Top Boston Half-day Tours - page 4

Highlights and History of Boston: GPS Guided Audio Tour

4.8

(4)

3 to 4 hours

from $10

Discover the local shopping scene and its fashion DNA with a professional stylist as you embark on a personalized shopping circuit built to meet your style and wishes. Learn more about the art of styling your body features and take a figurative soft tour outside your comfort zone as your stylist pulls pieces for you to explore and try. Think of it as a mini style consultation followed by recommendations and a hands-on practice session during the shopping tour where you can ask any fashion and style-related questions. Throughout your shopping circuit and neighborhood's discovery, listen to fashion stories as told by your fashion savvy guide, and get a unique insight into the industry. Prior to your shopping tour, you will be sent a little shopping form to help personalize your experience. And following your fashion escapade, you will be sent a personal style summary of recommendations received by your stylist as well as some tour souvenir photos.

Boston Local Fashion Designers Shopping Tour

3 hours

from $153

Price varies by group size

Private 4-Hour Walking Tour in Boston with Official Tour Guide

4 hoursFree Cancellation

from $321

Price varies by group size

Likely to Sell Out

Discover Boston’s fall beauty on this guided, 4-hour, small-group bike tour around the North End of the city. Explore the historic Emerald Necklace, a 1,100-acre chain of parks linked by parkways and waterways in Boston and Brookline. Visit the shaded boulevard on Commonwealth Avenue, the shores of Jamaica Pond, and the popular, winding paths of the Arnold Arboretum of Harvard University. Also, see the Rose Kennedy Greenway, Boston’s newest public park; the famous Charles River Esplanade; the Boston Common and Public Garden and much more.

Boston's Emerald Necklace Guided Bicycle Tour

4.7

(15)

4 hours

from $99

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or just Cruising. This unique tour is one of the very few available that you & your guests have the boat to yourselves. Most Boston tours are shared. We also allow you to bring your own Food & Beverages on-board, making your trip ultra personalized. We are flexible on pick up locations & are happy to entertain special requests. Book with us & we will do everything we can to exceed your expectations. Tours can last up to 5 Hours depending on activities chosen. Inner Harbor Tours take 2-3 Hours. Plan on being on-board for up to 4 Hours for Lighthouse tours if you choose to see the offshore Lighthouses. We also can preform an Ash Scattering in a burial at sea ceremony for loved ones remains. We attend to filing all required notifications with the US Government free of charge As a reminder Gratuities are not included the price.

Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria

5.0

(1)

3 to 5 hours

from $2,000

Taste only the best in Boston’s North End. This foodie tour takes you to a careful selection of award-winning restaurants throughout this historic neighborhood. Stop by Best of Boston winners to sample the city’s top pizza, sandwiches, and bread. Sample iconic cannoli and visit an Old World salumeria shown on the Food Network. Learn about Boston’s rich culinary history, and and end your tour with a delicious pasta finale.

North End/Little Italy Neighborhood Tour

Public North End Neighborhood Tour

4.9

(118)

3 hours 30 minutesFree Cancellation

from $120

Step into the heart of Boston’s past with our Beacon Hill Walking Tour —your self-guided audio companion through one of the city’s most historic and picturesque neighborhoods. Wander charming cobblestone streets, admire gas-lit lanterns and stately brownstones, and uncover the stories of abolitionists, authors, and revolutionaries who once called this area home. With expert narration and total flexibility, you can explore at your own pace—no tour groups, no schedules, just your own personal guide in your ear. Download now and let Beacon Hill’s history unfold as you go! *Download the Shaka Guide app to access the purchased tours*

A Private Self Guided Walking Tour in Beacon Hill

4 to 5 hoursFree Cancellation

from $10

Providing casual, private, customizable walking tours of the historic Charlestown neighborhood of Boston, including the Navy Yard, home of the USS Constitution and the Constitution Museum, Winthrop Square, the Bunker Hill Monument and battlefield, the Bunker Hill Museum, and the Warren Tavern, established in 1780 and one of the oldest taverns in America. Your tour guide, Tom, was born in Massachusetts and is a 30-year resident of Charlestown. He's the author of a companion book, "Monumental Man: The Life of Solomon Willard, the Architect and Superintendent of the Bunker Hill Monument, " available on Amazon. He is also a licensed US Coast Guard captain, offering tours of Boston Harbor on the 31-foot sailboat "Triple Trouble II," available through the Boatsetter website.

Ramblin' Boston Tours

4 hoursFree Cancellation

from $325

Boston's Freedom Trail Self-Guided Walking Audio Tour

3 to 4 hoursFree Cancellation

from $15

A quick helicopter charter from Boston to Chatham offers a unique way to explore Cape Cod. Enjoy a scenic flight along the Massachusetts coastline, avoiding over three hours of traffic while landing in the charming heart of Chatham. Spend four hours discovering boutiques, dining, and relaxing on the beach before returning. This private flight experience includes personalized customer support and the option to extend your stay. Perfect for couples, friends, or small groups seeking an unforgettable day trip.

Cape Cod Helicopter Day Excursion

4 hours

from $1,199

Likely to Sell Out

Discover Boston in the evening on a guided night tour that combines city highlights with a scenic sunset harbor cruise, all with convenient downtown hotel pickup and drop-off. Begin your experience with pickup from your downtown Boston hotel and set out on a narrated driving tour through the city’s most iconic neighbourhoods and landmarks. As you explore, your local guide will share stories of Boston’s history and culture while you take in the city illuminated at night. Then, head to the waterfront and board a relaxing sunset cruise through Boston Harbor. From the water, enjoy panoramic views of the skyline, historic sites, and bustling harbor as the sun sets and the city begins to glow. After the cruise, sit back and relax as you’re transported back to your downtown Boston hotel, completing a seamless and memorable evening experience.

Scenic Boston Night Tour with Sunset Cruise

3 hoursFree Cancellation

from $149

Likely to Sell Out

Step back in time and explore the heart of Boston on this guided small-group walking tour, where history comes alive through iconic landmarks and stories of America’s fight for independence. Begin at the Bunker Hill Museum, where you’ll uncover the story of the Battle of Bunker Hill and its crucial role in shaping the Revolutionary War. Continue to the legendary USS Constitution, the world’s oldest commissioned warship still afloat, and hear heroic tales of early naval victories that earned her the nickname “Old Ironsides.” Round out your experience with a scenic Boston Harbor Cruise, offering panoramic views of the city skyline and historic waterfront as you relax on the water. With expert local narration and a small-group setting, this tour offers the perfect balance of history, culture, and stunning scenery for an unforgettable Boston adventure.

Boston City Highlights Walking Tour with Harbor Cruise

3 hoursFree Cancellation

from $139

This private car tour is a special edition Rev War 250 tour. We've combined a few lesser known, yet hugely significant Revolutionary War sites in Boston, with the main events in the towns of Lexington and Concord in to a half day tour. Starting in Boston we'll take you to sites where very few tours go and give context to events leading up to the outbreak of the war. 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 sites along the way giving a detailed account of events of April 1775. The itinerary gives the list of sites we'll visit, timings are flexible and the 4 hour tour time includes travel to and from Concord. This tour is perfect for those groups who have limited time available in Boston or groups who have different degrees of interest in the history of that time.

Revolutionary War Boston Lexington and Concord Tour

550

4 hoursFree Cancellation

from $695

Boston Historic Pubs Tour with Drinks & Tastings Included

1 2 3 4

Top Attractions in Boston

1 / 2

Attractions

What are people saying about Boston

Louisa_F, Apr 2026

History, drinks and laughs with Al

A friend and I (her from US, me from UK) decided to do this as a great way to discover some of Boston during our girls trip and we had a blast! We were joined by 3 others so we were a perfect size group. Our guide, Al - a true Bostonian - kept us entertained for the entire tour with history and anecdotes, including two excellent stops at pubs for drinks and appetisers. Even the rain didn't dampen our spirits! We were all getting on so well we stayed at our last stop for an additional two hours after the tour finished, Al included! Highly recommend if want an overview of some of Bostons most famous history with the added bonus of drinks too.

Boston's North End Food and History Walking Tour

Laura_Y, Mar 2026

Don’t miss this North End history and Italian food gem.

Great historical view of the North End led by someone passionate about the history and authentic Italian food. You are given exceptional fresh high quality food (even from a James Beard award winning chef) while learning about Boston and the North End.

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!

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,

Lexington and Concord 3 hour private car tour from Boston

David_C, Aug 2025

Really Enjoyable Experience

Our guide, Christian, was very informative and really pleasant. We really enjoyed how he related the experience to us. Picked us up at our hotel and dropped us off at the place of our choice. I would definitely recommend this tour to anyone interested in learning more about Lexington and Concord.

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.