Top Massachusetts Adventure Tours in 2026

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.

Learn about Salem’s mysterious past on this guided walking tour of the city. Follow your historian guide through Salem, listening to 400 years of history, and admire the old architecture that dates back to the early colonial period. Find out the truth about the 1692 Salem Witch Trial hysteria, which has influenced literature and pop culture. For a spookier experience, select the nighttime tour led by lantern light.

Have you ever been curious about the spirit world? Or are you a ghost denier? This 90 minute tour may change your mind! This tour dives into Salem’s paranormal activity using professional ghost-hunting equipment. We visit some of the most haunted locations in Salem on a journey to connect with the spiritual world. Our experts guides will instruct and offer techniques to seek out the spirits who haven’t departed yet from Salem. You may catch a glimpse of a ghost peering through the windows at you. You may hear voices. Or you may catch an anomaly with a photo/video on your cell phone with something quite peculiar or unexplainable. Come take a tour in search of the spirits of Salem!. ***We cannot guarantee ghost sightings unusual phenomena or paranormal activity of any kind. Results may vary. ***We required to hold one driver's license or state issued ID per group in order to use ghost hunting equipment. It will be returned upon receipt of equipment return**

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

Upgrade your drive through scenic Cape Cod with this private self-guided tour you can download onto your phone. The audio narration plays based on your location, letting you start, stop, and skip stops whenever you like. You control your time and pace, enjoying a personalized experience without the constraints of traditional tours.

The Freedom Trail is Boston's historic backbone, guiding you through key sites that shaped American history. This 2-hour walking tour offers an engaging exploration of the city’s revolutionary past, led by a knowledgeable guide. Visit iconic landmarks such as the Massachusetts State House, Boston Common, and Faneuil Hall, and discover the stories that echo through time. Perfect for history enthusiasts and first-time visitors alike, this small group tour ensures a personal experience as you walk the same paths as the Founding Fathers. - Journey through Boston's rich historical sites on a 2-hour tour - Small group experience with a maximum of 10 travelers - Visit iconic landmarks like Beacon Hill and Granary Burying Ground - Knowledgeable local guide shares fascinating stories and insights

Download GuideAlong's Cape Cod audio tour to discover what “summer” really means. Drive the iconic “bent arm” between Barnstable and Provincetown, with side trips to striped lighthouses, sandy beaches, and historic Pilgrim landmarks. Along this 60-mile route down Route 6, we’ll detour to discover everything from quaint coastal towns, gorgeous salt marsh hikes, and hidden histories. Don’t miss the highlights: Nauset Light, which once guided ships past the treacherous Cape shores, Pilgrim Monument, with its gorgeous ocean views, and the thrilling rocky causeway at the very end of Provincetown. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use No time limits or expiry, and free updates

Forget the crowded hop-on, hop-off buses and rushed group tours where you're just another face in the crowd. Picture Boston is a completely different kind of city experience — intimate, immersive, and carefully curated for people who want to feel this extraordinary city truly. Fully narrated by one of Boston's own expert local guides, you'll glide through neighborhoods rich with history, step out at the city's most photogenic corners, and leave with both a deeper understanding of Boston — and a camera roll that will leave your friends speechless. Whether you're visiting for the first time or rediscovering the city you call home, Picture Boston will show you something you've never seen before.

Give yourself the best chance of seeing whales in the wild on this half-day boat tour from Gloucester to 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. Once there, look out for humpback and fin whales, plus Atlantic white-sided dolphins and harbor porpoises with the help of a naturalist guide. The on-board galley offers hot meals, snacks and beverages for purchase during the trip.

Ahoy Mateys! Did you know that Salem was one of the most important ports of call in the United States? This historic walking tour dives deep into early American maritime history discovering trade, trade routes, privateers, slavery, and the pirates that plundered from everyone. From the far reaches of the ocean port down to to the tall ships that made these voyages. We discuss all of it. Explore Salem’s own Derby Wharf, learn about the men that risked their lives faring the world’s oceans and the men that profited from all of it. Next we explore an actual pirate shipwreck found off the coast of Massachusetts at The Real Pirates Salem museum experience which features the true tale of “Black Sam” Bellamy – the richest and one of the youngest pirates of all time – and Maria Hallett, the love of his life and so-called “Witch of Wellfleet.”

Enjoy a private seal-watching crossing with only your group aboard. We’ll explore at a relaxed pace, with time to linger when conditions allow and observe gray and harbor seals from a respectful distance. Each trip is shaped by the tide, weather, and wildlife, making every outing a little different. A great choice for families, photographers, and anyone looking for a quieter, more personal experience on the water. Up to 6 passengers.

Experience the epitome of luxury with our private helicopter tour of Boston. Discover a world of wonder as you soar above the ever-evolving skyline and breathtaking surroundings of this vibrant city. From the moment you arrive, our pilot will cater to your every need, ensuring an unforgettable journey that is tailored exclusively to you. Sit back, relax and capture stunning photos, and prepare to be amazed as you ascend into the skies. Witness the majestic Downtown Boston, the shimmering Seaport District, and the harmonious blend of nature and urban life at Boston Common. Marvel at iconic landmarks like the Hancock Tower, Prudential Tower, and Zakim Bridge, while soaking in the beauty of Boston's renowned park. Whether you're marking a special occasion or seeking a truly immersive escape, our helicopter tour promises an engagement with Boston that transcends the ordinary. Book now and let us elevate your adventure to new heights of opulence and wonder.

Discover the thrilling history of Boston on this immersive walking tour of the Freedom Trail. Hear tales of Redcoats, smugglers, riots, and midnight riders while reliving the American Revolution as you explore all 16 official sites of the trail. Learn about Boston’s leadership in abolition, women’s rights, education, and immigration over its 400-year history. Explore downtown Boston, hearing stories of legendary figures such as Paul Revere, John Hancock, and lesser-known pioneers and patriots.

We are so excited to show you all that the city has to offer in such a short amount of time! From historical landmarks to modern attractions, Boston is sure to amaze you with its beauty. We start at our location at 199 State Street and as we make our way along the Freedom Trail, we will explore some of the most famous locations that have played an integral role in the history and development of the city. See iconic landmarks like Old North Church, Faneuil Hall, Zakim Bridge, and TD Garden to truly appreciate Boston's history and unique architecture. Learn about the Big Dig. Feel the cool breeze on your face and take in stunning views of the waterfront as we glide along Compass Point – all in an hour! So what are you waiting for? Come join us on this tour and discover the story behind this awe-inspiring city!

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.

This Lobstering Eco Tour will immerse you in the vibrant culture of New England! Join our lively cruise and dive headfirst into the world of lobster harvesting, right from the heart of the sea. As a brave crew of volunteers lends a claw to haul in those lobster traps, all passengers will have a front-row seat to witness the mesmerizing marine life of Plymouth Harbor. Prepare yourself to see (and hold) all kinds of animals; from lively crabs and curious snails to the occasional fishy friend. But fear not, fellow ocean enthusiasts! We’re committed to safeguarding the future of our magnificent marine world. Every incredible creature we encounter is given a one-way ticket back to their salty sanctuary. We believe in cherishing and preserving the wonders of our watery wonderland for generations to come.

Ghostly Tales of Salem invites you to step into the chilling past of Salem, where past and paranormal meet. This ghost tour takes you through the streets and shadows of the historic town, uncovering the eerie secrets of the Salem Witch Trials and beyond. From spine-tingling tales of spirits to unsettling accounts of the accused, Ghostly Tales of Salem offers a captivating look into Salem’s haunted heritage. Perfect for the whole family. Come experience Salem’s dark history and the mysteries that still linger – if you dare!

Unlike typical kayak tours, North of Boston Island Lighthouse Tour is a refined, personalized coastal experience. Your expertly trained guides combine deep knowledge of local history, wildlife, and island landscapes with the freedom to tailor each outing to the day’s conditions and your group’s interests. Expect a relaxed pace, intimate storytelling, and exclusive moments among iconic lighthouses and pristine island scenery—no scripts, no crowds, just a truly elevated adventure.

Step into the spotlight of an exclusive cinematic adventure with our Luxury VIP Flight over the mesmerizing backdrop of Boston. This isn't just a tour; it's a finely curated experience that unfolds like scenes from a blockbuster. Arriving at our lounge in style where refreshments will await. Shortly after, imagine boarding your private helicopter, where the city unfolds beneath you, revealing the breathtaking Boston skyline in a sequence of panoramic views. Traverse the Seaport District, gaze upon the iconic Hancock Tower, and relish the Prudential Tower—all accompanied by the expertise of your personal pilot ensuring a seamless and extraordinary flight in first class. Following your exhilarating flight, unwind in our VIP lounge—a sanctuary of refined elegance that offers a perfect conclusion to your airborne escapade. Here, complimentary premium snacks and beverages await. Our Luxury VIP Flight promises an intimate and tailored experience above the Boston skyline.

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal Way in Ogunquit, a cliffside coastal path that winds along the Atlantic with uninterrupted ocean views and classic New England scenery. Continue to Kennebunkport, a postcard-perfect harbor town known for its historic homes, local boutiques, and working waterfront. Arrive in Portland in time for lunch in the Old Port district, where cobblestone streets, 19th-century brick buildings, and fishing piers set the scene for some of Maine's best seafood — this is the spot to try fresh, locally caught lobster on your own. Finish at Portland Head Light, Maine's oldest and most iconic lighthouse, perched dramatically above the rocky shoreline within Fort Williams Park, with sweeping Atlantic views to close out the day.