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 III or Adirondack IV. Both sailboats are classically styled schooners and offer a smooth and gentle sailing experience as well as top-notch customer service by our captain and crew. Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of a sunset sailing cruise aboard a beautiful sailboat.
Boston Historic Pubs Tour with Drinks and Tastings Included
Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston. This fun & informative 3.5-hour Walking Tour (approx 2.5 miles) also includes a Ferry Ride across scenic Boston Harbor! See and Learn the history of 5 Freedom Trail sites. Includes 2 Historic Tavern visits, enjoying one Drink (beer/wine/soda) and an Appetizer at both Tavern stops. Along the way you’ll explore Boston’s oldest neighborhoods like Charlestown Navy Yard, Blackstone Block, Faneuil Hall / Quincy Market and the North End (Boston's Little Italy). Visit some of New England’s most historic landmarks as well as two of Boston's oldest Pubs & Taverns. Also look for our popular Pizza Lovers Tour and our Seafood Lovers Tour, too. Walk, Learn, Eat.... and repeat!
Boston Seafood Lovers Food and History Walking Tour
A true "SeaFoodie" never settles for just samples. Enjoy a FULL SIZE Lobster Roll at one of four Sit-Down stops on this unique culinary adventure! Follow your Guide (we have the VERY BEST Tour Guides in Boston - check our reviews!) along Boston's Freedom Trail, to the best Local eateries. Savor award-winning Clam "Chowdah", Raw Bar items like Shrimp & Oysters, plus that FULL-SIZE Lobster Roll! Finish this delicious experience with home-made Cannoli from a famous North End pastry shop. See three Freedom Trail sites along the way, plus a scenic stroll along Boston's Harbor Walk. Learn the history behind the Paul Revere house, Long Wharf, Old State House, and Faneuil Hall & Quincy Market. Look for our popular North End Pizza Lovers Tour, Historic Pub Lovers Tour, and our new Pre-Game Tours, too!
Boston’s Politically Incorrect North End Food Tour
As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour guide Anthony will give you an inside look into this Italian neighborhood. Born and raised in the North End he will share some great stories that only a true local can share. You will laugh while enjoying the folklore and history of this unique neighborhood. Anthony knows everyone which makes you feel like a local.
On this 3-hour guided walking tour you’ll see historic sights such as the Old North Church and Paul Revere House, visit unique Mom and Pop shops including a 94 year old coffee shop, a pizza shop that only locals go to, other landmarks such as former mafia headquarters, Italian bakeries and hidden alleyways. Oh by the way as we explore we will be eating a ton of Italian specialties like pizza and/or arancini, Italian subs, ravioli, pastries and much more. COME HUNGRY!!
Tour de Cambridge Guided Bicycle Tour
On this tour, you’ll cross the Charles River and enter the City of Cambridge. Renowned as one of America’s most bicycle-friendly cities, you will experience the atmosphere and appeal of Cambridge as only possible on two wheels. Touted as “Boston’s Left Bank,” Cambridge is a hotspot of arts, technology, and academia.
This extensive tour, specifically designed to provide you with the overall experience of Cambridge, includes:
• Harvard Square, the heart of America’s oldest university
• Central Square, a vibrant center of music and culture
• The beautiful Charles River
• The Stata Center, Frank Gehry’s only building in Massachusetts
• MIT, The Massachusetts Institute of Technology
The tour is 2.5-3 hours long and covers 11-13 miles. From the cycling paths on the Charles River to the booming industry of Kendall Square, this tour will show you the most exciting and vibrant parts of Cambridge!
If you are 16 years or older, you may chose to tour on E-bike (select E-bike in checkout).
Boston Freedom Trail Walking Tour: Revolutionary History
Walk through the heart of historic Boston with a local guide who brings the American Revolution to life through the stories of the people, conflicts, and events that shaped the nation.
On this 2-hour Freedom Trail walking tour, you’ll explore Boston’s most important historic sites, from Boston Common to Faneuil Hall, while hearing the stories behind the Boston Tea Party, the Boston Massacre, and the fight for independence.
More than just a walk between landmarks, this tour combines history, storytelling, and local insight. Discover the people who shaped America’s founding, including Samuel Adams, Benjamin Franklin, and George Washington, while gaining tips from a local guide to help you experience Boston today.
Sushi Making Class at a Local Distillery in Boston
Upgrade your regular dinner dates or make fun new memories with friends as you join Chef Harold for an exciting sushi-making class at a lively Boston distillery. With over two decades of sushi-making expertise, Chef Harold will guide you through the art of crafting restaurant-worthy sushi rolls in a laid-back, hands-on setting—all while you sip on craft spirits from the distillery.
You’ll learn how to select the freshest ingredients, perfect your sushi-rolling technique, and even customize your own unique creations. Get creative with fillings and master the secrets behind your favorite takeout classics, all while enjoying the upbeat energy of the distillery.
After the class, sit back, sip on your favorite craft cocktail, and enjoy the sushi you made with your favorite people. Whether it’s a date night or a hangout with friends, this sushi-making class is the perfect blend of food, fun, and flavor.
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 district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of Boston from the water!
Within minutes of leaving the dock, guests will forget the distractions of life on land and experience the joy of a leisurely sail. Sit back and relax as the crew raises sail and provides beverage service. Drinks are available for purchase by credit card only. Guests are welcome to bring a picnic onboard.
The knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer.
Boston's Historic Electric Bike Tour
Glide through over 400 years of Boston history on Wander Boston's award-winning immersive historic e-bike tour. Lead by an expert guide who will provide live narration throughout the experience- your tour will cover over 200 points of interest over 8 uniquely-Boston neighborhoods. You'll never miss a moment of Massachusetts history as your helmet serves as a built-in audio device to stay connected to your guide. Unlike other fleets- your all e-bike tour allows guests to choose when and how they would like assistance during their trip- whether you're hoping to sweat off your last lobster roll or you want an easy breezy e-bike adventure- the choice is yours. Starting in the heart of Downtown Boston allows you to spend less time getting to us and more time on tour- from Faneuil Hall to Fenway, Cambridge to the Common- Wander Boston's historic electric bike tour covers the most ground while keeping more money in your pocket!
Boston North End Food Tour with Authentic Local Flavors & Dishes
Discover Boston’s famous North End, where Italian tradition meets New England seafood, on our Secret Food Tour. Over 3 delicious hours, our local guide will lead you through cobblestone streets as you explore the city’s rich 400-year history while tasting its most iconic dishes.
Enjoy a comforting cup of New England Clam Chowder, a pastrami sandwich, authentic Italian Brick Oven Pizza, a sweet Mini Cannoli, a refreshing Lemon Slush, and more. In total, you’ll experience 6+ tastings, including Our Delicious Secret Dish, revealed only on the tour.
Along the way, we’ll share stories of Boston’s past, from Puritan settlers to the modern-day city, making each stop both flavorful and unforgettable. Whether you’re a foodie, history lover, or simply craving the best bites in Boston, this tour blends culture, flavor, and local charm into one memorable experience.
Boston to Plymouth Day-Trip including Quincy, Plimoth Patuxet and Mayflower II
Leave Boston behind and visit two iconic Plymouth Attractions on this amazing day trip to "America's Hometown" Plymouth, MA. This unique day trip travels through "The City of Presidents" Quincy, MA where you'll visit the birthplaces of two U.S. Presidents, John Adams and John Quincy Adams. You'll also travel along the coast through the beautiful towns of Cohasset and Scituate (the most Irish town in America). While en route to Plymouth you will learn about this historical area of Massachusetts called the South Shore. Upon arrival in Plymouth you will have time for lunch on the Harbor. After lunch the rest of your day will be spent viewing Plymouth Rock, boarding the Mayflower II and visiting Plimoth Patuxet Living Museum. There are also other surprises on this trip that will have you in awe! This magnificent day trip is one that you surely will never forget! ON 7/10, 7/13 & 7/17 THE GRIST MILL WILL REPLACE THE MAYFLOWER WHICH WILL BE DOCKED IN BOSTON AS PART OF SAIL BOSTON 2026.
Boston Signature Guided Brewery Tour
The Signature Boston Brew Tour is the perfect introduction to Boston's impressive and world-renowned craft beverage scene. On this compact, three and a half hour adventure, you will go behind-the-scenes, drink with the locals, and taste a variety of up to 12 delicious beers at three of Boston's best craft alcohol producers. All while enjoying a tasty snack to soak up all those delicious suds.
Itineraries vary as we tour several local brewery affiliates but tours may include:
Samuel Adams
Aeronaut Cannery
BearMoose Brewing
Bone Up Brewing
Cambridge Brewing
Chelsea Station
Democracy Brewing
Distraction Brewing
Dorchester Brewing
Mighty Squirrel Brewing
Night Shift Brewing
Short Path Distillery
Winter Hill Brewing
2 Hour North End 'Little Italy' Walking Tour
Boston’s North End is the city’s oldest residential neighborhood and one of its most vibrant. Over time it transformed into Boston’s beloved “Little Italy,” thanks to Italian immigrants who filled its narrow streets with food, family traditions, and unforgettable flavor.
The best way to experience this historic neighborhood is with your taste buds. On this food tour, you’ll stroll through the North End’s cobblestone streets while sampling local favorites—from rich Italian coffee to piping-hot pizza.
You’ll even take part in Boston’s sweetest rivalry with tastings from Modern Pastry and Mike's Pastry, deciding for yourself who truly serves the best cannoli.
Along the way, you’ll also hear stories of famous residents like Paul Revere and boxing champion Tony DeMarco who once walked these same historic streets.
Santa Brunch Cruise in Boston Harbor
Enjoy a delicious gourmet brunch buffet on this 2-hour scenic holiday cruise of the Boston Harbor and get into the holiday spirit. Enjoy a cruise on a classic yacht and settle into the boat's spacious, heated observation cabin. Grab a beverage from the bar as the boat gets underway in Boston Harbor. View popular Boston highlights such as Boston's Seaport with historic fishing markets, Bunker Hill Monument, the USS Constitution, Old North Church and Castle Island to name a few. Menu Items include an assortment of fresh bakery, seasonal fruit, bacon, eggs, a winter salad, dessert and much more.
*Please contact us in advance to inform us of any food allergies. Please note we cannot accommodate all food allergies, but we will do our best if given advance notice.
2 Hour Historic Pub Crawl in Boston
Boston isn’t just one of America’s most historic cities—it’s also home to some of New England’s most legendary pubs. This lively pub crawl combines Revolutionary history with great local drinks, making it perfect for history buffs and beer lovers alike.
Forget the classroom and the textbooks—this is history the Boston way. Your knowledgeable local guide will lead you through the city’s historic streets, stopping at iconic taverns where stories were shared, deals were made, and revolutions were whispered over a pint.
Along the way you’ll visit famous watering holes like the Green Dragon Tavern and the legendary Bell in Hand Tavern, along with other classic Boston drinking spots. As you go, you’ll hear tales of revolutionaries, rebels, and everyday Bostonians who once gathered in these very taverns.
It’s a fun, social way to explore the city, walk in the footsteps of the Founding Fathers, and experience Boston’s history one drink at a time.
Bottoms up!
Newport Small-Group Day Tour: The Breakers & Marble House
Travel from Boston to Newport for a small-group day trip through the elegance of the Gilded Age. Tour The Breakers and Marble House with included admission, walk part of the scenic Cliff Walk, and enjoy free time in downtown Newport. The route also follows Ocean Drive past famous estates and coastal viewpoints before stopping at Fort Adams State Park.
Walk the Historic Freedom Trail with Costumed Guide
Walk the historic Freedom Trail with us and see 11 of 16 sights, the perfect length to keep you absorbed and entertained while learning at the same time. Follow along with us and enjoy the stroll without worrying about directions or getting lost on your own. It’s great for families and solo travelers alike. Our guides go through rigorous training from an experienced Freedom Trail tour guide and professional actor because we want your time with us to be fun and memorable. Dressed in Revolutionary period clothing, you will truly immerse in the moment while we bring history to life together!
Boston Harbor Cruise Aboard Yacht Patriot
Cruise through Boston Harbor on the Yacht Patriot, a modern take on a 1920s yacht, for an intimate 1.5-hour cruise. We offer a daytime narrated tour, that allows guests to dive into the rich history of Boston as a local guide highlights key landmarks like the USS Constitution, Bunker Hill Monument, and the historic waterfront. We also offer a non-narrated sunset cruise option that will cruise by the USS Constitution to watch the cannon fire at sunset.
Both experiences offer unobstructed views and a relaxing atmosphere away from the city's hustle.
Highlights and History of Boston: GPS Guided Audio Tour
This tour hits the highlights of Boston's most historic districts. You can take this tour anytime between 7:00am and 8:00pm. Once you make the booking, we will provide you with a link to download the app as well as a voucher code for the tour.
This tour includes about 2.5 hours of audio, making it one of the most comprehensive self-guided tours available. We cover a wide range of topics from colonial history to the Big Dig public works project that created the Rose Kennedy Greenway only a few years ago.
This tour uses the VoiceMap app and is GPS-enabled. The audio is delivered at the right place and time with turn-by-turn directions, meaning that you won't need to keep looking at your phone.
Boston Private Day Trip with Salem & Cape Ann’s North Shore
Enjoy the beauty of New England’s coastal towns on a private day trip from Boston, driving along the North Shore to Cape Ann, including Manchester-by-the-Sea, Gloucester, Salem and Rockport. Spend a day immersing yourself along Massachusetts’s coastline marked with idyllic towns and dotted with lighthouses.
Sushi Making Class at a Local Brewery in Boston
Dive into the world of sushi-making with a talented chef, a seasoned expert with over 20 years of experience from California to Boston. In this hands-on sushi fundamentals class, you’ll learn how to craft gluten-free, nut-free, and dairy-free sushi while enjoying the relaxed atmosphere of your favorite local brewery. The class kicks off with a comforting bowl of Miso Soup, made with miso paste, dashi, and wakame seaweed, before you roll up your sleeves and dive into the art of sushi-making. A talented chef will guide you through creating two essential sushi styles: hand rolls (temaki) and inside-out rolls (uramaki). You’ll start by rolling a savory Shrimp Tempura Hand Roll, followed by a vegetarian-friendly Sweet Potato Hand Roll, and finish by mastering the bold and flavorful Spicy Tuna Roll. Sip on craft beer, enjoy the laid-back vibes and make tasty memories.
Day Trip from Boston To Salem Witch Exhibits
Join us on a journey from the vibrant city of Boston to the historic town of Salem, Massachusetts. Our expert guides will take you on a fascinating tour through time, starting with the famous Salem Witch Trials. Learn about the panic and hysteria that engulfed the town during that fateful period, as well as the solemn reminders of the innocents whose lives were forever changed. As we explore the narrow streets and charming architecture, you will catch glimpses of the colonial past that still resonate throughout the town. Hear tales of the city's maritime heritage, with trade and seafaring shaping Salem's development into a bustling port. Delve into the captivating past of this enchanting town, an epitome of New England charm infused with a rich tapestry of stories waiting to be unraveled. Our tour of Salem's history is sure to leave you with a deeper appreciation for the intricate layers of its past and the enduring legacy it holds in American history.
Boston Tea Party Ships and Museum Admission
Step back in time and see how the Boston Tea Party changed American history! This Boston museum details the series of events leading to December 16, 1773, and then goes on to demonstrate how that fateful day kick-started the American Revolution. View the Robinson Tea Chest, the only known surviving tea chest from the Boston Tea Party and experience it’s amazing story. At the Boston Tea Party Ships and Museum, spend your day exploring the famed tall ships, throw the fated tea into Boston Harbor, explore museum exhibits, watch a captivating movie recounting the events of that time and enjoy a fully guided tour!
Boston to Kennebunkport Day Trip with Optional Trolley Tour
Nothing quite captures the beauty of New England like the Southern Maine Coast. Incredible scenery, lighthouses, history and great food make this trip a "must" on any Boston visit!
After being picked up by our professional guide, you can relax and enjoy the 75 mile drive to York, Maine. There you will stop to view the Cape Neddick Light Station. Construction on this awe inspiring lighthouse was completed on July 1st, 1879. Nubble Light as it is called, is widely regarded as one of the most photographed lighthouses in the country. From there your journey will take you to the town of Ogunquit. Stroll along Marginal Way and enjoy the beauty of a quintessential New England coastline. This 1 1/4 mile path winds along the cliffs overlooking the beating shores of the Atlantic. Next stop will be Kennebunkport where you will have the option to purchase a 1 hour narrated trolley tour. You will also have approximately 2.hours of free time to enjoy lunch, shopping or whatever else you may choose.