Top Boston Tours, Sightseeing &amp; Cruises - page 14

Amazing Bar Crawl: Boston Back Bay Beat

Holly Jolly Hunt is a scavenger hunt that is played using an app on your smartphone, that brings your entire family and friends together for holiday cheer. During the adventure you’ll be seeking out all the traditional, and even the non-traditional holiday items we all see this time of year around the city. You’ll get points for each item you find. The goal is to capture as many items as you can in order to score as many points as possible and get 1st place on the leaderboard. Along the way you’ll be asked to perform silly holiday themed tasks meant to bring laughter and smiles to everyone involved. Come play with us. Young or old, this is a scavenger hunt for everyone that enjoys this time of year. We promise you will create holiday memories that you will not forget! Holly Jolly Hunt can be played in any city!

from $15

Get in the holiday spirit with a scavenger hunt by Holly Jolly Hunt in Boston

1 hourFree Cancellation

from $20

An Epic Audio Tour : Boston Revolutionary Trails

from $15

Astonishing Ghost Tour: Boston Says Boo

"Dive into adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, the adventure hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! Every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s go and make every day an adventure!"

from $15

Amazing Scavenger Hunt in Boston: Back Bay and Beyond

Boston Murder Mystery Outdoor Detective Game

from $15

from $6

The Best Way to Discover Boston: Scavenger Hunt & Self-Guided Tour. Play, learn, and walk! Explore at your own pace with a 100% self-guided activity. Start anytime (24/7) with no guides or schedules. Pause for a photo by the Bill Russell Statue or a visit to Park Street Church and resume whenever you're ready—even the next day. This unique team-building activity is perfect for couples, families, and groups. The "Complete City" Package - Everything you need in one app: Interactive Game: Solve puzzles and discover 10+ major attractions, plus hidden gems revealed along the way. Audio & Text: Listen to our audio guide or read the history/legends of each site. Insider Tips: Access hand-picked local restaurant and shop recommendations. What you will visit: Public Garden, Boston Common, Park Street Church, Granary Burying Ground, Boston Latin School and Benjamin Franklin Statue, Old State House, Boston Massacre Site, Bill Russell Statue, Faneuil Hall, and Christopher Columbus Park.

Boston Scavenger Hunt and Highlights Self Guided Audio Tour

2 hoursFree Cancellation

from $8

Explore the rich history and vibrant culture of Boston on a thrilling scavenger hunt walking tour. This interactive adventure invites you to unravel the mysteries of the American Revolution, delve into the Boston Massacre, and discover the city's storied seafaring tradition. With your smartphone as your guide, navigate through iconic landmarks like Norman B. Leventhal Park and the Rose Fitzgerald Kennedy Greenway, all while testing your knowledge with intriguing questions. Perfect for families, friends, or couples, this unique experience allows you to capture unforgettable memories at your own pace, making sightseeing an engaging and fun-filled journey.

Boston North End Interactive Scavenger Hunt

2 hours

from $35

Boston Full Moon Cruise Tour

Likely to Sell Out

598

2 hoursFree Cancellation

from $35

1366

Comfort Electric Assist Bicycle Rental in Boston

1 day

from $105

Delve into Boston's shadowy history on this crime-themed walking tour. Led by an engaging local guide, explore sites like the Boston Massacre Site and South Boston Waterfront while hearing gripping tales of infamous mobsters and serial killers. This tour offers a unique perspective on Boston’s history, perfect for true crime enthusiasts and curious travelers alike. With a duration of approximately 2 hours and 20 minutes, this private tour is an intimate experience. The guide can also provide a "director's cut tour" if the guest would like, adding additional stops and stories not included in the public tour. - Discover Boston's notorious crime history through captivating stories - Visit key sites including the Boston Massacre Site and South Boston Waterfront - Ideal for true crime fans and those looking for a unique city experience - Small group size ensures personalized attention from your knowledgeable guide

Private Boston Crime Tour to Uncover the City's Dark Past

2 hours 20 minutesFree Cancellation

from $279

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

Escape the city and experience the raw beauty of coastal Maine on this two-day journey from Boston. Begin with a stop at Fort Williams Park, home to the iconic Portland Head Light, before heading to Acadia National Park for an in-depth exploration of its most celebrated landmarks. Stand atop Cadillac Mountain, stroll the shores of Sand Beach, and witness the thunderous waves at Thunder Hole. On Day 2, elevate your adventure with an optional ecological cruise through Acadia’s pristine waters, then enjoy free time in Bar Harbor for local dining and seaside charm. Dramatic cliffs, ocean vistas, historic lighthouses, and fresh Atlantic air—this is New England at its most unforgettable!

Portland and Acadia National Park 2 Day Tour from Boston MA

2 daysFree Cancellation

from $321

Boston: South Shore Coastal Driving Tour

4 hoursFree Cancellation

from $325

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

Comfortable Roundtrip Tour from your hotel in Boston to Merrimack Premium Outlets - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiques showcasing collections from prestigious local and international designers make for a truly memorable shopping experience. Add to all these a unbeatable prices, and a handful of trendy cafés and restaurants, and what you’ll get is one of the best shopping destinations in and around the Boston. After you finish your shopping you will be picked up and will be delivered directly to your hotel in Boston. All our vehicles are fully licensed and insured. We are happy to provide child seats in our cars for all ages upon request. Vehicles are clean inside and outside; our drivers are well-dressed and unfailingly attentive to our guests. They speak English. They will greet you with a name sign and will help with luggage.

Private Shopping Tour from Boston to Merrimack Premium Outlets

6 hoursFree Cancellation

from $429

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 $152

Boston’s story didn’t end with the American Revolution—it only got more delicious. Shaped by waves of immigration, global trade, and constant innovation, Boston and its food have evolved. Every bite tells a piece of the city’s history, even some we're not proud of. Food reflects who we are—your culture, your environment, and your economy—and in Boston, that spans centuries of change. On this walking tour, you’ll explore Boston’s rich history through the lens of what its people have harvested, eaten, and produced—from pre-Colonial Native Americans to the 20th century. Discover how molasses fueled candy and commerce, cod fed empires, science expanded diets, and tea sparked revolution. We’ll taste classic New England dishes and modern Boston favorites, plus some sweet surprises you might not realize have local roots! If you’re hungry to go beyond the Freedom Trail and experience Boston’s history through its flavors, this tour is for you. Bring your appetite and your walking shoes.

Cod, Tea and Candy a Boston Food History Walking Tour

2 hours 30 minutesFree Cancellation

from $125

Boston’s story didn’t end with the American Revolution—it only got more delicious. Shaped by waves of immigration, global trade, and constant innovation, Boston and its food have evolved. Every bite tells a piece of the city’s history, even some we're not proud of. Food reflects who we are—our culture, our environment, and our economy—and in Boston, that spans centuries of change. On this walking tour, you’ll explore Boston’s rich history through the lens of what its people have harvested, eaten, and produced—from pre-Colonial Native Americans to the 20th century. Discover how molasses fueled candy and commerce, cod fed empires, science expanded diets, and tea sparked revolution. We’ll taste classic New England dishes and modern Boston favorites, plus some sweet surprises you might not realize have local roots! If you’re hungry to go beyond the Freedom Trail and experience Boston’s history through its flavors, this tour is for you. Bring your appetite and your walking shoes.

Boston Food History Walking Tour

2 hours 30 minutesFree Cancellation

from $125

Step into the world of film and television on this immersive, full-day tour through Boston and the North Shore. Begin at the Boston Public Garden, where Good Will Hunting fans can sit at the famous bench from Robin Williams and Matt Damon's emotional lakeside scene. Nearby, retrace Ted’s playful antics on the garden’s lawns and capture photos by the iconic swan boats. Next, visit Cheers Beacon Hill, the real-life bar behind the beloved sitcom. Snap a photo at its recognizable staircase and enjoy a themed drink where "everybody knows your name." In the afternoon, head to Cape Ann to explore CODA’s heartfelt story. At Rockport Wharf, see the real fishing boat “Angela Rose,” symbolizing Ruby’s family and her dream to sing beyond the horizon. Then, follow the Gloucester coastline to Manchester by the Sea’s filming spots. The sweeping ocean views and quiet streets echo the film’s grief, healing, and resilience. From laughter to legacy, every stop brings the screen to life.

Classic Television and Sightseeing Locations 1 Day Tour in Boston

8 hours 30 minutesFree Cancellation

from $143

Likely to Sell Out

Embark on an enchanting evening in Boston with our comprehensive tour featuring a narrated city drive and a memorable sunset cruise. Begin your journey with a guided drive through the city, where you'll pass by iconic landmarks such as the Boston Common, Beacon Hill, and the historic North End. Learn about Boston's rich history, from the American Revolution to its modern-day significance, and vibrant culture from our knowledgeable guide as you soak in the city's lively atmosphere. Next, unwind aboard a relaxing sunset cruise along Boston Harbor. Admire panoramic views of the city's glittering skyline and waterfront attractions, including the Boston Tea Party Ships and Museum, as the sun sets. Feel the cool harbor breeze and capture stunning photos of the twilight sky reflecting on the water. This tour is perfect for those seeking a blend of informative sightseeing and serene evening relaxation, offering an unforgettable perspective of Boston under the enchanting glow of twilight.

Scenic Boston Night Tour with Sunset Cruise

3 hoursFree Cancellation

from $149

When in Boston, the city of stunning skylines and historic charm, your photos should be as unforgettable as your journey. Aren't you tired of handing over your camera to friends with shaky hands or settling for awkwardly framed selfies? Say goodbye to tripod struggles and hello to a stress-free, fun-filled photoshoot with a pro. Let me handle the camera while you immerse yourself in the city's beauty. Whether solo, with friends, or with a loved one, it's time to upgrade your travel photos and make memories that match the grandeur of Boston. Book your photowalk, relax, and let's turn your Boston experience into a visual masterpiece

from $400

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

Boston Luxury Chauffeur , is a limousine service provider in the City of Boston. We provide affordable, reliable and quality chauffeur services. You can depend on us to transport you around Boston and take you to your destination efficiently and safely. We are not only knowledgeable with the streets of Boston, but we can also take you to that desired football game or amusement park outside the city limits. Boston Luxury Chauffeur, is fully licensed and insured to provide transportation services in Massachusetts and at Logan Airport We urge you to book with us, let us earn your business and you will not be disappointed.

Luxury Private Limousine Transfer in Boston – 24/7 Service

15 minutes to 1 hourFree Cancellation

from $150

Boston's Freedom Trail: A Revolutionary Walking Tour

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Top Attractions in Boston

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Attractions

What are people saying about Boston

Adam_P, Apr 2026

Historical information...

Historical information was fascinating, walk was enjoyable, leisurely but kept moving so as not to stay too long lingering anywhere. Rob the tour leader was entertaining and engaging and allowed for addition Q&A at each spot, a real joy! Thanks for making great memories for us!

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 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's North End Food and History Walking Tour

Cameron_Q, Dec 2025

One of the best tours I’ve ever been on

My wife and I book a food tour in every new city we go to. Paula did truly make this one of the best tours we’ve ever been on. She weaved in history with food so effortlessly that I could’ve sat and listened to her wax poetic on north end history all day. The food, unsurprisingly, was also insanely good and everyone we met at the restaurants and shops was so lovely. 10/10 would do again and recommend as THE tour you do in Boston.

Boston Pizza Lovers Food and History Walking Food Tour

Stacy_S, Dec 2025

Great historical tour of Boston's North End with delicious food!

This tour was wonderful. I went with my family of 6 and we all loved it. We started at a delicious cannoli place and also stopped at 3 pizza places in the North End and had a slice of pizza at each. Each one was different and delicious. Scotty was the tour guide and he was great. Very entertaining and great stories and information about the North End. This is our favorite section of Boston and we enjoyed the tour and all the food. We were stuffed and happy! Take this tour...you won't regret it!

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.

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.

Day Trip from Boston To Salem Witch Exhibits

PEGGY_T, Jun 2025

Salem Witches Tour...A Must

This was such a lovely tour. Nice AC van. Our driver was fabulous. Enjoyed the Trolly. We lunched at Turners Seafood...very good. The witch museum was well done. I spent $$$ The story is so sad re trials but it was good to learn what happened. Went into the Pentigram shop and bought stones for strength power safety etc. Visited the wall/benches where trials took place and cemetary. Thoroughly enjoyed the House of Seven Gables and the story of Nathaniel Hawthorne. Overall, xlnt day.

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.