We Found These Experiences For You (14)
General Public Sails
Sail aboard a National Historic Landmark!
Sail Into History! Duration 2.5 Hours About Sail into history on Gloucester's 100 year old flagship vessel, a National Historic Landmark! Adventure is one of the last surviving dory fishing schooners, a true authentic icon of the American fisheries. Enjoy a two-and-a-half-hour sail on historic Gloucester ...
Gloucester
The Gloucester Adventure, Inc.
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2026 July 3rd Gloucester Fireworks Sail
For All Ages • 2.5* Hours • Celebrate the 250th on a Historical Landmark!
Very popular annual tradition! Duration 2.5 Hours Approx. About Reserve your front row seats to watch Gloucester's 2026 Fireworks display celebrating our nation's 250th! We will anchor in Gloucester Harbor to provide the perfect platform to view this annual event. Fireworks start at 9:30PM. ...
Gloucester
The Gloucester Adventure, Inc.
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Sail Boston 250! Gloucester to Boston Transit Sail! July 10th!
Sail aboard Adventure's Sail Boston 250 maiden voyage!
Sail Into History aboard Schooner Adventure for the Sail Boston 250 Gloucester to Boston transit sail! Duration TBD About Sail into history on Gloucester's 100 year old flagship vessel, a National Historic Landmark! Adventure is one of the last surviving dory fishing schooners, a true authentic ...
Gloucester
The Gloucester Adventure, Inc.
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Sail Boston 250! Parade of Sail 07/11/26
Sail aboard a National Historic Landmark!
Sail Into History! Duration Timeline is approx. 7AM-NOON. Actual time TBA About Sail into history on Gloucester's 100 year old flagship vessel, a National Historic Landmark! Adventure is one of the last surviving dory fishing schooners, a true authentic icon of the American fisheries. Enjoy a two ...
Boston
Depart 7-8AM TBA Return time to be announced.
The Gloucester Adventure, Inc.
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Sail Boston 250! General Public Sails
Sail aboard a National Historic Landmark!
Sail Into History! Public Day Sails are available July 11th-15th. Duration 2.0 Hours About Sail into history on Gloucester's 100 year old flagship vessel, a National Historic Landmark! Adventure is one of the last surviving dory fishing schooners, a true authentic icon of the American fisheries. ...
Boston
2.0 Hours
The Gloucester Adventure, Inc.
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Sail Boston 250! Front Row Fireworks Viewing! 07/15/26
For All Ages • TBD Hours • Celebrate the 250th in Boston on a Historical Landmark!
Once in a lifetime event! Duration TBA About Watch spectacular fireworks launch from a barge off Fan Pier, lighting up the Boston Harbor skyline and the majestic Tall Ships during the Sail Boston 250 festivities. Enjoy a front-row, dockside view aboard the historic Schooner Adventure. Bring your favorite ...
Boston
TBA
The Gloucester Adventure, Inc.
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2026 Schooner Challenge! 09/03/26
For All Ages • 2 Hours • Celebrate in Style on a Historical Landmark! A Gloucester Tradition!
Very popular Labor Day Weekend tradition! Duration and Departure Location 2Hours ***IMPORTANT! Departure location is the I4C2 Pier located behind the Gloucester House/Blue Collar Lobster 63 Rogers Street. About Sail aboard Schooner Adventure during Schooner Festival weekend! Join our local Schooner Captains ...
Gloucester
The Gloucester Adventure, Inc.
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2026 Greet the Fleet Public Sail! 09/04/26
For All Ages • 2 Hours • Sail in Style on a Historical Landmark! A Gloucester Tradition!
Very popular Labor Day Weekend Tradition! Duration and Departure Location 2.5 Hours ***IMPORTANT! Departure location is the I4C2 Pier located behind the Gloucester House 63 Rogers Street. About Sail aboard Schooner Adventure during Schooner Festival weekend and view visiting vessels in historic Gloucester ...
Gloucester
The Gloucester Adventure, Inc.
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2026 Schooner Fest Race Sail! 09/06/26
For All Ages • 6 Hours • The Ultimate Sailing Experience aboard Gloucester's Flagship!
Come aboard for the Parade of Sail & Mayor's Cup Race! A Labor Day Weekend Tradition. Continental breakfast, lunch, snacks and soft drinks are included. Duration and Departure Location 7 Hours (est.) IMPORTANT! Departure location is the I4C2 Pier located behind the Gloucester House 63 Rogers ...
Gloucester
The Gloucester Adventure, Inc.
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Trails and Sails!
Findings Dories: Sail about the Gloucester Fishing Schooner, Adventure!
Sail Into History! Duration 2.5 Hours About Climb aboard the historic schooner Adventure for a harbor sail and living history experience. As you cruise Gloucester Harbor, a docent shares how fishermen worked from small dories on the Grand Banks—launching from schooners like Adventure. Hear true stories ...
Gloucester
The Gloucester Adventure, Inc.
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Adventure 100th Anniversary 09/16/26
2.5 Hour Evening Sail • Celebrate! Delicious Lobster Rolls, Nibbles & Libations Included
Special 100th Anniversary Sail! Duration 2.5 Hours Proceeds go towards the 2027 vessel preservation efforts. Join us to celebrate 100 years of Adventure on the anniversary of her 1926 launch from the shipyard in Essex. Enjoy delicious lobster rolls, nibbles and libations during this evening sail. Join ...
Gloucester
The Gloucester Adventure, Inc.
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Annual Pancake Sail 09/27/26
The continuation of a Schooner Adventure classic tradition!
We have a grand three hour morning sail planned. Scrumptious pancakes, breakfast sandwiches, assorted fresh pastries, libations, beautiful harbor scenery and more! Please join us as we revive this classic Schooner Adventure tradition, pancakes on Adventure. The perfect end to a successful sailing season.
Gloucester
The Gloucester Adventure, Inc.
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Captain's Circle
Special Sail Exclusively for Captain's Circle Members!
For Captain's Circle Members Only. Enjoy a special evening sail with wine and nibbles in the company your fellow Captain's Circle members. Each Captain's Circle member is allowed a party of (4) four. Not a Captain's Circle Member? Contact us for info on how to join! 978.281.8079
Gloucester
The Gloucester Adventure, Inc.
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Gift Certificate
Purchase a gift certificate to be redeemed towards any sail. Makes a great gift for any occasion!
Give the gift of ADVENTURE! Purchase a gift certificate with a value of your choosing. Gift certificates are valid towards any Schooner Adventure sail open to the public. Public Sails | Fireworks Sail | Race Day | Pancake Sail and more! *NOTE: General Public Sail ticket price is $52.
Gloucester
Gift Card
The Gloucester Adventure, Inc.
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