Top Boston Sailing
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Explore Boston by boat with this cruise on the Liberty Clipper. Help the crew hoist the sails or simply find a spot on deck to enjoy the views. Your captain creates a route depending on wind direction, heading toward the outer harbor for a glimpse of Fort Independence, or sailing toward East Boston for views of the Charlestown Navy Yard, home to the USS Constitution.
See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Listen to guided commentary on the harbor’s history and ecosystem while you sail, snapping photos of Boston’s coast from the water.
Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Central Wharf on the 67-foot Liberty Star or the 125-foot Liberty Clipper and enjoy views of the outer harbor, Fort Independence, East Boston, the Charlestown Navy Yard, and beyond. Relax and let the crew handle the sails or jump in the action and a grab a line on this fun and affordable outing.
NEW PRICE! Join the Liberty Clipper on Saturday evenings. Enjoy the sparkling lights of the Boston skyline while listening to the shanties of old (and more modern music) on board our flagship schooner. If you are feeling energetic, help the crew haul up the sails and experience the sounds of times gone by as you sail on our grand tall ship. Once you are onboard our crew will take your order for the bar. Have you tried our signature drink and the sailors’ favorite — a Dark ‘n’ Stormy, featuring Gosling’s dark rum, ginger beer, and a twist of lime? We bring the Caribbean to you and the rum is never gone on our ship. Not a fan of rum? There is also plenty of beer, wine, and mixed drinks onboard. What a unique way to see Boston and relax in the cool breezes of the harbor.
Price varies by group size
Price varies by group size
I'm captain Sam and love being able to help people experience the ocean surrounding Boston. I'm really friendly and love to talk to people. If you decide to join my tour, you will never regret it because I'll glide peacefully through the waters of Boston on the most relaxing, beautiful, and romantic excursion in the city. During your trip, take in the majestic colors of the sunset surrounding Boston Harbor's skyline and iconic landmarks. We specialize in hosting private events; birthdays, anniversaries, proposals, etc. The capacity for this private boat tour is 6 people.
See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.
Hop into a duck boat—renovated World War II amphibious vehicle—for a comprehensive tour of Boston. Pass Boston Common, Quincy Market, and the Celtics' home turf at TD Garden. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.
Take an evening cruise on Boston Harbor to watch the sunset from the water. Glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, Leonard P. Zakim Bunker Hill Memorial Bridge, and the USS Cassin Young. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night.
Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.
Enjoy some of the best pizza in Boston on this walking food tour. Stroll through the city’s oldest neighborhoods, including, appropriately, Little Italy on the North End. Walk along the Freedom Trail that leads to 16 historically significant sites, like Paul Revere House, Old North Church, and the USS ‘Constitution,’ to name a few. Visit some of Boston's best pizzerias and enjoy a slice at each. It’s a fun and flavorful way to get to know Boston.
Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour.
Try a unique alternative to a typical night out in downtown Boston on an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night or head to the dance floor for music and fun inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.
Seeing the best of Boston doesn’t get any easier, or more economical, than with Go City's Boston All-Inclusive Pass. This flexible sightseeing pass allows visitors to pick and choose from a wide variety of Boston’s top attractions, over 40 in all, at any pace desired over the course of one, two, three, five, or seven consecutive days. Enjoy immediate entry to attractions. Simply save the pass (available as your 'ticket' after purchase) on your mobile device and go. No voucher redemption is required. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two years from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for the remaining number of days purchased.
Combine two attractions Boston has to offer—delicious food and rich history—on this tour that starts in the popular North End and continues along the Freedom Trail. Snack your way through this historic Italian neighborhood, trying fresh bread at a hidden bakery and enjoying an Italian salumeria. Once fortified, walk the Freedom Trail to discover the rich history of the American Revolution and experience the modern city Boston is now.
Frequently Asked Questions
The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What are the best Sailing in Boston?
The best Sailing in Boston according to Viator travelers are:
What Sailing in Boston are taking additional safety precautions?
These Boston experiences are providing additional COVID-19 safety measures:
What Sailing in Boston are good for avoiding crowds?
These hidden gems in Boston may have limited interaction with crowds:
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