Watch Sailing & Boating Adventures Around the World – Page 38 of 300

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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Ep 176 Kevin & Wendy | Stellar Sailing from Guadeloupe to Antigua
Sailing Talisman

Ep 176 Kevin & Wendy | Stellar Sailing from Guadeloupe to Antigua

We complete our loop; Antigua, Sint Maarten, British Virgin Islands, USVI, St Croix, and Guadeloupe. This trip is always bittersweet, given that it marks our return home to Antigua. We love Antigua, and it’s our home base, but it means the adventure sailing is coming to an end. Soon it’ll be summe...
Sailing Solo After Crew Drama – Peaceful Until THIS Happened!
Sailing Doodles

Sailing Solo After Crew Drama – Peaceful Until THIS Happened!

After parting ways with my crew in the last episode, I’m finally sailing solo through the beautiful Abacos. Island hopping alone has its perks—peace, quiet, and full control of the boat. But the freedom comes with a price… boat maintenance doesn’t stop just because I’m alone. In this episode, I exp...
[Ep 18] Last Day in the USA! Sailing Off On Our International Sailing Adventure to Mexico
SmoCo Sailing

[Ep 18] Last Day in the USA! Sailing Off On Our International Sailing Adventure to Mexico

We’re finally leaving San Diego! After months of boat projects, delays, and anchor life, our engine is fixed and we’re ready to set sail for Mexico. In this episode, we run our final errands and prepare the boat for offshore sailing. We depart in the early morning darkness and make our first interna...
We Found a Shipwreck in Greece and Explored It
Dylan Magaster

We Found a Shipwreck in Greece and Explored It

Grab a jar of Captain's Salve at: We left Steni Vala and found ourselves anchored next to a decaying shipwreck off the coast of Peristera, in the Northern Sporades in Greece. What happened to this mysterious vessel? Join us as we explore it by dinghy and FPV drone, and reflect on the eerie bea...
After the Fun in Sint Maarten, We Set Sail for Saint Kitts
Sailing Big Lost

After the Fun in Sint Maarten, We Set Sail for Saint Kitts

After an unforgettable time in Sint Maarten—celebrating Bastille Day, ziplining through the lush hills of Loterie Farm, and soaking up the cruiser-friendly vibes of the lagoon—it’s finally time to hoist the sails again. In this episode, we say goodbye to the comforts and conveniences of Simpson Bay...
[Ep 17] Prepping the Sailboat for Mexico Cruising | Routine Maintenance Threw Us a Curveball
SmoCo Sailing

[Ep 17] Prepping the Sailboat for Mexico Cruising | Routine Maintenance Threw Us a Curveball

After 3 Months in San Diego... We Are Finally Ready to Sail to Mexico 🇲🇽⛵️ In this episode, we finally wrap up most of the projects while staying on anchor in San Diego, before taking off for Mexico. What was supposed to be a quick stop turned into three months of intense boat projects, major engine...
Drama with the Crew,  Trouble in Paradise
Sailing Doodles

Drama with the Crew, Trouble in Paradise

We sail into one of the most iconic spots in the Abacos—Tahiti Beach, home to an epic floating bar and grill right on the sandbar. The vibe starts out fun, sunny, and full of tropical cocktails… but things take a turn. After some tension on board, I end up getting the crew a hotel for the night. We...
S3, Ep30 Our Tie Dye Spinnaker
Sailing Into the Mystic

S3, Ep30 Our Tie Dye Spinnaker

A few projects and then a little fun on the water. Our first time putting up a spinnaker on the Mystic and while we made many mistakes, we learned a lot. It's called "failing forward"... well, unless we are not really moving forward. 1.3 knots was our top speed, but only because we...
Sailing Alone to The Exotic Island of Borneo on a Vintage 30ft Sailboat; A Long Format Sailing Film
Sailing Triteia

Sailing Alone to The Exotic Island of Borneo on a Vintage 30ft Sailboat; A Long Format Sailing Film

Solo Sailing through out Southeast Asia Hello Friends, Welcome to my latest Long Format passage film. On this episode we depart Lombok for what I planned on being a 100NM overnight passage to the next anchorage. The sailing was simply too good so I skipped the anchorage and sailed on and soon dec...
What it takes to keep this dream alive | Sailing Sitka Ep 177
Sailing Sitka

What it takes to keep this dream alive | Sailing Sitka Ep 177

Jay and Kenna have arrived at a new destination—Green Island, a stunning atoll tucked within the San Blas Islands. While this lifestyle often feels like a dream and looks like something straight off a postcard, it takes real balance to maintain it. Could you keep up? Subscribe, watch the journey, an...
Our Engine Broke… Right Before the Hardest Goodbye — Sailing Yabá 275
Sailing Yabá

Our Engine Broke… Right Before the Hardest Goodbye — Sailing Yabá 275

Episode 275 | We have 4 days before leaving and our engine broke. Good thing we are in the right place where we know exactly the right people to help us fix it. But, will we make it on time? 💌 I’ve created a newsletter to share the moments the camera missed, the untold stories, behind-the-scenes mo...
Sailing & Small Town Charm | Boat Life in the Bahamas VLOG 290
Sailing Sunday

Sailing & Small Town Charm | Boat Life in the Bahamas VLOG 290

This week’s episode is a simple one — just a real, honest look at life onboard right now. From slow mornings with coffee in the cockpit to climbing the iconic Elbow Reef Lighthouse and setting sail again (while dodging some pretty sketchy squalls), it turned into one of those days that makes us step...
SPORTY SAIL to Newfoundland with MASSIVE ENDING – Ep 244
Sailing Jibsea

SPORTY SAIL to Newfoundland with MASSIVE ENDING – Ep 244

Join us on this epic offshore sailing journey as we leave the calm beauty of Bras d'Or Lake, Cape Breton Island, and sail straight across the powerful Cabot Strait to St. John’s, Newfoundland! In this episode, we sail in big offshore waves, witness humpback whales breaching and approach the b...
Kale, Coconuts, Bananas & the Freedom to Stay a Little Longer | S4 E22
Sailing with six

Kale, Coconuts, Bananas & the Freedom to Stay a Little Longer | S4 E22

We didn’t plan to stay long… but this anchorage had other ideas. Tucked away off a wild little island, we slowed down, settled in, and stretched our stay by living off what we could find — coconuts, bananas, and a bunch of fresh greens from a generous gardener. Between barefoot beach days, dinghy d...
NEW EPISODE – Tired of Boat Work ! Too Much to DO! | Episode 305
WE|Sail

NEW EPISODE – Tired of Boat Work ! Too Much to DO! | Episode 305

Welcome back to WE|Sail... Welcome back crew, this weeks video finds VA still out of the water and the work seems endless, we still have the electrical rework with the new battery bank, as well as finishing the fiberglass forms and the beginning of the actual fiberglass work. So much work still n...
[Ep 16] Boat Life in San Diego | Rent Free & Prepping For Cruising Mexico
SmoCo Sailing

[Ep 16] Boat Life in San Diego | Rent Free & Prepping For Cruising Mexico

We Moved Onto the Hook in Downtown San Diego 🏙⚓️ (And Started a Mountain of Boat Work) 📍 San Diego A9 Anchorage "Cruiser's Anchorage" After finishing our solar arch in the marina, we moved to the free anchorage right in front of downtown San Diego and quickly discovered the real work ...
Back on a Catamaran… and I Might Not Give It Back!
Sailing Doodles

Back on a Catamaran… and I Might Not Give It Back!

Join us as we hop aboard my friend’s Leopard 48 sailing catamaran and sail through the stunning Abacos! We anchor at one of the best snorkeling spots in the Bahamas, where the crystal-clear water is full of vibrant marine life. After reeling in a fresh mahi-mahi, we whip up some delicious fish tacos...
This Tiny Greek Island is Full of Surprises
Dylan Magaster

This Tiny Greek Island is Full of Surprises

► Captain Salve: --- 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 (literally), and cross paths with a wild endangered seal with a reputation. From...
Exploring the Indonesian Island of Gili Air & Trying to Solve ICOM AIS Issues
Sailing Triteia

Exploring the Indonesian Island of Gili Air & Trying to Solve ICOM AIS Issues

Episode 430 : Horse Drawn Carriages, Turquoise Waters and AIS issues Hello Friends, On this episode I explore the island of Gili Air and was amazed at how it felt more like French Polynesia than Indonesia. I loved the vibe of this island that is free of cars and motorbikes making it a very pleasan...
Ionian Sea Boat Life: From sailboat repairs to enjoying the local culture
Sailing Okaliptüs

Ionian Sea Boat Life: From sailboat repairs to enjoying the local culture

Ep. 163 ~ Welcome back to our full-time liveaboard sailing life in the Mediterranean! In this episode, we’re in beautiful Preveza, Greece, living aboard our catamaran, doing some land travel, and diving into both boat upgrades and the vibrant local Greek culture. With Easter just around the corner,...
Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176
Sailing Sitka

Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176

Jay and Kenna set sail from the sheltered anchorage of Chicheme, continuing their journey through the San Blas Islands to a remote and desolate new spot—though, unsurprisingly, not without a few hiccups along the way.
S3, Ep29 Why We Are Definitely Still Sailing to Baja First!
Sailing Into the Mystic

S3, Ep29 Why We Are Definitely Still Sailing to Baja First!

When we are not sailing, we are dreaming of sailing. In this episode we show you some of the detours we take as we dream of sailing full time. We experience a different but very special show for 4th of July with the Mobula Rays in Baja and we are reminded of why we want to start our full time sail...
We Caught Tuna in the Bahamas and Sailed to Paradise!
Sailing Doodles

We Caught Tuna in the Bahamas and Sailed to Paradise!

Things are heating up on the high seas! I’m joined by 4 gorgeous bikini-clad ladies as we go deep-sea fishing—and reel in a massive tuna! The girls did all the work and looked amazing doing it. After the big catch, we set sail from Eleuthera to the stunning Abacos and drop anchor at the legendary Pe...
6 MONTHS REFIT OF OUR ALUMINIUM CATAMARAN Q&A
Sailing Dawn Hunters

6 MONTHS REFIT OF OUR ALUMINIUM CATAMARAN Q&A

we will answer all your questions! Excited to talk to you guys! 📺 THIS IS DAWN HUNTERS SEASON #4 LIVE ➡️ S4LIVE ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS...
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