Passages
Find Your Next big adventure
2025-2026 Passage ScheDule
Join Outer Passage aboard one of our boats as we sail the New England coast, island-hop through the Caribbean, cross the Atlantic, and cruise the Mediterranean. With multiple vessels and a full season of ocean adventures, it’s a great time to build experience and explore by sea.
USVI to Bermuda (9 Days)
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Loki / Darren & Amanda
Set your heading north and join us for a true bluewater passage from the Caribbean to Bermuda. This is an unforgettable opportunity to gain offshore miles, disconnect from land life, and experience real-world seamanship aboard a performance cruising catamaran…
Boston to Lunenburg (9 Days)
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Loki / Darren & Amanda
Sail from the heart of Boston to the UNESCO harbor of Lunenburg. This passage contains coastal cruising, a 400 nm offshore passage, and a stunning North Atlantic landfall…
Maine Cruising Week (5 Days)
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Tiger Lily / Phoebe & Xander
Learn to sail a Balance 502 while exploring Maine’s idyllic Casco Bay. We’ll teach you the ropes on everything you need to know about cruising…
Newport to Annapolis (7 Days)
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Loki / Darren & Amanda
Sail the East Coast’s most iconic waterways, from Long Island Sound and New York City to the C&D Canal and Chesapeake Bay, with hands-on coastal training and classic harbors along the way…
Don't see dates that match your schedule?
We understand travel arrangements can be complicated, and we're often able to offer some flexibility. If our passages dates don't align with your schedule, please contact us. We'd love to discuss creating a customized sailing experience for you!