Top Boston Half-day Tours

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.

(2,473)

from $59

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

2 hoursFree Cancellation

4.3

(5,666)

from $52

Special Offer

Statue of Paul Revere with Old North Church

When tracing the roots of American independence, the city of Boston is one of the most important epicenters in the country’s history. The Freedom Trail runs through downtown to Charlestown, taking you on a literal walk through the events that inspired and instigated the American Revolution. Join a local guide for a tour of the entire 2.8 mile (4km) trail which includes visits to Bunker Hill and the USS Constitution so you can hear the full historical tale.

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

4 hoursFree Cancellation

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

4.4

(3,178)

from $129

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

4.4

(3,115)

from $86

Affogato ( Gelato Gelato topped with espresso coffee) I died and went to Heaven!!)

Boston’s Politically Incorrect North End Food Tour

Boston's North End Food and History Walking Tour

(533)

from $98

Sample some of the tastiest bites that Boston’s North End has to offer—and enjoy a first-hand introduction to the area’s Italian heritage. Choose between our 3-hour or dynamic 2-hour express tour, and bring your appetite: Follow your guide to top-rated local businesses, and try everything from clam chowder and lobster rolls to cannoli. At the end, enjoy a secret dish revealed only on the day of the tour.

(476)

from $100

Boston North End Food Tour with Authentic Local Flavors & Dishes

2 to 3 hoursFree Cancellation

Price varies by group size

(1,464)

from $75

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

This half day private car tour is a perfect way to visit the Revolutionary War towns of Lexington and Concord and see the site where the "shot heard round the world" was fired. We'll take the same route as Paul Revere, stopping at the most significant sites along the way to give a detailed account of what and how things unfolded in April 1775. The travel time from Boston to these towns is 45 minutes each way and you'll be in one of our comfortable private vehicles with an experienced, knowledgeable and licensed tour guide.

(34)

from $135

Lexington and Concord 3 hour private car tour from Boston

(36)

from $550

Explore Boston’s Freedom Trail as you wish with this self-guided audio tour. Download the iPhone or Android GPS app and start along the trail when it suits you. As you wander between the sites, dip in and out of their backstories, deep-dive into topics that grab your interest, and stop and resume the audio when you wish. The benefit? You’ll enjoy more flexibility than on a fixed-itinerary tour and have more information at your fingertips than if exploring alone.

Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

3 to 4 hoursFree Cancellation

4.5

(103)

from $10

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.

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

4.5

(1,409)

from $46

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

4.7

(2,606)

from $36

Boston City View Bicycle Tour: History and Landmarks

2 hours 30 minutes

Discover the best of historic Plymouth in just one day—and enjoy a hassle-free way to explore—on this full-day trip from Boston. Check off several key Plymouth sights, including Plymouth Rock, the Mayflower II, and Plimoth Patuxet Museums, all while benefitting from skip-the-line admission tickets. Plus, have bonus free time to explore the 400-year-old town's harbor, enjoy lunch (own expense), and sightsee at your own pace.

(640)

from $78

Boston to Plymouth Day-Trip including Quincy, Plimoth Patuxet and Mayflower II

11 hoursFree Cancellation

Boston Duck Boat Sightseeing City Tour with Cruise

(408)

from $159

1 hour 20 minutesFree Cancellation

4.6

(9,598)

from $62

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

1 hour 30 minutesFree Cancellation

4.4

(412)

from $56

Boston's cobblestone streets & red bricks

Boston Private 3-Hour Tour by Car

(131)

from $550

This full day private tour combines some of the best coastal views in the region with Pilgrim history. First stop focuses on the Presidential history of John Adams and then for something completely different we swing by the first Dunkin' Donuts (how's that for random). Then it's sit back and enjoy the views, through south of Boston towns Hingham, Cohasset, Scituate and Duxbury. There's some great photo opps along the shoreline that you won't be able to resist. Next onto Plymouth and it's Pilgrim history as well as it's own lovely ocean views. This is a break from your city break. We pick up and drop back to downtown Boston, will stop for lunch along the way (not included in price of tour) and will make sure you have a calm and relaxed day.

Plymouth & South Shore Private Tour from Boston

6 hoursFree Cancellation

(4)

from $995

This private car tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination of the Revolutionary War sites in Boston and Cambridge that you won't have seen. Then onto Lexington and Concord to see the towns where the "shot heard round the world" was fired. We'll take the same route as Paul Revere, stopping at the most significant, and lesser known sites along the way giving a detailed account of events in April 1775. For those less interested in the details of the battles, there's the option to visit the home of Louisa May Alcott or just take some time to enjoy the pretty main street of Concord. The itinerary gives the list of sites we'll visit, but timings are flexible to let us spend time at the places you're most interested in. We'll also stop for lunch (not included in price of tour) and there's plenty of photo opportunities.

Boston, Lexington and Concord Revolutionary War Car Tour

6 hoursFree Cancellation

(11)

from $995

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.

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

5 hoursFree Cancellation

4.9

(1,797)

from $91

Likely to Sell Out

Boston Walking/Boat Revolutionary Tour; 1 if by Land, 2 if by Sea

See all of Boston and Cambridge from the comfort of a heated and air-conditioned modern minivan. This is a half-day driving tour that takes you through every highlight of Boston and Cambridge. The drive will include sights such as the Old North Church, Paul Revere's house, Faneuil Hall, Boston Common, Beacon Hill, Bunker Hill Monument, USS Constitution, Harvard, MIT, Copley Square, Boston Public Library and so much more! The tour is mainly driving, however we will (optionally) stop a few times to briefly (5-10 minutes) get out of the car for photo opportunities and a closer look at some sights! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption.

4.9

(31)

from $99

Private Half-Day Driving Tour of Boston and Cambridge

4 hoursFree Cancellation

Price varies by group size

(3)

from $311

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.

Boston Historic Pubs Tour with Drinks & Tastings Included

3 hours 30 minutesFree Cancellation

Boston Historic Pubs Tour with Drinks & Tastings Included

(162)

from $159

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Top Attractions in Boston

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Attractions

What are people saying about Boston

Terri_B, Apr 2026

Big Al should be everyone's intro to Boston and the Sons of Liberty

I am now a history nerd! It came to life today as a group of six strangers from differnt cities all joined Big Al for the day- a 3-hr walk-about became 6 All fueled by amazing pace and chat about Paul Revere and the Sons of Liberty became a real life dive into what it might have been to live the real seeds of revolution. The taverns chosen were purposeful. And fun! The walk was great- a clear coverage of Boston proper! But that no one left promptly at the last stop, spoke volumes. We will always remember this day when a 3-hr tour became a day full of everything Boston!

North End & Boston Market District Tour with Local Guide

Stefanie_D, Dec 2025

Best food, best tour guide

What a fun tour! Delicious food and more than enough to eat. Audrey is an amazing tour guide and really knows the neighborhood and people well. Great way to start our Boston trip and immerse ourselves with the locals. Thank you, Audrey for a truly memorable experience!

3-Hour Private "Cold Weather- Warm Van" Driving Tour of Boston

Giulio_M, Dec 2025

The absolute best way to see Boston—Peter is a legend!

If you are looking for the perfect way to see Boston without battling the freezing temperatures, this is it. Our group of four booked this tour on a whim, and it ended up being the highlight of our trip. The 'warm van' promise was fully kept, but the real star of the show was our guide, Peter. I cannot speak highly enough of him. Often, a three-hour drive can feel long, but Peter kept our attention the entire time. He has an endless supply of fascinating stories and local history that you simply wouldn't get from a guide book. He managed to make the city come alive while we stayed perfectly comfortable. If you want a tour that feels personal, engaging, and incredibly comfortable, ask for Peter. Worth every cent!

Boston's North End Food and History Walking Tour

Cameron_Q, Dec 2025

One of the best tours I’ve ever been on

My wife and I book a food tour in every new city we go to. Paula did truly make this one of the best tours we’ve ever been on. She weaved in history with food so effortlessly that I could’ve sat and listened to her wax poetic on north end history all day. The food, unsurprisingly, was also insanely good and everyone we met at the restaurants and shops was so lovely. 10/10 would do again and recommend as THE tour you do in Boston.

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

Kathryn_D, Oct 2025

Highly recommend this tour

Great tour with fun history, a lot of food and a nice amount of walking around the city. Katie (#102, apparently 2 Katies work for this company) was friendly, knowledgeable and a great guide. She made everyone feel comfortable and provided a lot of fun history facts about the city as well as its food but was not overpowering. The food was great and there was a lot of it. You definitely do not need a meal after this tour and it is coordinated to almost start with an appetizer, the beans and brown bread and end with dessert. The boston cream pie. All of the food was very good and each stop came with history about the food at that location. Katie also mentioned the history of some other restaurants that we didn’t stop at. There is an option to add two beers to your tour ticket and they space it out well. The beers are at stop one and three. There are 4 food stops on this tour. I have done food tours in many cities and this one ranks as one of the best. I will definitely be trying more of their tours.

Boston City View Bicycle Tour: History and Landmarks

Laura_A, Sep 2025

DO THIS! We loved every minute!

This was the absolute best way to see Boston and to put its neighborhoods and landmarks into context. The tour leaders who rode with us were funny, friendly, and engaging, and I felt safe knowing they were looking out for us at intersections. I’m not in perfect biking shape but found it easy to tackle the hills without an e-bike. I ABSOLUTELY recommend this to anyone who wants an active, fun, educational way to understand Boston!

Boston Walking/Boat Revolutionary Tour; 1 if by Land, 2 if by Sea

Alfred_J, Sep 2025

Great history tour by land and water

Although there is a good bit of walking it is manageable since they do not walk very fast and there are numerous stops along the way. Our guide was very informative however it was difficult to hear him at times due to surrounding city noise. A microphone would have been helpful. We tried to stay close to guide so we could hear better. We loved getting to tour the Old North Church and seeing the role it played in the war. We also very much enjoyed the boat tour around the bay,

South End Food Tour: Savor Boston's Best Food Neighborhood

KEVIN_C, Jun 2025

Fun Food Tour in the South End!

The tour guide gave a great historical as well as food sampling tour of the South End. We had five food stops at unique and popular restaurants/markets, which was more than enough food for both lunch and dinner. In addition to giving 'behind the scenes' stories about the history of the restaurants and how the owners built their way to success, she also gave fascinating stories about the history of South End, individual landmarks and houses, and the cultural shifts from one period of time to another. A lot packed into a few hours!

Boston Private City Tour and Chauffeur Service

Roni_i, Jun 2025

Everything we were looking for and much more

Our guide Sam was personable, knowledgeable and very accommodating for our large group, plus luggage. We had six passengers and 7 carry on size bags as well as 7 backpacks/underseat duffels. We had more than enough room for everything. Sam took us all over Boston/copley square, commons, beacon hill, back bay, bunker hill, uss constitution, Harvard, Boston university, Cambridge, theater district, financial district, harbor and more. He had a multitude of historical and current facts to share. Sam recommended a great place for lunch. We couldn’t have asked for anything better to fill our time between cruise disembarking and our late flight. We will use Sam again when we come back to Boston.

Signature Boston Guided Brewery Tour with snack

Margaret_R, Jun 2025

Great Experience

Outstanding. My family of 4 included two non-beer drinkers and the experience was great for all. Raj was our tour guide and made all the difference. The non-beer drinkers discovered options they could enjoy too. We went three breweries, and Raj was super knowledgeable & hospitable. Thank you!

Boston Private 3-Hour Tour by Car

Paula_B, Jun 2025

Great overview of the city of Boston!

Great way to get a real foundational view of the city of Boston. We have been to Boston on numerous occasions and have taken a few tours before. I thought this might be redundant but saw a lot of places I’ve never been to (i.e. ‘Southie’) and stories that I’d never heard. We didn’t want a walking tour and instead got to see a personal tour of Boston in the comfort of an air conditioned car. Well worth the money.