Valentine's Day for 2025 falls on Friday, February 14 - and Boston has lots of special ways to celebrate throughout the entire weekend.
Whether you want to declare your love, wow your secret crush, enjoy a special dinner, or just have some memorable fun on Valentine's Day, you'll find plenty of romantic things to do taking place in Boston.
Here are Boston Discovery Guide's recommendations for Cupid-worthy ways to declare your love ranging from romantic to silly, elaborate to simple - and everything in between!
Best of all, some are not just for Valentine's Day - they're perfect any time you're looking for romantic things to do in Boston.
Find sweet deals on Boston hotels offering special Valentine's Day packages
Boston Harbor Special Valentine's Day Cruises
Romantic Boston Harbor Cruises for Valentine's Day 2025
- Romantic Valentine's Day Jazz & Champagne Tasting Cruise - Toast your valentine on this romantic evening cruise as you sample 3 champagnes and nibble on chocolate-covered strawberries while a live jazz band plays in the background. Capacity is limited, and these special cruises always sell out early. February 14 and 15
Take your Valentine to a Concert or Show, Dinner, & Weekend in Boston
Valentine's Day Concerts & Shows in Boston
- Funny Girl - Boston Opera House - Feb 4-16
- Tom Segura - TD Garden - Feb 14
- Blue Man Group - Charles Playhouse - Multiple dates all month
More concerts during the rest of February
Experience a Romantic Concert by Candlelight
Celebrate Valentine's Day (or any day in February) at a romantic Candlelight Concert.
Musicians play by candlelight (the safe flameless type), and depending on which concert you choose, you'll hear everything from classical music to tribute concerts to artists such as Taylor Swift, Whitney Houston, ABBA and Queen, staged in unique venues in Boston, Cambridge, and nearby Brookline
Sample Boston Cuisine on Valentine's Day
Sample Boston food treats while exploring the city on these fun food tours:
Catch a Valentine's Day Show in Boston
Enter DISCOVERY10 to save 10% on TicketLiquidator & TicketNetwork tickets. Good for purchases made through 12/31/26.
Find all Boston theater shows in February
Spend the weekend in a Boston Theatre District hotel
Make dinner reservations at a Boston Theatre District restaurant
Stay in Boston with these Special Valentine's Day Hotel Packages
To make your Valentine's Day celebration extra-special by staying over in the city, check out the super savings packages offered by many of Boston's top hotels.
Opt for the "Lovers Rock" Valentine's Day package at Verb Hotel, "Be Mine in Beantown" at The Boxer, the "Romance Package" special at the Revere Boston, or the "Boston is for Lovers" package at the Midtown Boston Hotel - plus many more!
Find your dream Valentine Boston hotel package
Take a Romantic Dinner Cruise
For a special romantic Valentine's Day dinner in a unique setting, go on one of the Boston Harbor dinner cruises offered by the Odyssey.
You'll love the gourmet dinner served in the elegant dining room. Sip Champagne, enjoy the live music, try out the dance floor, or just enjoy romantic moments as you gaze at spectacular nighttime views of the city skyline...and each other
Make your reservations for a special Boston Odyssey Dinner Cruise
Go on a Fun Boston Food Tour!
Dine & Propose!
Ready to pop the big question?
Pave the way to "yes!" with a romantic dinner at a Boston restaurant.
Here are several romantic options:
- The Banks Fish House, (406 Stuart Street), Sumptuous seafood, with a Valentine's Day dinner on the 14th and a special prix-fixe VD menu throughout the weekend Reserve
- The Berkeley at AKA Back Bay - Classically sumptuous 3-course prix-fixe dinner on February 13, 14, or 15 featuring Wellfleet oysters, steak-frites, and Thai tea crème brulée. Reserve
- MIDA Fenway - Memorable Italian cuisine from award-winning chef/owner Douglass Williams. Reserve
- Contessa - Enjoy spectacular views and innovative cuisine at The Newbury's rooftop restaurant. Reserve
- Bistro du Midi - Plush seating, romantic lighting, and an excellent selection of French wines and classic Mediterranean bistro cuisine will make you feel like you are in Paris, the City of Love, expecially when you book the 5-course prix-fixe Valentine's Day Dinner with wine pairings. Reserve
- Abe & Louie's - Classic steakhouse in Back Bay, known for its prime-aged Midwestern beef; also known for its fresh seafood and excellent wines. Reserve
Treat Your Valentine to Cheese, Wine, & a Glassblowing Demonstration
Learn about the ancient art of glassblowing while watching a demonstration - and enjoying cheese and wine. Diablo Glass Studio (123 Terrace Street, Boston) also offers special small-group classes - check them out.
Catch Romatic Classics at the Brattle Theatre
Don't miss the Brattle Theatre's annual showing of romantic classics, Casablanca and the Princess Bride, on February 13.
If you begin to feel an overload of romance, you can balance it with the annual Bugs Bunny Film Fest that runs from February 15 - 23.
Check the Brattle's website for showtimes
Find more Boston movie theaters
Indulge in Dim Sum & Ice Skate on Frog Pond
Celebrate Valentine's Day with a non-traditional experience by heading to your favorite Chinatown restaurant for dim sum.
Check out our dim sum suggestions
After you've satisfied your cravings for soup dumplings and fried chicken on waffles, head over to Frog Pond and take a spin around the ice. Mid-February weather is usually perfect for skating.
More about ice skating on Frog Pond and other places in Boston
Explore Fort Point Art Galleries
Need a unique card or gift for Valentine's Day?
Stop by the Made in Fort Point store (315 A Street) where you'll find an assortment of art and other items such as jewelry, ceramics, books, and even furniture made by the neighborhood's artists and artisans.
When Love Fails, You Need Break-Up! The Musical
Laugh away your sorrows at Break Up! The Musical at Laugh Boston on February 14 at the Westin Waterfront Hotel. Comedians Misch Whitaker and Pat Parhiala will choose an audience member's tragic breakup story - it could be you! - and turn your heartbreak into laughter in an improvised-on-the-spot musical.
Champagne Dinner Dance & Valentine's Brunch
The Boston Wine Festival, underway from January through early April at the Boston Harbor Hotel, offers a special Valentine's Dinner Dance on February 15 featuring live music, dancing, and incredible food matches with memorable Champagnes from Moet & Chandon.
Alternately, opt for the lavish Champagne Brunch on Sunday, February 16.
Find out more about the Wine Festival & the best wine bars in Boston
Looking for Love? Where to Meet Someone Special in Boston
Here at Boston Discovery Guide, we regularly get emails from newcomers to the city who ask, "Where can you meet someone in Boston, outside of school/work/bars/dating apps?"
As travel website publishers, this isn't exactly our area of expertise . . . but Valentine's Day provides the perfect excuse for offering a few suggestions. Of course, you should act on them well before February 14th if you're trying to line up a date for Valentine's Day. But no pressure.
We can't guarantee you'll find love - but pick activities you enjoy and you're sure to have fun, become more familiar with Boston, and make some new friends.
BDG's Suggestions for Where to Meet People in Boston
- MFA First Fridays - Art, wine, tapas, music - February 7 and first Friday of every month, 6:00-9:30pm, ticket is free with museum admission ($25), 21+; cash bar and food for purchase - but best to get ticket in advance as they do sell out More info: www.mfa.org/programs/special-event/mfa-first-fridays
- Trivia Night - Lots of Boston bars have these low-pressure game nights, usually on a Monday or Tuesday. Check out a few in your neighborhood, and find your favorite.
- Meetups - Have an interest in something ... anything? Meetup.com lists groups for just about every interest you can imagine - for example: 20s Brunch Club, Davis Square Runners, Divorced and Dating, Boston Single Wine Tasters, Classic/Indie Movie Group, Beantown Gamers, Hey Siri: 'How Do I Make New Friends after College?' - and many, many more! Meetup.com is also a good way to find professional groups (especially if you work in tech) and volunteer organizations. More info: www.meetup.com
- ICA Boston First Fridays - Art, DJs, live performances, gallery talks, complimentary drinks - February 7 and first Friday of most months, 5-10pm, $15 ticket includes museum admission, 21+; ICA's Water Cafe offers small plates and full bar. More info: www.icaboston.org
- Glass Fridays - Spend the last Friday evening (6:30-9:30pm) of each month in Diablo Glass School's flameworking studio learning how to make glass paperweights, beads, or even shot glasses, followed a glassblowing demo, wine, and socializing. More info: www.diabloglassschool.com/
- Wine Tasting Events - Several wine stores in Boston host these periodically, and they're usually free. If you're into wine, you can check out whose preferences match yours. You'll find some events listed here.
- Social Boston Sports - Bowling, dodgeball, basketball, skiing - there's something for everyone, plus fun special events. Costs varies by sport/event but are reasonable. More info: http://socialbostonsports.com/
- Boston Ski & Sports Club - With 45,000+ participants each year, this is the largest sports club in the Boston area, organizing teams for everything from lacrosse to tennis to frisbee to indoor baseball, planning ski trips and other outings, and hosting social events. More info: www.bssc.com
- Boston Center for Adult Education - Classes in cooking, dance, computers, languages, art, and much, much more give you the chance to learn something new. Many are just one session in length - perfect for fitting into tight schedules. More info from BCAE
- Gyms - Some Boston gyms are known as being more "social" than others - so if you want to get exercise, get in shape, take a class - and perhaps meet someone - visit several gyms to find the vibe that works for you.
More Valentine's Day Weekend Events in Boston
- Pop-Up Valentine's Market on the Greenway - Stop by Dewey Square on the Rose Kennedy Greenway from 11am - 7pm on February 11-14 and find the perfect gift for your loved ones created by local artisans.
- Valentines Day Party Singles Meetup - Want to maybe meet your valentine? Or at least have lots of fun? Sign up for a meetup focused on games, crafts, pizza, coffee, nightlife - or one of the other many groups in and around Boston every day - great way to meet others and have fun! More
More To See & Do in Boston on Valentine's Day
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