Top Boston Tours, Sightseeing &amp; Cruises - page 3

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

2 to 3 hoursFree Cancellation

Discover the dark history of Boston on this 90-minute Nightwalk Tour, where chilling tales of curses and ghosts come to life. Guided by knowledgeable storytellers, you'll explore haunted burial grounds and legendary sites after sunset. Unravel the mysteries behind the murder of George Parkman, visit the haunted Omni Parker House, and learn about the eerie figurehead of the Maritana. With exclusive extended access to historic locations, this tour is designed for thrill-seekers and history buffs alike. Limited spots are available, ensuring a personal and intimate experience. 90-minute walking tour exploring Boston's haunted history Guided by expert storytellers sharing chilling tales Exclusive access to haunted burial grounds and historic sites Perfect for thrill-seekers and history enthusiasts

(416)

from $98

Ghosts and Gravestones Boston Nightwalk

1 hour 30 minutesFree Cancellation

Learn about Boston's history while enjoying beer and snacks with a guide who will provide insider details on the city's history and culinary scene. Step inside several historic pubs and grab a cold one (or two) along with some of the city's best tavern snacks. Explore some of the city’s oldest neighborhoods, including the Blackstone Block, the North End, and Charlestown, and enjoy a ferry ride in Boston Harbor.

(34)

from $33

Boston Historic Pubs Tour with Drinks and Tastings Included

Boston Historic Pubs Tour with Drinks and Tastings Included

3 hours 30 minutesFree Cancellation

4.8

(166)

from $129

Walking Tour of Boston's Freedom Trail

1 hour 30 minutesFree Cancellation

4.5

(88)

from $30

A Taste of the Freedom Trail: Boston's Iconic Food History Tour

Avoid tourist traps and eat like a local while you sample Boston’s most famous dishes on this small-group food tour along the Freedom Trail. Savor classics such as creamy New England clam chowder, a classic lobster roll, and Boston cream pie while learning the history behind these classics. Visit local eateries and landmarks and discover how the city's food culture and rich history go hand in hand. Perfect for foodies who want a sampling of Boston's most iconic foods.

A Taste of the Freedom Trail: Boston's Iconic Food History Tour

3 hoursFree 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 then loop back through Beacon Hill and back through Downtown Boston. Sites of the Freedom Trail that you see in the 2-hour tour include all of those in the 1-hour in addition to the Boston Common, King's Chapel, Boston Latin & Benjamin Franklin Statue, Old South Meeting House, New State House, and the Corner Bookstore. You will also get to see the most photographed street in America - Acorn Street and so much more! The 2-hour tour is truly a very comprehensive and exciting tour of the city and it's most important landmarks from both past and present.

(41)

from $135

2 Hour Boston Segway Tour

2 hours 30 minutes

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

(165)

from $99

Boston Walking Tour of The Freedom Trail, Small Group

4.0

(205)

from $51

1 hour 15 minutesFree Cancellation

Combine two attractions Boston has to offer—delicious food and rich history—on this walking tour that starts in the popular North End and continues along the Freedom Trail. Taste fresh bread, pizza, and a classic Italian deli sandwich at local stops in this historic Italian neighborhood. Then, walk the Freedom Trail to learn about the American Revolution, all while enjoying scenic views of Boston Harbor and the Rose Kennedy Greenway. Explore the charming architecture of Beacon Hill and experience the city's blend of old and new.

(82)

from $25

Boston's Food and History: North End, Freedom Trail, Beacon Hill

5 hoursFree Cancellation

Enjoy a gourmet brunch on this scenic cruise of the Boston Harbor. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with eggs, bacon, fresh fruit, and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Sea Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water.

(1,881)

from $91

Boston Harbor Brunch Cruise

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic ferry crossing, historic seaside villages, and the laid-back charm of island life. Board the Island Queen ferry in Falmouth and cruise across Nantucket Sound to Oak Bluffs, where colorful gingerbread cottages surround the historic Tabernacle at the Martha's Vineyard Camp Meeting Association. Enjoy time to explore the island's most iconic spots, with an optional sightseeing bus tour covering the Flying Horses Carousel, the refined harbor town of Edgartown, Gay Head Light atop the dramatic Aquinnah cliffs, and Nobska Point Lighthouse. Return via the Steamship Authority ferry from Woods Hole, rounding out a full day of coastal views, ocean breezes, and authentic New England island character.

4.6

(161)

from $106

Special Offer

Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

12 hoursFree Cancellation

Likely to Sell Out

Making new friends while trying local beers

Save time—and money—and pair your Boston sightseeing with a frothy brew or two on this combination history tour and tavern crawl. Meet your guide and set off with just a small group for company. Wander along the city’s Freedom Trail, and see several key Boston attractions—all while your guide shares the stories and history behind the sights. As you go, stop for refreshing beers in several centuries-old taverns.

Boston's Revolutionary and Drunken Past with Beer Included

2 hours

See a different side of Boston on this unconventional walking tour that details the city’s notorious crime and mob history. Led by a local, you’ll stop at places like the South Boston waterfront, the Boston Massacre Site, and Rachel Revere Square, along with lesser-known locations that many locals don’t even know about. Listen to true stories about the mob and serial killers that bring the city’s crime-ridden past to life.

(210)

from $91

2 hours 20 minutesFree Cancellation

Boston Crime Tour

Price varies by group size

(95)

from $34

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

Travel back in time, to the early years of the United States of America, during this guided walking tour of Boston’s Freedom Trail and beyond. Relive the events of the American Revolution as you pass Faneuil Hall, see the Old and New State Houses, and visit the setting of the infamous Boston Massacre. Then head downtown past Boston Common and the modern John Hancock Tower, finishing in Copley Square.

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

Boston CityPASS® — Planning a trip to Boston? Save 45% on admission to four must-see attractions. Experience Boston’s must-see tourist attractions — and enjoy considerable savings — on this exciting Boston CityPASS. Choose four admissions between the following seven attractions: New England Aquarium, Museum of Science, Boston Harbor City Cruises, View Boston Observation Deck, Franklin Park Zoo, or Harvard Museum of Natural History This Boston CityPASS is valid for 9 consecutive days from date of first use. Convenient mobile tickets are valid for 1 year from the date of purchase. Transportation to and from the attractions is not included.

4.6

(479)

from $45

from $84

2 Hour Historic Pub Crawl in Boston

Save yourself valuable time in Boston by prebooking admission to the Boston View observation deck before you travel. With entry guaranteed for your preferred slot and date, you're free to then finalize your plans in the city. When it’s time, ride the elevator to the observatory; soak in the 360-degree panoramas from its open-air deck, indoor terraces, and rooftop bar; and enjoy the 3D model of the city and other attractions.

4.7

(66)

from $35

View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

1 to 2 hoursFree Cancellation

4.3

(361)

from $34

Lexington, Massachusetts - Liberty Ride Trolley Tour

1 hour 30 minutes

4.6

(404)

from $40

City Cruises Boston Signature Lunch Cruise

Discover some of Boston's most notable historic landmarks—and pair your sightseeing with a pizza crawl—on this time-saving, two-in-one walking tour. With just a guide and small group for company, stroll through the city’s oldest neighborhoods, including Little Italy on the North End. Walk along the Freedom Trail to sights including Paul Revere House and the USS Constitution, and head to local pizzerias for three full-size slices along the way.

4.3

(144)

from $89

Likely to Sell Out

Boston Pizza Lovers Food and History Walking Food Tour

Boston Pizza Lovers Food and History Walking Food Tour

2 hours 50 minutesFree Cancellation

4.7

(1,113)

from $79

Discover Boston’s rich past and vibrant present on this small-group (or private) walking tour—a relaxed and informative way to get your bearings if visiting the city for the first time. Gain valuable insight from local guide as you explore spots such as Boston Harbor, Faneuil Hall, Beacon Hill, and the Public Garden. As you wander, learn about the city’s Revolutionary roots, architectural gems, and cultural evolution—and get an understanding of what life is like for modern-day residents.

Boston's Freedom Trail and Charming Beacon Hill Tour

Price varies by group size

(661)

from $30

Will you telltale of our tour to others?

Haunted Boston Ghost Tours

1 hour 30 minutesFree Cancellation

4.5

(171)

from $25

Likely to Sell Out

City Cruises Boston Whale Watching Cruise by High-Speed Boat

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

3 hours 30 minutesFree Cancellation

4.5

(3,357)

from $86

Boston City View Bicycle Tour: History and Landmarks

2 hours 30 minutesFree Cancellation

4.8

(653)

from $78

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Top Attractions in Boston

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Attractions

What are people saying about Boston

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

Guerrye_S, Aug 2026

Wonderful experience

I traveled with this company on August 22nd, and I had a wonderful experience. Our driver, Willy, was amazing! After picking everyone up, he clearly explained the itinerary for the day and gave us an estimated arrival time at our destination. Before visiting each site, Willy would tell us what to expect and give us a short and helpful summary about the place we were about to visit. This helped us better understand and appreciate each location and made the entire experience more interesting and enjoyable. Throughout the trip, he drove very carefully and professionally, which made us feel safe and comfortable. He was very attentive to everyone and made sure that each passenger’s needs were met. The guided visits were also very good and well organized. Overall, I had a great experience and truly appreciated Willy’s professionalism, kindness, knowledge, and excellent service. He played an important role in making the entire trip comfortable, enjoyable, and memorable. I highly recommend this company, and I would definitely travel with them again!

Boston Harbor Sunset Sail Tour

Cameron_D, Aug 2026

Great sail aboard the...

Great sail aboard the Adirondack. The ship is beautiful and smaller than the large party-style cruises we saw cruising around at the same time. There were a good number of people on board, but we did not feel cramped for a Wednesday evening sunset ride. Hannah answered all our questions about the boat, the harbor, and even snapped a great picture of us as we celebrated our anniversary! Thanks!

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

Marit_F, Aug 2026

Good walk

Be prepared to walk a lot. It's easy walk but it is very long with only a few minutes break in between stops. Our guide, Mark, gave us a very detailed history lesson of which some I never heard about. He is very knowledgeable. He also made the walking as pleasant as possible taking us in shady spots.

Boston's Historic Electric Bike Tour

Louise_C, Jul 2026

Outstanding!

Earlier on our visit, we sent on a trolley tour of Boston and a boat tour on the Charles River. This tour was far superior to either of those tours. Our tour guide, Dunkin, was extremely knowledgeable giving us facts and antedocts that were very, very interesting. He was very conscientious in ensuring that we were riding safely when in areas of congestion and staying together at all times. There were great photo ops which he happily offered to take for anyone. Sena helmets were supplied to each of us which allowed him to talk to us through a microphone in our helmets and clearly hear every word he said on the ride. There was not one complaint by anyone of us who was on the tour. It was the highlight of the day!

Boston Seafood Tour: Behind the Scenes at the Historic Fish Pier

Anthony_E, Jul 2026

Great tour.

Great Tour. The food tastings were an excellent assortment of Boston seafood highlights. Claire was very knowledgeable in regards to the history of the seaport and the food we sampled and an all around excellent and awesome guide. Highly recommend this tour to anyone visiting the city.

Boston Seafood Lovers Food and History Walking Tour

Nick_G, Jul 2026

Great food and tour

Dan was great. Even with just two of us signed up he shared nuggets of history, gave great food recommendations and of course took us to four great food locations. Chowder, lobster roll, oysters and Cannolis were fantastic. Touring the chart house restaurant was a highlight and his overall general knowledge of the area was fun to hear. And thanks for all the recommendations on food locations in Maine!

Boston's Freedom Trail: A Revolutionary Walking Tour

Leslie_M, Jun 2026

Entertaining way to learn about the city

Note: It is a lot of walking and Boston streets are often uneven pavement. Not necessarily the best option for folks with mobility or stability issues. That being said, we loved it! We try to do a walking history tour in most cities we visit and this provided a great background into the history behind the history you learn in school. Another warning, it was a rather large group, probably 30 people. But we had no issues hearing and it didn't slow us down. Do this on your first day and it'll give you an idea of places you may want to revisit later in your trip.

Boston's Food and History: North End, Freedom Trail, Beacon Hill

Ashley_S, May 2026

Food and History Tour

It was filled with delicious Italian food from the north end and the most wonderful cafe where we stopped to get cannolis and cappuccinos. The walking was a nice pace. Our guide Ilan was wonderful! He has lots of great information about the food and the history. He was very engaging and I enjoyed all 5 hours of the tour!

Boston Sweet Treats Food Tour: Fresh Donuts, Cider & Much More

Martha_T, Apr 2026

Highly recommend this tour!

This was such a fun tour!! I had never heard of a donut tour before but was told other cities also have them. So glad we went on this one in Boston. We were able to taste many donuts from a variety of bakeries. But also had a wonderful, informational tour of Boston. What a great combination.

Boston Architectural Landmarks & History Tour with Photo Tips

Kristina_H, Mar 2026

Book now! Saba is wonderful!

We had such a great experience on the Boston Architecture, History + Photo Walking Tour—this was easily one of the highlights of our trip. Our guide, Saba, was incredibly informative, engaging, and thoughtful throughout the entire tour. What really stood out was how attentive she was to our interests. Based on a conversation we had during the walk, she even took us to see an additional statue that wasn’t originally on the route, which made the experience feel very personalized. Her knowledge of Boston’s architecture—especially in the Back Bay and Beacon Hill areas—was impressive. She shared so many fun facts and historical insights that brought the buildings and streets to life in a way we wouldn’t have experienced on our own. It never felt like a scripted tour; it felt like walking through the city with someone who genuinely loves and understands it. If you’re looking for a tour that blends history, architecture, and great storytelling (with plenty of photo-worthy spots), I highly recommend this one—especially if you get Saba as your guide!

Boston to New Hampshire Fall Foliage White Mountains Day Trip

Ashly_C, Oct 2025

Great day trip from Boston!

Perfect day trip from Boston. Lots of stops to experience nature, very short family friendly trails, and scenic lookouts. Got some great photos! Our tour guide, Matt, was wonderful! They make sure to say not a lot of RR stop options along the way, but there were several coming and going, and it was plenty. It's was a great, comfortable trip that I'd recommend to anyone!

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

Amanda_T, Sept 2025

Don't Be Late

They are not kidding when they say late arrivals will miss the boat. Boston traffic was crazy and we arrived 5 minutes just in time to wave goodbye to our friends on board leaving port. Our friends on board enjoyed the cruise but said it was crowded and there was not enough inside seating. Moral of the story arrive early and plan for Boston traffic.