10+ Romantic Things to Do in Boston – Valentine’s Day 2019 & More

Cobblestone sidewalks, beautiful parks, historic buildings — the city of Boston provides the perfect setting for couples looking for a romantic getaway.

Whether you’re a visitor from out of town for Valentine’s Day 2019, 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.

Regular admission to a number of these activities are included on the Go Boston® Card.

Choose as you go from dozens of top attractions and save up to 55% on combined admission vs paying at the gate.

See all available passes, attractions & prices – Learn more.

Please note, some of these special events may be separately ticketed and not included on the Go Boston® Card.

Explore Art Museums

boston-museum-of-fine-artsIf 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 the art lovers.

The Museum of Fine Arts (MFA), for example, often puts on special programming for Valentine’s Day each year, and features a number of 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 and other nifty artifacts) are also fun artsy options that make for great dates.

Getting In: Admission to the MFA, the ICA, the Gardner Museum, and the Peabody Essex Museum are all included with the Go Boston® Card.

Meet the Critters at the New England Aquarium

New-England-Aquarium-5If 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.

Getting In: Admission to the New England Aquarium is included with the Go Boston® Card. IMAX films come at an extra cost that is not covered by the pass.

Take in a Show

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 is 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.

Getting In: Admission to the Blue Man Group performance is available as a premium attraction option with the 3-, 5-, and 7-Day Go Boston® Cards. Other performances are separately ticketed and not included with the pass.

Visit the Boston Common

The-Swan-Boats-of-Boston-1A 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 Boats 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. Paddling around can be a little of exercise, too!

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.

Getting In: It’s free to stroll the Boston Common, but the Swan Boats require tickets; Swan Boat tickets are included with the Go Boston® Card.

Skate at Frog Pond

By Daderot (Own work) [CC0], via Wikimedia Commons

By Daderot (Own work) [CC0], via Wikimedia Commons

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’s located on the Boston Common, so it’s pretty centrally located when it comes to planning a larger romantic afternoon or evening.

It will 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 afterwards 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.

Getting In: Ice-skating tickets for Frog Pond and skate rentals are not included with the Go Boston® Card.

Indulge in a Romantic Dinner


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.

The Top of the Hub is a great restaurant for romance, and at 52 stories above historic Back Bay, it’s no wonder why. Top of the Hub offers breathtaking views of Boston and beyond, as well as delicious cuisine and upscale atmosphere.

If you’re looking to have dinner, be sure to call and make a reservation as tables fill up quickly. For those just looking to enjoy the view and have a few drinks, check out Top of Hub’s lounge, which offers a smaller-scale menu, specialty drinks, as well as nightly jazz performances.

For an even more elevated experience, head to the Skywalk Observatory and enjoy unobstructed views of the city below.

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.

Getting In: Admission to the Skywalk Observatory is included with the Go Boston® Card.

Spend the Evening Stargazing

With it's riverside location, you'll get fantastic views of the night sky. Image credit: Musuem of Science, Boston Facebook page.

With its riverside location, you’ll get fantastic views of the night sky. Image credit: Museum of Science, Boston Facebook page.

Stargazing is the perfect romantic activity, and it’s easy to do at the Museum of Science’s “Astronomy After Hours.” While this particular event isn’t available in time for Valentine’s Day (the yearly series begins in March), it makes for an especially fun and romantic idea in the summer months.

Enjoy use of their high-tech telescopes and get a chance to marvel at the wonders of the skies above. While these events are open to families, don’t let it distract you from all the excitement.

You can also find observatories at Harvard and Boston University!

Getting In: Admission to “Astronomy After Hours” is free. General admission to the Museum of Science is included with the Go Boston® Card.

Go on a Brewery Tour

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 that’s spreading across America with a visit to the place that started it all – Sam Adams Brewery.

You could also try Harpoon Brewing (with its own beer hall in the Seaport District), Night Shift Brewing (in Everett) or Idle Hands (in Malden).

Getting In: Get a free commemorative beer class on your tour of the Sam Adams Brewery with the Go Boston® Card. All of these tours are free of charge.

See the Sights in a Horse-Drawn Carriage

See Boston Common from a Horse Drawn Carriage

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.

Don’t miss out on this romantic, exciting tour of the city.

Getting In: Horse-drawn carriage rides are priced separately and are not included with the Go Boston® Card.

Satisfy Your Sweet Tooth at Finale

Eat Delicious Pastry at Finales in BostonFor those couples looking to indulge in something sweet, stop by Finale Desserterie and Bakery. This cozy confectionery offers delectable desserts at affordable prices, as well as an array of dessert wines and cocktails.

Finale also offers a small menu of entrees, in case you are looking to have some dinner with your dessert (although, anyone who has been there would recommend having dessert first!).

Finale is a must do for the dessert enthusiast, and with locations in Boston, Cambridge, and Brookline, it is easily accessible by public transportation.

Remember to Save on Attraction Admission

So there you have it. Our list of some romantic things to do in the 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.

Remember, some of these great options are included on the Go Boston® Card, where you can save up to 55% on combined admission vs paying at the gate.

Please note, the special events taking place at some of these attractions may be separately ticketed and not included with the Go Boston® Card.

Go Boston Card

The information contained in this post, to the best of the author's knowledge, was accurate at time of publishing. We do our best to ensure and maintain the accuracy of this information.

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