Top Boston Tours, Sightseeing &amp; Cruises - page 15

45 min Private Boston Harbor Islands and Skyline Helicopter Tour

2 hours

from $449

This private ghost walking tour reveals Boston’s darker historical legacy. Evening shadows fall across streets shaped by centuries of change. At the Omni Parker House, stories reflect a refined past with mystery. In Granary Burying Ground, encounter resting places of early American figures. What secrets remain among these ancient stones? The Cathedral Church adds a solemn and spiritual presence. Boston Common recalls moments of public justice and transformation. Architectural landmarks stand silent as history unfolds in the night. Each step reveals a deeper layer of cultural memory. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Private Ghost Walking Tour in Boston Historic Landmarks

2 hoursFree Cancellation

from $487

Witness the stunning transformation of Boston as the sun sets during this popular helicopter tour. Soar above the Boston Harbor Islands and the iconic skyline, capturing breathtaking views of the vibrant city and serene ocean from the sky. Trusted by thousands of guests and backed by over 1,000 five-star reviews, this experience is carefully designed to capture THE BEST sunset over Boston. Your skilled pilot will ensure a personalized experience, while you enjoy opportunities to take incredible sunset photos. After your flight, relax in our lounge with complimentary snacks and beverages while you digest the INCREDIBLE views. - 45-minute sunset helicopter tour over Boston’s Skyline and Harbor Islands - Private helicopter experience - The only way to experience a west-coast-style sunset as the sun sets directly behind Boston’s skyline. - Enjoy complimentary refreshments in our lounge - Incredible golden-hour and sunset photo opportunities

Sunset Premium Helicopter Tour Over Boston with Pickup Option

2 hours

from $599

Acadia was the main resort for 19th-century American billionaires, including the Rockefeller, Carnegie, and JPMorgan families. Enjoy the beautiful landscapes and vistas throughout the park. Visit the Portland Lighthouse and experience the beauty of the Portland coast. In-depth visit the Acadia National Park In-depth and hiking on the Cadillac Mountain. Visit Maine's top-rated tourist attractions - Bar Harbor. Take the Acadia Nature Cruise to explore the local ecology and watch the habitat of wild seals. Taste the local specialties of Bar Harbor - Lobster meal, Lobster ice cream, Blueberry Soda, Blueberry pie.

Portland Acadia National Park 3-Day Tour from Boston MA

3 daysFree Cancellation

from $587

Step into the pages of American history on this private 6.5-hour day trip from Boston to Lexington and Concord—the legendary towns where the American Revolution began. With a passionate local guide and comfortable private transport, you’ll explore battlegrounds, colonial taverns, and historic trails that tell the dramatic story of the nation's birth. But that’s just the beginning. In the second half of the tour, you’ll shift from muskets to manuscripts as you explore Concord’s literary legacy, visiting the homes, graves, and favorite haunts of great American authors like Louisa May Alcott, Thoreau, and Emerson. It’s a perfectly balanced journey of history, nature, and culture—crafted just for you.

Lexington & Concord Legends: Revolution & Reflection Private Tour

6 hours 30 minutes

from $621

We'll see the sights on Boston's Freedom Trail and get a closer look by leaving the car and walking inside some locations (depends on day and hours of operation for some sites). We'll have time to go aboard the USS Constitution (closed Mondays). A close-up experience in the oldest neighborhoods of the North End, Beacon Hill, School Street, and Charlestown. Look at places of events and the people from different periods of the settlement of Boston, and the American Revolution. If weather isn't favorable, we can revise the walking portions according to your wishes. A favorite stop is Faneuil Hall, the Great Hall Meeting Room and the Ancient and Honorable Artillery Company Museum (hours vary).

Boston Freedom Trail Private Car Tour

4 hoursFree Cancellation

from $656

This private culinary and historical walking tour reveals Boston’s revolutionary heritage through its enduring food culture. You begin at Quincy Market where colonial trade once shaped daily life. The atmosphere reflects a marketplace tradition that dates back centuries. At Boston Public Market, regional flavors present a refined introduction to New England cuisine. Along the Freedom Trail, each step connects you to defining moments of early American history. What stories shaped the path toward independence? In the North End, culinary traditions reflect generations of Italian heritage. Historic streets preserve both cultural identity and architectural character. The journey concludes near Old North Church where a signal once altered the course of history. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Likely to Sell Out

Private Culinary & Historical Walking Tour in Boston

3 hours

from $664

Step into the storybook of American history on this 7-hour private tour through the iconic streets of Boston and Cambridge. From the cobblestones of Beacon Hill to the hallowed halls of Harvard, this experience blends revolutionary history, architectural beauty, and vibrant culture into one unforgettable day. Led by a knowledgeable guide and traveling in a comfortable, air-conditioned minivan, you’ll explore historic landmarks, charming neighborhoods, and world-renowned universities. With coffee and a cannoli to start your morning, and plenty of stops for photos, exploration, and a relaxed lunch, this tour is the perfect way to get to know the soul of New England.

Boston & Cambridge Icons: Private 7-Hour Discovery Tour

7 hours

from $648

This private car tour is the perfect way to see Boston & Cambridge in a half day. You'll get to see all the sites on the Freedom Trail, pausing at some of the city's most significant sites. We'll drive in and out of the other city neighborhoods, Beacon Hill, Back Bay and Seaport and finish out the Freedom Trail with a stop at Bunker Hill. Then it's across the Charles River to Cambridge, where we drive around the MIT campus, and onto Harvard for the history and significant buildings on the campus of the oldest college in the country. We'll share lots of history and legends but also keep it topical with current day fun facts and light hearted stories. All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles. Downtown Boston pick up and drop off included.

Boston and Cambridge 4 Hour Private Driving Tour

550

4 hoursFree Cancellation

from $695

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

90min BYOB Boston Harbor Cruise. Pedal as much as you want or just relax and enjoy the amazing harbor views. Bring Your Own Beverages, Food and Music. We provide coolers with ice in our high center bar and Bluetooth connectable speakers. Great for unique fun Birthday and Bachelor/Bachelorette Parties, Outings with Colleagues, School Field Trips or just an amazing time with friends and family. We cruise close to shore at slow speed to get close up views of the harbor attractions and provide a QR code connectable Interactive tour route app with a wealth of information on 36 points of interest that you will pass. Charter groups can chose from 7 boarding locations upon request. Charters can be booked from 10AM to 8:30PM, 7 days per week, mid-April through October.

Cycleboat Boston 90 min BYOB Amazing Harbor Private Charters

1 hour 30 minutesFree Cancellation

from $949

Visit historic sites in Lexington and Concord. Focus on sites related to the start of the War of Independence, early years of the towns, and authors of 19th Century Concord. Experience scenic countryside, town centers and Walden Pond Reservation. We can customize this tour to specific interests and to other locations in Lexington and Concord. Your guide is licensed by the town of Concord.

Boston to Lexington and Concord Historical Sites Shore Excursion

4 to 8 hoursFree Cancellation

from $990

"Embark on a private day trip from Boston to Plymouth, MA, and delve into the profound history of one of New England's most important locales. Begin your journey at Pilgrim Memorial State Park, where the storied Plymouth Rock marks the Pilgrims' landing. Aboard the Mayflower II, a detailed replica, learn about the 1620 voyage. The Plimoth Patuxet Museums offer a lively reenactment of 17th-century life; engage with costumed interpreters and savor a traditional meal at the café. Discover the Pilgrim Hall Museum, the nation's oldest public museum, featuring an array of real Pilgrim artifacts. Stroll along Plymouth Harbor for beautiful views. The tour concludes at the towering National Monument to the Forefathers, before allowing some free time to explore downtown Plymouth's charming shops, galleries, and cafes. This tour not only traces the historical tapestry of Plymouth but also offers a deeply personal connection to America’s foundational stories."

Likely to Sell Out

Private Boston Day Trip to Plymouth MA

9 hoursFree Cancellation

from $1,090

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of Boston and Cambridge. Discover the awe-inspiring allure of Caffe Vittoria, marvel at the grandeur of North Square Park, and capture iconic moments at landmarks like Old North Church & Historic Site, Copp's Hill Burying Ground, Paul Revere Mall, and many more. Our excursions are meticulously designed schedule. We'll greet you directly at the hotel and ensure you return with ample time to relax and relish your day. Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!

Private Tour Boston and Cambridge

9 hours 40 minutes

from $1,076

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

Discover a one-of-a-kind Canadian golden autumn in October! Canada’s picturesque and colorful red leaves in autumn will bring out its natural true beauty. Visit four spectacular famous cities in Eastern Canada: Toronto, Ottawa, Montreal, and Quebec in five days! Experience an unforgettable waterfall view and enjoy the colorful night view of the Niagara Falls! Ride on the Horn blower Cruise to experience the magnificent waterfall views of Niagara Falls from multiple angles. Complimentary Skylon Tower ticket is included. Following, you will enjoy a delicious lunch. You may enjoy authentic French food in Quebec at your own expense.

Niagara Falls Toronto Montreal Quebec 5 Day Tour from Boston

5 daysFree Cancellation

from $1,311

This private historical tour explores landscapes where American independence began. You travel from Boston into regions shaped by early revolutionary action. In Boston, streets reveal the tensions that led to political transformation. Cambridge introduces academic traditions that influenced national thought. At Harvard Yard, historic buildings reflect centuries of intellectual legacy. Lexington Green presents the quiet field where the first conflict emerged. What moment transformed protest into revolution? At Old North Bridge, you stand where resistance took form. Walden Pond offers a reflective setting linked to classical American literature. Orchard House connects you to literary heritage shaped by cultural identity. Private transport allows a smooth journey through these historic regions. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Likely to Sell Out

Private Revolutionary Heritage Tour from Boston by Car

6 hours

from $1,327

Experience the best of East Coast cities experience that includes three exciting destinations filled with food tours, history walks, and authentic local experiences! With local experts to lead the way, you’ll discover incredible seafood in Boston, visit top historic attractions of Philadelphia and indulge in the world-famous cheesesteak, and enjoy both the culinary scenes of country and city from Amish towns to the Big Apple! During our 7-day tour, you’ll enjoy time with a knowledgeable guide as well as time for yourself to enjoy shopping, exploring, and more good eatin’. History lovers will enjoy the charm of Philadelphia’s Old City and symbols of the American Revolution from the Liberty Bell to Independence Hall. Foodies will fall for Boston’s unbeatable culinary scene, from its lobster to its clam “chowdah”. So leave the driving to us, come hungry, and get ready for an unforgettable East Coast food lover’s adventure!

7 Day Boston, New York City and Philadelphia Explorer

7 daysFree Cancellation

from $3,650

Enjoy a private, exclusive tour with your own local guide. Heard of Harvard, MIT, and many more historical landmarks on the East Coast? Time to experience history. You will take a sneak peek into the startup nature at MIT’s campus. Drop by Harvard to explore the high-end of the US education system. Driving along Tory Row, our local guide will tell you the secrets of the American Revolution. Now, what is so special about Lexington Battle Green It’s the site where the first bullets were fired that ignited the revolution. Hancock Clarke House and Paul Revere’s capture site has its own tale of heroes. The first men to take to arms are talked about at the Minutemen National Park. We’ll end the tour by passing by Concord’s Old North Bridge, which spans the 26km historic Concord River.

Cambridge, Lexington and Concord Private Half-Day Tour by Car

4 hours

from $2,357

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique opportunity to connect with the sea. Whether you choose to help the crew raise the sails or simply soak in the stunning views, this public sail is a perfect outing for family and friends. All ticket proceeds contribute to the World Ocean School's educational programs, ensuring a meaningful experience on the water. Enjoy an enriching day while supporting maritime and experiential education.

Harbor Sail Aboard the Tall Ship Denis Sullivan

2 hoursFree Cancellation

from $55

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Top Attractions in Boston

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Attractions

What are people saying about Boston

Boston's Architecture, History + Photo Walking Tour (SMALL Group)

Kristina_H, Mar 2026

Book now! Saba is wonderful!

We had such a great experience on the Boston Architecture, History + Photo Walking Tour—this was easily one of the highlights of our trip. Our guide, Saba, was incredibly informative, engaging, and thoughtful throughout the entire tour. What really stood out was how attentive she was to our interests. Based on a conversation we had during the walk, she even took us to see an additional statue that wasn’t originally on the route, which made the experience feel very personalized. Her knowledge of Boston’s architecture—especially in the Back Bay and Beacon Hill areas—was impressive. She shared so many fun facts and historical insights that brought the buildings and streets to life in a way we wouldn’t have experienced on our own. It never felt like a scripted tour; it felt like walking through the city with someone who genuinely loves and understands it. If you’re looking for a tour that blends history, architecture, and great storytelling (with plenty of photo-worthy spots), I highly recommend this one—especially if you get Saba as your guide!

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.

Boston's Freedom Trail: A Revolutionary Walking Tour

Cheryl_F, Mar 2026

A great tour!

Alissa was a great guide! She was personable and kept the group together in a timely and respectful manner. We loved the historical details that are not readily available! She was able to give us a vivid picture of history! The walking tour also gave us great details so we can revisit what we want to see more of!

Boston Seafood Tour: Behind the Scenes at the Historic Fish Pier

Natalie_L, Jan 2026

Awesome Local Tour

Tim is so knowledgable about Boston harbor's seafood scene. He knew all the best spots for a bite to eat, especially ones not overrun by tourists (at least, not during our group's time at them!). This tour was also a great mix between the pier's history and current realities - like people in Boston's fishing industry working to make businesses more local. An insightful look at not just the food but the people and conditions that surround it! I found it the perfect way to spend a free afternoon in the city - the weather was great, the lobster delicious, and Tim is very funny. Would definitely recommend him as a guide if you want a relaxed, easy-going, and friendly time!

Boston Seafood Lovers Food and History Walking Tour

hwmfqvp9bz, Nov 2025

Dan, Dan, Dan!!!

Our tour guide was absolutely amazing. Dan’s sense of humor and knowledge made for an awesome time. The pace of the tour was perfect, allowing for time to talk and learn. The food was exceptional. Would highly recommend this tour, with Dan of course, since he is the Head of the seafood division.

1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston

Maria_C, Oct 2025

Great overview of city and detailed info all in one place

This is a fantastic fun and informative tour . We had two fantastic bus drivers Hugh (#113) who was informative and hilarious and Viola(#118) who kept narrating the city non-stop with great stories. The wait at stops is no more than 15 minutes and the app is interactive so you can see just where the next trolley is and which trolley number. Loved this and it really helped us understand where we wanted to go to explore further all while getting alot of great information and fun little tidbits and stories about buildings and activities past and present. Would highly recommend!

Boston Harbor Brunch Cruise

Patricia_K, Jul 2025

A nice thing to do to make a day special

What a wonderful cruise. The weather held and we cruised on smooth waters to the edge of Boston Harbor's city limits. As locals, we didn't want a lot of tour info. It was just the right amount to engage tourists. The boat wasn't oversold which was appreciated.. The food was nicely presented with everything one expects at brunch. Definitely a nice thing to do with friends or guests.

Boston Freedom Trail History Pub Crawl Small-Group Tour

Grace_B, Jun 2025

A fun way to learn some history!

A really fun way to learn key historical facts and see a bit more of Boston- while the actual walking portion of the tour is very short I still left feeling like I had seen things I would not have visited otherwise, and having learnt a lot (as a visitor from the UK where the revolution etc isn’t something we learn about in school!). Our guide was very fun as well as knowledgable, and made the experience what it was. As a solo traveller, it was great to meet more people and about half our group ended up continuing the night for more drinks after the tour ended.