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.

Showing 1-24 of 7190 results
Meeting the Famous Lemurs of Madagascar on Nosy Komba
Sailing Triteia

Meeting the Famous Lemurs of Madagascar on Nosy Komba

Episode 507 : LEMURS ! LEMURS ! LEMURS ! Hello Friends, On this episode I haul up at first light at Nosy Mitsio and make way for Nosy Komba. On the way my brand new Pelagic Auto Pilot has a freak out forcing me to hand steer much of the passage. I arrived and got the hook set and the next mornin...
FINALLY Adding the  biggest NEW SAIL the day before a 300 mile offshore regatta— Sailing Yabá
Sailing Yabá

FINALLY Adding the biggest NEW SAIL the day before a 300 mile offshore regatta— Sailing Yabá

Yabá finally receives her final gaff rig sail! After months of hard work and anticipation, she is officially prepped to tackle a 300-nautical-mile regatta. Arriving here brings a huge mix of emotions, pure relief and relaxation after sailing so far toward this goal, paired with the stress of a mass...
First Storm on the New Boat – Did It Hold Up?
Sailing Doodles

First Storm on the New Boat – Did It Hold Up?

We barely made it out of the marina before a massive thunderstorm rolled in! ⛈️⛵ We're finally leaving Pattaya, Thailand, aboard our Island Spirit 525 catamaran, but first we have a few last-minute systems checks to complete. Unfortunately, those checks take much longer than expected, and by t...
5 Years Later, It’s Gone | SSL786
Captain Rick Moore

5 Years Later, It’s Gone | SSL786

Five years ago we got married on this beach. The ceremony on the bow of Sophisticated Lady, the party at Janet's Place, a bar on the sand where our whole story on the island began. This year we sailed back. In May I found the beach buried in sargassum and the bar shut. In September, on Maddy�...
Solo Mast Climb 27 Days Into My Around the World Voyage
Sailing With Phoenix | Oliver

Solo Mast Climb 27 Days Into My Around the World Voyage

On October 2nd, 2026, I began a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from Port Townsend, Washington, this voyage will cross the world’s most remote oceans in one continuo...
Sailing Italy: LIGHTNING, Messina Straits & a Change of Plan!
Sailing Clewless Crew

Sailing Italy: LIGHTNING, Messina Straits & a Change of Plan!

Lightning on a night passage, strong currents through the Messina Straits and a storm that forces us to move anchorage… sailing Italy is keeping us on our toes! Join John, Sharon and Cleo aboard 23 Pioneer as we sail from Roccella towards the Strait of Messina, passing between Sicily and mainland I...
Boat Kids Are Built Different! | Our First Days in Saint Lucia E404
Wildly Intrepid Sailing

Boat Kids Are Built Different! | Our First Days in Saint Lucia E404

NEW COUNTRY, NEW ADVENTURES! Welcome to SAINT LUCIA! ⛵🌴 After sailing down from Martinique, we drop anchor in beautiful Rodney Bay, Saint Lucia, and settle into island life with our two little boat kids! With a gorgeous beach just a short dinghy ride from our sailboat, we couldn't ask for a b...
We Had a Baby… Then I Flew Across the Country for Our New Boat!
Sailing Sunday

We Had a Baby… Then I Flew Across the Country for Our New Boat!

We just welcomed our baby girl into the world, bought a 48 foot catamaran and somehow life is about to get even crazier! After bringing our newborn daughter home, we're finally settling into life as a family of four with Oakley, baby Harlow, and our dog Jackson. But with our new catamaran wait...
The Clearest Water We’ve Ever Seen?
SvSerenity

The Clearest Water We’ve Ever Seen?

Episode 49 Today we say goodbye to Highbourne and Allen’s Cays and motor about 12 miles south to Shroud Cay, where we drop the anchor and waste absolutely no time going exploring. Our first mission is taking Firefly through the mangrove river to the famous Washing Machine. There’s just one problem...
Hey, You Can’t Park There! Anchoring Our Sailboat in Annapolis, Maryland |Episode 16
Sailing Banana Pancakes

Hey, You Can’t Park There! Anchoring Our Sailboat in Annapolis, Maryland |Episode 16

No mooring balls. Tight quarters. And a captain determined to make it fit. 😅 Welcome to Annapolis! After our first three-day crossing from Charleston to Virginia, we’re making our way up the Chesapeake Bay—with plenty of chaos along the way. We explore Fort Monroe, attempt a peaceful sunset dinner ...
What Have WE FOUND!?
WE|Sail

What Have WE FOUND!?

Welcome back to another sailing acventure of WE|Sail. EPISODE 359 We have sailed to an island PARADISE, anchored in the shallowest water we have ever dared, and found two very hidden secrets- a hidden cave and a hidden lagoon with the bluest water ever! Thanks for joining! 🪜 Dinghy Ladder we use ...
BACK in Thailand! My New Catamaran Has CHANGED… and Nika is BACK!
Sailing Doodles

BACK in Thailand! My New Catamaran Has CHANGED… and Nika is BACK!

I'm BACK in Thailand and finally reunited with my new Island Spirit 525 catamaran! And even better, Nika is back too! It's been three months since I last stepped aboard, and a LOT has changed. The Island Spirit team has been hard at work making some major upgrades to the boat, including s...
When Paradise Turns Into Your Worst Nightmare… | Sailing San Blas! Ep-242
Leading the Escapade

When Paradise Turns Into Your Worst Nightmare… | Sailing San Blas! Ep-242

This week in the San Blas Islands, we experienced one of the most terrifying moments of our entire sailing journey. 💔 Our adventures continue through the beautiful San Blas Islands of Panama, but living in tropical paradise isn't always quite as idyllic as it looks! After riding out a powerfu...
Friends, Boat Fixes, and Bahamas Sunsets: New Year Adventure!
SvSerenity

Friends, Boat Fixes, and Bahamas Sunsets: New Year Adventure!

Cruising the Abaco Islands with friends, the SvSerenity crew handles dead house batteries and davit winch repairs before exploring Hope Town and Tilloo Cay.
My Boat Flooded. Day 2.
Dylan Magaster

My Boat Flooded. Day 2.

Dylan Magaster returns for Day 2 of flooded boat recovery aboard S/V Arianrhod in a Georgia boatyard, assessing hull oil canning, 20 hours of siphon drainage, and rigging halyards to clear deck cargo.
ITS FLOODED! FIRST LOOK! Returning to my boat…
Dylan Magaster

ITS FLOODED! FIRST LOOK! Returning to my boat…

Returning to S/V Arianrhod in a Georgia boatyard, Dylan Magaster discovers standing water three to four feet deep inside the cabin, rigging an emergency shop vac siphon to drain the vessel overnight.
Exploring Charleston, South Carolina While Living On A Sailboat
Sailing Banana Pancakes

Exploring Charleston, South Carolina While Living On A Sailboat

Join Sailing Banana Pancakes in Charleston, South Carolina as they anchor in the harbor, visit the aquarium, walk 10 miles through the historic walled city, and tackle boat projects.
Am I Living the Dream Solo Sailing to Rhodos Greece?
Dylan Magaster

Am I Living the Dream Solo Sailing to Rhodos Greece?

Buy Captain's Salve: Support on Patreon: Follow Dylan Magaster: Dylan Magaster is a multi facited creator, creating content ranging from travel vlogs, sailing, free diving, scuba diving, fpv drones and more. Business inquires or music submissions: [email protected] Music: F...
DONE WAITING, Finally Sailing EAST!
WE|Sail

DONE WAITING, Finally Sailing EAST!

Welcome back to another episode of WE|Sail. EPISODE 356 After waiting well over a week for the right weather window, one finally arrived and we were able to finally depart Fiji's main island for the stunning and remote islands known as the Lau group of islands. The wait was worth it as we expe...
This Is Why We Sail! ⛵ Perfect Sailing to Cape Charles, Virginia
Sailing Doodles

This Is Why We Sail! ⛵ Perfect Sailing to Cape Charles, Virginia

Sometimes everything just comes together for the perfect day on the water! We leave Onancock, Virginia, and sail 40 miles south down the Chesapeake Bay to beautiful Cape Charles. With the wind behind us, flat seas, and an average speed of over 6.5 knots under sail, it really doesn't get much b...
The Hardest Part of Living in Paradise
Finding Our Isla Sailing

The Hardest Part of Living in Paradise

Living in paradise sounds like a dream… until it's time to get your boat ready to actually enjoy it! 😂⛵ After spending the summer back in Idaho, our family is finally back in Grenada and ready to kick off Season 2 aboard our Lagoon 450 catamaran, Isla! But before we can return to the beautifu...
11 SAILORS ON MOTORBIKES! 6 Yachts Circumnavigate Nosy Be, Madagascar By Land
Sailing Triteia

11 SAILORS ON MOTORBIKES! 6 Yachts Circumnavigate Nosy Be, Madagascar By Land

Episode 504 : The Hellsville Angles Ride! Hello Friends, On this episode I head out for a very memorable day of exploring Nosy Be with the crews of five other yachts. We had an absolute blast, got lost 7 times, saw amazing views and shared tons of laughs. thanks to @ancalasjourney for organizin...
The Solo Sailing Hermit of Greece | Alimia to Symi
Dylan Magaster

The Solo Sailing Hermit of Greece | Alimia to Symi

Buy Captain's Salve: Support on Patreon: Follow Dylan Magaster: Dylan Magaster is a multi facited creator, creating content ranging from travel vlogs, sailing, free diving, scuba diving, fpv drones and more. Business inquires or music submissions: [email protected] Music: F...
Dropping White Sails in Paradise 🇧🇷 — Sailing Yabá
Sailing Yabá

Dropping White Sails in Paradise 🇧🇷 — Sailing Yabá

Gliding into the crystal-clear, tropical waters of Bahia, Brazil, and dropping the white sails after a long passage. ⛵️☀️ Nothing beats arriving at these tropical shores under canvas. Pure magic on the water. #Shorts #Sailing #Bahia #Brazil #Schooner ⚓ Subscribe to come along on the journey: If yo...
WeBoating
Logo
Shopping cart