Watch: Some drone video from previous trip.
Sailing Expedition 2026 – Caribbean to the Arctic
Join SY Seafinn, a 56ft Formosa ketch, for a hands-on sailing experience through the Caribbean, North Atlantic, and Arctic. We're a team-oriented boat run by a full-time sailing couple with over 15 years of ocean experience. This is not a charter – it's a collaborative, shared-cost adventure where you become part of the crew. All experience levels welcome.
Leg 4: Apr 11 – May 9 (2 spots left)
Cienfuegos – Nassau, Bahamas
Cuba’s southern coast, a short ocean crossing, and turquoise waters of the Bahamas.
Optional 2-week segment: Flexible depending on interest
Leg 5: May 16 – Jun 13 (3 spots left)
Nassau – Halifax, Canada
Ocean sailing leg ideal for mile-building. Expect 14–17 days at sea with minimal stops.
Leg 6: Jun 20 – Jul 25 (1 spot left)
Halifax – Newfoundland – Labrador – Greenland (Narsarsuaq)
Sail north through wild coastal regions, past icebergs and fjords, with an ocean crossing to Greenland.
Leg 7: Jul 25 – Aug 22 (1 spot left)
Greenland – Iceland
No 2-week option available.
A high-latitude wilderness voyage through Prins Christian Sund, east Greenland’s fjords, and a final crossing to Iceland.
Shared Cost Model
Everyone contributes to onboard life and expenses.
Daily contribution includes all meals, fuel, port fees, marine parks, immigration, and use of gear (kayaks, paddleboards, snorkel gear, fishing equipment, etc.).
Accommodations in your own bunk within a shared (2-person, same-sex) cabin with ensuite bathroom.
Professional skipper & mate onboard. Starlink internet included.
Limited spots per leg. Message for availability and full details.
Close
Great sail
I recently had the most incredible sailing experience with my girlfriend on a trip from the Dominican Republic to Cuba, and I can honestly say it exceeded every expectation. From the very beginning, the captains stood out with their exceptional social skills. They created a warm, welcoming atmosphere on board, effortlessly connecting with everyone while maintaining a high level of professionalism. It never felt forced—they genuinely cared about making sure every guest felt included and comfortable. Safety was clearly a priority throughout the entire journey. Whether it was navigating changing conditions or explaining safety procedures, we always felt completely secure and in good hands. The boat is definetly big enough to have a good time. Nice community area for having meals together and enough space to find a spot for yourself if needed. What impressed me most, however, was the strong sense of equality and respect on board. The captains made it very clear that everyone—crew and guests alike—was treated fairly and equally, regardless of gender. That kind of awareness and inclusivity created a genuinely positive and respectful environment, which was important for us. All in all, this was an unforgettable adventure. I would highly recommend this sailing trip to anyone looking for a safe, comfortable, and genuinely welcoming experience at sea. And if you are in doubt, simply call them! They will show you their boat and answer genuenly every question you have. They have so much experience and most likely seen your special trait several times before.
5th May 2026