Curator’s statement
Boston isn’t just a beautiful city steeped in history, it’s my hometown. I grew up venturing into the city every weekend, for a Red Sox game, a trip to the Museum of Fine Arts, or for food in the North End. There’s so much to do for families and couples inside the city as well as outside. Boston holds a special place in my heart, and it’s a city I love helping my clients visit.
The Fora Difference
Book with Rod to access exclusive perks and experiences on your trip.
Killer perks
Free upgrades, spa credits and more—we got you
Personalized recs
Customized travel planning for your style
Insider knowledge
Expert advice from people who’ve actually been there
Where to stay in Boston
Unlock perks by contacting Rod to book your trip.
Things to do in Boston
Boston Common
Boston is a hub for museums. The Museum of Fine Arts is one of the world’s largest. The Isabella Stewart Gardner Museum is another staple, with a mix of European, Asian and American art.
Families should check out the interactive exhibits at the Museum of Science. Also head to the New England Aquarium, arguably one of the best (and a non-profit doing good for marine life).
The city is incredibly walkable. The Freedom Trail is the best way to explore its history. Starting at Boston Common, it winds past Paul Revere’s House, through the North End, and ends at the Bunker Hill Monument.
For shopping, head to Newbury Street for boutiques. Don’t skip Faneuil Hall and Quincy Market for food, street performers and market stalls.
For a great way to see the city without walking, hop on a Boston Duck Tour. These amphibious WWII replica trucks drive through the streets before heading into the Charles River. Kids might even get the chance to steer!
Boston’s Seaport District is a rising hot spot for art, dining and innovation.
Fenway Park, home of the Red Sox, is a must for a game or a behind-the-scenes tour of the iconic Green Monster.
Places to eat & drink in Boston
Boston’s food scene is as diverse as its history. It’s been shaped by generations of immigrants and global influences. Here are some top spots to check out:
Sarma (Somerville): This Mediterranean-inspired gem serves ever-changing Turkish mezze. If available, don’t skip the crispy Brussels sprouts or lamb kofte.
Boston Sail Loft (Waterfront): A casual seafood spot with harbor views. Their rich, creamy clam chowder is a local favorite.
Bab Al-Yemen (Jamaica Plain): Authentic Yemeni cuisine with bold flavors. The slow-cooked lamb haneeth is a must, and their fresh-baked malawah bread with honey is unforgettable.
Union Oyster House (Downtown): The oldest continuously operating restaurant in the US (since 1826). Go for the clam chowder, oysters or classic lobster stew.
Regina Pizzeria (North End): Serving coal-fired, old-school Italian pizza since 1926. Expect a wait at the original location, but it’s worth it.
Mike’s Pastry (North End): Home of Boston’s most famous cannoli, packed in their signature blue-and-white boxes. Start with the classic ricotta, then branch out.
Legal Sea Foods (Multiple locations): A New England staple known for fresh seafood, especially the lobster roll and clam chowder.
Bertucci’s (Multiple locations): A chain, but a solid one. The brick-oven pizza is great, and the warm, doughy rolls alone make it worth the stop.
Need to know
The city is not only extremely walkable but has a great metro system (nicknamed The T).
Driving can be tricky as Boston drivers have a reputation, but you can rent a car to get out of the city to explore.
Holidays like July 4th, Christmas and New Year, as well as during autumn for fall foliage are some of the best times to visit.
Bostonians also have their own unique dialect and slang, so you may hear such words as “wicked” (very), “bubblah” (water fountain), “packie” (liquor store), “frappe” (milkshake) or “Dunks” (Dunkin’ Donuts).
Travel Advisor
Rod Carrillo-Lundgren
Get in touch with Rod
Did you like this guide? Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can normally expect a response from Rod within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).
For more inspiration and insider recommendations, visit our Boston page.