Your Trip to Boston: The Complete Guide SEE FULL GUIDE prev next Your Trip to Boston: The Complete Guide The Best Time to Visit Boston Weather & Climate Best Hotels in Boston Neighborhoods to Know Driving in Boston Public Transportation in Boston One-Day Itinerary Day Trips From Boston Best Boston Tours Sam Adams Brewery Tours Top Things to Do Free Things to Do Things to Do With Kids Skiing Near Boston Beaches Near Boston Hikes Near Boston Boston Public Garden Museums in Boston Fenway Park Guide Shopping in Boston Your Trip to Boston: The Complete Guide close Overview United States Massachusetts Boston How Couples Can Have Fun in Boston By Susan Breslow Sardone Susan Breslow Sardone Facebook LinkedIn Twitter Susan Breslow Sardone is a travel journalist who specializes in honeymoons and romantic getaways, and who originated New York Magazine's highly successful "City Weddings and Honeymoons" sections. TripSavvy's editorial guidelines Updated on 07/03/19 Share Pin Email Boston is a fun town for couples to visit and explore together, and many of its top attractions are free or low-cost. Whether your passion is American history, art, books, the outdoors, shopping, or something else, you'll find ample places to indulge it in Boston. 01 of 10 Chow Down Violet Smirnova / TripSavvy "Boston is Scranton with clams," spoke a character from The Sopranos, and even those who agree with that one-liner will admit the city is a good place to dine on seafood (except Mondays and Tuesdays, when you're likely to be eating last week's catch). For an affordable, healthy meal in Boston, try Chinatown, which has served students, residents, and tourists alike for generations. In addition to the many Chinese restaurants, there are also Japanese, Vietnamese, Cambodian, and Vietnamese eateries in this fun ethnic district. 02 of 10 Walk the Boston Freedom Trail Violet Smirnova / TripSavvy If you only have time to do one fun thing together in Boston, walk the Freedom Trail. A self-guided, 2.5-mile-long trail that meanders through the oldest part of Boston, it leads you past the city's historical most important 16 sites and acquaints you with the role Boston played in American freedom. 03 of 10 Graze in Boston Public Garden Violet Smirnova / TripSavvy The Freedom Trail begins in Boston Common, the oldest public park in America — but that doesn't mean you have to rush through it. This pretty greensward can get crowded on fine-weather weekends, but that makes people-watching part of the fun. You may want to forgo the swan boats on the lake in Boston Common, a magnet for families out to air their infants and toddlers. The Boylston Street T Station (subway stop) at the south end of the Common will put you on the fast track to more Boston fun. 04 of 10 Admire Art in the Isabella Stewart Gardner Museum Corbis via Getty Images / Getty Images View Map Address 25 Evans Way, Boston, MA 02115, USA Get directions Phone +1 617-566-1401 Web Visit website Culture Vultures 4.2 Designed as an Italianate villa with a central courtyard, the home that once belonged to Boston art collector Isabella Stewart Gardner is now a museum open to the public. Thanks to Gardner's enormous wealth, she was able to accumulate paintings and sculptures from around the world. Unlike the cool exhibitions one often finds in public museums, the Gardner collection is a pastiche of art from different eras, places, and styles, often displayed together in one room. Continue to 5 of 10 below. 05 of 10 Drink in the Samuel Adams Brewery Tour Violet Smirnova / TripSavvy View Map Address 30 Germania St, Boston, MA 02130, USA Get directions Phone +1 617-368-5080 Web Visit website Thirsty yet? The Samuel Adams Boston Brewery is, thanks to the free tasting at the tour's end, one of America's favorite fun factory tours. If you prefer to do your Boston imbibing in an actual bar, stop in at Cheers, aka the Bull and Finch Pub, where you will recognize the exterior from the classic TV show "Cheers." 06 of 10 Make a Run for Fenway Park Violet Smirnova / TripSavvy View Map Address 4 Jersey St, Boston, MA 02215, USA Get directions Phone +1 877-733-7699 Web Visit website Home of the Boston Red Sox, Fenway Park opened in 1912 and maintains one of the last manual scoreboards in the Major Leagues. Behind-the-scenes tours are available daily, even on game days. 07 of 10 Educate Yourself in Harvard Square Violet Smirnova / TripSavvy View Map Address Brattle St, Cambridge, MA 02138, USA Get directions Phone +1 617-491-3434 Web Visit website Crossroads of Cambridge's academic community, Harvard Square is a dizzying collection of shops, cafes, museums, students and street performers adjacent to venerable Harvard University. If time is limited, take the free Harvard University tour, then devote the rest of your time to exploring the cavernous Harvard Coop. 08 of 10 Shop Newbury Street Violet Smirnova / TripSavvy View Map Address Newbury St, Boston, MA, USA Get directions There are no temperature-controlled, indoor malls on Newbury Street. And there aren't many bargains to be found, either. (For that, head to the original Filene's Basement.) But quality hounds on vacation appreciate this elegant throwback. The street retains its carriage-trade aura and features many jewelers, silversmiths, antiquaries, and Boston originals. Continue to 9 of 10 below. 09 of 10 Sail to Boston Harbor Islands Kindra Clineff / Getty Images View Map Address Boston, MA 02110, USA Get directions Phone +1 617-227-4321 Web Visit website Boston Harbor Islands, part of the National Park System, consists of 34 islands within Boston Harbor as close as 11 miles from downtown Boston. May through October you can visit Boston Harbor Islands via ferry, shuttle, or tour boat. A fun complement to a Boston city visit, a trip to Boston Harbor Islands brings you close to both nature and history. 10 of 10 Visit the John F. Kennedy Presidential Library and Museum Violet Smirnova / TripSavvy View Map Address Columbia Point, Boston, MA 02125, USA Get directions Phone +1 617-514-1600 Web Visit website To some, he was a hero. To others, a style icon who represented America's youth and vigor. Still, others thought him a rascal. Whatever your perspective, you can learn more about the 35th president of the United States, his elegant wife, his ambitious parents, and his place in American history at the John F. Kennedy Presidential Library and Museum located within a ten-acre Boston park. Was this page helpful? Thanks for letting us know! Share Pin Email Tell us why! Submit Can't Miss Activities In Boston, Massachusetts Things to Do for St. Patrick's Day in Boston Walk Through Irish-American History in Boston The Top 15 Boston Neighborhoods to Explore See This, Not That: Lesser-Known Architecture Gems in the US 48 Hours in Boston: The Perfect Itinerary The 11 Best Museums to Visit in Boston The Best Monuments and Memorials in Washington, D.C. The 10 Best Museums in Greenville, South Carolina Your Guide to Boston's Harborwalk Your Trip to Boston: The Complete Guide Boston's Black Heritage Trail: The Complete Guide Boston's Back Bay Fens: The Complete Guide How to Spend One Week in Massachusetts Things to Do on a Rainy Day in Boston The Ultimate Itinerary for a European-Inspired Solo Trip Around the U.S.