Discover Boston’s famous sites and hidden treasures on this 2.5 to 3-hour guided bike tour – a perfect way to explore the city! Start in Boston’s North End and pass sites like Copley Square, Fenway Park and the Faneuil Hall marketplace. Cruise through Beacon Hill and admire the diverse neighborhoods as your knowledgeable guide provides insightful commentary on Boston’s unique history. You may als…
★★★★★★★★★★4.8(659)Rated 4.8 out of 5 from 659 reviews2 h 30 minFree cancellation
We never leave the neighborhood – we only walk three blocks. But we metaphorically travel the whole peninsula of Italy, tasting the regional foods so proudly represented in Boston’s historic North. Journey from Sicily for arancini and pizza to Naples for authentic Neapolitan pizza and Sorrento for gnocchi. Visit a neighborhood wine shop to master Italian wine pairing, then uncover secrets of the…
★★★★★★★★★★5.0(544)Rated 5.0 out of 5 from 544 reviews3 hFree cancellation
Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of Boston f…
★★★★★★★★★★4.8(661)Rated 4.8 out of 5 from 661 reviews2 hFree cancellation
Enjoy a relaxing sunset cruise in Boston Harbor which heads out to Fort Independence located on Castle Island and named after George Washington. Then take in views along Boston's waterfront such as the Mystic Tobin Bridge, Leonard Zakim Bridge, Custom House Tower, Old North church steeple, USS Cassin Young, and the USS Constitution. An extra special feature on this cruise is the cannon fire at Su…
★★★★★★★★★★4.6(768)Rated 4.6 out of 5 from 768 reviews2 hFree cancellation
See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant atmosphere and wonderful architecture on this 2-hr Guided Walking Tour of the Downtown Freedom Trail between Faneuil Hall and Boston Common, historic Beacon Hill and end in Copley Square, Back Bay. Sites include the Old and New State House, Old Gr…
★★★★★★★★★★4.6(482)Rated 4.6 out of 5 from 482 reviews2 hFree cancellation
Walk the historic Freedom Trail with us and see 11 of 16 sights, the perfect length to keep you absorbed and entertained while learning at the same time. Follow along with us and enjoy the stroll without worrying about directions or getting lost on your own. It’s great for families and solo travelers alike. Our guides go through rigorous training from an experienced Freedom Trail tour guide and p…
★★★★★★★★★★4.7(382)Rated 4.7 out of 5 from 382 reviews1 h 30 minFree cancellation
After a busy day sightseeing or working, what could be nicer than relaxing onboard one of Boston's finest boats for a cruise on the harbor? Watch the sun setting below the horizon as you glide by the skyscrapers of the downtown. And you can't miss the booming cannons of the U.S.S. Constitution, America's oldest commissioned sailing ship!
★★★★★★★★★★4.4(527)Rated 4.4 out of 5 from 527 reviews1 h 30 minFree cancellation
Step into the dark side of Boston’s past on this gripping true-crime walking tour through historic Beacon Hill. Beneath the neighborhood’s elegant brownstones and gaslit streets lies a history filled with shocking murders, notorious criminals, and courtroom dramas that once captivated the city. Your expert guide will reveal the chilling details behind some of Boston’s most infamous cases—from the…
★★★★★★★★★★4.9(272)Rated 4.9 out of 5 from 272 reviews2 hFree cancellation
Get the true Boston experience with your 2-hour Segway tour! Starting with the same route as your 1-hour tour before gliding your way through the Longfellow Bridge and into Cambridge where the magnificent Boston skyline can be seen in all its beauty. From the sparkling river to the tall buildings stretching into the sky, the view is breathtaking and a memory that will last a lifetime! You will th…
★★★★★★★★★★5.0(227)Rated 5.0 out of 5 from 227 reviews2 h 30 min
When visiting Boston, the Freedom Trail is a must-do activity, but why not see historic sites while drinking beer? Join Ye Olde Tavern Tours to see 10 sites on the Freedom Trail-including the site of the Boston Massacre and the Old State House-and grab a drink at 3 historic taverns. Beer and/or hard cider is included in the ticket price, so all you need to do is show up ready for fun. Our guests…
★★★★★★★★★★5.0(217)Rated 5.0 out of 5 from 217 reviews2 h
Just an hour south of Boston, The Historic Lizzie Borden House is introducing Lizzie Borden Nightfall, a new one-hour guided evening tour that invites guests to explore the infamous home after dark. This immersive experience brings together the chilling history of the 1892 Borden murders and the mysterious accounts of unexplained encounters reported within the house over the years. As guests jour…
★★★★★★★★★★4.8(249)Rated 4.8 out of 5 from 249 reviews1 hFree cancellation
A true sea food lover never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique "SeaFoodie Stroll"! Follow your Tour Guide (led by Boston's very best Guides - check our reviews!) along Boston's Freedom Trail, to the best Local eateries. Savor award-winning Clam "Chowdah", Raw Bar items like Shrimp & Oysters, plus that FULL-SIZE Lobster Roll! Finis…
★★★★★★★★★★4.8(251)Rated 4.8 out of 5 from 251 reviews2 h 45 minFree cancellation
Travel back 400 years to the founding of Boston, rich with history and pivotal moments that shaped the United States. Hear how the city played a crucial role in the American Revolution, hosting events that were catalysts for change. In 1773, colonists, frustrated with British taxation without representation, famously dumped tea into Boston Harbor in protest. Freedom Trail: 2.5-mile-long path thro…
★★★★★★★★★★4.3(491)Rated 4.3 out of 5 from 491 reviews1 h 10 minFree cancellation
Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best experienced on foot, in a small group, with a knowledgeable local guide! Your 2.5-hour loop tour travels from Boston Common to visit Underground Railroad sites, elite homes of "Boston Brahmins," and abolitionist landmarks such as the African Meeting House…
★★★★★★★★★★5.0(204)Rated 5.0 out of 5 from 204 reviews2 h 30 minFree cancellation
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adirondack IV. Both sailboats are classically styled schooners and offer a smooth and gentle sailing experience as well as top-notch customer service by our captain and crew…
★★★★★★★★★★4.8(199)Rated 4.8 out of 5 from 199 reviews2 hFree cancellation
View Boston, the city’s only observation deck, offers unrivaled 360-degree views of Boston’s breathtaking city skyline. Encompassing the top three floors of Boston’s iconic Prudential Tower, this 59,000-square-foot destination features both indoor and outdoor panoramic views of the city, an open air roof deck, rooftop bar, private event spaces, and state-of-the-art immersive experiential exhibits…
★★★★★★★★★★4.3(386)Rated 4.3 out of 5 from 386 reviews2 hFree cancellation
Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history. Part 1: Tour begins in the North End, Boston's Little Italy, with an iconic cannoli, and a James Beard Classics Restaurant Award winner, where guests will enjoy Sicilian pizza. Next up: Old school Italian slush in the warmer months, 3x B…
★★★★★★★★★★4.9(188)Rated 4.9 out of 5 from 188 reviews3 h 30 minFree cancellation
Don’t miss Beacon Hill’s charming fall decorations, adding a festive touch to its historic and picturesque streets! Explore Beacon Hill on a small-group walking tour led by a longtime Boston guide. Walk along brick sidewalks while listening to insightful commentary with insider perspective on the area’s history, architecture, and famous residents—past and present. The tour also includes simple, c…
★★★★★★★★★★4.9(172)Rated 4.9 out of 5 from 172 reviews1 h 30 minFree cancellation
Cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights. Relax in the indoor grand salon area or venture to the top, outdoor deck for more sweeping views of the Harbor. Some notable sites include great views of Boston's skyline, Old North Church, Bunker Hill Monument, USS Cassin Young, and the USS Constitution along with Boston's Harbor Islands. Bring your camera! Grab a beverage…
★★★★★★★★★★4.5(273)Rated 4.5 out of 5 from 273 reviews1 h 30 minFree cancellation
Ready to meet the spirits that shaped a nation? The Ghosts of Boston Tour is your ticket to a thrilling journey through haunted history—where Patriots and phantoms go hand-in-hand. We’ll wander past eerie cemeteries, haunted homes, and Revolutionary landmarks where the ghosts of Boston’s boldest still linger. These aren't your average history lessons—these are true tales of spooky sightings, lege…
★★★★★★★★★★4.4(320)Rated 4.4 out of 5 from 320 reviews1 h 30 minFree cancellation
Discover Boston's Revolutionary history on this Classic Freedom Trail Walking Tour including Historic Downtown Boston, the North End and Charlestown. -Go anytime, at your own pace and your schedule. -Navigated by the WalknTours app. -Tour never expires - take it anytime, as many times as you like. -Easy to navigate - the arrow in the app points you to the next stop. -Professionally narrated. -1 p…
★★★★★★★★★★4.4(307)Rated 4.4 out of 5 from 307 reviews3 hFree cancellation
This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On this tour we'll take you into all the city neighborhoods and along the sites of the Freedom Trail. We'll share the history and legends of the city, keep it topical with current day fun facts and light hearted stories. All guides are fully licensed and approved Bost…
★★★★★★★★★★5.0(148)Rated 5.0 out of 5 from 148 reviews3 hFree cancellation
Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston. This fun & informative 3.5-hour Walking Tour (approx 2.5 miles) also includes a Ferry Ride across scenic Boston Harbor! See and Learn the history of 5 Freedom Trail sites. Includes 2 Historic Tavern visits, enjoying one Drink (beer/wine/soda) and an Appetizer…
★★★★★★★★★★4.8(178)Rated 4.8 out of 5 from 178 reviews3 h 30 minFree cancellation
Immerse yourself in the ghostly mysteries of Boston’s historic streets. History, heroism, and horror surround you on this walking tour of Boston’s strangest sites. You will see Boston Common through a new lens and explore the sites of pivotal moments in America’s birth while listening to tales of death both heroic and senseless.
★★★★★★★★★★4.6(197)Rated 4.6 out of 5 from 197 reviews1 h 30 minFree cancellation
