Top Boston Tours, Sightseeing &amp; Cruises

Boston Duck Boat Sightseeing City Tour with Cruise

(7,152)

from $39

1 hour 20 minutesFree Cancellation

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.

(9,693)

from $62

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

4.3

(5,768)

from $51

Enjoy unparalleled views of the Boston Harbor from the water during this 90-minute sightseeing cruise. Set sail aboard a classic tall-ship schooner. Enjoy plenty of time to ask the captain and crew about local landmarks and Boston’s history. You'll also have plenty of time to relax. Soft drinks and alcoholic beverages are available to purchase, including several beers brewed right in South Boston.

Classic Tall Ship Cruise in Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.7

(678)

from $40

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

1 hour 30 minutesFree Cancellation

4.3

(430)

from $56

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree Cancellation

(221)

from $46

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 boat in Boston that gets to and from the whales in the least amount of time possible. Look out for 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.

City Cruises Boston Whale Watching Cruise by High-Speed Boat

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3 hours 30 minutesFree Cancellation

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore the world-famous Boston Harbor and see the city’s historic sites while listening to live commentary on board, from tales of the Revolutionary War to local legends. While you cruise, enjoy views of the city skyline as well as the Boston Harbor Islands, USS Constitution (“Old Ironsides”), and the Bunker Hill Monument.

(3,204)

from $86

City Cruises Boston Historic Sightseeing Harbor Cruise

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

(1,445)

from $46

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

Boston Harbor Sunset Cruise

(692)

from $54

Boston Harbor Narrated Sunset Cruise

1 hour 30 minutesFree Cancellation

4.2

(558)

from $29

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

3 hoursFree Cancellation

5.0

(2,615)

from $59

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.

Boston to Martha's Vineyard Day Trip with Optional Island Tour

12 hoursFree Cancellation

Boston Ghosts and Gravestones Trolley Tour

(3,216)

from $129

4.4

(2,520)

from $47

Beacon Hill + Back Bay Walking Tour: History + Fun Photo Tips

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.

5.0

(64)

from $55

Boston's Freedom Trail: A Revolutionary Walking Tour

Boston's Freedom Trail: A Revolutionary Walking Tour

2 hours 30 minutesFree Cancellation

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

(1,561)

from $31

Boston Freedom Trail Walking Tour with Costumed Guide

Boston Freedom Trail Walking Tour with Costumed Guide

1 hour 45 minutesFree Cancellation

Don’t waste time looking for the ideal place to eat as you walk the cobblestone streets of Boston’s North End. Join other passionate foodies to snack your way through the neighborhood’s hidden gems. Your guide directs you to a hidden Italian bakery, an authentic Italian salumeria, and a family-run pastry shop. Visit the Old North Church (or equivalent alternative) and enjoy a rich cappuccino or bold espresso with a pastry.

(2,650)

from $26

Boston’s North End Food Tour: Italian Flavors and Heritage Walk

Price varies by group size

(1,509)

from $70

Day Trip from Boston To Salem Witch Exhibits

8 to 9 hoursFree Cancellation

4.7

(80)

from $190

80-Minutes NON-STOP Trolley of Historic Boston and Freedom Trail

Experience Boston’s history on a non-stop trolley tour that traces the city’s role in the American Revolution and early United States history. This guided overview provides context on key events, ideas, and figures that shaped the nation, while helping you understand how Boston’s neighborhoods and landmarks fit together. The format offers a time-efficient city introduction without the physical demands of a long walking tour.

80-Minutes NON-STOP Trolley of Historic Boston and Freedom Trail

1 hour 20 minutesFree Cancellation

4.3

(326)

from $38

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

(437)

from $71

Sightseeing Day Sail around Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.8

(575)

from $67

Boston to New Hampshire Fall Foliage White Mountains Day Trip

New England is renowned for having some of the most beautiful fall foliage in the country—and this seamless, full-day tour from Boston makes it easy to discover the region’s vibrant scenery. Following morning pickup from your Boston hotel, travel to New Hampshire’s White Mountains, and stop for photography breaks along the Kancamagus Highway. Following lunch in charming North Conway (own expense), continue the seasonal sightseeing as you journey to the storied Mount Washington Hotel. At the end of the day, return to your Boston hotel.

Boston to New Hampshire Fall Foliage White Mountains Day Trip

12 hoursFree Cancellation

Explore Boston on a trolley tour that’s timed to catch sunset over the Charles River. Many Boston sites are illuminated—and uncrowded—at night, making this an ideal time to explore Boston Harbor, Cambridge, the Public Garden, and more. Live narration from an experienced guide showcases the stories and culture behind each place you visit, from stylish seaside neighborhoods to revolutionary war–era landmarks.

(251)

from $150

Boston Summer Nights Trolley Tour plus River Cruise

Boston Summer Nights Trolley Tour plus River Cruise

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.

(149)

from $50

Harvard University Campus Guided Walking Tour

1 hour 10 minutesFree Cancellation

4.7

(3,759)

from $23

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Top Attractions in Boston

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Attractions

What are people saying about Boston

Boston's Historic Electric Bike Tour

Denice_F, Jun 2026

Aberdeen folks tour of Boston

Our guide Dunkin really was great. We had a 12 year old in our party and his care and attention towards him didn’t go unnoticed. Dunkin knows Boston really well and all three of us felt informed as well as safe at all times. The wander tour was an amazing way to see Boston

Boston's Freedom Trail: A Revolutionary Walking Tour

Julia_E, Jun 2026

Amazing history tour

Our tour guide was amazing and had so many great stories to share about the history of all sites in Boston. It was like being in a history book! We were blessed with great weather the day of our tour and the 2 1/2 hour walk was enjoyable and a great pace!

North End Boston Food Tour: Pizza, Pasta, and Pastries

Rhonda_G, Jun 2026

Top notch food and history tour

Touring the North End with Bobby who grew up there was fantastic. He knows the history, restaurants, shops and people from lived experience. The restaurants and shops he took us to were top notch, and all of the food was outstanding. Book this tour, you won't be sorry!

From Boston: Niagara Falls 2-Day Tour with Overnight Stay

william_S, Jun 2026

Niagara Falls 2 Day trip

This trip is very well organised ,with visits to all aspects of Niagara Falls,during the day at night..Our guide was very knowledgeable and helpful, the hotel "The Crown Plaza" was close to the falls.The journey was long but that's was to be expected.

Boston Harbor Sunset Sail Tour

Kelsey_D, May 2026

Great Sailing Experience

This was such a fun experience! I’ve never been sailing before and you really get the sailing experience! Alex was awesome and made sure to get our picture even while working the sails. Claire Hannah were great and really personable! Dante gave us a great ride! It got our adrenaline going while we also felt safe. Also they had drinks!! Great ride thank you!

Walking Tour of Boston's Freedom Trail

Paula_G, Nov 2025

Freedom Trail Rocks!

Very informational and historical in nature. Not physically strenuous. Our guide was eager to answer questions and kept the pace of a very large group (40) moving quite smoothly. My only complaint would be with that large of a group, being able to hear clearly was sometimes an issue - given the distance from the guide. Overall, great tour and highly recommended!

Boston Seafood Lovers Food and History Walking Tour

hwmfqvp9bz, Nov 2025

Dan, Dan, Dan!!!

Our tour guide was absolutely amazing. Dan’s sense of humor and knowledge made for an awesome time. The pace of the tour was perfect, allowing for time to talk and learn. The food was exceptional. Would highly recommend this tour, with Dan of course, since he is the Head of the seafood division.

1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston

BRETT_M, Nov 2025

Soooooo worth it!!

Hugo was AMAZING!! His knowledge of Boston history and the various neighborhoods really added to our overall Boston experience. I loved his personal anecdotes. This was a great way to get an overview of Boston history, allowed to see the places that were of particular interest in an unrushed manner, and take a mental note of other sights we wanted to go back to. I would highly recommend this tour, especially if your time is limited in Boston, or if it is near the start of your Boston adventure. Taking the tour with Hugo will really make the tour extra informative and entertaining.

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

Cynthia_W, Sep 2025

Boston Freedom Trail Experience

The stories and explanations are awesome. The GPS feature knows where you are so says things like ‘I’ll wait for you’ until you get to the next place. The directions are spot on. The only downside is that the recordings were obviously made during Covid and make references to places not being open because of COVID. So, time for an update!

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

Leah_C, Aug 2025

Must do!

This was such a fun, informative and beautiful end of the day activity! The tour guide was knowledgeable, friendly and the perfect person for this job. The city views were breathtaking and the sunset just added to the experience. I can’t recommend this enough. If we return to Boston, which we will, this will be back on our list!