After exploring various places across the United States, I was initially a bit concerned that Boston might not offer anything unique or exciting. But let me tell you, once we got there, my worries completely disappeared. Boston quickly became one of my favorite cities in the U.S., not just for its sights but also for its delicious and affordable lobster. We spent nearly a week there and absolutely loved it.
If you’re visiting Boston for the first time, there are several must-see attractions. One of the top recommendations from locals was the Freedom Trail. This 2.5-mile path leads you past 16 significant historical sites, including Boston Common, the Massachusetts State House, and Park Street Church, all marked by a red line. You can either join a guided tour for in-depth insights or enjoy walking the trail at your own pace.
The self-guided tours are easy to follow and give you the freedom to explore on your terms. If you opt for a guided tour, it’s a great way to learn more about each site—and maybe make some new friends. Just keep in mind, the groups can be quite large, sometimes up to 40 people. The Freedom Trail Foundation offers a handy free map to help guide your journey. And for a quick coffee stop, try the Thinking Cup, known for serving some of the best coffee in Boston.
Next, explore the charming Back Bay neighborhood. Stroll along Newbury Street, lined with unique shops and stalls. There are also lots of great cafes and restaurants here. Be sure to try SRV Restaurant for their amazing Black Truffle Risotto or swing by Luke’s Lobster Back Bay for delicious clam chowder and lobster rolls. Don’t forget to taste their standout blueberry soda too.
For an unforgettable experience, book a catamaran whale watching tour departing from One Long Wharf. You’ll have the chance to see humpbacks, finbacks, minke whales, and dolphins. It’s one of the best things you can do after indulging in seafood. Just remember to book your tickets in advance, as they tend to sell out quickly.
Beacon Hill’s Acorn Street is an utterly charming cobblestone lane worth a visit when you’re near Boston Common. Although you won’t need to spend much time here, it’s a beautiful spot for a quick walk and some photos. Afterwards, stop by Tatte Bakery & Cafe nearby for a delightful brunch. Alternatively, consider a day trip to Martha’s Vineyard to experience its unique beauty. Just be sure to book in advance!
Even if sports aren’t your thing, experiencing a baseball game in Boston is a must. Visit Fenway Park, the home of the Boston Red Sox, and take a guided tour if you can’t catch a game. This historic park is the oldest in major league baseball and has the famous 37-foot Green Monster wall, perfect for a photo op.
For some tranquility, head over to Boston Public Garden, America’s first public botanical garden. Here, you can admire exotic trees and colorful flowers or take a sweet ride on their swan boats, available during the summer. If you’re hungry, try brunch at the nearby 75 Chestnut—they serve scrumptious fall-harvest waffles.
Art lovers will enjoy the Museum of Fine Arts, which houses over 450,000 works, including Impressionist paintings, Asian art, and Egyptian collections. However, if museums aren’t your thing, you might want to skip it. For those who love art, check the museum’s website for current exhibitions.
Faneuil Hall Marketplace is another place to visit, reminiscent of London’s Borough Market. It’s full of unique shops, food carts, and street performers, making it a fun spot for a leisurely day.
The Isabella Stewart Gardner Museum is fashioned after a Venetian palace and showcases a fantastic collection of art, including works by Italian masters and more. Stroll through its lovely courtyard garden while you’re there. If you’re into classical music, catch a performance by the Boston Symphony Orchestra at Symphony Hall; they offer over 250 shows annually.
Boston Common, the oldest public park in America, is perfect for picnics and leisurely strolls. Depending on the season, you might catch a live performance or enjoy ice skating at Frog Pond in winter.
Finally, history buffs will appreciate the Paul Revere House, a well-preserved piece of American history that’s part of the Freedom Trail. You can admire period items and original furnishings dating back to the 1700s.
Don’t overlook the Granary Burying Ground, one of Boston’s oldest cemeteries, where significant historical figures are buried. It’s a peaceful place to learn about Boston’s history and part of the Freedom Trail, making it easy to find.