Relax as your captain sets sail and takes you on an unforgettable sailing experience.
With sailing experiences ranging from sunset sails and private charters to America's Cup Sailing and wine tasting sails, you are sure to find a sailing experience you will love!
Sailing Experiences
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America's Cup Sailing
You've watched these magnificent, high-tech boats race for sailing's ultimate prize- the America's C...
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Region: San Diego
From: $120.00
Sunset Catamaran Cruise
Experience the beauty San Francisco Bay has to offer aboard a catamaran sailing adventure. Provid...
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Region: San Francisco
From: $70.00
Wine Tasting Sail
Sit back, relax, and sip wine while enjoying the views of the incredible Manhattan cityscape as you ...
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Region: New York
From: $115.00
Sunset Sailing Cruise
Step aboard for a memorable private Sunset Cruise on scenic Lake Travis! Whether you want to take...
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Region: Austin
From: $210.00
Sunset Sailing Cruise
This sunset cruise is the perfect way to cap off a memorable day with family, friends, or that spec...
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Region: Jacksonville
From: $230.00
Amelia Island Sailing Charter
A sailing charter off of Amelia Island may very well be one of the most relaxing and breathtaking ex...
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Region: Jacksonville
From: $230.00
Sunset Sailing Cruise
Step aboard for a memorable private Sunset Cruise on scenic Lake Travis! Whether you want to take...
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Region: Dallas
From: $210.00
Chesapeake Bay Sailing Cruise
Hop on board for a truly memorable sail on beautiful Chesapeake Bay! Enjoy a 1.5 hour sail into th...
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Region: Baltimore
From: $85.00
Chesapeake Bay Sailing Cruise
Hop on board for a truly memorable sail on beautiful Chesapeake Bay! Enjoy a 1.5 hour sail into th...
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Region: Washington DC
From: $85.00
Lake Erie Sailing Charter
Sit back, relax, and enjoy as your captain sails you and your party across beautiful Lake Erie on a ...
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Region: Detroit
From: $825.00
Lake Erie Sailing Charter
Sit back, relax, and enjoy as your captain sails you and your party across beautiful Lake Erie on a ...
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Region: Cleveland
From: $825.00
Chesapeake Bay Sailing Charter
Sit back, relax and enjoy as your captain sails you and your party across the beautiful Chesapeake b...
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Region: Baltimore
From: $825.00
Basic Sailing & Coastal Cruising
Set sail for the high seas and become the captain you've always wanted to be! In your 4 day course...
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Region: Detroit
From: $825.00
Live-Aboard Intro Sailing Course
Ahoy! Think you want to become a sailor? Well, now is your chance All instructors are ASA Certifi...
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Region: Detroit
From: $1,620.00
Learn to Sail- ASA 101 Course
Come learn the basics of sailing in this fun introductory course. Your Sailing School consistently...
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Region: Jacksonville
From: $455.00
San Francisco Catamaran Cruise
Sail away from the urban feel of the city and experience all of San Francisco's excitement from a va...
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Region: San Francisco
From: $55.00
Adult Sailing School
Interested in learning how to sail? This beginner course is exactly what you need to learn the funda...
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Region: Minneapolis
From: $215.00
Youth Sailing School
Looking to get started in sailing at a younger age? This class is designed to teach youth's the basi...
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Region: Minneapolis
From: $365.00
Corpus Christi Sailing Charter
Step aboard your private sailboat for a day of peace and tranquility on Corpus Christi Bay. U.S.C...
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Region: San Antonio
From: $569.00
Live-Aboard Intro Sailing Course
Ahoy! Think you want to become a sailor? Well, now is your chance All instructors are ASA Certifi...
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Region: Cleveland
From: $1,620.00
Skippered Sailing Charter (up to 4)
Experience the luxury of your own private sailing adventure as you enjoy the legendary sights of San...
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Region: Sacramento
From: $630.00
Sailing Fundamentals
Learn the fundamentals of sailing, like how to rig a sail and find the wind, during this fun and inf...
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Region: Sacramento
From: $555.00
Race Boat Handling
This Race Boat Handling weekend course is the perfect place for skippers and crews to polish your sk...
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Region: Sacramento
From: $555.00
Chesapeake Bay Sailing Charter
Sit back, relax and enjoy as your captain sails you and your party across the beautiful Chesapeake b...
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Region: Richmond
From: $825.00
Live Aboard Cruising
If you are interested in progressing your sailing into offshore or coastal cruising, this is the cou...
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Region: Sacramento
From: $1,325.00
Corpus Christi Sailing Charter
Spend a day sailing the calming waters of and taking in the views on Corpus Christi Bay aboard your ...
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Region: Houston
From: $569.00
Tall Ship Sailing Experience
Enjoy a shipboard experience you'll remember forever, sailing the Big Apple's famous harbor aboard N...
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Region: New York
From: $60.00
Manhattan Twilight Sail
Step aboard this Twilight Sail and watch night fall on the city as you leave Manhattan behind! Cl...
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Region: New York
From: $65.00
Galveston Bay Sailing Charter
Come aboard, bring your friends, and join in the fun with a private sailboat charter on beautiful G...
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Region: Houston
From: $260.00
Full Moon Manhattan Sail
Romantic and serene! Experience Manhattan's skyline under a full moon from the decks of a magnifice...
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Region: New York
From: $65.00
Can't Decide? Give a gift certificate and let them choose.
