Watch Sailing & Boating Adventures Around the World – Page 5 of 38
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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Sailing Into New York City! Docking My Boat in the Heart of Manhattan
I sailed Nauti Dogs from Long Island Sound down the East River, under some of the most iconic bridges in the world, and right past the Manhattan skyline. From there, I rounded the southern tip of the island, cruised up the Hudson River, and docked right in the heart of New York City at Chelsea Piers...
Sailing South for the Winter: Solo Leaving Block Island
After leaving Newport, Rhode Island, I set sail solo—just me and the dogs—toward Block Island. It’s one of the most beautiful spots on the East Coast, but when the weather turned, it became a wild few days riding out a storm at anchor. Once the skies cleared, it was time to start the long journey so...
Wasn’t Supposed to Be This Rough… Solo to Newport, RI
Start speaking a new language in 3 weeks with Babbel 🎉. Get up to 55% OFF your subscription ➡️ Here: I set sail solo from Bridgeport, Connecticut, heading for Newport, Rhode Island — expecting a calm run up the coast. It turned out to be anything but calm. What was supposed to be an easy day quick...
Sailing Croatia with 4 Beautiful Crew | 1.5 Hour Adventure Film
Join me and an incredible all-female crew of four as we charter a luxury catamaran to explore the jaw-dropping Croatian coast. For seven unforgettable days, we sail from Split to the islands of Hvar, Vis, and Korčula — crystal blue water, hidden coves, epic sunsets, and more laughs than we could ha...
Organized Chaos: 100 Boats Depart the Annapolis Boat Show!
The Annapolis Boat Show is over, but the real work begins! At sunrise, I head back to the docks to help with the massive teardown — floating docks are being dismantled, crews are casting off lines, and nearly 100 boats start departing in a well-orchestrated bit of organized chaos. I’m helping move ...
Welcome back LAURA! With her two kids!
Laura — one of the original Sailing Doodles crew and a fan favorite — joins me in Annapolis for a special reunion! This time, she’s brought her two kids along for the adventure. We head to the Annapolis Boat Show, where I show her the brand-new Island Spirit 525 Catamaran — the very model I’ll be g...
My NEW Yacht Has Arrived! Delivering It to the Annapolis Boat Show
The long-awaited Island Spirit 525e hybrid-electric catamaran has finally made it to the U.S.! Hull #3 just arrived in Maryland, and since I’m getting Hull #5, I jumped aboard to help deliver her to the Annapolis Boat Show for her worldwide debut. Come along as we take this incredible new yacht on ...
The Ghost Crew: Sailing With Faces I Couldn’t Show
We set sail from Port Washington to Huntington Bay, Long Island — a beautiful day on the water with two amazing crew members. But after the trip, they asked not to appear in the video… so I had to blur them out. It turned into one of the most challenging edits I’ve ever done — and a strangely fittin...![This is THE END. Leaving Our Floating Home. [Making Our Way Ep 143]](https://i.ytimg.com/vi_webp/GjcEcxFWon4/mqdefault.webp)
This is THE END. Leaving Our Floating Home. [Making Our Way Ep 143]
After almost exactly four years at sea, six countries visited, and thousands of miles beneath our keel, we close a very special chapter of our lives. Join us as we look back on our time aboard Via and say goodbye to our floating home. A huge thank you to all of you who supported us with your words,...
Giving Away My Sailboat to One of You!
🎉 BIG ANNOUNCEMENT – I’m giving away my sailboat, and YOU could be the new owner! ⚓️ This is your chance to win "SV Nauti Dogs" a 1989 Ta Chiao CT-56 bluewater cruiser, the yacht that has taken me on so many incredible adventures. Instead of selling it the traditional way, I wanted to giv...
Sailing NYC with Emma from Flying Doodles! | East River to Long Island Sound
We set sail right through the heart of New York City! Emma, the host of Flying Doodles, and her boyfriend join me on Nauti Dogs as we cruise past Manhattan, up the East River, and into the Long Island Sound. We make it to Port Washington, where Emma and her boyfriend wrap up their quick visit before...
Sailing Lifestyle & Local Spirit: Fishermen Festival in the Canaries
Join the Crew on Patreon Sailing life in Gran Canaria brings us not only beautiful anchorages but also a chance to dive into local culture. While anchored in the south of the island, we joined the Santa Águeda festival, a lively celebration of the fishermen traditions of the Canary Islands. The st...
Sailing Italy’s Amalfi Coast: Naples to Capri (Full Journey Documentary)
Join us for an unforgettable sailing adventure along Italy’s Amalfi Coast and surrounding islands. Starting from Naples, we cruise through the colorful fishing villages of Procida, soak in the hot springs of Ischia, sail past the dramatic cliffs of Capri, anchor off Nerano, and explore the charm of ...
Goodbye Lauryn, Hello Emma | Sailing to NYC & Aerial Hoop Show at the Statue of Liberty
We set sail from Atlantic City for our final leg with Lauryn, heading up the coast to New York City. The sail takes us right past the Statue of Liberty before we dock in Brooklyn, where it’s time to say goodbye to Lauryn… and hello to Emma from @FlyingDoodles Flying Doodles! To kick off her return...
The HOTTEST SAILOR on the YouTube
@Lost_Lauryn is probably the most beautiful sailing on youtube today! We have engine problems as soon as we pull up anchor at Cape May and we are drifting with the wind and current. I take quick action to get the motor started and then we sail 40 miles up the New Jersey Coast to Atlantic City. We...
We Sailed From Freezing To Bikini Weather In One Day!
We set sail at dawn from the C&D Canal bundled up in the morning chill, but by midday it turned into perfect bikini weather! With a steady breeze at our backs, we enjoyed an epic downwind run down Delaware Bay and made landfall in Cape May, New Jersey. After dropping anchor, we explored the char...
Best Boats at Newport Boat Show 2025 | Hylas, Beneteau & Lagoon
Join me at Day One of the Newport International Boat Show 2025! I dive into the latest electric motor technology and tour some incredible yachts, including: Hylas 57 – luxury bluewater cruiser Kufner 57 – sleek performance yacht Beneteau Swift Trawler 54 & 48 – comfort and style for long pass...
Sailing with Strength & Style – Lauryn on the Bowsprit
We barely made it off the dock! 😳 Just as we were about to leave, the engine wouldn’t start — air in the fuel line. After priming and fixing the issue, we finally got the motor running smoothly and set out up the Chesapeake Bay toward the C&D Canal. Along the way, Lauryn slipped into her bikini...
Lauryn Returns To The Crew For An Epic Boat Adventure!
This channel is funded by viewers like you. Please help us keep this channel creating great content by Joining the Sailing Doodles Navy or become a channel member or join our Patreon Donate Via Paypal to help Our partners: Want more info in the Island Spirit 525e? Be sure to say you saw it ...
Final Sail in Greece! Chaotic Docking & Farewell to Miss Lone Star
It’s our last day in Greece aboard the charter catamaran, sailing from the beautiful island of Agistri back to Athens. As we entered the marina, a line of a couple dozen boats all tried to dock at once with the wind picking up—things got a little hectic, but we managed to get in safely. After one f...
Fast Sailing to Poros & Finding a Private Paradise in Greece!
On our next-to-last day sailing in Greece with Sailing Miss Lone Star, we had some of the best moments of the trip! 🌊⛵ We pushed the boat hard in brisk winds on the way to the beautiful Greek town of Poros, flying across the water under sail. The following day, we motored up to the island of Agistr...
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 busy shipping lanes, ferries and cargo ships cr...
Toga Party in Greece! Sailing, BBQ, and Plate Breaking
Join us for a short but beautiful downwind sail from Aegina to Agistri, where things get interesting as I attempt a creative (and slightly unusual) mooring. After some relaxing beach time, we head to the Jamaica Yacht Club for an unforgettable Greek BBQ and toga party. There’s live Greek music, tra...