Planning a trip to Boston with your significant other? If you’re stressed over trying to figure out what to do, don’t fret. There are plenty of reasons people love Boston—explore the beautiful city yourself to find out why so many people call it home.

From fresh fish to famous museums, there is something for every person. We’ve outlined some of our favorite romantic things to do in Boston to make for a successful trip to Beantown.

Best Romantic Things to Do in Boston


1. Beacon Hill

Wander the Beacon Hill area to take in one of the most charming neighborhoods in Boston. Admire the historic brick buildings and intricate architectural details—the area is one of Boston’s most picturesque areas. Pack up a picnic and take in the spellbinding atmosphere of Beacon Hill. It’s also where you’ll find the iconic Cheers location.

2. Boston Common

An incredible central public park in downtown Boston, the Boston Common is a beautiful area to wander and relax. Bring some lawn games, charcuterie, and a chilled bottle of wine, then sit back and relax with your loved one. It’s the perfect escape from the bustling of the city.

3. Freedom Trail

Trek through Freedom Trail to learn more about the vast history of Boston. The city was founded in 1630—it’s one of the oldest in the country—and played a pivotal role in the American Revolution. As you and your partner walk the streets of Boston you can see all the different homes and buildings that played important roles in our country’s history.


4. Chinatown

Chinatown in Boston has an endless variety of delicious restaurants to satiate your every craving. There are markets teeming with Chinese specialties, herbalists, and bakeries—everything from traditional to modern cuisine is in reach. We recommend Gourmet China House and Shojo for some satisfying meals.

5. Seaport District

A redeveloped area in South Boston, the Seaport District is growing—and fast. There’s fresh seafood daily and numerous restaurants taking advantage of it. The Barking Crabis right on the waterfront and offers stunning views and unbelievable food. NoName Restaurant is a popular landmark that serves up the no-frills seafood that you and your significant other have to try while you’re in Boston.

6. Parker’s Restaurant

Head to the Omni Parker House for the paragon of Boston Cream Pies. It’s said that Boston Cream Pie originated at the Omni Parker House Hotel in 1856. Though you can find the cake—yes cake, not pie—all over the city, you and your loved one can enjoy the dessert at the beautiful and historic hotel.


7. Sam Adams Brewery

You can’t say you drank in Boston without stopping at the Sam Adams Brewery—it’s quintessential Boston brews. Take a tour through one of the most well-known breweries in the United States. You’ll get to learn about the history of the brand, watch the brewing process, and sample some of their incredible award-winning beers.

8. Drink

Hang out at Drink for some late-night sips and great conversation. With a long winding bar, there are plenty of places for you and your loved one to grab a drink and enjoy the atmosphere. This bar is different—they don’t have a specific cocktail list, so either you let them know what you want or give them a few of your likes/dislikes; they’ll craft a cocktail for you on the spot.

9. The Baldwin Bar

At Baldwin & Sons Trading Company, you’ll find a bar within a bar within a restaurant. You’re going to want to make some reservations for this unique establishment—The Baldwin Bar itself can only accommodate up to 24 guests. The smaller the capacity, the more romantic your conversations. Their drinks are to die for—from approachable to adventurous, try the Domo Arigato or the Peaches in Regalia.


10. Baseball Game at Fenway Park

What’s more romantic than demolishing a hot dog and a cold one with your loved one? In Boston, not much more than that. Catching a game at Fenway Park is one of the best ways to spend a sunny day in Boston; you’ll get to interact with passionate fans and cheer on one of the best teams in the league.

11. Skywalk Observatory

You and your honey will love getting to see Boston from a bird’s eye view. Up at the Skywalk Observatory, you’ll get to take in the beauty of the city while simultaneously learning about Boston’s cultural heritage. You won’t want to leave the glorious sight—share a meal at the Top of the Hub for an even more romantic view.


12. Martha’s Vineyard

Day trips from Boston to Martha’s Vineyard are the perfect way to spend the day with your significant one. There’s so much to see and do on the beautiful island of Martha’s Vineyard. Hang out at the various beaches, explore the quaint shops, or go on a bike ride around the island. Either way, you and your partner are sure to have a fun-filled day. With New England Trips, you’ll have six hours to spend on the glorious island—don’t miss out!

13. Museum of Fine Arts

Sightseeing in Boston wouldn’t be complete without a trip to the Museum of Fine Arts. It’s the fifth largest museum in the U.S. and has more than 450,000 works of art. There’s so much to see; you could go back every day of the week and still have art to admire. Grab a glass of wine and stroll through the various beautiful sights in the museum.


These are just a few of the endless romantic things to do in Boston. Go out and explore—you’ll be sure to find something that interests you. From wandering the streets to gorging on amazing foods, Boston is the place visit with your loved ones. Plan your next trip out to Boston and fill up your itinerary with a day trip to Martha’s Vineyard—New England Trips will help you spend your vacation in the best way possible.

13 Romantic Things to Do in Boston With Your Loved One infographic