North America

Bermuda to BVI Offshore Passage

Bermuda to New York Offshore Passage

American Sailing
Availability : May 04 - May 08, 2026

Embrace the adventure of a lifetime and journey from the British Virgin Islands to Bermuda on the majestic Arabella. Don’t miss this unparalleled blend of adventure and luxury at sea.

From$3,100
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Lake Michigan, Wisconsin A Learn-To-Sail Vacation

Sea Safaris Sailing School
Availability : Jun 08 - 12, 2026
101 /103 / 104

Learn to sail on Lake Michigan with a hands-on vacation departing from Milwaukee. Sail aboard a modern Jeanneau 409 while building real-world skills like sail trim, helming, docking, navigation, and safety procedures. Cruise Wisconsin’s scenic shoreline with stops in Port Washington and Sheboygan. Designed for beginners and motivated novices, this immersive experience blends expert instruction with the adventure of true big-water sailing.

From$2,257
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Apostle Islands, Wisconsin A Guided Flotilla

Northern Breezes Sailing
Availability : July 09 - 12, 2026

Explore the stunning Apostle Islands National Lakeshore on this unforgettable flotilla with Northern Breezes Sailing. Often called the “BVI of the North,” this adventure features 22 islands, pristine anchorages, scenic hiking trails, and historic lighthouses maintained by the National Park Service. Sail the fresh waters of Lake Superior aboard well-maintained boats ranging from 33’ to 44’, with options for bareboat or captained charters.

From$995
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