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 1: Dec 27 – Jan 24
Trinidad – Tobago – St. Vincent & the Grenadines – Dominica – Martinique
Tropical island-hopping, snorkeling, jungle hikes, and Caribbean culture.
Optional 2-week segment: Trinidad to Bequia or Bequia to Martinique
Leg 2: Jan 31 – Feb 28
Martinique – Dominica – Guadeloupe – Samaná (DR)
French-Caribbean charm, rainforest trails, and whales in Samaná Bay.
Optional 2-week segment: Martinique to Guadeloupe or Guadeloupe to Samaná
Leg 3: Mar 7 – Apr 4
Samaná – Santiago de Cuba – Cienfuegos
Explore the caves of Samaná Bay and experience the music, culture, and colonial cities of Cuba.
Optional 2-week segment: Samaná to Santiago or Santiago to Cienfuegos
Leg 4: Apr 11 – May 9
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
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
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
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.
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Amazing sailing experience
Rebekka and Fredrik are both super capable captains, which makes Seafinn a very trustworthy boat. They teach with patience, give you responsibility according to your skills and share their wonderful home with you. This sailing trip was indescribable: swimming in the ocean, fishing, trimming the sails, watching the other ships on the ocean, stopping on some islands on the way. We would definitely do this again ? Thank you for this amazing memory, not a day has gone by without thinking about the days we spent on the boat.
3rd Dec 2024