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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Boating in southwest Florida. Ft. Myers Beach to Cabbage Key and Cayo Costa Island. BEAUTIFUL DAY!
Sail Stillwater

Boating in southwest Florida. Ft. Myers Beach to Cabbage Key and Cayo Costa Island. BEAUTIFUL DAY!

On our recent trip to Ft. Myers Beach we met up with the @CaribbeanCastaways , Ryan and Crystal and spent an afternoon boating around the beautiful waters around southwest Florida. We left our of Salty Sam's Marina in Ft. Myers Beach and grabbed lunch at Cabbage Key. Then we spent the rest of t...
We invited complete STRANGERS to join our BOAT crew! CASTAWAYS…
Sail Stillwater

We invited complete STRANGERS to join our BOAT crew! CASTAWAYS…

Call us crazy, but we recently invited some complete strangers on our upcoming bareboat charter trip! In this video we fly to Ft. Myers beach, Florida to meet up with some Castaways who will be joining our boat crew in November as we island hop throughout the British Virgin Islands on a 45' Fou...
You Won’t Believe Our Story! (Tampa Bay) (Sailing Satori)
Sailing Satori

You Won’t Believe Our Story! (Tampa Bay) (Sailing Satori)

Now offering sailing charters in Tampa Bay! Go to: ▶ Check out my gear on Kit: The story of us...Nick and I talk about our childhood, growing into adults, and how we got to where we are now. Enjoy! Thank you so much for taking the time to watch. Lotta love, Nick, Kelly and Arthur CHASING BUBBL...
Sailing our Pants Off! (Tampa Bay) (Sailing Satori) S1:E9
Sailing Satori

Sailing our Pants Off! (Tampa Bay) (Sailing Satori) S1:E9

Now offering sailing charters in Tampa Bay! Go to: ▶ Check out my gear on Kit: With fresh crew onboard and only 2 days to go, Satori is on her way home to St. Pete. From Fort Myers Beach, it's only 4 hours up the ICW to Cabbage Key where we will anchor for the night (near Useppa Island). Th...
Halfway Home (Sailing Satori) S1:E8
Sailing Satori

Halfway Home (Sailing Satori) S1:E8

▶ Check out my gear on Kit: After a fun week holding up in Key West (tough, I know), it was time to head back north. In this leg of the trip, Fort Myers Beach is the destination. Nick, with the help of his Brother and nephew who just happened to be vacationing in South Florida, sail Satori overnig...
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