Romantic Things to Do on Valentine's Day in Boston

With its cultural variety, sense of history and European charm, Boston can be one of the most romantic cities in the country. There are opportunities to express and share your love around every corner in Boston, and there's no better time to do so than on Valentine's Day.

So what are the top romantic things to do on Valentine's Day in Boston?

Escape to the museum

There is something particularly romantic about seeing priceless works of art in a setting as beautiful as the Isabella Stewart Gardner Museum. For over 100 years, visitors have wandered through Gardner's home in the Fenway neighborhood of Boston and enjoyed her personal collection of art - still displayed exactly as she decided it should be when she lived there. Valentine's Day is a great time to escape the cold and snow of a winter day for the warmth and beauty of the museum's unique courtyard. Hold hands with your valentine as you linger in front of Matisse's The Terrace, Saint-Tropez or marvel at Titian's majestic Europa.

Ice skating at the Frog Pond

For generations, gliding around the rice rink at the Frog Pond, in the heart of Boston Common, has been a romantic and time-honored tradition for Boston natives and tourist alike. Tucked away in the middle of the oldest public park in America, the Frog Pond offers couples a chance to spin, twirl and hold each other tight. Plus, the Frog Pond café is open so you can share some hot chocolate afterward. With ice time and skate rentals for two costing less than $25, this is a Valentine's Day activity that is both romantic and affordable!

Top of the Hub

For nearly half a century, people have been heading to the top of the 52-story Prudential Center to look out over the city. Once you arrive, there are plenty of things to do - including a museum, a bar and a restaurant. But the real lure is the Skywalk Observatory. Unmatched views of Boston await you and your valentine. By day, the view extends over 100 miles. At night, the lights of Boston twinkle below you. The Top of the Hub was voted one of the "Best Places to Kiss" in Boston.

Dinner in the North End

Boston's North End is the city's traditional Italian neighborhood, renowned for its restaurants. A visit here is one of the required things to do for food lovers regardless of the time of year. But, whether you opt for the romantic setting of a traditional trattoria like Carmen or simply prefer to grab some pizza and unbeatable Italian pastries as you walk down Hanover Street, you should plan to enjoy your romantic Valentine's Day dinner in this part of Boston.