The 15 Best Private Tours in Boston

Food, Food & Drink, North End Tours, Private, Tour Reviews, Tours, Walking Tours

Boston Food of the North End Private Walking Tour

/ August 4, 2026

1.Boston Food of the North End Private Walking Tour

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

Walk Boston’s North End with a small group guide, eat a full-meal worth of Italian snacks, get coffee, and tour Old North Church.

“Tour was interesting and delicious on a beautiful Boston day. Great way to experience the North End. Tim was knowledgeable and fun!”

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Food, Food & Drink, Private, Tour Reviews, Tours

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

/ August 4, 2026

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

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

Taste 6+ Boston favorites on a private North End walk, from clam chowder and lobster roll to cannoli and brick-oven pizza.

“Kyle was great!! Fun way to team build see parts of Boston and gather fun facts along the tasting! Host was fantastic”

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Food, Food & Drink, Freedom Trail Tours, Historical Tours, Private, Tour Reviews, Tours

Boston: Food and History of The Freedom Trail Private Tour

/ August 4, 2026

3.Food and History of The Freedom Trail Private Tour

★★★★★★★★★★5.0 · 159 reviews · from $269.50

A 5-hour Boston walk mixing North End Italian food with Freedom Trail sites, plus Old North Church entry and a meal worth of samples.

“Jim was a wonderful guide and very knowledgeable. This was the perfect tour mixing our 2 favorite things; food and history.”

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City Tours, Private, Tour Reviews, Tours

Boston Private Driving City Tour

/ August 4, 2026

4.Boston Private Driving City Tour

★★★★★★★★★★5.0 · 127 reviews · 3 hours (approx.) · from $550

Private 3-hour Boston car tour with hotel pickup, a licensed guide, Freedom Trail neighborhoods, and quick stops to North End and Bunker Hill.

“Great tour, great booking help, really good people! Christian was an awesome tour guide. Thank you so much for the memories with my mom.”

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Freedom Trail Tours, Historical Tours, Private, Tour Reviews, Tours, Walking Tours

Boston History and Freedom Trail Private Walking Tour

/ August 4, 2026

5.Boston History and Freedom Trail Private Walking Tour

★★★★★★★★★★5.0 · 117 reviews · from $245

Private small-group Freedom Trail walk in Boston, led by a local guide. See key Revolution sites and finish at Boston Public Garden.

“The entire tour was great! Allison is an expert on the history of Boston. She made the tour a lot of fun. I would recommend this tour to anyone.”

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Food & Drink, Private, Tour Reviews, Tours

Boston Seafood Private Tasting Tour

/ August 4, 2026

6.Boston Seafood Private Tasting Tour

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

Private 2.5-hour Boston Seaport seafood tasting with Seaport history, harbor views, and a shellfish-focused lunch included.

“Tim was awesome. Very friendly, took time to chat with everyone throughout. The food was amazing! Would highly recommend.”

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City Tours, Private, Tour Reviews, Tours

Boston Private City Tour

/ August 4, 2026

7.Boston Private City Tour

★★★★★★★★★★4.5 · 69 reviews · 4 hours (approx.) · from $616.44

A private 4-hour Boston city drive with Freedom Trail stops, Harvard, MIT, and Fenway, tailored to your group, with hotel pickup.

“Family of four - driving tour was a great way to see the city in cold weather and Sam was a fantastic host. He was very knowledgeable on each area of town and the girls especially appreciated seeing the famous schools and learning about the history of the sites. Thank you!!”

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Private, Private Drivers, Tour Reviews

Private Departure Transfer to Boston Airport BOS

/ August 4, 2026

8.Private Departure Transfer to Boston Airport BOS

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

Private door-to-Airport transfer to Boston Logan, book ahead, meet your driver at your hotel, and ride to BOS with 24/7 service.

“Changed pick up location with Viator but they did not inform the vendor. Luckily, I spoke with vendor and they have to charge additional fee. Extra charge was fine but the way the vendor talked, "do you want it or not" in a very unpleasant manner! Then, we were charged extra fee for a luggage!”

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Private, Tour Reviews, Tours, Walking Tours

Boston: Private Walking Tour with a Local

/ August 4, 2026

9.Private Walking Tour with a Local

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

Private Boston walking tour with a local, flexible route, real stories, insider tips, no groups, $55 per person, 2 to 6 hours.

“Ivan was very knowledgeable, knew Boston very well and had lots of interesting facts. He gave me options of where i would like to visit and answered all the questions i had! I would really recommend this tour.”

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Freedom Trail Tours, Guided, Private, Tour Reviews, Tours, Walking Tours

Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide

/ August 4, 2026

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

★★★★★★★★★★4.5 · 42 reviews · 1 hour 30 minutes to 4 hours (approx.) · from $450

Private Freedom Trail walking tour with a costumed guide, flexible start times, and ticketed stops from Boston Common to Faneuil Hall.

“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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Airport Transfers, Private, Private Drivers, Tour Reviews

Limo Private Transfer Logan International Airport to Boston

/ August 4, 2026

11.Limo Private Transfer Logan International Airport to Boston

★★★★★★★★★★5.0 · 39 reviews · 15 to 30 minutes (approx.) · from $160

Private chauffeur transfer from Logan to Boston for up to 3, meet-and-greet by name, free Wi-Fi, 24/7 service, no taxi-line hassle.

“We loved Henrique! He was kind and so helpful. He gave us many recommendations for food and things to do. He was a safe and attentive driver. 11/10”

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Private, Tour Reviews, Tours, Walking Tours

PRIVATE Authentic Revolutionary Boston Walking Tour

/ August 4, 2026

12.PRIVATE Authentic Revolutionary Boston Walking Tour

★★★★★★★★★★5.0 · 38 reviews · from $75

Private Revolutionary Boston walking tour with tailored storytelling, period-minded guides, and smart stop choices, ending near Haymarket in 2 hours.

“Adam is well prepared and a truly professional guide. We enjoyed the historical and cultural journey in one of the most beautiful Americans cities. Highly recommend!!!”

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City Tours, Private, Tour Reviews, Tours

Private City Tour of Boston and Cambridge

/ August 4, 2026

13.Private City Tour of Boston and Cambridge

★★★★★★★★★★5.0 · 33 reviews · 7 hours (approx.) · from $460

Private Boston and Cambridge tour with pickup, coffee and cannoli, Revolutionary landmarks, USS Constitution, MIT and Harvard, plus lunch time.

“Mark was great would highly recommend him. He customized the tour to our needs. We had snow and was cold but blankets in the car to warm up.”

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City Tours, Private, Tour Reviews, Tours, Walking Tours

Tour-in-Four — A Private four hour walking & driving city tour

/ August 4, 2026

14.Tour-in-Four — A Private four hour walking & driving city tour

★★★★★★★★★★5.0 · 32 reviews · 4 hours (approx.)

Private 4-hour Boston walking and driving tour with pickup, air-conditioned comfort, and a customizable route through top landmarks.

“This was well worth the cost because you get a one-on-one tour from a knowledgeable and considerate guide who uses humor and personal stories to keep your interest in true historical facts. Neal is a native of Boston and knows how to communicate facts in an entertaining and fun way. Would recommend this tour 100%. Our guide was easy to hear and understand and brought history alive as he covered so many past events and geography in four hours. We did walk the freedom trail but he was sensitive to our walking ability, our need for food, water and bathroom breaks. We drove to see so many other parts of…”

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3-Hour Experiences, Day Trips from Boston, Lexington and Concord Tours, Private, Tour Reviews, Tours

Lexington & Concord 3 hour private tour from Boston

/ August 4, 2026

15.Lexington & Concord 3 hour private tour from Boston

★★★★★★★★★★5.0 · 31 reviews · 3 hours (approx.) · from $550

Private 3-hour car tour from Boston to Lexington and Concord, led by licensed guides, covering key Revolutionary War sites with easy pacing.

“Tour guide Martin was excellent. He knows the history of the area and told us about the Lexington and Concord battles in a fun way. I would have liked more time at each stop, but Martin maximized our experience in the time that was allotted. It was a memorable tour.”

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Private, Tour Reviews, Tours