Watch Sailing & Boating Adventures Around the World tagged “Island hopping”

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.

Showing 1-24 of 217 results
Sailing Liberty E88- How Do We Go On? Discovering Florida Keys
Sailing Liberty

Sailing Liberty E88- How Do We Go On? Discovering Florida Keys

Instagram https://www.instagram.com/bikinibuccaneer/ Facebook Page https://www.facebook.com/sailingliberty/ Sailing Liberty Wish List: https://www.amazon.com/hz/wishlist/ls/20TZMXKIDADA2/ref=nav_wishlist_lists_1 SUPPORT US ON PAYPAL: SailingLibertyProjec...
Island hopping in the Canary Islands: A smooth day sail & a BIG announcement!
WhiteSpotPirates

Island hopping in the Canary Islands: A smooth day sail & a BIG announcement!

We pick up anchor early in the morning in Fuerteventura and set sail across the Atlantic Ocean toward Gran Canaria. It turns into a long but beautiful day sail, with steady winds and a rolling two-meter swell carrying us all the way. As we approach the bus...
This Tiny Greek Island is Full of Surprises
Dylan Magaster

This Tiny Greek Island is Full of Surprises

► Captain Salve: https://captainsalve.com --- Today we sail from Skopelos to Alonissos — an island full of hidden history, pirate tales, monk seals, and unexpected mishaps. We anchor in crystal bays, ride a scooter to remote villages, crash (literal...
Would You Live Like This? The Reality of Island Life | Sailing Sitka Ep 174
Sailing Sitka

Would You Live Like This? The Reality of Island Life | Sailing Sitka Ep 174

Jay and Kenna have spent the past three years sailing from the Pacific Northwest of Canada to the remote San Blas Islands — cruising, connecting with local communities, and learning along the way. Now, life in this isolated island chain means days filled...
Raja Ampat From Above – Fam & Batanta Are Unreal! 🏝️ #shorts
Captain German Exploring

Raja Ampat From Above – Fam & Batanta Are Unreal! 🏝️ #shorts

🚁 Fly over the breathtaking Fam Island and Batanta Island in the heart of Raja Ampat! This is nature at its wildest — crystal-clear lagoons, untouched jungle, and paradise views. 🌴 This short glimpse is just a piece of the full adventure with Capta...
Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166
Sailing Sitka

Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166

Jay and Kenna navigate the harsh realities of cruising. There are both challenges and benefits to sailing and both can rock your world. From fixing broken systems, to installing new ones and reaching for the medical kits with no healthcare facilities in si...
Hidden Islands of Raja Ampat | Sailing and Diving Adventure
Captain German Exploring

Hidden Islands of Raja Ampat | Sailing and Diving Adventure

⚓ Join us on an unforgettable sailing and diving journey across the hidden islands of Raja Ampat! 👉 Want to join our sailing and freediving adventures? Subscribe now: https://www.youtube.com/@CaptainGermanExploring In this breathtaking adventure, Cap...
Trouble in Paradise… | Sailing Sitka Ep 165
Sailing Sitka

Trouble in Paradise… | Sailing Sitka Ep 165

Jay and Kenna, along with their friends from Canada and the crew from @SailingSVBully sail their sailboat from Holandes Caye to Salaradup in the San Blas Islands. While enjoying everything that paradise has to offer, they run into some weather that makes f...
Just tell us when and where! 🍕⛵️
Sailing Jibsea
RACING AGAINST THE CLOCK: How we nearly missed our chance to sail away – Ep 233
Sailing Jibsea

RACING AGAINST THE CLOCK: How we nearly missed our chance to sail away – Ep 233

Go to https://surfshark.com/jibsea or use code JIBSEA at checkout to get 4 extra months of Surfshark VPN! Join us as we finally leave Sint Maarten and set off on an 80 nautical mile night sail to the British Virgin Islands! After days of prepping, provis...
The raw and rugged REMOTE ISLANDS you WANT to be STRANDED on – Ep 229
Sailing Jibsea

The raw and rugged REMOTE ISLANDS you WANT to be STRANDED on – Ep 229

Join us on boat life adventures as we island hop sailing from Antigua to Barbuda, exploring endless picture-perfect pink sand beaches before facing the challenge and thrill of getting stranded ashore. We embark on an impromptu overnight sail in our alumin...
BAD TIMING IN ANTIGUA – Ep 227
Sailing Jibsea

BAD TIMING IN ANTIGUA – Ep 227

Join us as we sail to Falmouth Harbour, Antigua, a hotspot for luxurious super yachts and boat enthusiasts. We take you on a scenic hike where we encounter local wildlife, share stunning views of the island and explore the UNESCO heritage site, Nelson’s...
SHE’S A THRILL TO SAIL! – Ep 226
Sailing Jibsea

SHE’S A THRILL TO SAIL! – Ep 226

We embark on a sail from the half French, half Dutch island of of Saint Martin/Sint Maarten to Antigua, covering 100 nautical miles across the Caribbean. We face a winch malfunction shortly after picking up anchor. See how we solve this issue on the go. We...
TEAK, TENDERS & THEFT in the TROPICS – Ep 224
Sailing Jibsea

TEAK, TENDERS & THEFT in the TROPICS – Ep 224

Join us as we set sail from the beautiful British Virgin Islands island hopping the half French, half Dutch island of St. Martin/Sint Maarten during the winter aboard our custom aluminum sailboat. In this video, we take you through the practical side of cr...
CRUISING ALUMINUM SAILBOAT: GOING WITH THE FLOW
Sailing Jibsea

CRUISING ALUMINUM SAILBOAT: GOING WITH THE FLOW

Join us on sailing adventure as we explore the stunning U.S. Virgin Islands (USVI) aboard our aluminum sailboat and sail to the British Virgin Islands (BVI) . In this episode, we were hoisting the sails in whichever direction where the wind takes us even i...
Life on a monohull 📐🌬️🤗 #sailing #monohull #belowdeck
Sailing Jibsea
24 HRS OF BOAT LIFE: Day in the Life & Tropical Escape – Ep 222
Sailing Jibsea

24 HRS OF BOAT LIFE: Day in the Life & Tropical Escape – Ep 222

Ever wondered what it’s like to live on the open water, exploring hidden islands, and embracing a minimalist, off-the-grid lifestyle? In this video, we take you on a journey through 24 hours aboard our custom aluminum sailboat, showcasing life in a tiny ...
BOAT LIFE AFTER ROUGH PASSAGE: Assessing the Damage…Is this Lifestyle Worth It? – Ep 221
Sailing Jibsea

BOAT LIFE AFTER ROUGH PASSAGE: Assessing the Damage…Is this Lifestyle Worth It? – Ep 221

After a challenging and intense journey across the open Atlantic Ocean we’ve finally made it to the British Virgin Islands in the Caribbean. Join us on this new exciting chapter of full-time cruising as we arrive in paradise to live life on anchor. We ...
Sunny day + shady bow =👙😎 #boatlife #travel
Holly and Ray
Sailing into the Sunset #sailing #sunset #drone #travel
WEsail

Sailing into the Sunset #sailing #sunset #drone #travel

The conditions were perfect to sail out of the remote islands interior blue lagoons and our into the open ocean for an overnight to the next island. We set off into the sunset and at first light we would wake to another destination. The beauty of traveling...
Anchorage Hopping and Island Bouncing our way from Windward to Leeward – Ep 179
Sailing Jibsea

Anchorage Hopping and Island Bouncing our way from Windward to Leeward – Ep 179

OUR ACTION CAMERA - Insta360 X3 and Invisible Dive Kit by @insta360 Get a free accessory with your purchase using our link: https://www.insta360.com/sal/x3?insrc=INRWX39 Join us as we sail from the Windward Islands in the Caribbean to the Leeward Islands....
SAILING TO PANAMA⛵️ Day in the Life on Passage
Holly and Ray
SAILING to new horizons
The Cruising Kiwis

SAILING to new horizons

SAILING to new horizons We are raising the anchor of our floating home at last and sailing to a new island. After two months sitting still on anchor while our captain, Rob has been busy in New Zealand helping Finn, Rob has finally returned to Thailand and...
PACIFIC BOUND⛵️Sailing from Saint Martin to Panama
Holly and Ray
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