Boston
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Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria
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.
5.0(1)
3 Hours - 5 Hours
Boston
- Private tour
From
$2,000
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Her Story - A Women's History Walking Tour of Boston
Women make up half of this country, and yet are largely ignored when it comes to history books. This walking tour of historic Boston will tell you the stories of the incredible women who changed the course of Boston...and American history. From Puritan women who bravely stood up to the government, to the first female/Person of Color to be elected mayor of Boston, we will talk about the wild and wonderful women of Boston. The Women's History tour will be most entertaining for children over the age of 13, but children of all ages are welcome. Children must be accompanied by an adult. Adults are responsible for their own and their children's behavior and safety. This tour contains discussions of slavery and violence, so parental discretion is advised. Tours will run in light rain. We will cancel for unpleasant or unsafe weather conditions to ensure your safety and enjoyment of our tours. This tour requires at least three guests to operate.
5.0(1)
2 Hours
Boston
- Free cancellation
- Likely to sell out
From
$35
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Private Historical Walking Tour in Boston Cultural Landmarks
This private historical walking tour reveals Boston’s cultural and architectural legacy. You begin along the Greenway where modern design meets the path of early trade routes. Nearby, Faneuil Hall reflects centuries of civic debate and public gatherings. Quincy Market continues this tradition within a classical marketplace setting. Downtown Crossing reveals layers of commercial evolution shaped over generations. Old City Hall presents refined 19th century architecture tied to governance and reform. The State House stands as a symbol of enduring political tradition. In Beacon Hill, narrow streets preserve a distinct Federal style heritage. The journey concludes in Boston Public Garden where landscaped paths reflect early urban design. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.
5.0(1)
2 Hours
Boston
- Free cancellation
- Private tour
From
$449
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Boston Haunted History Self-Guided Walking Audio Tour
Traverse Boston’s oldest neighborhoods and hear about the lost souls still trapped within—from the poor, perpetually burning victims of a gas explosion in Boylston Station to a spectral woman in the Boston Common who tries to convince children to follow her into the dark. Walk through uneasy graveyards where the bodies have been moved, dug up, or lost altogether, and learn the stories of their unquiet dead. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This is not an entrance ticket to attractions along the route. Check opening hours before your visit.
5.0(1)
1 Hour - 2 Hours
Boston
- Free cancellation
- Private tour
From
$15
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Boston Seafood Tour: A Taste of New England History
Welcome to the Boston Seafood Tour! I created a guided culinary experience featuring New England seafood classics, many of which date back hundreds of years. We'll explore the waterfront, one of the city's best indoor markets, and the North End, known for its multi-generational Italian American culture and abundance of seafood, markets, bakeries, and cafes. During this tour, we'll taste the following: -Clam chowder from one of the essential Boston Waterfront restaurants -Clams casino from an over 50-year-old family-run institution -Lobster rolls inside a year-round marketplace featuring over 30 New England artisans and food producers -Fried scallops from a Sicilian-inspired grab-and-go seafood vendor on Hanover St -Mini cannoli from one of the Big 3 bakeries in the North End As a parting gift for joining the tour, you will receive a post-tour email highlighting my favorite places to visit, activities to enjoy, and local food & drink options.
5.0(1)
3 Hours
Boston
- Free cancellation
- New
- Likely to sell out
From
$160
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Flavor Walk Boston Food Tour Haymarket through North End
Explore Boston's culinary scene on The Flavor Walk Food Tour, an immersive guided experience through historic Haymarket and the beloved North End. Enjoy six iconic tastings, including the best lobster roll in the US and authentic cannoli from one of Boston's beloved Italian bakeries. This 2 to 2.5-hour tour celebrates Boston’s rich food heritage, offering a diverse sampling of local favorites like clam chowder and homemade pasta in a cozy grotto. Perfect for foodies and culinary adventurers, this tour provides insider knowledge and a chance to engage with the city’s vibrant food culture. Great for folks visiting our great city and for locals who want a great visit in Boston. - Duration: 2 - 2.5 hours - Visit 6 unique stops featuring Boston's best flavors - Suitable for all ages; no alcohol focus - Minimum of 4 participants required for the tour to run
5.0(1)
2h 30m
Boston
- Free cancellation
- New
- Likely to sell out
From
$119
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Cocktails & Cannoli: Boston's North End Dessert Tour
BUT FIRST, DESSERT! Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End. Skip the infamous lines to taste delicious drinks and classic cannoli, and sample the best sweets the North End has to offer. Not to mention the Paul Revere House and Old North Church along the way! To top it all off, our local tour guides will sprinkle in fascinating historic knowledge, fun cultural facts, and culinary tidbits.
5.0(309)
2 Hours
Boston
- Free cancellation
- Likely to sell out
From
$1,000
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North End Boston Food Tour: Pizza, Pasta, & Pastries
As a lifelong resident of the North End of Boston this isn’t just about what you eat—it’s about where you are and who you’re with. As someone who grew up in Boston’s North End, I’ll take you through the neighborhood the way locals experience it. You’ll visit a mix of historic institutions and under-the-radar spots, meeting the people and traditions behind the food. Along the way, you’ll hear personal stories of growing up Italian in Boston—stories that bring the neighborhood to life in a way no guidebook can. Expect a variety of tastings such as pizza, pasta, arancini, meats, cheeses, and pastries from some of the North End’s most beloved spots.
5.0(178)
2 Hours - 3 Hours
Boston
- Free cancellation
- Likely to sell out
From
$98
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Boston: Underground Railroad History Tour of Beacon Hill
Boston's role in the fight to end legalized slavery is linked by the Black Heritage Trail in historic Beacon Hill. This pedestrian path is best experienced on foot, in a small group, with a knowledgeable local guide! Your 2.5-hour loop tour travels from Boston Common to visit Underground Railroad sites, elite homes of "Boston Brahmins," and abolitionist landmarks such as the African Meeting House. Our small-group walking tour delves deeply into the years 1833 to 1863, the tumultuous years leading toward Civil War. We walk in the footsteps of 19th-century Bostonians, all of whom grappled with the "peculiar institution" of racial enslavement in the U.S. With a captivating storytelling approach, Hub Town Tours provides the perfect introduction to Boston's role in America's "Second Revolution." As we travel past landmarks from Civil War Boston, your guide shares the gripping story of local Bostonians finding their voices and demanding an end to injustice across their young nation.
5.0(159)
2h 30m
Boston
- Free cancellation
From
$35
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Beacon Hill + Back Bay Walking Tour: History + Fun Photo Tips
Explore three of Boston’s most scenic attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and fun photo tips to help you capture memorable pictures along the way. Discover the history behind Back Bay’s iconic architectural landmarks in Copley Square. Take a scenic stroll through the Boston Public Garden to see colorful flowerbeds and the famous Swan Boats. For the grand finale, we'll visit Beacon Hill’s Acorn Street, known as known the most photographed street in Boston. This guided tour is designed for history buffs, urban explorers, smartphone users, and casual photographers and blends engaging historical commentary with creative photo tips. It is not a technical photography class.
5.0(63)
2 Hours
Boston
- Free cancellation
From
$55
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Freedom Trail Walking Tour with Bunker Hill and USS Constitution
Most tours of the Freedom Trail are partial tours, skipping sections to save time. This tours will take you from start to finish -- with a focus on the people and events that propelled peaceful Puritans into revolutionaries willing to give their lives to separate themselves from Great Britain. If you want the complete story, including visiting Bunker Hill and the USS Constitution, this is your tour! FAQs! How long is the tour? It takes about four hours. Are there restrooms? Yes, of course. There are four, and we always stop when someone requests a break. What should I carry? A large water! Camera and hat, and be sure to check the forecast and dress accordingly. Adults bring your ID. You may also want to bring a snack to enjoy as you walk. How do we get back to downtown? There are two main ways: walk or take a ferry to Long Wharf. Is this a good tour for children? Kids who are at least 12 years old usually enjoy the tour. The tour is not recommended for younger children.
5.0(771)
4 Hours
Boston
- Free cancellation
From
$79
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Boston Architecture + History Walking Tour + Fun Photo Tips
Explore Boston’s top 3 attractions on a small-group walking tour in just two hours. A longtime local guide shares insightful historical commentary and fun photo tips to help you capture memorable photos of your adventure. Discover the history behind Back Bay's the iconic architectural landmarks in Copley Square. We’ll take a scenic stroll in the Boston Public Garden to see the colorful flowerbeds and the famous Swan Boats. And for the grand finale in Beacon Hill, find out why Acorn St. is the most photographed street in Boston. Designed for history buffs, urban explorers, smartphone users, and casual photographers, this guided walking tour blends engaging historical commentary with photo tips. It is not a technical photography class.
5.0(102)
2 Hours
Boston
- Free cancellation
- Likely to sell out
From
$55
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Boston's Revolutionary and Drunken Past with Ye Olde Tavern Tours
When visiting Boston, the Freedom Trail is a must-do activity, but why not see historic sites while drinking beer? Join Ye Olde Tavern Tours to see 10 sites on the Freedom Trail-including the site of the Boston Massacre and the Old State House-and grab a drink at 3 historic taverns. Beer and/or hard cider is included in the ticket price, so all you need to do is show up ready for fun. Our guests want a unique and memorable way to learn about Boston's revolutionary (and drunken) history and for the past ten years, we have delivered. Our guides are expertly-trained historians who are also incredibly personable. Our founder, owner, and frequent tour guide has a PhD in American history and is a two-time author. We know our stuff and are passionate about sharing the most interesting stories. We cap each tour at 12 people to provide an intimate experience. Ye Olde Tavern Tours is the most fun and social way to experience Boston! We are a small, local business and appreciate your support!
5.0(201)
2 Hours
Boston
- Likely to sell out
From
$91
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1 Hour Boston Segway Tour
We are so excited to show you all that the city has to offer in such a short amount of time! From historical landmarks to modern attractions, Boston is sure to amaze you with its beauty. We start at our location at 199 State Street and as we make our way along the Freedom Trail, we will explore some of the most famous locations that have played an integral role in the history and development of the city. See iconic landmarks like Old North Church, Faneuil Hall, Zakim Bridge, and TD Garden to truly appreciate Boston's history and unique architecture. Learn about the Big Dig. Feel the cool breeze on your face and take in stunning views of the waterfront as we glide along Compass Point – all in an hour! So what are you waiting for? Come join us on this tour and discover the story behind this awe-inspiring city!
5.0(38)
1h 30m
Boston
From
$69
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Lexington and Concord 3 hour private car tour from Boston
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.
5.0(37)
3 Hours
Boston
- Free cancellation
- Private tour
From
$550
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North End Bakery & Cafe Tour
Welcome to the North End Bakery & Cafe Tour! Join the group and skip the lines as we have tastings from three bakeries and one cafe and venture through one of Boston's oldest and most important neighborhoods. Home to roughly 95 restaurants and 3 stops on Boston's Freedom Trail, you'll never run out of things to learn and places to try here. During this tour, we'll taste the following: -Sfogliatella from an underground bakery in a tucked-away alley -Tiramisu from the oldest Italian café in Boston -Florentine cannoli from a 24/7 bakery that's been a North End institution since 1926 -Chocolate ganache from a family-owned bakery that's been on Hanover St since 1930 And as a parting gift for joining the tour, you will be sent a post-tour email covering more of my favorite places to go, things to do, and food & drink to enjoy while you're in the Boston area! Tastings are subject to change. Please alert us of any dietary restrictions or allergies before booking.
5.0(30)
2 Hours
Boston
- Free cancellation
- Likely to sell out
From
$70
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Private Day Trip to Lexington and Concord from Boston
Visit the real locations where the American Revolution began, while listening to hilarious yet little-known stories about our ancestors. Stand on Lexington Battle Green and listen to stories about the very first days of the war and the subsequent historical events which are still relevant to us today. Fall back in time with visits to restored houses and taverns to see how the Minutemen lived. Walk the Battle Road Trail, stage to multiple skirmishes and other "treasonous" events. Visit the Old North Bridge in Concord, where the Minutemen turned back the British Redcoats! Free time for lunch in historical Concord downtown with excellent local food options! The second half the day includes a tour of the author in Concord. Tour the Louisa May Alcott Orchard House where Little Women was written. Visit the Sleepy Hollow cemetery's famous Author's Ridge. See Walden Pond and Thoreau's Cabin!
5.0(28)
6h 30m
Boston
- Free cancellation
- Private tour
From
$423
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The Full Revolutionary Story Epic Small-Group Boston Walking Tour
This tour goes beyond surface‑level sightseeing and weaves the sites, people, and turning points of Boston’s iconic Freedom Trail into one immersive, chronological journey. Rather than a checklist of disconnected highlights, this small‑group, scholar‑crafted experience lets you follow step by step and start-to-finish how a small colonial town sparked a world‑changing revolution. You’ll visit 14-plus official landmarks including Paul Revere’s House, the Old North Church, and the Old State House as our expert storytelling brings to life the Sons of Liberty, the Boston Massacre, the Tea Party, the Midnight Ride, and Bunker Hill—and you grasp how they all fit together. The content is as entertaining as it is educational, so you learn without ever feeling taught. Winner of Boston Magazine’s “Best Historical Walking Tour.” The route is designed to be both comprehensive and comfortable, and we take the time to do justice to both modern Boston and its historic legacy as a living whole.
5.0(2526)
3 Hours
Boston
- Free cancellation
From
$59
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North End-Little Italy Boston Walking Tour: History + Photo Tips
Explore Boston’s North End–Little Italy on a small-group walking tour led by a longtime local guide. Walk through the city’s oldest neighborhood and learn about its fascinating immigrant history, iconic landmarks, and Italian-American heritage. Stroll past famous North End pastry shops, cafés, and narrow historic streets and discover why the area is one of the city’s most beloved neighborhoods. See Freedom Trail landmarks such as Paul Revere’s House and Old North Church, along with hidden gems most visitors miss. Designed for history buffs, urban explorers, smartphone users, and casual photographers, this North End tour features engaging historical commentary and fun smartphone photo tips to help you capture the area’s character and energetic vibe. It is not a technical photography class. A PhotoWalks North End–Little Italy tour offers a memorable way to explore one of the city’s most vibrant neighborhoods.
5.0(27)
1h 30m
Boston
- Free cancellation
- Likely to sell out
From
$45
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North End Food Tour: Taste Boston's Italian Heritage
Welcome to the North End Food Tour! One of Boston's oldest and most important neighborhoods, the North End is most known for its multi-generation Italian-American culture, as well as its abundance of seafood, markets, and cafes. The group will have tastings at 5 different locations while learning about the North End's rich history and its contribution to the growth of Boston. During this tour, we'll taste the following: -Clams casino from an over 50-year-old family-run waterfront restaurant -An Italian sub from one of Boston's most acclaimed sandwich shops -Meatballs from a salumeria in a tucked-away alley off of Hanover St -Florentine cannoli from a 24/7 bakery that's been a North End institution since 1926 -Tiramisu from the oldest Italian cafe in Boston As a parting gift for joining the tour, you will receive a post-tour email highlighting my favorite places to visit, activities to enjoy, and hundreds of local food & drink options while you're in the Boston area.
5.0(27)
2 Hours - 3 Hours
Boston
- Free cancellation
- Likely to sell out
From
$100
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Private Day Tour of Salem and Boston
Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic Salem, learning about the area's Puritan past and harsh reality of daily life under New England's early theocratical government. See the Witch Trails Memorial and learn about the Salem Witch Trials. Learn about the many ghosts of Salem and see historical sites from the 17th century. See the Witch House, the only house still standing that is directly connected to the Witch Trials. Learn about how Salem became one of the richest cities in America through its trade with the Far East. Break for lunch in a local Boston market. Back in Boston, hear about how the area was first settled and grew into the city it is today. Drive through of Boston's Freedom Trail landmarks, listening to stories about the city! Take a walk through Little Italy, visiting locations of key events in the American Revolution. Our tour guides are fully licensed by Salem!
5.0(25)
7 Hours
Boston
- Free cancellation
- Private tour
From
$418
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Boston's North End Food and History Walking Tour
Thank you for considering my tour! I lead all of the tours to ensure a world class experience for my guests. I have been leasing this award winning tour for over a decade and I promise it will be an unforgettable experience.
5.0(481)
3 Hours
Boston
- Free cancellation
From
$100
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Private City Tour of Boston and Cambridge
This private full-day tour will take you through every highlight Boston and Cambridge! The tour 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 a combination of walking and driving, and we are happy to make adjustments to any mobility level of our guests! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption. View a packet of historical maps, photos, and dates during the tour to further immerse yourself in the stories you learn about! The tour takes a break in the middle for free time for lunch and souvenirs, with options including the oldest tavern in America, the oldest restaurant in America, an artisanal food & goods market with 20+ vendor options (chowder, lobster rolls, doughnuts, coffee, ice cream, etc), and more.
4.9(39)
7 Hours
Boston
- Free cancellation
- Private tour
From
$440
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Dumplings to Dim Sum: Food and History Tour of Boston's Chinatown
Join us for a walking culinary and cultural adventure in Boston’s Chinatown! Never been to Chinatown? Curious about how to navigate this neighborhood and find the best of both traditional and modern day eats? Join us and we’ll show you! During this tasty stroll, you can expect to: • Stroll the neighborhood streets, visit sites and learn about Chinatown’s past and present • Visit beloved local restaurants and enjoy both traditional Chinese and Chinese-American tastings • Discover how Chinese-American cuisine evolved and led to Boston-specific dishes
4.9(17)
2h 30m
Boston
- Free cancellation
From
$135
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