Watch Sailing & Boating Adventures Around the World tagged “Caribbean sailing”
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.
Are we buying a new performance catamaran?
What is the best blue water sail boat for us?
This part 2 covers the Outremer and the Catana OC50 and OC2.
AND we reveal our final choice.
Part 1 - https://www.youtube.com/watch?v=HY0IaEpgkQs
Part 2 - you are h...
Sailing from Maine to New Hampshire we stopped at Isles of Shoals, approximately 6 miles off the coast. Miles of Maine Island Hiking, Rock scrambling and Shoreline exploring.
Isles of Shoals, consists of 16 islands, the largest being Appledore, Star, Smu...
In this video, we will show you how we went ashore in 12 ft tidal anchorages without getting in the cold water! It's called a Dinghy Haul Out line and we learned it at the first Maine island we visited - Jewell. We can not simply drag our dingy ashore wi...
Monhegan Island & Harpswell - 9 miles of hiking trails, the highest ocean cliffs on the Maine coastline, a quaint village with shops, activities and lodging, seals, and a local lobster fleet. What more could you want on an isolated Maine island?
Monh...
About 22 miles off shore Rockland Maine lies Matinicus Isle Plantation - the furthest island out from the coast. It is 2 miles long by a mile wide - 9 square miles of Beauty, Isolation, Independence. You need to love being alone. The population was 53 at...
Penobscot Bay Maine best sailing anchorages exceeded our expectations! Maine boasts more than 4,600 islands, each with its own mystery, its own story. The question was which ones we’d have time to explore. With the help of the Cruising Club of America we...
After two unforgettable months in paradise, Jay and Kenna lift anchor and set sail on a short 9-hour passage from Chicheme to Linton on Panama’s mainland. Along the way, they take in every last moment of beauty that this sailing lifestyle has to offer. B...
Jewell Island Maine was exactly that - a jewel of a sailing anchorage. We explored World War bunkers and towers, spent an evening cooking lobsters with the Jewell Island caretaker, hiked the Maine Island trails, found Buoy Beach, Smugglers Cove and Pass, ...
Sail with us from Nantucket to Richmond Island - near Cape Elizabeth, Maine. Learn how to safely release a lobster pot from your rudder. And we reveal a top hike - the Richmond Island perimeter trail.
When we left Nantucket, we kept saying we were goin...
Sail with us from Nantucket to Richmond Island - near Cape Elizabeth, Maine. Learn how to safely release a lobster pot from your rudder. And we reveal a top hike - the Richmond Island perimeter trail.
When we left Nantucket, we kept saying we were goin...
This time on Distant Shores we get the boat tuned up for a winter of sailing in the Caribbean. With guest crew onboard learning the ropes, we island-hop from Antigua to Saint Martin, push our ePropulsion electric outboard to it's limit with a range check a...
Jay and Kenna have spent the past three years sailing from the Pacific Northwest of Canada to the remote San Blas Islands — cruising, connecting with local communities, and learning along the way. Now, life in this isolated island chain means days filled...
📲 Get an exclusive 15% discount on Saily data plans! Use code ESCAPADE at checkout. Download Saily app or go to https://saily.com/escapade
We sail to the wild and remote Ragged Islands of the Bahamas—where boat life gets seriously off-grid.
This epi...
Despite recent engine troubles, Jay and Kenna felt the pull to keep moving. With their sights set on the tropical paradise of San Blas, they set sail from Linton Bay—upwind and into the chop. Will they make it? Hit subscribe to follow the journey.
Jay and Kenna felt ready—prepared and excited to return to paradise. After a week anchored in Linton Bay, they set sail for what should have been a smooth trip back to the San Blas Islands. But that’s not how things played out.Pounding into relentless ...
Get an exclusive 15% discount on Saily data plans! Use code JIBSEA at checkout. Download Saily app or go to https://saily.com/jibsea
Sailing the British Virgin Islands as our last stop in the Caribbean before we set sail for the high latitudes for our ne...
We are looking to buy another boat and we have no clue what to buy! Buying a boat whether it´s new or used can be an overwhelming process. And even after 6 years of sailing around the world on our 2010 Beneteau Oceanis 43...we still have no idea what we w...
📖Cinnamon Swirl Pancakes (for 2)
Make your go-to pancake batter for 2
🤎Set aside 2–3 tbsp of batter and mix with:
• 2 tbsp melted butter
• 2 tbsp brown sugar
• 1 tsp cinnamon
Cook pancakes as usual and pipe a swirl into pancake batter while c...
Sailing the Spanish Virgin Islands to Puerto Rico, we fly our colourful gennaker, explore world-famous Playa Flamenco, and anchor at stunning Palomino Island.
Subscribe for more sailing adventures, boat life tips, and off-the-beaten-path Caribbean gems!
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Thank you to everyone who sent in their questions. This was so much fun :) Join us for a full day in the life as full-time world travellers, sailors, and liveaboard cruisers! We're answering your biggest questions about what it’s really like to live off...
Join us as we set sail from Ile Fourchue (an island of St. Barth's) to Sint Maarten/St. Martin for a major DIY welding project on our custom aluminum sailboat. We’ll be showing you how we’re preparing our boat for offshore adventures by completing cru...
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