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Featured Boston Sailing Tours
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Boston
Boston Duck Boat Sightseeing City Tour with Cruise
Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great look at Boston on land and water. See all the major landmarks and hear the history of the city as you tour Bo…
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Boston
Boston: Freedom Trail History Small Group Walking Tour
Boston's principal role in launching the American Revolution is linked by the brick-lined Freedom Trail. This world-famous pedestrian path is best experienced on foot, in a small group, with a knowledgeable local guide! …
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Boston
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…
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Boston
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…
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Boston
City Cruises Boston Historic Sightseeing Harbor Cruise
See the sights. Experience the history. Boston's inner and outer harbors are awash in legend and lore, not to mention beauty. On this fully narrated 60-minute Historic Sightseeing Cruise of Boston Harbor, we’ll regale yo…
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Boston
Boston Hop-On Hop-Off Trolley Tour with 13 Stops
The Boston Hop-on Hop-off Trolley Tour - named one of the best hop-on, hop-off tours in the world by Forbes - is the easiest way to get around town and explore the rich history of Boston! Take advantage of discounted ad…
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Boston
Boston Freedom Trail Walking Tour with Costumed Guide
The Tour of The Freedom Trail by the Histrionic Academy is the best way to see and learn about Boston's inspiring history. Following the Freedom Trail past several historic sites, guests will be amazed by the stories of …
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Boston
Classic Tall Ship Cruise in Boston Harbor
Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liberty Star or Fame. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water wi…
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Boston
Sunset Sailing Cruise on a Tall Ship in Boston Harbor
If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sails, then it’s time to just chill out and rela…
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Boston
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…
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Boston
Boston Harbor Sunset Cruise
Enjoy a relaxing sunset cruise in Boston Harbor which heads out to Fort Independence located on Castle Island and named after George Washington. Then take in views along Boston's waterfront such as the Mystic Tobin Bridg…
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Boston
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…
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Boston
Boston's Freedom Trail: A Revolutionary Walking Tour
Redcoats, Riots, Smugglers, Gangs, Midnight Riders, and some 92,000 pounds of tea all feature in the tales on this tour. Tour goers will get to relive the Revolution as it unfolded in one the rowdiest seaports of colonia…
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Boston
City Cruises Salem High Speed Ferry to/from Boston
Make the most of your time in Boston or Salem, Massachusetts with this high-speed ferry service. Travel in speed and style aboard a comfortable catamaran with your ticket, letting you visit two of Massachusetts’ most fam…
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Boston
Boston's Freedom Trail and Charming Beacon Hill Tour
Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history. From the iconic Boston Harbor, to the famous Freedom Trail, into the heart of beautiful Beacon Hill, join your local guide …
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Boston
Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour
See THREE AREAS on our Walking Tour: The Freedom Trail Downtown, Beacon Hill and Back Bay! No Costumes! No Huge Groups! Enjoy Boston's history, vibrant atmosphere and wonderful architecture on this 2-hr Guided Walking …
Boston
Tour of Historic Fenway Park, America's Most Beloved Ballpark
Visit the most historic and oldest ballpark in MLB. Fenway Park, also known as "America's Most Beloved Ballpark" is uniquely nestled in the city of Boston. Fenway Park is a place where dreams are made, traditions are cel…
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Boston
Boston to Martha's Vineyard Day Trip with Optional Island Tour
We are proud to offer Boston's ORIGINAL Martha's Vineyard Day trip. Since 2011 we have been Boston's #1 day trip service to the island. Our professional guides, approved Boston Hotel pickups and newer air-conditioned min…
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Boston
City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise
After a busy day sightseeing or working, what could be nicer than relaxing onboard one of Boston's finest boats for a cruise on the harbor? Watch the sun setting below the horizon as you glide by the skyscrapers of the d…
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Boston
Boston Ghosts and Gravestones Trolley Tour
Join other adventure seekers and become an apprentice grave digger on an entertaining tour through the darker side of Boston. A scary, fun and informative frightseeing experience that is truly one of a kind.…
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Boston
Boston Walking Tour of The Freedom Trail, Small Group
Join Captain Pickles, as he takes you back in time, through the American Revolution in Boston. Take notes and ask questions on this easy stroll, as he restores lost narratives in history, about how we became American i…
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Boston
Boston Freedom Trail History Pub Crawl Small-Group Tour
On The Independence Pub Crawl you'll visit 4 historic pubs along Boston's legendary Freedom Trail with an expert guide who will share unknown stories of colonial Boston and the American Revolution while you enjoy local c…
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Boston
Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour
After your cruise ship docks in Boston, spend your time seeing the city's top attractions on a hop-on hop-off trolley tour! Explore Boston at your leisure, which allows you to create your own itinerary and see the most p…
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Boston
1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston
Ride Boston's affordable trolley tour! CityView's silver trolleys take you through the streets of Boston and take in the highlights with a convenient and easy hop-on hop-off service. Learn about historical places and eve…