Watch Sailing & Boating Adventures Around the World tagged “Trailer sailer” – Page 5 of 8
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.
Part 36 of a series: Sailing Tampa Bay to Key West. We sail to Naturist Island (Passage Key). Anna Maria Island has a more protected harbor, so after a comfortable night there we set sail for Naturist Island again the following day!
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Part 34 of a series: Sailing Tampa Bay to Key West. Anchored in Fort De Soto Florida, storms pass through and Mike catches a shark. A steady breeze creates breaking waves in the Gulf of Mexico and we power our trailer sailer into them. Mother Nature wins...
Part 33 of a series: Sailing Tampa Bay to Key West. Ashley catches her first shark while a manatee swims next to the action! After anchoring in Mullet Key Bayou, the Fort De Soto public boat launch is visited. We discuss heading to Naturist Island (Pass...
Part 32 of a series: Sailing Tampa Bay to Key West. The Fort De Soto area of Florida is truly stunning. After catching fish and maintenance on the boat, we move to the Fort De Soto Park and Campground Store where we meet other travelers. We then move to ...
Part 31 of a series: Sailing Tampa Bay to Key West. Shell Key Island Preserve is a secluded and beautiful beach paradise near Fort Desoto. Join Ashley and Mike as fitness, fishing and beach walks reveal the beauty of this location.
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Part 30 of a series: Sailing Tampa Bay to Key West. Catching fish in Bunces Pass, Fort Desoto leads to a beach work out with Ashley.
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Part 29 of a series: Sailing Tampa Bay to Key West. Anchored at the North end of Shell Key at the Pass A Grille Channel sandbar, we are recognized by YouTube subscribers! After a walk on the beach, we move to the Tiera Verde Marina and then on to Bunces Pa...
Part 28 of a series: Sailing Tampa Bay to Key West. Leaving Archie's Island and traveling through John's Pass, we set sail on the Gulf of Mexico! The weather is perfect for rookie sailors like ourselves and we truely experience the joy of sailing. After...
Part 26 of a series: Sailing Tampa Bay to Key West. Traveling by motor sailer on the Intracostal Waterway, down through the narrows. Communication with Park Boulevard Bridge reveals that it is not operating properly. We are asked to wait for an electrician...
Part 22 of a series: Sailing Tampa Bay to Key West. After sailing in the Gulf of Mexico, we drop anchor at a tropical island beach! Caladesi Island State Park is large, secluded and beautiful with white sand, Palm trees and clear water.
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Part 21 of a series: Sailing Tampa Bay to Key West. Despite a small craft advisory for high winds, we pull anchor at Horseshoe Island after removing a few mud crabs from our trap. Ashley hails a bascule bridge and we cruise past Honeymoon Island after un...
Part 20 of a series: Sailing Tampa Bay to Key West. Exploring Horseshoe island reveals: It's a perfect island for camping! A newly constructed structure is found along with beaches, palms and large pine trees. This island reminds us of a manicured park....
Winter is coming but we found some amazing days of sailing on Long Island after we trailered the Corsair 880 down from Newport, on the ferry, and launched at a local ramp. Long Island is where I (Billy) grew up and it was amazing to sail on my home waters ...
Part 17 of a series: Sailing Tampa Bay to Key West. Catching fish and a shark is a workout at the stunningly beautiful Three Rooker Island, part of Anclote Key State Park. Ashley demonstrates how she stays fit while on our sailboat.
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Part 15 of a series: Sailing Tampa Bay to Key West. Ashley and Mike untie the lines and enjoy the freedom of the sea! North Anclote Key and sandbar is filled with boaters.
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Part 44 of a series: Sailing Miami to Key West. Stock Island Marina is a great place to meet nice people, rent a scooter and have an epic pool party! We visit 3 boat ramps on Stock Island: Key Haven Boat Ramp, Murray Marine and Boyd's Key West Campground....
Part 43 of a series: Sailing Miami to Key West. Stock Island Marina provides a warm welcome to transient boaters. Ashley reflects on the successful journey and Mike begins to cry from joy. We explore the Perry Hotel pool and bar.
Get the song! Livin' on ...
Part 42 of a series: Sailing Miami to Key West. As we approach Key West, emotions are high! Excitement, joy and the feeling of accomplishment are overwelming. Stock Island Marina is the arrival location.
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Major events like the Catamaran Fuel Tank Sole Lockdown can take days even though the actual process is less than an hour it often takes days of work to get even the simplest things done. Spending time with family often gets put aside when you are building...
Part 36 of a series, Sailing Miami to Key West. Ashley drops anchor at Molasasses Key near the 7 Mile Bridge. The water is clear and sea life abundant. We catch some fish and break a fishing pole. Ashley goes swimming and sharks begin to approach our sai...
Part 35 of a series: Sailing Miami to Key West. We increase tension our sailboat standing rigging by increasing tension of the head stay. Getting groceries delivered to 33rd Street Public Boat Ramp in Marathon was convenient. A smiley faced sunset leads ...
Part 34 of a series: Sailing Miami to Key West. Dolphins welcome us as Ashley and Mike sail to the Keys Fisheries Bar in Marathon and enjoy a seafood lunch. Faro Blanco is the next stop. A golf cart ride to The Tackle Box bait shop Marathon for live shrimp...
Part 29 of a series: Sailing Miami to Key West. Ashley is fishing near mangroves in Key Largo. After a bikini change, we set sail for Islamorada! Ashley handles the lines and we ejoying favorable winds and a relaxing sail just behind a storm.
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With so much to do before heading away on Holidays I decided to dig in to the essential yacht repairs aboard "Interim" our in between Yacht. Get ready to crammed into the cabin with me on this one and get up close and personal as we discover how to track a...
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