Watch Sailing & Boating Adventures Around the World – Page 2 of 299

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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After Our Dinghy Was Stolen, We found Paradise! [Ep67]
Sailing Into the Mystic

After Our Dinghy Was Stolen, We found Paradise! [Ep67]

After the dinghy theft in La Paz, we sailed to Isla San Francisco — and found the paradise anchorage we'd been dreaming about. Dolphins riding our bow, Mobula rays leaping through the night, a morning snorkel, and a mountain trail with a view we won't forget. We also crossed paths with one...
We Found Montenegro’s Hidden Watermill Restaurant! | Catamaran Life, Perast & Boat Lasagne
Sailing Clewless Crew

We Found Montenegro’s Hidden Watermill Restaurant! | Catamaran Life, Perast & Boat Lasagne

We discover one of Montenegro’s most beautiful hidden spots—by fully sending the dinghy! From our catamaran in Risan Bay, we head through a narrow bridge entrance to an incredible old watermill restaurant surrounded by streams, stone bridges and lush greenery in the Bay of Kotor. Hi and welcome, we...
We Got LOST in the Pirates of the Caribbean Indian River! E398
Wildly Intrepid Sailing

We Got LOST in the Pirates of the Caribbean Indian River! E398

We set out to explore Dominica’s famous Indian River… but somehow managed to lose the trail! What followed turned into one of those adventures that makes Dominica so incredible. We wandered through thick jungle, crossed the river and found ourselves surrounded by huge twisted roots that looked str...
After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321
Sailing Sunday

After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321

After seven years and over 65,000 nautical miles, I’m sailing from Florida to Texas to deliver our sailboat Sunday to her new owners… and when we arrive, I’ll step off the boat we called home for the very last time! But first, we’ve got four days to cross the Gulf stream again, dodging cargo ships, ...
Broken Engine, Big Waves Episode 8
Sailing Banana Pancakes

Broken Engine, Big Waves Episode 8

We thought our biggest problem was a broken dinghy… until one of our engines refused to start and a massive wave came crashing through the front door of our boat. After six hours troubleshooting the engine in the Florida heat, Steve finally got us moving again. But our first real day sailing north ...
Panama Canal Countdown: Diving, Lightning & Last-Minute Prep
Travel Sketch

Panama Canal Countdown: Diving, Lightning & Last-Minute Prep

After completing the passage from Trinidad to Panama, we spent a little time anchored along the Caribbean coast while waiting to make our long-awaited transit through the Panama Canal! While the anchorage itself was muddy, around the corner was one of the healthiest, most vibrant reefs any of us ha...
Am I Ready To Sail Nonstop Around The World?
Sailing With Phoenix | Oliver

Am I Ready To Sail Nonstop Around The World?

Part of a five day sea trial out in the Pacific to test out my new inventory of sails. Crazy to think how close I am to the starting line now... Starting in October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar"...
We Explored the Most Famous Deserted Island in the World
Sailing Machete

We Explored the Most Famous Deserted Island in the World

Family sailing vlog about exploring deserted islands. To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #sailing #laugroup #fulaga #sailingfiji #yasawas #castawayisland To Follow Along in Real Ti...
Living the Dream in Bocas del Toro 🌴 Sailing, Tropical Paradise & Starfish
Leading the Escapade

Living the Dream in Bocas del Toro 🌴 Sailing, Tropical Paradise & Starfish

After days of nonstop rain, we finally get some sunshine and make the most of it! 🌴☀️ In this episode, we start with a few cosmetic boat jobs we’ve been putting off while waiting for the weather to improve. Then we set sail through Bocas del Toro, Panama, heading to Dolphin Bay Yacht Club to check ...
This Party Was STILL Going at 8AM! | Koh Phangan by Boat
Sailing Doodles

This Party Was STILL Going at 8AM! | Koh Phangan by Boat

We take our Highfield dinghy on an incredible tour of the east coast of Koh Phangan, exploring some of the most beautiful parts of the island — including beaches and bays that are only accessible by boat. Koh Phangan is famous for its parties, but there’s so much more to this island. We spend the d...
ROUGH Sail to Dominica But it’s WORTH IT E397
Wildly Intrepid Sailing

ROUGH Sail to Dominica But it’s WORTH IT E397

We say goodbye to Guadeloupe and set sail for Dominica, but it definitely isn't the smooth Caribbean sail we were hoping for! The day starts with a bad feeling in my gut before we head out into a rough, lumpy sea for the crossing to Dominica. 🌧️⛵ It isn't our most comfortable passage, but...
Booties, Beaches, Boobies & Buggies! WELCOME to BRAZIL!! Ep 455
Sailing Nandji – Frothlyfe

Booties, Beaches, Boobies & Buggies! WELCOME to BRAZIL!! Ep 455

Use the discount code: SAILINGNANDJI to get 5% off on eSIMs and 10% off on Holafly Plans (for the first 12 months) 👉 Happy Travelling Being an island a couple of hundred miles off the coast, and our very first taste of Brazil, we really had no idea what to expect. Saint Helena had been pretty ch...
Sailing To The Beautiful Praslin Island in the Seychelles 🏝️
Sailing Triteia

Sailing To The Beautiful Praslin Island in the Seychelles 🏝️

Episode 498 : Cruising The Seychelles Hello Friends, On this episode we haul up at Silhouette Island and have a lumpy passage over to Praslin Island where we spend several days exploring, swimming and taking in all the magic that is the Seychelles! If you enjoy the channel please "Like&quo...
More Than Just a Rock in the Middle of the Atlantic | S6 E02
Sailing with six

More Than Just a Rock in the Middle of the Atlantic | S6 E02

📨 Join our newsletter: After 11 days at sea, St Helena felt like the perfect place to stop, reset and catch our breath. But this tiny island in the middle of the South Atlantic turned out to be far more than just a convenient stopover. We explored Jamestown, tackled Jacob’s Ladder far too many tim...
Back in the Water Twice and Boat Show Browsing | S2 E04
Sailing Queen Lizzy

Back in the Water Twice and Boat Show Browsing | S2 E04

Getting Queen Lizzy 2 back in the water after the haul-out — then wandering a multihull boat show pretending we're not shopping for a bigger boat. Sailing Queen Lizzy — liveaboard life aboard our Bali 4.6 catamaran in the Mediterranean. We're Anne-Lill and Dean, an Australian couple saili...
Flying Across the Caribbean for Yabá’s Biggest Upgrade Yet — Sailing Yabá
Sailing Yabá

Flying Across the Caribbean for Yabá’s Biggest Upgrade Yet — Sailing Yabá

Episode #326 | Flying to Barbados To get Yabá ready for the next leg of our journey up the coast, it’s time for a massive upgrade: a brand-new sail wardrobe. But getting four heavy sails back to the boat means leaving Rio behind, making a pitstop in Arraial do Cabo to leave the boat in good hands,...
Exploring Herceg Novi, Montenegro | Catamaran Boat Servicing & Cruising Life
Sailing Clewless Crew

Exploring Herceg Novi, Montenegro | Catamaran Boat Servicing & Cruising Life

Hi and welcome, we are John and Sharon a mid 50's retired couple who brought a boat to live on and are currently sailing in the mediterranean. Follow in real time: Watch here to see the how we got the boat ready for this adventure: Here you will be able to see how we navigated Greece: We...
We Made an Offer on This HUGE Catamaran | Sailing Sunday Vlog 320
Sailing Sunday

We Made an Offer on This HUGE Catamaran | Sailing Sunday Vlog 320

We just sailed four days to reach this huge catamaran in search of our new floating home! We had previously put an offer in to buy this boat, sight unseen and only now are we discovering what we may have agreed to buy… Once the survey is complete, we continue our journey delivering our old boat wit...
We Ran Aground Before We Even Got Started
SvSerenity

We Ran Aground Before We Even Got Started

Episode 44 In this episode we start a great new adventure. This is the first leg of our journey to the Exuma Islands in the Bahamas. This is Spanish Wells Eleuthera. We leave out of Abaco and cross the North East Providence Pass of the Atlantic Ocean and cross Ridley Head Cut to get into town. We t...
Raining at burningman 2026!
Sailing Doodles

Raining at burningman 2026!

Burningman 2026 has ground to a hault due to rain!
We Had to Abort the Passage | Sailing Fiji’s Reef-Strewn Waters
WE|Sail

We Had to Abort the Passage | Sailing Fiji’s Reef-Strewn Waters

Welcome back to another episode of WE|Sail. EPISODE 356 This week, we hoist the sail and set off for some new territory in Fiji. It was time to get VA moving again, after our jaunt to France and our mission was simple day-hopping across Fiji's reef systems, aiming toward Taveuni. It didn�...
Ep 187 Boats of the Rich and Famous
Sailing Talisman

Ep 187 Boats of the Rich and Famous

We travel halfway around the island of Antigua, part of the Leeward Islands/Lesser Antilles of the Caribbean, to be there in Falmouth Harbour for the start of the RORC 600 sailboat race. As it turned out, this was also ground zero for more expensive boats and yachts than we could shake a stick at. I...
We’re Selling Our Boat! The End Of Liveaboard Life?
The Runa Life

We’re Selling Our Boat! The End Of Liveaboard Life?

⛵️ Check out Rúna on Boats24: After two incredible seasons and almost 4,000 nautical miles, we’ve made a incredibly difficult decision, and we're now selling our boat. ⛵️💔 Rúna was our very first boat, the boat that turned our dream of living aboard into reality, took us sailing the Mediterr...
THIS Changes Everything! GRANDPARENTS Come Aboard!
Sailing Machete

THIS Changes Everything! GRANDPARENTS Come Aboard!

Come with us to explore FIJI by sailboat. This week Daniel's parents come to visit. We see some of the most beautiful anchorages and resorts in Fiji! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji...
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