Boston · BOSTON PRIVATE TOURS

15 Boston Private Tours for a Spare Boston Afternoon

75 tours  ·  from $17 a head

The 15 best boston private tours you can book for this trip, with what each costs, how long it runs and who it suits. The first one is first for a reason; start there.

Boston Food of the North End Private Walking Tour - Finding the stories behind the storefronts
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Boston Food of the North End Private Walking Tour

1.Boston Food of the North End Private Walking Tour

★★★★★★★★★★5.0 · 174 reviews · from $147Our pick

Walk from the Greenway into Boston’s North End with an English-speaking guide, sampling foods such as bread, pastry, pizza, or meat and cheese, plus a café drink. The two-hour private tour also covers Paul Revere Mall and includes admission to Old North Church when it is open. Food stops vary by day, and guides have included Tyler, Nabil, and Maz.

“The trip was outstanding. Great food and really good insights on the local history. Our guide was very knowledgeable and introduced us to great local restaurants.”

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Boston Private Food Tour of 6+ Tastings, Cannoli, Lobster Roll - A North End plaque with a difficult story
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Boston Private Food Tour of 6+ Tastings, Cannoli, Lobster Roll

2.Boston Private Food Tour of 6+ Tastings, Cannoli, Lobster Roll

★★★★★★★★★★5.0 · 165 reviews · 3 hours (approx.) · from $395

Spend about three hours with your private group tasting New England and Italian favorites, from clam chowder and a lobster roll to brick-oven pizza and mini cannoli. The walk starts at the New England Holocaust Memorial, visits Boston Public Market and North End landmarks, and ends on Hanover Street. Guides have included Kyle, Ampora, and Elaun.

“Elaun was prompt and knowledgeable during our Boston food tour. He provided us with history and facts along the way. We enjoyed all of the food options and would definitely do this again! Elaun was even able to accommodate dietary restrictions. Thank you Elaun for a memorable day in Boston!”

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Boston: Food and History of The Freedom Trail Private Tour - Eating your way through the North End
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Boston: Food and History of The Freedom Trail Private Tour

3.Food and History of The Freedom Trail Private Tour

★★★★★★★★★★5.0 · 159 reviews · from $269

Set out at 10 a.m. from the Greenway for a private, five-hour walk through Faneuil Hall, the North End, and key Freedom Trail sites. Your English-speaking guide serves food samples that add up to a meal, plus a local drink and a Boston treat. Guides have included Alex, Mark, Sully, and Molly; the route ends in the Public Garden.

“Perfect summary of the major events in Boston and a visit to the good restaurants in the Italian district. We enjoyed our tour very much.”

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Boston Private Driving City Tour - Beacon Hill, Back Bay, and Copley Square
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Boston Private Driving City Tour

4.Boston Private Driving City Tour

★★★★★★★★★★5.0 · 127 reviews · 3 hours (approx.)

See Boston with a private guide in an air-conditioned vehicle, from the Freedom Trail and Bunker Hill to the North End, Beacon Hill, Back Bay, Seaport, and Fenway. Guides named for the tour include Martin, Joan, and Christian. Expect a flexible city overview, with time for selected stops and an optional cannoli break.

“We had a lovely time with Martin and saw more of Boston than we expected. The car was very comfortable and Martin was very knowledgeable about Boston, past and present, and had many maps and photos for explanation.”

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Boston History and Freedom Trail Private Walking Tour - Granary Burying Ground and the weight of the Revolution
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Boston History and Freedom Trail Private Walking Tour

5.Boston History and Freedom Trail Private Walking Tour

★★★★★★★★★★5.0 · 117 reviews

Take a private, English-language walk through central Boston, with your group of up to 12 and a local guide. The route links Freedom Trail landmarks such as the Old State House, Granary Burying Ground, Paul Revere’s home and Old North Church, with time for stories, questions and local recommendations. Molly Mitchell, Alan and other guides have earned praise for lively, flexible tours.

“Molly was an excellant guide and pontied out many historical and fun facts. It was a small group which made the tour even better,”

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Boston Seafood Private Tasting Tour - Follow the Seaport’s Shift From Working Waterfront to Modern District
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Boston Seafood Private Tasting Tour

6.Boston Seafood Private Tasting Tour

★★★★★★★★★★5.0 · 102 reviews · from $173

Walk from Independence Wharf through Boston’s Seaport and along the Rose Fitzgerald Kennedy Greenway on a private, 2.5-hour seafood tour. Your local guide serves a meal’s worth of seafood samples, which may include lobster rolls, clam chowder, or fried oysters. Guides such as Nabil, Tim, and Molly have led the route, but dishes and stops can vary.

“Nabil was a great guide. He had a lot of interesting info to share. The food was fabulous. James hook lobster rolls are a definite have to every time we visit Boston now!”

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Martha's Vineyard Private Tours - Aquinnah: a short look at the clay cliffs
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Martha’s Vineyard Private Tours

7.Martha’s Vineyard Private Tours

★★★★★★★★★★5.0 · 100 reviews

Travel around Martha’s Vineyard in a private, air-conditioned vehicle with a guide and pickup at a location you choose. The roughly three-hour tour can include Oak Bluffs’ Flying Horses Carousel and Gingerbread Cottages, Edgartown’s harbor and lighthouse, and Aquinnah’s clay cliffs. Guide Rich M, who grew up on the island, has shared its history and stories about notable residents.

“Rich M was born and raised on the island and was very knowledgeable. Tour was great! Drove all the way around the island and learned about history and famous visitors/residents.”

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Martha's Vineyard Tours Private and Fun! - Edgartown’s Memorial Wharf and Alleys General Store
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Martha’s Vineyard Tours Private and Fun!

8.Martha’s Vineyard Tours Private and Fun!

★★★★★★★★★★4.5 · 84 reviews

Spend about four hours touring Martha’s Vineyard in a private, air-conditioned vehicle with an island guide. The route can include the gingerbread cottages of Oak Bluffs, Edgartown’s Memorial Wharf, Alley's General Store, Aquinnah Cliffs, and Menemsha. Guides named Craig and Gregory have led tours, but the guide is not guaranteed. Clarify before booking whether seafood and wine are included.

“Our tour guide Gregory was very knowledgeable and took us to all of the best spots. Favorite spots were the Menemsha seafood stop with wine and the Aquinnah stop for the scenery. Only negative was that we could not always hear Gregory especially sitting in back of van. But definitely prefer the private tour vs. the large group tour which I did a few years ago.”

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Private, Guided Sightseeing Tour of Marthas Vineyard Island(3hrs) - Aquinnah’s clay cliffs and lighthouse
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Private, Guided Sightseeing Tour of Marthas Vineyard Island(3hrs)

9.Private, Guided Sightseeing Tour of Marthas Vineyard Island(3hrs)

★★★★★★★★★★5.0 · 81 reviews · 3 hours (approx.)

In about three hours, a local guide takes your private group around Martha’s Vineyard in a clean luxury minivan. Expect lighthouse views, Aquinnah’s painted clay cliffs, Edgartown’s harbor and Oak Bluffs’ Gingerbread Cottages, with island stories along the way. Craig leads many tours; the start is at the Vineyard Haven Steamship Authority Terminal.

“My family and I traveled to the vineyard, as my mom has always wanted to go. Craig was wonderful. The experience was personal, Craig was very knowledgeable about the different parts of the island and was very accomadating, as we had a toddler with us and my parents are seniors. It was a great experience that I would say, highly recommend!”

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Private Newport, Rhode Island City Tour - Ocean Drive: a change from city streets
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Private Newport, Rhode Island City Tour

10.Private Newport, Rhode Island City Tour

★★★★★★★★★★4.5 · 76 reviews · 1 hour 30 minutes to 2 hours (approx.) · from $100

This 90-minute to two-hour private drive takes you from Newport’s colonial Point district to the Cliff Walk, Ocean Drive, and Bellevue Avenue mansions. A local guide, often Peter, shares the city’s history and can pause for photos. Transport is included; hotel pickup costs extra, and mansion interiors are not part of the listed route.

“Excellent local guide! Highly recommend for anyone that wants both the touristy and local flavor. 5 stars!”

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Boston Private City Tour - The Freedom Trail from a comfortable seat
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Boston Private City Tour

11.Boston Private City Tour

★★★★★★★★★★4.5 · 69 reviews · 4 hours (approx.)

Explore Boston in a private vehicle with a driver-guide, hotel pickup, and room to shape the route around your interests. You can request stops along the Freedom Trail, at Harvard, MIT, Fenway Park, and other city sights. Guides have included Sam and Josh, but your guide is not guaranteed. The tour lasts about four hours; attraction tickets are extra.

“Sam Soares, our guide and driver was very friendly, courteous, professional, knowledgeable. He was very mindful of our time and comfort. We had forgotten our water bottle with was special to our friend in the car, he took the time from his personal family time to come back to our hotel to return it back to us. This was very much appreciated by our friend who left the water bottle in the car. Thank you so much Sam!!!”

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Private Departure Transfer to Boston Airport BOS - The price, and the costs that can follow
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Private Departure Transfer to Boston Airport BOS

12.Private Departure Transfer to Boston Airport BOS

★★★★★★★★★★3.5 · 63 reviews · 1 hour (approx.) · from $28Best value

Book a one-way private ride from a hotel or accommodation in downtown Boston, Cambridge, Brookline, or Waltham to Logan Airport. A sedan, SUV, or minivan is assigned according to group size. Service runs 24/7, but confirm your pickup details, luggage needs, and any toll costs before travel.

“The ride from the hotel to the airport was quick & easy 15-20 minutes to the airport Excellent driver. (Since I was never sent a text to comment on the ride to the hotel from the airport I will rate it here.) I will never use your service again. When we got in the car it smelled of pot. The driver drove us a back way through an industrial area that took almost an hour to get to the hotel.”

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Boston: Private Walking Tour with a Local - Meeting at Government Center, your hotel, or a café
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Boston: Private Walking Tour with a Local

13.Private Walking Tour with a Local

★★★★★★★★★★4.5 · 47 reviews · 2 - 6 hours · from $55

Spend two to six hours walking Boston with a private Lokafyer, in English or Spanish. There is no set route: you can focus on history, neighborhoods, local food tips, or simply getting your bearings. Past guides such as Deniss, Robin, Katie, and Ivan have led walks with personal stories and stops in places such as the Seaport.

“Had a great time with Robin! He explained a lot of things to me, I learnt a lot about the history of Boston. His very polite and patient when I asked questions. I’d recommend to take this tour with him, I flew a long way to Boston and this was the first tour I have experienced. Worth every minute!”

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Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide - A private guide can make the trail easier to follow
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Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide

14.Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide

★★★★★★★★★★4.5 · 42 reviews · 1 hour 30 minutes to 4 hours (approx.)

Start at Boston Common with a costumed guide and follow either an 11-site Freedom Trail route to Faneuil Hall or a longer 16-site version ending at Bunker Hill Monument. The private tour costs $450 for up to 15 people, runs about 1.5 to 4 hours, and is offered in English. Hannah is one named guide, but ask who is leading your tour.

“Our guide was on character. We learned a lot about the Revolution in Boston. He was very knowledgeable and our tour was very enjoyable.”

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Limo Private Transfer Logan International Airport to Boston - Flight delays and changes
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Limo Private Transfer Logan International Airport to Boston

15.Limo Private Transfer Logan International Airport to Boston

★★★★★★★★★★5.0 · 39 reviews · 15 to 30 minutes (approx.)

A private, 24/7 chauffeur transfer from Boston Logan to your Boston destination, for up to three people at $160 per group. Your driver meets you at the terminal’s designated limo stand with a sign bearing your name. Expect free onboard Wi-Fi, a roughly 15 to 30 minute ride, and help by phone or text if flight plans change.

“This Limo Service has stellar customer service. Our flights kept changing (four times!) and the entire flight was eventually cancelled by the airline and rebooked for the following day. Tina (if I remember correctly!) was WONDERFUL and 'stayed with us' through all the changes. And our driver was absolutely delightful. I wouldn't hesitate to book again with this service.”

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