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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SAILING to One of the WORLD’S BEST BEACHES 🌴 EP-173
Leading the Escapade

SAILING to One of the WORLD’S BEST BEACHES 🌴 EP-173

Sailing the Spanish Virgin Islands to Puerto Rico, we fly our colourful gennaker, explore world-famous Playa Flamenco, and anchor at stunning Palomino Island. Subscribe for more sailing adventures, boat life tips, and off-the-beaten-path Caribbean gems! #Sailing #PuertoRico #BoatLife Sailing the ...
Crewing a broken sailboat to land… any land.
Sailing Okaliptüs

Crewing a broken sailboat to land… any land.

Ep. 69 Sailing the Bermuda Triangle with one sail and no engine... just trying to get to land, at this point. Shop the SV Ourper Diem store : 🙌 COME SAY HI :) ▶︎ ▶︎ INSTAGRAM: ▶︎ FACEBOOK: ▶︎ TWITTER: ▶︎ YOUTUBE: We recommend the following YouTube channels and web sites which have been i...
THIS was the Reason We Went CRUISING! | Sailing Wisdom [S4 Ep11]
Rigging Doctor

THIS was the Reason We Went CRUISING! | Sailing Wisdom [S4 Ep11]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: Back in 2017, we set off to go cruising on a 9 m...
PRO BMXer TURNED SAILOR – Takes on the Mona Passage – Ep 32
Sailing Jibsea

PRO BMXer TURNED SAILOR – Takes on the Mona Passage – Ep 32

Ever met a BMXer turned Sailor? Travis may be a noob at sailing, but he's a pro BMXer and Puerto Rico is his playground! Our autopilot breaks as we sail across the Mona Passage from the Dominican Republic to Puerto Rico. Travis also gets some play time at some sweet skateparks around the island...
How does She HANDLE Highs & Lows of Life at Sea? ~ Bums on a Boat Ep 160
Bums on a Boat

How does She HANDLE Highs & Lows of Life at Sea? ~ Bums on a Boat Ep 160

Traveling by sailboat is an adventure that will test you mentally, physically, and emotionally. Question is ~ How do you handle it? ____________________________________ Join the Crew for MORE! ↯ [ ♡ Show Some Love ♡ – Don't Skip Ads 🙃 -- it's free & really helps out – Link to Ge...
SAILING to PUERTO RICO! San Juan: A week before the Lockdown!
Jessica and Ryan Adventures

SAILING to PUERTO RICO! San Juan: A week before the Lockdown!

We sail into Ponce, Puerto Rico and then rent a car to go to San Juan to explore! We explore Old San Juan by going to the Fort and seeing Ponce De Leons old house. We also head to Coffin Island and do some snorkeling! Get a T-SHIRT(or 3!): Products we like on our AMAZON STORE: www.amazon.com/shop...
Sailing to Puerto Rico WAHOO | 78 | Beau and Brandy Sailing
Beau and Brandy Sailing

Sailing to Puerto Rico WAHOO | 78 | Beau and Brandy Sailing

Sailing to Puerto Rico In this episode we sail out of Dominican Republic and head straight to Puerto Rico. in the process we sadly lose our dinghy motor overboard. Most of the time we have sargassum all over the place, making fishing difficult. But we try to fish as much as possible. We don’t cat...
Puerto Rico Sailing & Sightseeing
SailingBritican

Puerto Rico Sailing & Sightseeing

For insurance purposes, we were instructed to make arrangements for the Caribbean hurricane season running from July to November. Option one was to leave the Caribbean. Option two was to lay-up for the season in a designated hurricane hole or area in the Caribbean deemed safe if a hurricane passes. ...
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