10+ Romantic Things to Do in Boston for Valentine's Day

Cobblestone sidewalks, beautiful parks, historic buildings – the city of Boston provides the perfect setting for couples looking for a Valentine's getaway.

Published: July 18, 2024
Love lock in Boston

Cobblestone sidewalks, beautiful parks, historic buildings – the city of Boston provides the perfect setting for couples looking for a Valentine's getaway. Whether you’re a visitor from out of town for Valentine's Day, or a couple of locals looking for some weekend romance, these romantic things to do in Boston are sure to be a memorable experience for you and your special someone.

Soak up the best of Boston's art scene

Couple at an art gallery

If you’re the kind of couple that just adores the art world, then Boston is an ideal destination for your romancing. From big-name museums to local institutions, there are plenty of options for art lovers.

The Museum of Fine Arts (MFA), for example, often puts on special programming for Valentine’s Day each year and features many romantic paintings and sculptures year-round, such as Renoir’s touching Dance at Bougival and Adolphe Braun’s photograph Cupid and Psyche.

The Institute of Contemporary Art (ICA), veering more towards the very contemporary, has less in the way of traditional romantic scenes and more in the way of really cool, inspiring art that will get your imagination going.

For those couples truly looking for something special, the Isabella Stewart Gardner Museum is filled to the brim with romance. A gorgeous mansion bedecked with stunning antique furnishings and inspiring classical art, organized around a breathtaking garden with something to see even in the winter, the Gardner is worth the visit. Trust me, your date will love it.

If you’re interested in popping outside of the city for a bit, the Harvard Art Museums or the Peabody Essex Museum (which also includes some natural history exhibitions and other nifty artifacts) are also fun artsy options that make for great dates.

Visit cute creatures at the New England Aquarium

african-penguin-swimming-new-england-aquarium

If you and your love have a passion for animals, then you simply must visit the famed New England Aquarium. This waterfront mainstay in Boston has been fascinating and educating visitors for generations and has much to offer interested couples. Come here to see the busy penguin colony, snap photos of the lush, four-story Caribbean reef, and interact with real sea creatures in the Shark & Ray Touch Tank exhibit.

Be sure to check the Aquarium calendar before your visit, too, because there are animal feedings, keeper talks, and IMAX films throughout the day the enjoy.

Take them to see a show

collective-musicians-singers-dancers-gypsy-costumes

If you love theatre of all types, Boston has plenty to offer. While it doesn't have the big-name reputation of cities like New York or Chicago, there are still a lot of indie theatre and traveling shows that get their start on Broadway. An exciting show this year is the Blue Man Group Show, which is an engaging and immensely popular performance that fans all over the country have adored.

Visit the Boston Common

swan-paddle-boat-lake-ready-serve

A leisurely walk through these beautiful public spaces is worth a little bit of chill in February. You’ll get striking views of the capitol dome, the Tremont Street corridor, and some beautiful vistas over towards the river. Then, the Public Gardens are still pretty impressive even with most of the flowers dormant – there are plenty of evergreens to enjoy.

Of course, if you’re looking for romance in the springtime, there is no place in Boston quite so abundantly colorful and fragrant. Just don’t pick the flowers! You could also opt to paddle the Swan Boat around for a bit – an attraction inspired by the romantic opera Lohengrin. The Swan Boats are the perfect way for lovebirds to relax and enjoy the scenery while meandering along the peaceful lagoon.

If you’re lucky, you might even see Boston’s favorite swan duo, Romeo and Juliet, who return every spring after spending the chilly months at the Franklin Park Zoo.

Go ice skating on a frozen lake

Ice skating Boston

Ever since the movie Serendipity, ice-skating has been a hallmark of romantic encounters. Take your partner to the charming Frog Pond for a few rounds on the ice - it'll be fun for amateurs and experienced skaters alike. Bring skates, or rent them for a few bucks when you're there.

Grab some hot cocoa afterward to break the chill. If you're looking for something a little bit stronger after your skating excursion, there are also plenty of bars and restaurants in the vicinity.

A romantic dinner date

Romantic dinner wine

This is a classic idea that never goes out of style. Head out on the town for a romantic meal at one of the city’s many fabulous restaurants and we know you’ll have a great time. Check out our recommendations for the best brunches in Boston if you wish to gaze into each other's eyes over breakfast food

If you and your loved one prefer Italian, then pick a place (any place) in the North End for some classic and sumptuous Italian fare. Don’t forget to stop by Mike’s Pastry for some dessert! Interested in creative American fare? Harvard Square is where you want to be. Looking for a good steak? Downtown and the Seaport area have excellent choices.

Go on a brewery tour

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If one of your favorite shared activities is trying new beers, then Boston has some pretty fantastic breweries to scope out. Explore the vibrant craft beer scene with a visit to the place that started it all in America – Sam Adams Brewery. You could also try Harpoon Brewing (with its very own beer hall in the Seaport District), Night Shift Brewing in Everett, or Idle Hands in Malden.

See the sights in a horse-drawn carriage

Carriage ride in Boston

Try taking a ride in one of Boston’s charming horse-drawn carriages for a classically romantic night out. Visitors can select a 15, 30, or 60-minute tour of downtown Boston, all of which leave from the main carriage stand located near Faneuil Hall. Your driver will lead the horse (and you in tow) through some of the city’s most well-known areas such as Copley Square, the Theatre District, Newbury Street, and the Public Garden.

Satisfy your sweet tooth

patisserie in Boston

For those couples looking to indulge in something sweet, stop by Colette Bakery – a little slice of Paris in Medford. You can pick up delightful little viennoiseries and enjoy them on a stroll in this lovely neighborhood, pretending you've been transported to the City of Love for just a moment.

Romantic adventures await in Boston

Boston love lock

So there you have it. Our list of some romantic things to do in Boston, just in time for Valentine's Day. We hope you can find something inspiring on this list to lead you towards that perfect romantic date – whether it’s a conventional dinner and a show, or something more adventurous.

Please note, some of these special events may be separately ticketed and not included on Go City Boston passes.

Discover our full line-up of Boston attractions

The list includes the USS Constitution Museum, Salem Witch Museum, Paul Revere House, and more. 

🤩 >> If you want to see and do as much as you can, our All-Inclusive Pass  is for you.   

😎 >> If you want to pick just a few attractions and visit at your own pace, our Explorer Pass is the perfect option. 

Katie Sagal
Go City Travel Expert

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5 Days in Boston

So, you're vacationing in Boston. Good choice! It's a city packed with history, entertainment, and things to discover. However, if you're looking for a more curated experience, or are simply bad at planning your time, never fear. We've come up with the perfect 5-day itinerary to ensure you see the most of Boston in 5 days. So, without further ado, let's get on with it! Day 1 - Going Downtown No matter where you choose to set up your home base, your first port of call when exploring the city should be Downtown. There, you'll find a lot of the historical attractions Boston has to offer, as well as its best green spaces and more multicultural offerings. You'll find the Freedom Trail there, arguably one of Boston's most famous landmarks. Take a guided tour, and explore over 200 years of Boston's history as you trace the red brick path that was so important before and during the War of Independence. With a handy guide in tow, you'll learn so much about the history of the Freedom Trail. You'll also pass many other Boston landmarks like the Common, Massachusetts State House, and the Boston Massacre Site. Another must-visit Downtown spot is the New England Aquarium! Perfect for kids and big kids alike, you can go nose-to-nose with seals, wave hello to the penguins, and much more! There are a number of great exhibitions on throughout the year, like the Amazon Rainforest exhibit, where you'll meet and greet tons of exotic creatures that call the forest home. Sports-lovers should check out Fenway Park, the home of the Boston Red Sox. You can either take a tour of the facility and learn more about the team's history, or get tickets to a game. You'll also find Chinatown, where you'll have some great photo ops, thanks to the China Trade Gate, and a wealth of food and drink options if you like a bit of Chinese cuisine. And art lovers among you simply have to visit the Museum of Fine Arts, Boston. Containing over 500,000 works of art, from paintings to ancient sculptures, it's a great way to soak up some culture on your first day in Boston! Day 2 - Going Back On day two of your vacation, we recommend heading to Back Bay. There's some stuff to do here, but rather than front-load your vacation with things to do, you might want to space it out, so your legs and brain get a rest. Back Bay is one of Boston's most affluent areas. As such, it has a superb selection of restaurants and bars, among other things. Trinity Church combines handpainted design with grandiose architecture similar to a European Cathedral. It's truly an awe-inspiring sight, one we recommend everyone check out at least once. Book-lovers will love the Boston Public Library, with its labyrinthine corridors of books, books, and more books. You can even get a free tour of the building, if you ask politely. Then, when it's time to eat, Back Bay has a couple of top restaurants we recommend. Uni offers high-end Japanese cuisine in a classy, contemporary setting. With authentic izakaya dishes, it's a great spot to get some grub. Or, to fulfill all your steak-ly desires, Grill 23 is an award-winning choice. It's rowdier than the likes of Uni, so bear that in mind when booking a table. And why not round out day 2 with a drink? For all your sports bar needs, The Pour House has 17 screens of sporting bliss on display, as well as a healthy helping of beers on tap. Or, for a classier tipple, head to the Lenox Hotel's City Bar, where the likes of Babe Ruth have knocked back delightful cocktails in the past. Day 3 - A Beacon of Hope On the third of your 5 days in Boston, we're all about nature as we head to Beacon Hill. This beautiful district is home to the city's best green areas, as well as some stunning eateries and great nights out. So let's talk about them. Grab breakfast at the Beacon Hill Bistro and then head to Boston Common, the country's oldest public park. There, you'll find 50 acres of green bliss, and some sights too, like Brewer Fountain Plaza. You could even take a picnic for the afternoon, if the weather's nice. Then, for even more green goodness, stroll over to Boston Public Garden, which adjoins the Common. There, you can take a ride on the iconic Swan Boats that appear in many films and TV shows, go snap a photo of the George Washington Statue, or simply wander around the lake. Looking for a keepsake to memorialize your vacation, or need to buy some presents for loved ones back home? Beacon Hill's Black Ink has many strange gifts on offer, from shot glasses to dinosaurs, weird baby toys to cat-themed chopsticks. And then, with dinner time quickly approaching, here are your dining recommendations. No.9 Park is a classy, nouveau-Italian joint with a pricey menu and a smart dress code. But, if you can afford it, you'll be welcomed into a world of sublime tastes and an exhaustive wine list. Or, if you're looking for something a little more casual, give Grotto a go. They've got the traditional Italian affair like pasta dishes, alongside steaks and much more that'll keep you satisfied right into the following breakfast. Day 4 - Across the Sea We're crossing the Charles River now, and leaving Boston for the day! Cambridge might not be considered part of Boston, but it's super close and has a load of fun things to do! All aboard! Across the water lies two of the world's most prestigious centers of learning, MIT and Harvard University. In the latter, you'll find the Harvard Museum of Natural History, which contains more than 12,000 artifacts from millions of years in the past to today. It's a fascinating trip for those of you curious about the evolution of life on Earth, and one we heartily recommend. You'll also find the Harvard Art Museums on the college's campus, which features thousands of works from the Middle Ages right through to the present day. After all that intense culture consumption, you might be needing a break. Thankfully, Cambridge Common is right by the University, where you can go, take a load off, and relax under the sun (or clouds, if it's one of those days). If you're feeling famished before your ride back to town, Alden & Harlow is a great, subterranean eatery that serves up delicious New American dishes paired with refreshing cocktails. Or, if you want to mingle with the students, Grendel's Den is a no-nonsense pub that does decent pub bites, cheap beers, and has a big patio to spread out on if the weather's good. Day 5 - Mopping up And, on the final day of your 5 days in Boston, it's time for the best of the rest. You could head to North End and Waterfront for some delicious Italian food, visit the Boston Tea Party Museum and the Paul Revere House for your daily dose of history, or just stare out at the fantastic views of Massachusetts Bay. If you're feeling arty, wander down to South End and explore the artistic community that calls it home. The Boston Center for the Arts is always a hub for creativity, with different galleries, shows, and performances in residence each week. Or, check out the Griffin Museum of Photography, which showcases works from established shot-takers, as well as rising stars in the photography world. SoWa Open Market is a great place to pick up knickknacks before you head home, or a piece of art you think will make your abode sparkle. Failing that, North End has some great entertainment, such as belly-aching laughs at Improv Asylum, or grabbing a slice at Boston's original Pizzeria (according to them), Regina Pizzeria. End the night with a trip to a speakeasy cum modern bar at Stanza dei Sigari, where you can order from the extensive cocktail menu, or go off-menu and see what they can come up with! Save on admission in Boston Sounds expensive? 5 days in Boston doesn't have to be! Go City lets you enter many of Boston's top attractions and landmarks with incredible savings versus advertised prices. It means you can do more without worrying about your bank balance!
Dom Bewley

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