St. #4014
Natick, MA 01760
(508) 310-0714
www.surlatable.com

What better way to bond with your Valentine than to cook together and enjoy the fruits of your labor? You can do just that from 6:30 p.m. to 8:30 p.m. on the big day at Sur La Table a few miles outside Boston in Natick. Though it’s usually known as a cooking and kitchen store, on Valentine’s Day, Sur La Table will be doing something different by becoming a restaurant and cooking class for the evening. Learn new recipes from instructor Tim Doherty while also having fun and eating great food. For $79 per person for the class and meal, the menu will feature roasted pear and arugula salad with pomegranate vinaigrette and Tuscan New York Strip with chocolate Cabernet Sauvignon. For a side dish, guests will cook and feast on tarragon roasted asparagus with the steak, followed by dessert, which is a chocolate soufflé with espresso crème anglaise.

The Beehive
541 Tremont St
Boston, MA 02116
(617) 423-0069
www.beehiveboston.com

Located in the South End, The Beehive is always the place to go for holidays and events because of the restaurant’s food, drinks and live music. For Valentine’s Day, The Beehive will serve its regular menu, but will also feature a few specials for the occasion. As usual, live entertainment will set the mood and dinner will be served  5:30 p.m. to 1 a.m. with drinks available until 2 a.m. Delicious meals compliment the restaurant’s extensive champagne, cocktail and wine list. Reservations are highly recommend for the True Luv’n at The Beehive Valentine’s Day event.

Related: Phantom Gourmet: Valentine’s Day Restaurants

Olives & Grace
81 Pembroke St.
Boston, MA 02118
(617) 236-4536
www.olivesandgrace.com

If your loved one is a foodie or chef, Olives & Grace will quickly become his or her favorite shop. The store features foodstuffs made lovingly in small batches from the absolute finest ingredients imaginable. And, just in time for Valentine’s Day, Olives & Grace offer two different boxed set options for gift giving. At Olives & Grace you can easily curate your own gift box. Simply pick out a few items from their shelves and leave the rest up to them. The staff members will carefully gift wrap your purchases in an eco-friendly little black box with a letterpress card explaining the origin of each item. If you’re lost among all of the offerings, never fear; Olives & Grace also offers ready-made gift boxes that change each month, so you get the perfect combinations of seasonally appropriate items.

Related: The Boston Area’s Best Cooking Classes

Project Repat
100 Warren St. Suite A
Roxbury, MA 02119
www.projectrepat.com

If your guy’s collection of old concert t-shirts and hoodies left over from his college days have become a sticking point, Project Repat offers a way to remove the problem while simultaneously looking like the world’s best girlfriend in the process. Simply contact Project Repat and the company will send you one of its blanket boxes. Fill the box with all those old t-shirts you’ve been begging him to throw away and a short time later, Project Repat will send them back as a t-shirt quilt or man’s tie. It’s a great way to preserve T-shirts that might hold great memories for your guy, but that you’d never let him wear out of the house.

Felicity Sweets
579 Tremont St.
Boston, MA 02118
(617) 262-0707
www.felicitysweets.com

If your sweetheart has a sweet tooth, look no further than this great little candy shop. Felicity Sweets carries a wide variety of candies and chocolates, many of them from New England craft candy makers. And if you’re worried that candy alone just isn’t enough of a gift, Felicity Sweets can still be a great one stop shopping experience. This gem of a boutique also offers a nice selection of various gift items to go along with your sweet treat, including plush stuffed animals, fragrances, candles, soaps and lotions and leather handbags and wallets.

Related: A Chocolate Lovers Guide To Boston

Black Ink
101 Charles St.
Boston, MA 02114
(617) 723-3883
www.blackinkboston.com

Black Ink is the place to go when you’re looking for that unique little something, but you just don’t know what that special little something might be. It is definitely the spot for shopping for that offbeat Valentine’s Day gift. Come ready to browse and to be blown away by all the clever little things you’d never even dreamed of before, but suddenly can’t live without. Victorian letterpress style notecards, sea salt soap, sock monkeys, cactus candles, freeze-dried ice cream––you name it, and its somewhere on the shelves of Black Ink. Even better than the selection are the prices, which will please any Valentine’s Day budget.

Firefly Jewelry & Gifts
270 Newbury St.
Boston, MA 02116
(617) 375-5885
www.fireflyboston.com

While jewelry may seem like a pretty basic Valentine’s Day staple, there’s nothing boring about the way Firefly Jewelry & Gifts does it. Forget about overpriced mall jewelry stores that offer the same heart-shaped pendants year after year. Firefly Jewelry & Gifts offers unique pieces of wearable art created by the very best artisans in and around Boston. The shop features items in a wide range of prices, so you can get something unique and even one-of-a-kind without breaking the bank. And along with the store’s jewelry offerings, you’ll also find a nice selection of other great gift items – clocks, vases, jewelry organizers and much more.

Langham Hotel
250 Franklin St.
Boston, MA 02110
(617) 451-1900
boston.langhamhotels.com

Click here for information about room rates and accommodations.

A weekend stay at Boston’s Langham Hotel almost always means a visit to its well-known chocolate bar. There’s no way you or your sweetheart can resist the lure of a chocolate fountain. Pose for a couples photo near the pink taxi for funny V-day memories you’ll enjoy years down the road. Contact the hotel for additional holiday specials.

Hotel Commonwealth
500 Commonwealth Ave.
Boston, MA 02215
(617) 933-5000
www.hotelcommonwealth.com

Click here for information about room rates and accommodations.

With a stay at the Hotel Commonwealth, you are a stone’s throw away from one of Boston’s best places to sample the fruits of the merroir. During your stay, start your evening at the Island Creek Oyster Bar to enjoy one of the best selections of raw oysters (an aphrodisiac) around. If you’re up for cocktails in addition to great seafood, visit either the Hawthorne (located at 500A) or Eastern Standard (528 Commonwealth), which are both connected to the hotel. Some of the city’s best cocktails are served here.

Related: A Chocolate Lover’s Guide to Boston

Liberty Hotel
215 Charles St.
Boston, MA 02114
(617) 224-4000
www.libertyhotel.com

Click here for information about room rates and accommodations.

A stay in this luxury hotel over Valentines Day weekend could definitely make things interesting. With the swanky hotel built around a former jail house, a visit to either Alibi (located downstairs) or Clink (located on the second level) could having you confessing your deepest love crimes. You could also opt to savor cocktails and small bites in the hotel lobby for some excellent people watching. A private, guest-only bar is also available if you’re looking for more privacy. No matter what you do, this place will encourage your wilder side to come out, all with your hotel room just a few steps away.

Related: Boston’s Most Romantic Restaurants

Hawthorne Inn
462 Lexington Road
Concord, MA 01742
(978) 369-5610
www.concordmass.com

Click here for information about room rates and accommodations.

If you are looking to embrace nature as well as peace and quiet Valentine’s Day weekend, try a visit to the Hawthorne Inn. This inn is located near many historical sights surrounding the American Revolutionary War. If your sweetie is a history buff, this may be the perfect choice for you. In addition, try a visit to the nearby Turtle Creek Winery in Lincoln.The winery offers limited tours and tastings during the winter months. If you’re hanging out with other couples, private tours are available for groups. Contact the winery for more information about public and private tours.

Birchwood Inn
7 Hubbard St.
Lenox, MA 01240
(413) 637-2600
www.birchwood-inn.com

Click here for information about room rates and accommodations.

Located in the heart of the Berkshires, this is the nature-rich and quiet retreat you’re looking for this Valentine’s Day weekend. And while you’re surrounded by rolling hills and valleys, Lenox and nearby towns offer both nightlife and activities for the discerning palate. The inn offers special love-themed extras that can make your stay even more enjoyable. If you are a foodie, you can also add food-themed activities to your itinerary including chocolate tours and wine.

Flirt Fest
Bell In Hand Tavern
45-55 Union St.
Boston, MA 02108
(617) 227-2098
www.bellinhand.com

Price: $15
Date: Feb. 14

Boston’s Flirt Fest has been an anti-Valentine’s Day institution in the city for a number of years now, with successful singles nights held every year going back to 2009. The 2012 installment was held at the Bell In Hand Tavern on Union Street near Faneuil Hall. It brought together Boston’s flirt-friendly singles for a night of shenanigans designed to celebrate the single life and all of its respective freedoms. Judging by the amount of success enjoyed by Flirt Fest in the past, 2013 looks to be an even bigger and better year for Boston singles.

Related: Boston’s Best Places for Facials

Valentine’s Day Pub Crawl
Faneuil Hall
1 Faneuil Hall Market Place
Boston, MA 02109
(617) 723-9109
www.crawlinboston.com

Price: $5 suggested donation
Date: Feb. 9

Boston’s Pub Crawl has existed since 2003, aiming to bring together Boston-area friends for a night of bar crawling — all while donating money to great causes and charities throughout the city. The Valentine’s Day Pub Crawl mixes together city singles for a crawl in the Faneuil Hall area, designed to drink away the holiday blues, while at the same time celebrating the single life in a boisterous group setting. As only one of the organization’s themed pub crawls, this Valentine’s Day party, featuring drink specials and free grub along the way, is a guaranteed good time for those looking for a little inebriated forgetfulness.

Related: Boston Area’s Best Winter Road Trip Destinations

Love Sux @ Howl at the Moon
Howl at the Moon
184 High St.
Boston, MA 02110
(617) 292-4695
www.howlatthemoon.com

Date: Feb. 14
Price: free

In what has become a tradition for Boston’s Howl at the Moon location, Feb. 14 is yet another anti-Valentine’s Day celebration for the city’s dueling piano bar. It adapts themed drink specials — dedicated to ex-boy and girlfriends, naturally — to the menu, while Howl’s expert piano players regale the crowd with such anti-Valentine’s hits as Cee Lo Green’s “Forget You” to the tune of clinking bottles and cans.

Single and Bitter Pole Dancing
Gypsy Rose Dance Studio
364 Boylston St.
Boston, MA 02116
(617) 421-0000
www.gypsyrosedancing.com

Date: Feb. 12 to Feb. 14
Price: $40

It sure isn’t an average night out on a Valentine’s Day, but for the adventurous singles out there in Boston, the city’s Gypsy Rose Dance Studio — named after the godmother of burlesque, Gypsy Rose Lee — offers pole dancing classes for those seeking a sexy alternative to dreary solo dinners or drunken, possibly regrettable nights out on the town. The Gypsy Rose instructors provide customers with floor training and pole instruction during the 1.5-hour class, promising fond memories for many-a-Valentine’s Day to come.

Italy
 

Photo Credit Thinkstock.com

Italy has a long history when it comes to Valentine’s Day traditions, celebrating it as a Spring Festival. Couples would spend the day surrounded by the beauty of springtime in natural settings like tree arbors or ornamental gardens. Their time was spent listening to music, reading poetry or strolling through the garden. 

Another tradition in Italy’s Valentine’s Day history was the notion that the first man a girl sees on Valentine’s Day would be the man (or look like the man) she would marry within a year. Unmarried girls would wake up extra early to sit by their window to look for men who walked by. 

While the candy tradition in the United States usually consists of some sort of heart-shaped box of assorted candies, the traditional candy gift for Valentine’s Day in Italy is a chocolate-covered hazelnut called a Baci Perugina. The candy is accompanied with a small piece of paper that contains romantic poems in four different languages.

South Korea

Although the traditional Valentine’s Day is celebrated on Feb. 14, South Korea celebrates similar days of love on the 14th of every month. Each monthly celebration has its own significance and traditions depending on the corresponding holiday. 

The actual Valentine’s Day holiday tradition is meant for only women to be the givers of chocolate to their significant other and the following month it’s the men’s turn. March 14 is named White Day and men are meant to give their female counterpart a non-chocolate candy. April 14 is marked as Black Day and is geared towards those who are not in a relationship. The tradition for Black Day is for single people to mourn their single lives, hence the name of the holiday. Single people are supposed to eat jajangmyeon noodles, which are black in color, on April 14. While the tradition of women giving chocolate to their partners on Valentine’s Day is a widespread tradition in Eastern Asian countries, South Korea takes the tradition a step further than other countries with a bigger amount of chocolate given.

Great Britain

Photo Credit Mark Large - WPA Pool/Getty Images

 
Britain and Italy have a few similarities in their Valentine’s Day traditions: Both had similar stories about how the first man a woman saw on Valentine’s Day morning will be the one they will marry. However, Britain also has traditions all its own. 

While many countries’ citizens deliver handwritten notes and poems to their significant others on Valentine’s Day, paper Valentine’s were so popular in England during the 19th Century that they gave way to the production of mass-produced greeting cards we see today. In earlier times, a tradition for women the night before Valentine’s Day was to secure four bay leaves to each corner of their pillow before sleeping and to eat hard boiled eggs with salt while removing the yokes. This tradition was meant to provoke dreams of their future husbands on Valentine’s Day eve. Women would also write names on pieces of paper wrapped in clay balls to be dropped into water and the ball that rose to the surface first would be their future husband.

Denmark

Photo Credit Matt Cardy/Getty Images

People of Denmark referred to Valentine’s Day cards as “lover’s cards” and they were once made from transparent material that reflected a picture of a lover bestowing a gift to his or her significant other when it was held up to the light. Instead of the red roses many Americans associate with Valentine’s Day, Danish people give white flowers that they call “snowdrops.” People used to give pressed white flowers to their Valentines, but these days they have switched to bouquets. While love poems and romantic notes are given on Valentine’s Day, the Danish people also write unsigned, funny poems on neatly cut paper called “gaekkebrev.” If the girl is able to guess who sent it, she will receive an Easter Egg later in the year. Denmark takes its Valentine’s Day holiday pretty seriously and many people tend to take off work or book parties to celebrate this love-filled holiday.

France

Photo Credit FRED DUFOUR/AFP/Getty Images

 
France is often referred to as the most romantic place in the world but the country’s older Valentine’s Day traditions are anything but lovey-dovey. In the past, the French custom called “drawing for” or “a lottery of love” would gather single people in houses facing opposite one another and make them call out the name of their hopeful partner through the window. Women who were jilted by their hopeful Valentine would gather to burn the images of the ungrateful lovers in huge bonfires. The bonfire events would turn pretty ugly, with women yelling and hurling abuses into the fire. Because the ritual would turn into an ugly event filled with ridicule, the French government eventually banned this practice. The St. Valentin Village located in Indre has held a festival since the 1960s to celebrate Valentine’s Day every year from February 12th to the 14th.

While traditions and customs may vary with each country, the basic idea behind the holiday remains the same. Valentine’s Day is a holiday to celebrate romance, relationships and affection towards the special people in your life. Make sure to make the most of this longstanding holiday this year and maybe try out an interesting Valentine’s Day tradition from another country.

For idea’s on what to get your loved one this Valentine’s Day shop at YourHolidayHints.com

Dining Together

Photo Credit Thinkstock

Become your own restaurant of the month club. Explore new dining-out ideas and pick the ones that sound most interesting to both of you, then make a reservation and get ready to have a night on the town. Stick to the same day every month to ensure you will always have time to dine together. This is a great opportunity to explore out-of-the-way places or new types of cuisine you’ve always been curious about but never tried. Build in a few romantic nights and feel free to embarrass other diners by making out shamelessly at the table.

Educate With Love

Photo Credit Thinkstock

Do both of you have an interest in do-it-yourself household projects or photography? Maybe you’ve always wanted to learn how to make sushi, wood working or Italian. Adult-education classes represent a great way for the two of you to expand your horizons and knowledge base together, plus acquire a practical skill of value. Make sure to choose an interest you both share and find ways of enjoying it outside of class, too.

Have A Breakthrough 

Couples-only retreats offer you the opportunity to not only explore your relationship but also enjoy activities like hiking, boating, couple’s massage or yoga together. An added plus is being with other, like-minded couples and forming new friendships, which are healthy for any relationship. Look for weekend retreats in interesting locations either close to home or far away, then suspend your current reality and enjoy being together in a completely new environment.

Have A Ball 

Photo Credit Thinkstock

Pursue a sports activity together, such as golf, bowling, paddleball or running. Make time to go to the gym or take tennis lessons. Some couples enjoy friendly competition, while others prefer to play games together as if they were little, goofy kids. Whatever your sports style might be, find physical pursuits you both can share that will help you keep both your bodies and your relationship fit and healthy.

Have An Adventure 

Photo Credit Thinkstock

Become tourists in your own home town by visiting sight-seeing destinations and attractions, like boat or bus tours, museums and landmarks. Pretend you don’t speak the language and ask people to take your picture together. Re-visit your own personal landmarks, too, like the place where the two of you met or the houses you both grew up in.

Take Time Out 

Photo Credit Thinkstock

Make the world go away by closing the door, shutting off the phones and dimming the lights. Remember that the little, day-to-day moments you share are just as important as the time you plan around activities together. Be a universe of two and spend some time remembering what brought you together in the first place. Congratulate each other on how terrific you are and celebrate being a couple, in any way you choose.

For idea’s on what to get your loved one this Valentine’s Day shop at YourHolidayHints.com

Local, organic, artisanal chocolate can be found in Somerville at Taza Chocolate. Made Mexican style, the chocolate is ground using stone mills to create a rustic texture different from other chocolate. For $5, you can tour the factory and watch the chocolate making process from start to finish. At the end of the tour, savor the opportunity to sample traditional Mexican flavors including spiced chili or salt and pepper. You can also make purchases from the factory store.

The brain child of Harvard MBA students, Finale opened in the late 1990’s and has been a mainstay in the Boston dessert scene ever since. Finale offers high-end treats any time you want them – and not just at the end of a fancy meal. If dining at the restaurant is not an option, visit the bakery, and take home a dessert. You’re sweetie will appreciate the surprise.

Now in it’s 23rd year, the Chocolate Bar at the Langham Hotel continues to delight guests with unimaginable, chocolate inspired treats. Held every Saturday September through June, guests can enjoy all kinds of confections both sweet and savory. If your chocolate cravings are near to insatiable, this experience is for you. You just might have to stay overnight to cure your chocolate hangover.

Boston Chocolate Tours

website
Tours and Workshops: (781) 784-7469
Private Events: (617) 600-4460

Are you a chocolate lover who also has a taste for history?  Let an expert from Boston Chocolate Tours be your guide throughout the city noting local delights and festivals or take a class and learn how to do it yourself.   Locations and tours vary by the season, so use the website to review options and to contact the company.  Check out our complete guide to the Best Boston Walking Tours.

Cristy Maldonado is a Boston-based blogger in constant pursuit of fun activities in the city. Read more of her work at Get Out: Planning an Urban Safari In Boston.

The Exotic Getaway

Get out of the cold. Try a place where the temperature is always a balmy 72 degrees and where you are guaranteed to see some of the world’s most exotic animal species. And no, you don’t have to travel to the Caribbean. The Tropical Rain Forest exhibit at the Franklin Park Zoo is open year round. It’s guaranteed to be a memorable experience.

Read: Exploring The Franklin Park Zoo

The Fairytale Ending

Walk among some of the city’s most stunning architecture and countless works by famed sculptors and painters. The Boston Public Library at Copley Square. Step into the Chavannes Gallery and unleash the perfect poetic proposal.

Under The Stars

Get down on one knee while your loved is staring up at the stars, constellations, and planets inside the Charles Hayden Planetarium at the Museum of Science. A proposal at this state-of-the-art theater will be out of this world.

Under The Sea

The New England Aquarium recently caught our attention as a creative spot for a wedding proposal. In January, an aquarium diver helped out a guy from New Jersey, by holding up the ‘will you marry me’ sign from inside the Giant Ocean Tank. Following the proposal, the couple enjoyed champagne and chocolate covered strawberries in the Aquarium’s private tasting room overlooking the Boston Harbor.

The Game Changer

We know what you’re thinking: “Wow, CBS Boston, you’re really going with a Jumbotron proposal? That’s not very creative at all.” But hang on. Hear us out. If a big public spectacle at a sporting event is your thing, why not throw in a little twist. The Bruins offer Zamboni rides (requires a $150 donation to the Boston Bruins Foundation.) Book both Zambonis, hijack the Jumbotron, and maybe see if the organist will play Endless Love for you.

Read: Guide To The TD Garden

Liquid Courage

Sam Adams Brewery Tour and Tasting

30 Germania St
Boston, MA 02130
(617) 368-5080
Hours: Mon to Thurs 10am-3pm; Fri 10am-5:30pm; Sat 10am-3pm
Tours starting every 45 minutes
Reviews & Website

Rather than trying to get to know one another in a loud, dark bar, enjoy some cold ones at the source. The Samuel Adams Brewery offers tours of their facilities along with a taste testing of a selection of brews. The tour guides are witty and entertaining, and the tasting is practically free. The company suggests a $2 donation that will go to a local charity. The tours and tastings last about an hour. Arrive early, they fill up.

Harpoon Brewery Tour and Tasting

306 Northern Ave
Boston, MA 02210
(617) 574-0019
Hours: Sat 10:30am-5pm; Sun 11:30am-3pm
Tours starting every half hour
Website & Reviews

Another option for a brewery tour and tasting. $5 will also get you a souvenir tasting glass so you’ll always remember your special date. As with Sam Adams, the tours last about an hour and you should arrive early.

Wine Tasting at The Wine Bottega

341 Hanover Street
Boston, MA 02113
(617) 227-6607
Hours: Sun to Mon 12pm-8pm; Tues to Wed 11am-9pm; Thurs 11am-10pm; Fri to Sat 10am-10pm
Free tasting every Friday 5pm-8pm
Reviews & Website

For the budding sommeliers, there are a number of wine tastings around the city. This shop in the North End offers a free tasting every Friday evening. You’ll be offered six wines pertaining to a different theme each week. Discounts are offered on all the wines tasted if one (or more) hits the spot. Tastings are free and no reservation is necessary.

Under The Stars

Gilliland Observatory at the Museum of Science

1 Science Park
Boston, MA 02114
(617) 723-2500
Hours: Fri 8:30pm-10pm
March through November, Weather Permitting

Make your date starry-eyed with the Celestron CGE 1100 Schmidt Cassegrain telescope! To avoid any snafus on your special night, call the Gilliland Observatory hotline at (617) 589-0267, which is updated at 5:30 pm on Friday nights to make sure the observatory is open. The hotline also provides information on what objects can be observed in the current sky so you’re sure to impress. The best part? Admission to the Gilliland Observatory is free!

Arts and Crafts

Ceramics Painting at Clayroom

1408 Beacon St
Brookline, MA 02446
(617) 566-7575
Hours: Mon to Wed 10am-10pm; Thurs to Sun 10am-6pm
Reviews & Website

Impress your date with your artistic abilities and make a memento of your time together at this paint-your-own-pottery studio. Choose from a variety of ceramics (there’s really something for everyone), grab a table, and get to painting. The studio fee is $8 per person and the pieces range from $1-$24. Feel free to bring a bottle of wine to get the creative juices flowing and spend as much time as you need. Since the pieces need to be fired and finished, which takes a couple days, this will set you up for the perfect second date excuse.

Isabella Stewart Gardner Museum

280 The Fenway
Boston, MA 02115
(617) 566-1401
Hours: Tues to Sun 11am-5pm
Reviews & Website

For those who would rather enjoy someone else’s art, try out this beautiful and unique museum featuring an inner courtyard. The building itself is a work of art and provides plenty of cozy spaces to chat. Admission is $12 unless your date happens to be named Isabella – then her ticket is free.

Get Physical

Fenway Tour

4 Yawkey Way, Boston, MA 02215
(617) 226-6666
Hours on Non-Game Days: 9am – 4pm
Hours on Game Days: 9am – three and a half hours prior to game time
Tours run every hour on the hour
Reviews & Website

If your date is a proud member of Red Sox Nation, there’s no better place to visit than Fenway Park. And if you can’t manage to get game tickets, the next best thing is a behind the scenes tour of the park. For $12 you’ll be treated to 50 minutes of Red Sox history, with visits to the Press Box, State Street Pavillion (where the high rollers watch the game), and Green Monster. Be aware that you may not be able to go on the field, and Yankees fans will be subject so some good natured ribbing.

Lucky Strike Lanes

145 Ipswich St
Boston, MA 02215
(617) 437-0300
Hours: Mon to Sat 11am-2am; Sun 12pm-2am
Reviews & Website

These ain’t your grandpa’s bowling lanes. Lucky Strike has the atmosphere of a hip bar where you’ll just happen to hear the crash of bowling pins. With lounge seating, low lights and a full menu, this place almost makes bowling sexy.

Dancing at Mojitos

48 Winter St #2
Boston, MA 02108
(617) 988-8123
Hours: Thurs 10pm-2am; Fri to Sat 9pm-2am
Free Salsa lesson Friday and Saturday at 9pm
Reviews & Website

No matter how many left feet you have, you’ll be shaking your hips by the end of the night at Mojitos. Start the night off with a free salsa lesson, then show off your new skills. Take a lady’s word on this one – no matter how silly you may feel dancing, it’s charming when you try.

Aren’t You Fancy

Boston Ballet at The Boston Opera House

539 Washington St
Boston, MA 02111
(617) 880-2442
See Schedule for times
Reviews & Website

Each season, the Boston Ballet offers a variety of top notch classic ballet (tutus included) and more modern pieces. If you’ve never been to a ballet, you may be surprised at the pure athleticism and grace.

Gondola Di Venezia

PO Box 540416
Winthrop, MA 02152
Board the gondolas in front of the Hatch Shell on The Esplanade
(617) 876-2800
Hours: Fri to Sun 2pm-11pm (by reservation only)
Reviews & Website

Want to really impress your date? How about a gondola ride on the Charles inspired by the romantic rides on Venetian canals? Enjoy the view (of Boston and your special friend) while being serenaded in one of these authentic boats. Packages range from $99 to $229 for up to an hour tour and can include an accordion player, roses, and fresh strawberries. Major swooning guaranteed.

With two shops in Boston, Twig dubs itself “your neighborhood floral studio.” Twig is not only a spot to buy fresh flowers daily, but you can also decorate your event whether it is a birthday, wedding, or anniversary party. A unique part of this floral studio is that they offer floral design classes, that way you can learn to make your own bouquets.

Thornton’s in South Boston is located just off the intersection of Dorchester Street and West Broadway. Its claim to fame is being the setting for “the florist” in the 2010 movie The Town. Step into Thornton’s and you feel like you are in a greenhouse, the smell of fresh flowers filling the air. Thornton’s offers local delivery and visit their website for a “deal of the day”.

Located on Centre Street, New Leaf JP is a boutique flower shop started by Winston alums Daniel Lopez-Ospina and Jeb Taylor. The New Leaf team prides themselves in having totally unique, never-duplicated floral arrangements, tailoring each to the specific client and occasion. Flowers come from all over the world, as well as locally in the JP/Boston area.

Related: Other Great Flower Shops in Boston

Ten Tables

5 Craigie Circle
Cambridge, MA 02138-3466
(617) 576-5444
and
597 Centre Street
Jamaica Plain, MA 02130-2025
(617) 524-8810
www.tentables.net

Step down off of Craigie Street into the dimly lit, subterranean dining room. They serve carefully crafted food at an affordable price (appetizers under $10, entrees under $25). For the most romantic experience, you might want to scope the tables, as the two-tops in the middle are pretty close together. Their original location in Jamaica Plain is also cozy and intimate.

Grotto

37 Bowdoin Street
Boston, MA 02114
(617) 227-3434
www.grottorestaurant.com

Dimly lit, subterranean spots seem to be a theme when it comes to romance. Grotto is in the basement of a Beacon Hill brownstone, serving contemporary Italian cuisine. It’s a small space; cozy with exposed brick and pipes. Appetizers are $10, entrees $21 and they have a 3-course prix fixe for $34 every night.

Tangierino

83 Main Street
Charlestown, MA 02129-3780
(617) 242-6009
www.tangierino.com

Step inside to the pure seduction that is this Moroccan chophouse, tapas and hookah bar. The décor is in rich reds, browns and golds with dim lighting and the aroma of spices and faint smell of hookah. You may be treated to belly dancing entertainment. Tapas are $5-$10; appetizers under $11-15 and entrees $25-35.

Oleana

134 Hampshire St
Cambridge, MA 02139
(617) 661-0505
www.oleanarestaurant.com

Ambiance oozes from this Turkish restaurant in Inman Square. If you can, get seated on the patio. A fountain, fig tree and herb garden scoop you right out of the city. Heat lamps and fleece blankets help on cooler nights. If you choose to dine indoors, a fireplace and Turkish carpets adorning the wall keep it warm and inviting. Appetizers are $4-$14, $25 entrees, $40 vegetarian tasting menu.

Rates: $125 – $455 depending on season

Prepare to be whisked away by The Clarendon Square Bed & Breakfast. This gem of a B & B is tucked away in Boston’s tres’ chic South End. Treat your special someone to charming, original historic touches while indulging in modern sophistication. Roof top hot tub with views of the city anyone? Yes, please. You will fall in love, with the B & B at least, the rest is up to you.

Rates: $95 – $225 depending on season

Have you been swept off your feet by the apple of your eye? Then why not go to the Chapel? No, not that sort of chapel, sheesh! La Cappella “The Chapel” Suites B & B was built in the 40’s as a small place of worship on historic North Street, in Boston’s oh-so-charming North End.  It has since been converted to a B & B that is in a truly “sweet spot”, nestled between charming streets and wonderful food. Stroll through the North End’s narrow, winding streets, hand in hand and you’ll feel you have been transported to a quaint European village.

Rates: $250 – $550 depending on the season

If you’re significant other fantasizes about romance ala Pride & Prejudice, then a stay at the Charles Street Inn is a must. It’s a combination of the best of Victorian elegance with all the modern luxuries of the 21st century. If the February weather is too chilly to explore the whimsy of Beacon Hill, curl up together next a warm fire right in your own private room.

Rates: Start at $159 – check website for more details

Looking for a romantic retreat away from the hustle and bustle of city life, without actually having to go anywhere?  Then The Bertram Inn in Brookline is the answer. Located two miles from the heart of the city (and one block from public transportation), you’re able to remain close to Boston while experiencing the tranquility that is The Bertram Inn. You’ll be greeted by a grand sweeping staircase, oak paneling, leaded windows, fireplaces and abundant gardens that create an ideal setting for a charming weekend for two.

If you’re looking to get a bit further out of town… and be pampered check out our guide to spa getaways. (link to spa getaways publishing 1.7.11)

Lauren is a Boston area transplant trying to figure out life in the city after graduating from art school.

Read more of her pursuits on her blog,Packn’ Play.

Hour: Sun 12pm-6pm; Mon-Sat 11am-8pmChocolate contains a large amount of flavonoids that can have health benefits for those with high blood pressure.  Even better, it tastes delicious.  Hotel Chocolat (a chocolate store, not an actual hotel), features the most decadent hand-finished chocolates in Boston.  Chocolates prices begin at $10. You know you can’t go wrong giving the gift of fine chocolate!

Hours: Sun 10am-6pm; Mon-Sat 9am-8pm

The team at Twig has won the Best of Boston award for four years in a row.  Twig is the one stop shop for everything flower related.  Sure, you can place an order of long-stemmed roses for your loved ones, but why not go one step further and gift them a subscription to fresh cut flowers each month.  Choose from an orchid subscription of $50 per month or from fresh cut flower subscription based on your own budget.  If you would like to keep to roses, they retail at $90 for a box of a dozen long-stemmed roses.

Spa Hours: Mon-Thurs 11am-8pm; Fri-Sun 9am-8pm

Give the gift of relaxation.  Even a few hours at the spa will guarantee a tranquil and relaxing day for your loved one.  The Mandarin Oriental’s Half-Day Spa Treatments are the best in the city.  Starting at $360 for 3 hours of pampering, your loved one will no doubt leave the Mandarin feeling spoiled and relaxed.

In the mood for something sweet aside from your sweetheart?  Visit Boston Confection and Creamery in Faneuil Hall.  Choose from numerous bins of jellybeans, licorice and gummy bears.  As with most sweet stores, be prepared to pay for your candies by the pound. It’s a different spin on the traditional chocolates for Valentine’s Day.

Ice Skating & Boston Pub

Boston’s Frog Pond in the Common is open all winter for your skating pleasure.  Start your date out with a Saturday afternoon skate. Adults are just $5 each for free skate, or try skating lessons by calling 617-78-SKATE.  After holding hands while trying not to fall and enjoying circling the rink, stop and enjoy some people watching before heading to dinner and drinks at the near by Beantown Pub on Tremont Street.  Named one of Boston’s “most popular pubs”, the Beantown Pub has TVs for catching the latest sports game and pool for playing a game or two.  To start, have a couple beers and a bucket of pigs in a blanket to share. To really warm up from the cold, order a hot toddy or mulled cider.

Theater Show & Wine Bar

The Boston Opera House in the Theater District is home to several musicals each year, including the Nutcracker every winter. If you are looking for a cultural date, catch either Green Day’s American Idiot musical from January 24-29 or the classic Les Miserables from March 13-April 1.  An early evening show is a good excuse to get dressed up for a change.  After the show concludes, walk a mere twenty steps to BiNA Osteria, a chic wine bar for dining and drinking.  This European-like restaurant is set up like a lounge with white couches; while the BiNA Alimentari store for purchasing wine and food is next door.  Enjoy several wines by the glass or by the bottle from the United Sates, Italy, France, Spain, and Germany,

Bruins Game & Greatest Bar

If sports is more your thing, there is no better place than the TD Garden in the winter.  After our uber successful last season, Bostonians love their Bruins more than ever.  The streets surrounding the Garden off Causeway Street are packed each night before, during, and after the games with rowdy fans.  Enjoy a game with a few beers and your finest black and yellow, then head to one of the greatest, Greatest Bar. The Greatest bar combines the best of a dance club and sports bar with four floors of varying music and TVs. Drink one of their various beers on tap or cheers to the Bruins’ win with the Beantown Ginger, a concoction of Jameson, ginger ale, and fresh lime & lemon juice.

Jaime is a twenty-something blogger living, working, & shopping in Boston. Interested in all thing things stylish whether it be the latest fashion trend on the runways to the newest decor featured in home magazines, she blogs all about it, and tidbits of her life, at La vie…J’aime. Follow her on Twitter and Pinterest, as well.

Afternoon Activity: F1 Racing

135 Wood Rd
Braintree, MA 02184
(888) 451-6089
Hours: Mon- Thurs 9 a.m. – 11 p.m.; Fri – Sat 9 a.m. – 1 a.m.; Sun 9 a.m. – 10 p.m.
website

Kick off the afternoon with some healthy competition on the track at F1 Racing just south of Boston. Described as the ultimate indoor kart racing experience, F1 offers private events, open racing sessions, and endurance driving events. A billiards room, restaurant, and bar round out the experience and help tired racers to refuel and relax before a night out in the city.

Dinner: Jerry Remy’s Seaport

250 Northern Ave
Boston, MA 02210
617-856-7369
Hours: Mon – Sun: 11:00 a.m. – 2:00 a.m.
website

With sweeping harbor views on one side and the “Monster Wall” a 32 foot video wall projecting sports on another, Jerry Remy’s Seaport combines Boston’s love for its City of Champions reputation with an ideal waterfront location. Perfect for kicking back and enjoying a few beers and a mix of food: pub grub, local flavor, and ethnic-inspired dishes, Jerry Remy’s is the place to watch sports far from the traffic and crowds of downtown Boston.

Drinks & Cigars: Stanza dei Sigari

292 Hanover St (Prince Street)
Boston, MA 02113
(617) 227-0295
Hours: Daily Noon – 1 a.m.
website

Finish the night off in this speakeasy turned cigar bar. Take the stairs down to the subterranean lounge, complete with dark leather banquettes, and go back in time for a night of cigars, top shelf liquors, and a well-versed staff. Located in the heart of the North End, Stanza dei Sigari is also a stone’s throw from countless restaurants, cafes, bakeries, and gelaterias if a late evening hunger strikes.

Meghan Malloy is a Marketing & Social Media Consultant in Boston. She shares her love of food, wine, and travel in her blog Travel, Wine and Dine: traveleatlove.com.

James’s Gate Restaurant & Pub

5-11 McBride Street
Jamaica Plain, MA 02130
(617) 983-2000
http://www.jamessgate.com

This dark, cozy watering hole could easily trick you into thinking the Gaelic countryside sits right on the other side of those tall wooden doors. Named after the Guinness brewery, it’s only appropriate that this gem in the heart of Jamaica Plain pours one of the best pints of Guinness in all the land. The pub fare is perfect comfort food for a cold day. The pub side reveals the real character of this place. It lies in the whiff of burning firewood and the roaring flame that dances inside a towering stone fireplace that sits at the center of the room.

West on Centre

1732 Centre Street
West Roxbury, MA 02132
(617) 323-4199
http://www.westoncentreboston.com

If you can remember the name, it’s easy to find. West on Centre is sits right off the rotary on Centre Street in West Roxbury. Inside, the lounge delivers a fancy, yet inviting feel. The wine, beer, and cocktail lists all offer a spirited balance between traditional and adventurous. The burgers have earned a solid reputation, particularly the not-so-typical lamb burger. Ample street parking and public transportation make ‘West’ easy to access. The welcoming neighborhood atmosphere is no secret, so don’t be surprised to wander in and find the place is hopping.

The Bristol Lounge

200 Boylston Street
Boston, MA 02116
(617) 338-4400
http://www.fourseasons.com/

Elegance, royalty, and class are the three words that come to mind. Dubbed “Boston’s living room,” this is where the rich go to relax. The comfy couches and chairs overlook the Boston Public Garden, creating the perfect setting for afternoon tea and scones. The Bristol Lounge also serves as a celebrity favorite, having served the likes of Tom Brady, Ben Affleck, Jerry Seinfeld and many more. Plenty would argue the mouthwatering, yet pricey $17 sirloin “Bristol Burger” may just be the best in town. A small, but well-crafted beer list means you have options that won’t break the bank.

Warren Tavern Bar & Restaurant

2 Pleasant Street
Charlestown, MA 02129
(617) 241-8142
http://www.warrentavern.com

A historic landmark and one of the oldest taverns in Massachusetts, Warren Tavern remains one of the best. Paul Revere used to frequent and it’s documented that George Washington stopped in for a pint, so, ordering up a Sam Adams only seems to make sense. This patriotic landmark is the perfect place to talk politics or watch the Patriots. Head there on a Tuesday or Wednesday to catch a little live, local music.

Bondir

279A Broadway
Cambridge, MA 02139
(617) 661-0009
http://www.bondircambridge.com

Sure it’s over the river in Cambridge, but this newcomer was just too good to pass up. The simple decor puts the focus on food. The chef combines French and contemporary American flavors, while adding a fresh local twist. Bondir offers most plates in a small or large size. The menu changes daily, but you’ll be hard-pressed to find a dish that isn’t a delicious work of art. Bondir is closed on Tuesday.

The Fireplace Restaurant (Honorable Mention)

1634 Beacon Street
Brookline, MA 02446
(617) 975-1900
http://fireplacerest.com‎

This should be a no-brainer, but there are some complaints about the prices. The upside is the quaint, tiny, yet trendy atmosphere, will leave you feeling like you spent the day skiing, without the fatigue of course. As one Yelper puts it, “this place has the decor of a log cabin or a restaurant you’d expect next to a ski mountain rather than in Brookline… The atmosphere makes the restaurant a divine hide-out from a nor’easter.” If you’re looking for a drink, a few appetizers, and a fireplace to warm up next to, look no further than the name on the sign.

Did you know that the Boston Beer Company in Jamaica Plain is the largest American-owned brewery? You would if you’ve ever been on a Samuel Adams Brewery Tour. For a nominal charitable donation, you can tour their facility and sample a bevy of different brews. It’s fun for the whole family (as long as your whole family is over 21)!

In a city known for its music scene, its bars, and its rich Irish heritage, there’s one place offering a unique combination of the three. Just off the Red Line in Davis Square is a bar known to many locals but not so much to tourists. Offering live traditional Irish music seven nights a week, The Burren also serves up a classic bar food menu and one of the best pints of Guinness you’ll find anywhere in the city.

Taste what it’s like to be a real chef. Prepare recipes in a hands-on environment with help from professionally trained chef instructors. You’ll blanch, you’ll blend and you’ll baste your way to culinary perfection as you cook restaurant quality meals in a real restaurant-style kitchen. It’s like being Bobby Flay, but without all the fame and notoriety.

Remember that ridiculously embarrassing coffee mug you painted for your parent when you were a kid that they still keep displayed on a shelf? Well, now you can make up for that mistake. Channel your inner child with a trip down memory lane. And by memory lane I mean Beacon Street. Paint all types of pre-made pottery like plates, bowls, vases, and drink a glass of wine while you do it. Why not? You’re an adult now. You can do what you want.

There are theaters, and there are theatres. The Brattle is the latter. There’s no 3-D, no Dolby Digital Surround Sound, and no stadium seating. It’s just a quaint, quirky, charming movie heaven tucked into a back street in Harvard Square. From classic films, to foreign flicks, to art-house specials, the Brattle is the ultimate old-school theatre experience.

Improv Boston

www.improvboston.com

Improv Asylum

www.improvasylum.com

Nothing says fun like being spontaneous. And nothing says spontaneous like improvisational comedy. Lucky for us, Boston is home two of the country’s best improv groups. Whether you want to go watch a show or take your own improve class, they offer something for everyone. You’ll laugh, you’ll cheer, you might even cry. But be careful if you do, because they might make fun of you.

Barmakian offers its clientele custom designs without the outrageous price tags. The 100-year-old, family-owned business has large showrooms filled with a huge selection of jewelry. While its large selection is impressive, it’s the fact that Barmakian creates most of its own pieces that makes it one of the best jewelry stores in Boston.

It’s one-stop shopping that makes Longs Jewelers one of Boston’s best jewelry stores. The store, which has a number of locations in and around Boston, has everything from watches to custom-made and designer engagement rings. Family-owned for more than 130 years, Longs has developed a reputation for being a trusted local jeweler and one that many people can afford to go to.

For those who have a taste for the finer things in life – and have the wallet to match – Dorfman Jewelers is the place to go. What makes Dorfman Jewelers one of Boston’s best jewelry stores is its selection of European-cut diamonds and gems. They are also a retailer for well-known, posh names such as Van Cleef & Arpels, and Patek Philippe.

Started in 1839, E.B. Horn’s history goes back almost as far as the city itself. Family-owned and run since its inception, E.B. Horn offers patrons a step back in time and the service that has sadly become a thing of the past. It’s E.B. Horn’s dedication to service and maintaining a repair department for both jewelry and watches on the premises that makes it one of Boston’s best jewelry stores.

Those who are looking for something unique head to Pageo. This store offers jewelry selections from a number of local and international designers, including Garavelli, Crivelli, Kwiat and Misani. But its Pageo’s custom consultations that make it one of Boston’s best jewelry stores.

Editor’s Pick:


I purchased an engagement ring from here in 2007 and two wedding rings in 2008. One of the rings was custom designed and all three were custom crafted. We brought the rings back a couple times for cleanings, and despite offering to pay, have not been charged. While going through the ‘Best Jewelry Stores’ list, I took a look at some recent reviews and found that not much has changed. BRAG offers the same outstanding service, knowledge, laid-back attitude, and most importantly, brilliant craftsmanship that made them our choice in the first place.

Take a Walk

Boston is a walking city – take advantage! Stroll through the Boston Common and Public Garden. Sit on a bench with a coffee or ice cream cone and people watch while getting to know each other. When you’re ready to move on from the park, walk down Newbury Street and window shop.

Other great walking spots: Arnold Arboretum, The Esplanade, Harvard Square

Visit a Museum

There’s no reason to be bored or intimidated by a museum date. Boston has museums that cater to all sorts of interests. Sports fans can visit the Sports Museum at TD Garden. History buffs have the U.S.S Constitution and other historical sites. The Museum of Science, with its interactive exhibits, is entertaining for almost everyone. And of course, there’s the Museum of Fine Arts for art lovers. Check out this site to find a museum by both type and location: http://www.museumsofboston.org/index.html

Walk on the Wild Side

If both you and your date are animal lovers, use that as a starting point and head to the Franklin Park Zoo. Take time to get to know each other as you walk between exhibits. The animals are also great talking points if there’s a lull in the conversation. This also works well at the New England Aquarium. Who doesn’t love those penguins?

Catch a Game…just not an obvious one.

No matter the time of year, there’s always a game going on in Boston.  The four major teams – Red Sox, Patriots, Bruins, Celtics – are fun to watch but can be very expensive.  Stay budget friendly, not to mention original, by cheering on one of the less prominent New England teams.  New England Revolution tickets start as low as $20.  Or catch one of Boston’s two professional lacrosse teams, the Boston Cannons and Blazers.  Another fun option is a college football or hockey game.

Play a Game

Instead of watching a game, play one! Cornwall’s in Kenmore Square has a variety of board and card games for anyone to play. Among the selections are Chutes and Ladders, The Game of Life, Sorry and Uno. Once you get tired of board games, you can move on to one of the pool tables or dart boards. Have fun showing off your charmingly competitive (NOT raging and crazy) sides.

Read: Best Game Nights

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Have Brunch

Brunch is more casual than dinner, which could help with those first date jitters. There are also tons of options. A quick internet search pops up hundreds of brunch locations, ranging from affordable diners to upscale restaurants. Plus, the earlier time frame keeps things flexible – you can leave and enjoy your day if there’s no connection, or continue the date if you really hit it off.

Be a Tourist

Sure, it may sound cheesy, but visiting a tourist attraction could be a new experience for you or your date.  It seems that so many people just don’t take time to see the sites in their hometowns. So see the city the way visitors do.  Take a Duck Tour.  Walk the Freedom Trail.  Go to the Skywalk at Prudential Tower.  There are lots of things to see, so get going!

Strikes to Spare

Bowling is lots of fun and a great date. For a twist, try candlepin bowling, which is believed to have been created right here in Massachusetts. Some rules are a bit different but just like standard bowling, the goal is to knock down all the pins. Unfortunately, there’s no escaping the hideous bowling shoes.

Read: Best Bowling In Boston

Skip Dinner…

And go straight for dessert! Meeting up for pastries and coffee removes the pressure of being on a formal dinner date. Try the famous Mike’s Pastry in the North End for authentic Italian desserts. Another great spot is the Cupcake Shop Sweet, which serves daily and seasonal homemade cupcakes (the Red Velvet is superb!). For a sit-down dessert experience, try Finale. Dessert is the main focus here and their sampler lets you learn each other’s tastes while you learn about each other.