Best 30 Likely to Sell Out in Boston , Massachusetts
Boston Harbor Sunset Sail Tour
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack I…
Boston Harbor Sightseeing Cruise
Cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights. Relax in the indoor grand salon area or venture to the top, outdoor deck for more sweeping views of the Harbor. Some notable sites include great v…
Boston Harbor Brunch Cruise
Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island, Georges Island, Independence Fort, Bunker Hill Monument,…
Sightseeing Day Sail around Boston Harbor
Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport distri…
Boston Pizza Lovers Food and History Walking Food Tour
Feed BIG appetites, at small prices! A true Pizza Lover never settles for just samples. Enjoy three different FULL SIZE slices during this fun and educational pizza walk! Follow your Guide (we have the VERY BEST Tour Gui…
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, an…
Salem Full Day Private Tour from Boston
Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past that shaped daily life in early New England. Uncover the tragic history of t…
Fenway Park Game Day Tour with On-Field Access and Meet Wally
Get an insider’s look at Boston’s famous Fenway Park during this 50-minute game day stadium tour. Explore one of America’s most beloved ballparks as you sit atop the famous ‘Green Monster’ outfield wall, enjoy on-field a…
City Cruises Boston Premier Brunch Cruise on Odyssey
Our afternoon Boston Premier Brunch Cruise is ideal for group celebrations, couples, or just capping off an incredible weekend with someone special. Enjoy a delicious menu, stocked with breakfast and lunch favorites, ful…
Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston
Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal Way in Ogunquit, a cliffside coastal path that winds along…
Boston Walking/Boat Revolutionary Tour; 1 if by Land, 2 if by Sea
Explore Boston’s Revolutionary sites on an epic land and sea tour! Walk along the Freedom Trail sites that tell the story of events leading up to the start of the American Revolution. See the Boston Massacre Site, Faneui…
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 …
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 …
1 If By Land Walking Tours
We will be walking all around the great city of Boston. Along the way, as you look at the city that stands today, I will show you historical photos of the exact spots you are standing on. Be prepared to experience Boston…
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 rou…
New England Fall Lunch Cruise in Boston Harbor
Join the captain and crew of Yacht Northern Lights for a relaxing Boston Harbor cruise featuring the colorful trees of Fall. New England has been known for the vibrant foliage that people are drawn to every year. A gourm…
Freedom Trail and North End History and Culinary Delights
This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on personal attention, our passionate local guides share no…
Best of Boston Small Group Tour: I Know the Secrets!
Small group tour limited to six guests where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where liberty was born, told by an amazing guide and driver who really knows his s…
Best of Boston Private Tour, I know the secrets others don't!
I know the secrets that no one else knows. You will go on a small private tour where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where liberty was born, told by an amazing…
Spirits Of The Dead - A Boston Ghost Tour
Explore the eerie side of Boston as you take a stroll through some of its most haunted locations with a local guide. Learn about Boston's rich history and the ghosts who inhabit its hallowed halls. Perfect for history bu…
Dog Day of Summer Harbor Cruise in Boston
This dog friendly cruise allows you to beat the heat of the city while enjoying the sights and sounds of Boston Harbor. The live narration provides historic information as well as current updates to a very lively working…
Best of Boston Small Group Tour to Plimoth Patuxet Museum
Plymouth Colony comes to life in our recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the Pilgrims owned, aromatic kitchen gardens, and heritage b…
Boston Holiday Cocoa Cruise
Enjoy a festive Christmas cruise aboard a classic yacht decorated for the holidays and cruise into an evening of skyline views, holiday music and some tasty beverages. Get into the holiday spirit with close friends and f…
Private Day Trip From Boston to the Newport Mansions
Escape the city for the day and visit the charming, historic Newport mansions in coastal Newport, Rhode Island! With this private, full-day trip you'll enjoy roundtrip transportation with a private driver who will escort…
Boston Harbor Fall Brunch Cruise
Enjoy a fresh, gourmet brunch on this scenic Fall Foliage cruise around Boston Harbor and the Harbor Islands. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with pastries, fruit, yog…
Boston to Coastal Maine Private Day Trip
Take a break from the city and head north to explore beautiful, coastal Maine. With this private, full-day trip you'll enjoy roundtrip transportation with a private driver who will escort you to some of Maine's best and …
Haunted Boston Common & Beacon Hill Ghost Tour
Uncover the secrets of Boston’s eerie past on a captivating ghost tour that’s equal parts history, mystery, and thrill. Guided by a local historian and paranormal expert, this small group walking tour explores the city’s…
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, an…
Witches & Riches: Small Group Full-Day Tour of Salem from Boston
Exclusively available during the Halloween season! Discover the spooky, historic city of Salem on this full-day tour from Boston, where the infamous witch trials of 1692 left a profound legacy. Begin with a pickup at you…
5-Hour Private Chauffeur Service from Boston
Travel in style! Our service puts a vehicle and chauffeur at your disposal, valid for any destination(s) from your pick up point in Boston. Prices are quoted for five hours of service. Additional hours will be billed to …
Boston Harbor Night Cruise
Enjoy a night cruise in Boston Harbor while seeing the city and it's iconic buildings light up the night. This is a relaxing, sight-seeing cruise that's perfect for couples and groups of friends. Adult beverages, soda, w…
Freedom Trail: Boston Common, Old State House, Faneuil Hall
Join this 2 hour guided walking tour with a local Boston tour guide to share the stories and history. Stroll the Freedom Trail's sites from Boston Common, past historic cemeteries, the old and new State Houses, the site …
Private Boston Movie Mile Guided Walking Tour
Tour the Boston Common and Beacon Hill areas and visit more than 30 movie locations on this captivating private movie and TV walking tour! This tour is a must for film buffs, and is also a great way to explore Boston and…
4-Day US East Coast New York, Washington DC, Niagara Falls Tour from Boston
1. Enjoy breathtaking views of the city from the top of the One World Trade Center or the Empire State Building. 2. Embark on a Statue of Liberty Cruise to see Manhattan, the Statue of Liberty, and the Brooklyn Bridge. …
Boston Walk Through History Private & All-Inclusive Tour
Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a bit of delicious food, some great photos, and a ton of American History, then this is the tour …
Boch Center Wang Theatre Tour: Folk Americana Roots Hall of Fame
Visit the historic Boch Center Wang Theatre and take a 1-hour behind-the-scenes tour of one of Boston’s most prominent theatrical landmarks - plus get an exclusive look at the Folk Americana Roots Hall of Fame! Stand on …
Private Vacation Photoshoot with Photographer in Boston
⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small t…
Boston's Emerald Necklace Guided Bicycle Tour
The Emerald Necklace bike tour is an amazing way to see Boston’s most famous green spaces in a ‘green’ way - you may forget you are in the heart of the city! Discover Frederick Law Olmsted’s famous system of parks on thi…
️ Boston Most Famous Foodie Tour (Private & All-Inclusive)
Our Boston Food Tour will take you to the most iconic and delicious spots in Boston all in one day. If you are looking for a little bit of culture, great photos, and a ton of delicious food then this is the tour for you.…
Boston Full Moon Cruise Tour
This cruise is a perfect end to your day. Sit back, relax and breathe in the sea air while taking in the sights and sounds of Boston harbor under the Full Moon.…
Scenic Boston Night Tour with Sunset Cruise
Discover Boston in the evening on a guided night tour that combines city highlights with a scenic sunset harbor cruise, all with convenient downtown hotel pickup and drop-off. Begin your experience with pickup from your…
Boston Ghost Tour with Classic Harbor Line Boston
Enjoy this 90-minute nighttime ghost tour cruise aboard yacht Northern Lights through Boston Harbor. This narrated tour blends history, folklore, and stunning skyline views. A live narrator guides you past haunted island…
Boston's Revolutionary Path The Freedom Trail Tour
This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on personal attention, our passionate local guides share no…
Private Hands On Roman Cooking Class in Quincy with Andrew
This immersive cooking class offers a rare opportunity to explore history through food. Hosted by Andrew, a food writer and educator whose work has appeared in Gastro Obscura and Eaten, the experience blends hands-on coo…
Building Blocks of Boston : Downtown Walking Tour
Discover Boston's modern sites as historic delights are revealed by your guide's Ultra HD scroll! See, hear, and feel how the city was built over 400 years. As you stroll along Boston's picturesque streets, each step wi…
Night Sail in Boston Harbor
Enjoy a night sail around Boston Harbor aboard a classic sailboat. See the city skyline and iconic buildings at night and enjoy the glittering lights of the city. Sit back and relax as the crew raises sail. This is a pop…
Folk Americana Roots Hall of Fame Exhibit Hours
This is a one of a kind opportunity to visit Boston's Living Music Museum and Hall of Fame. Explore the featured exhibit that changes quarterly (Fall 2025 - This Wheel's Still on Fire). Watch interviews with music legend…
Rebels and Red Coats; Tales of the Revolution
A kid friendly (and hilarious) educational tour of the sites of the Revolutionary War and Boston history. No need to worry about your family being bored on this tour! You will leave with a greater understanding of the Re…