Watch Sailing & Boating Adventures Around the World

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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A Day in the Life of a Stingy Sailor [EP 51] | Sailing Millennial Falcon
Sailing Millennial Falcon

A Day in the Life of a Stingy Sailor [EP 51] | Sailing Millennial Falcon

After a smooth and calm sail from Montserrat to Nevis (of St Kitts and Nevis) and we head ashore and explore Fort Charles just outside of the capitol of Nevis island, Charleston. We share a few insights into our cheap and cheerful life aboard our sailboat like collecting water with tea towels and sh...
ep58 – Sailing Nevis – Hallberg-Rassy 54 Cloudy Bay – Jan 2019
Sail Cloudy Bay

ep58 – Sailing Nevis – Hallberg-Rassy 54 Cloudy Bay – Jan 2019

Nevis is our overall favorite of ALL Caribbean islands. s/v Cloudy Bay (Hallberg-Rassy 54) motors the short distance from St.Kitts to anchor off Pinney’s Beach on Nevis, where we gradually fall in love with what becomes our favorite island in the Caribbean. We explore Nevis for 9 days, 5 of them w...
Spearfishing a Deserted Island! (Sailing La Vagabonde) – Ep. 12
Sailing La Vagabonde

Spearfishing a Deserted Island! (Sailing La Vagabonde) – Ep. 12

Adventures of Nevis & Lionfish hunting in Redonda. Islands like Redonda, completely uninhabited and enough fish around to live off the land for a while is our kind of place! Join our sailing adventures as we sail down towards Grenada for the hurricane season! We hope you enjoy :) Thanks a mill...
Caribbean Sailing Tour – Part 4 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!
Captain Rick Moore

Caribbean Sailing Tour – Part 4 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!

Join us for a sailing odyssey around the islands of the Eastern Caribbean! Originally produced in 2009, we have re-mastered this series in HD and with new music for your further enjoyment! Part 1 takes us from Pearson International Airport in Toronto over the Bahamas and to our sailboat 'Soph...
Caribbean Sailing Tour – Part 3 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!
Captain Rick Moore

Caribbean Sailing Tour – Part 3 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!

Join us for a sailing odyssey around the islands of the Eastern Caribbean! Originally produced in 2009, we have re-mastered this series in HD and with new music for your further enjoyment! Part 1 takes us from Pearson International Airport in Toronto over the Bahamas and to our sailboat 'Soph...
Caribbean Sailing Tour – Part 2 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!
Captain Rick Moore

Caribbean Sailing Tour – Part 2 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!

Join us for a sailing odyssey around the islands of the Eastern Caribbean! Originally produced in 2009, we have re-mastered this series in HD and with new music for your further enjoyment! Part 1 takes us from Pearson International Airport in Toronto over the Bahamas and to our sailboat 'Soph...
Caribbean Sailing Tour – Part 1 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!
Captain Rick Moore

Caribbean Sailing Tour – Part 1 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!

Join us for a sailing odyssey around the islands of the Eastern Caribbean! Originally produced in 2009, we have re-mastered this series in HD and with new music for your further enjoyment! Part 1 takes us from Pearson International Airport in Toronto over the Bahamas and to our sailboat 'Soph...
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