Top Boston Adventure Tours

Join Boston's only award-winning, original, Martha's Vineyard Day Trip! Leave the trouble of driving to someone else and enjoy a day trip to Martha’s Vineyard from Boston. Then, take a short cruise to Martha's Vineyard then enjoy free time to explore or upgrade to add an island tour. Complimentary snacks, bottled water, island guidebooks and a discount card with island perks are provided during the drive.

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

Discover Boston’s top attractions on this comprehensive guided bike tour around the city. See the unique character and charm of each community up close, like the beautiful brownstones in Back Bay and the South End. Visit Boston’s historic North End and pedal past Copley Square and Fenway Park. Cross the Freedom Trail, passing significant locations to United States history.

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor aboard a 1920s-style yacht. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include the USS Constitution, Bunker Hill Monument, Old North Church, and the USS Cassin Young.

There’s no need to worry about sore feet, buses, driving or missing views on this small-group Boston tour and cruise. Board an air-conditioned minivan and enjoy the driver-guide’s commentary as you see Harvard University, the USS Constitution and more. Visit the Bunker Hill Monument and Quincy Market and finish with a relaxing harbor cruise to admire Boston’s skyline and Tea Party site. With numbers limited to seven and hotel pickup and drop-off included, the tour can’t help but feel personalized.

Experience the charms of Cambridge on this bicycle tour. Sometimes referred to as “Boston’s Left Bank,” Cambridge is a celebrated hub for academia, technology, and culture. Ride across the gleaming waters of the Charles River and visit Harvard Square, MIT, the Stata Center designed by Frank Gehry, and more. Over the course of 2.5 to 3 hours, you’ll cover 11-13 miles in this bike-friendly area.

Discover the best of Boston and see the sights that interest you most on this half-day tour. Board your private vehicle along with your group and explore key landmarks in the comfort of an air-conditioned vehicle. See Harvard University, Fenway Park, the Boston Public Library, Beacon Hill, and much more while listening to commentary from your driver about Boston’s history.

Sail away to the island of Martha’s Vineyard aboard the Island Queen Ferry, enjoy the charming scenery along the way and listen to the wonderful stories about the island. Today we will sail away to the island of Martha’s Vineyard aboard the Island Queen Ferry. The ferry has complete facilities, attentive service, and beautiful scenery along the way, our crew goes out of their way to make you feel welcome! Martha's Vineyard Island has a comfortable climate and a large number of charming beaches, cliffs, sunset scenery, and many interesting stories such as sailing and fishing. We will take a bus tour of Martha's Vineyard Island and listen to the guide tell us about the history of the island. In the afternoon, enjoy free activities on Martha's Vineyard Island and finally return to Boston.

Explore some of the best spots for fall foliage on the East Coast, including Acadia, Shenandoah, and Great Smoky Mountains national parks, Kancamagus Highway, Blue Ridge Parkway, Bar Harbor, Newport, Salem, and the Freedom Trail, with this self-guided driving tour. Enjoy the flexibility to travel at your own pace, with hands-free functionality, turn-by-turn directions, and offline access. Includes full itineraries, travel tips, audio guide, and text.

Visit the Portland Lighthouse and experience the beauty of the Portland coast. Take a stroll through the quaint neighborhoods of the Old Port Area and the Lobsterman Park, enjoy the charming scenery, and learn about the history of Maine. Boston → Fort Williams Park & Portland Lighthouse (60 mins) → Old Port+Lobsterman Park (120 mins) → Boston