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Sailing Doodles
724,000 subscribers - 1,174 videos

Wow we are starting our tenth season of Sailing Doodles and we are doing it right! We just took possession of out brand new hybrid electric sailing catamaran, "Maverick". Its an Island Spirit 525e and we are really excited to start sailing her! She is being shipped to Florida, from there we will start cruising on her full time and eventually sail a circumnavigation of the globe! This channel is funded by viewers like you. Please help us to keep this channel by becoming a patron. Visit http://www.patreon.com/sailingdoodles to find out how you can help for as little as $1 per episode. Check out our website! http://www.sailingdoodles.com Follow us on Instagram for lots of great pictures and videos http://www.instagram.com/sailingdoodles Like us on Facebook for lots of updates! http://www.facebook.com/sailingdoodles For business, partnership, sponsorship inquiries: sailingdoodles@lighthouseagents.com For media and collaboration (and all other) inquiries: bobby@sailingdoodles.com

Recent Videos

We set sail from Raiatea in French Polynesia and make the unforgettable journey to the legendary island of Bora Bora. With crystal-clear water, dramatic mountain peaks, and scenery that feels unreal, this is a place most people only dream of visiting. After arriving, we rent a scooter and explore the...
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After a 15-hour flight halfway around the world, I finally arrive in French Polynesia — and it was worth every second. I charter a 40-foot Leopard catamaran and set off on an unforgettable 9-day sailing adventure through some of the most beautiful islands on Earth. Crystal-clear lagoons, dramatic volcanic...
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Today we wrap up an incredible week of sailing in the British Virgin Islands! ⛵🌴 We lifted anchor at Jost Van Dyke one last time and set a course toward Tortola’s beautiful West End. Soper’s Hole is one of the most colorful spots in the BVI, so we stopped in for lunch at the iconic Pusser’s...
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Today we sail into one of the most iconic places in the entire BVI — White Bay on Jost Van Dyke, home of the world-famous Soggy Dollar Bar! It was a perfect beach day with the crew (even though I didn’t film a ton… we were having too much fun 😅). After soaking up the sun in White Bay, we moved...
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Today we had an absolutely perfect four-hour downwind sail from Anegada to Jost Van Dyke here in the beautiful British Virgin Islands. Conditions couldn’t have been better — blue water, steady breeze, and a happy crew enjoying every mile. Once we arrived at Jost Van Dyke, we headed straight for...
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Today we set sail from Virgin Gorda to the unique and beautiful island of Anegada — and it ended up being one of our fastest and most fun sails of the entire BVI trip. With perfect wind, flat seas, and the crew looking amazing on the bow, we made the crossing in record time. Anegada is totally different...
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Start your day at Cooper Island, sail to one of the most iconic spots in the entire Caribbean, and wrap things up with a night you won’t forget. This was one of those PERFECT days in the BVI. We left Cooper Island early and made the short sail over to The Baths on Virgin Gorda, easily one of the most...
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Day 2 sailing through the British Virgin Islands and it was absolutely perfect. This morning we left Norman Island and sailed over to The Indians, one of the most breathtaking snorkel sites in the entire BVI. The water was crystal clear, the coral was vibrant, and the ladies looked amazing exploring...
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Join me as we kick off an incredible week-long sailing charter in the British Virgin Islands! We fly into the BVI to meet up with two new beautiful crew members and a returning favorite — Lauryn. After hopping aboard a brand-new Fountaine Pajot Elba 45, we set off on our first sail of the trip. Our...
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I’m sailing the boat down the East Coast for the final time before hauling her out of the water and storing her on land while the Nauti Dogs prize competition finishes up! In this episode I make the run from Atlantic City to Cape May, then across the Delaware Bay and up the Chesapeake to Annapolis,...
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Docked right in the heart of Manhattan at the iconic Chelsea Piers Marina, I got to experience New York City like never before — from the deck of my sailboat! I launched the dinghy and cruised down the Hudson River, exploring the skyline and even making it out to the Statue of Liberty for a once-in-a-lifetime...
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