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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Finding the Perfect Boat for America’s Great Loop | Stuart Boat Show 2026

🌊 Welcome to the 2026 Stuart Boat Show – Stuart, Florida! 🚤 Experience the best of boating in the Sunshine State! Join us as we explore the 2026 Stuart Boat Show, featuring the latest boats, yachts, marine gear, fishing tech, and marine lifestyle highlights right from Stuart, Florida — the Sailfish...

Feb 08, 2026
Language: EN
Play Time: 00:10:32

We are Boatless… NOW WHAT?! | Sailing Sunday Vlog 301

With “Sunday” officially sold, we pack up our little family, squeeze into a 5th wheel and hit the road from Florida to the Annapolis Boat Show. It’s our first big trip as boatless sailors. Just us, the baby, the dog and a whole lot of “what now?!” We explore the Boat show, hug our Patreons and Sub...

Nov 16, 2025
Language: EN
Play Time: 00:19:15

SAILBOATS, SECRETS, AND SHENANIGANS – ANNAPOLIS BOAT SHOW 2025! Ep-194

Go to and use code ESCAPADE to get 10% on Holafly plans for the first 12 months or 5% off on any other Holafly eSIM This isn’t your typical boat show vlog — we’re taking you behind the scenes of what it’s really like to be cruising creators at the Annapolis Boat Show! From creator meetups and af...

Nov 05, 2025
Language: EN
Play Time: 00:14:40

Watch Sailing & Boating Adventures Around the World

Finding the Perfect Boat for America’s Great Loop | Stuart Boat Show 2026

We are Boatless… NOW WHAT?! | Sailing Sunday Vlog 301

SAILBOATS, SECRETS, AND SHENANIGANS – ANNAPOLIS BOAT SHOW 2025! Ep-194

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