Passages
Find Your Next big adventure
2025-2026 Passage ScheDule
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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.
Exumas Adventure (8 Days)
$11,314 Per Cabin / Waitlist
Tiger Lily / Phoebe & Xander
Launching from George Town, this eight-day sailing adventure takes you through the Exumas’ best spots. Learn the ropes, explore the turquoise waters and quiet beaches…
Exumas Holiday Week (7 Days)
$9,900 Per Cabin / WAITLIST
Tiger Lily / Phoebe & Xander
Leaving out of Nassau, quickly settle into island time on a weeklong sailing journey through the Exumas. Swim in crystal-clear waters, wander on the white-sand beaches, and relax onboard…
Women’s Retreat (5 Days)
WAITLIST
Tiger Lily / Phoebe & Arisa
Join us for the maiden voyage of our first ever women’s retreat! Spend five days onboard sailing, and exploring the beautiful Bahamas amongst a crew of amazing women…
Abacos Adventure (5 Days)
$7,050 Per Cabin / 2 Available
Tiger Lily / Phoebe & Xander
Step aboard for five days of sailing through the turquoise waters and island chain of the Abacos in The Bahamas for the perfect blend of relaxed cruising and hands-on sailing…
Abacos Holiday Week (7 Days)
$9,900 Per Cabin / 1 Available
Tiger Lily / Phoebe & Xander
Step aboard for a week of sailing through the turquoise waters and island chain of the Abacos in The Bahamas for the perfect blend of relaxed cruising and hands-on sailing…
Downeast Maine (7 Days)
2 Cabins Available
Tiger Lily / Phoebe & Xander
Explore DownEast Maine by sail with cool mornings, pine-lined islands, scenic hikes, and evenings at anchor. A week of coastal cruising in a place that invites you to slow down and experience the rugged beauty that makes this coast unforgettable…
Maine Cruising Week (5 Days)
WAITLIST
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…
Maine Sailing Adventure (5 Days)
WAITLIST
Tiger Lily / Phoebe & Xander
Explore all that Casco Bay has to offer in a fun packed, island hopping adventure. We’ll sail to isolated coves, experience gorgeous sunsets, island hikes through pine laden trails, and sample Portland’s amazing foodie scene…
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!