Watch Sailing & Boating Adventures Around the World – Page 6 of 9
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. 105, Adventures Happen! ⛵ When Sailboat Fishing 🎣
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 (Passage Key) very soon! MORE videos on Patreon! ...
Ep. 104, 🏝 Secret Hidden Paradise (Florida)
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 Mullet Key Bayou where a curious manatee tak...
Ep. 103, ⛱ Shell Key Island Preserve: Secluded Beach Work-Out
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. MORE videos on Patreon! UNCENSORED Content: (open with browser to...
Ep. 102, Fishing and Beach Work-Out with Ashley! (Fort De Soto)
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. MORE videos on Patreon! UNCENSORED Content: (open with browser to see full library) Check out the rest of our apparel options here: Get the song Bikinis and Barstoo...
Ep. 101, Shell Key Beach 🏖 Sandbar!
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 Pass to catch some fish! MORE videos on Patreo...
Ep. 100, The Joy Of Sailing ⛵
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 flying our spinnaker we switch to...
Ep. 99, Archies Island Extravaganza!
Part 27 of a series: Sailing Tampa Bay to Key West. Archie's Island near John's Pass, Florida is busy with people enjoying the beach. Ashley soaks up the sun while Mike does some fishing. Fireworks at night lead to exploring the island the following day. MORE videos on Patreon! UNCENSO...
Ep. 97, One Tree Island 🏝 (Clearwater Beach)
Part 25 of a series: Sailing Tampa Bay to Key West. Ashley and Mike explore One Tree Island near Clearwater Florida! An American Flag is flying and Ashley takes a swim. We leave and continue the voyage south through the "Narrows" and hail the Indian Rocks Bridge. MORE videos on Patreon!...
Ep. 96, ⛵ Sailing to Clearwater Beach, Florida!
Part 24 of a series: Sailing Tampa Bay to Key West. We sail south from Caladesi Island and drop anchor at Clearwater Beach! Ashley leads the way to a restaurant, then we cruise to One Tree Island. MORE videos on Patreon! UNCENSORED Content: (open with browser to see full library) Check out the re...
Ep. 95, Caladesi Island 🏝 The Best Beach in Florida?
Part 23 of a series: Sailing Tampa Bay to Key West. Caladesi Island (State Park) near Clearwater Beach Florida is the best tropical island beach we've found in Florida (in our opinion, so far). The water is filled with Snook. Ashley and Mike string up a hammock and a Park Ranger explains that ...
Ep. 94, Sailing to a Tropical Island 🏝 Beach! (Caladesi Island)
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. MORE videos on Patreon! UNCENSORED Content: (open with browse...
Ep. 93, ⛵Crusing Honeymoon Island
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 unfurling our head sail. MORE videos on Patreo...
Ep. 92, Horseshoe Island Exploring 🏝
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. More videos on Patreon! UNCENSORED ...
Ep. 90, Ashley Explores: Three Rooker Island 🏝
Part 18 of a series: Sailing Tampa Bay to Key West. After catching a large stingray, Ashley explores Three Rooker Island (Anclote Key State Park). This is one of the most beautiful Islands we have ever set foot on! MORE VIDEOS! Get behind the scenes! Private message us! UNCENSORED Content: (open ...
Ep. 89, Fishing and Fitness (Anclote Key) Stunning Beauty!
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. MORE VIDEOS! Get behind the scenes! Private message us! UNCENSORE...
Ep. 88, Anchor Fail ⚓ Shark Catch!
Part 16 of a series: Sailing Tampa Bay to Key West. Anchored at North Anclote Key, the wind changes direction and leaves us pinned against the sandbar. tremendous side load causes the cheap anchor swivel to fail. Luckily, Mike retrieves the anchor and we move south to Anclote Key State Park where ...
Ep. 87, A Sailing Journey Begins!
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. UNCENSORED Content: (open with browser, not Vimeo app) MORE VIDEOS! Get behind the scenes! Private message us! Get the song ...
Ep. 86, Trailer Sailer=The Easiest Way to Go Sailing? ⛵
Part 14 of a series: Sailing Tampa Bay to Key West. Anclote River Park is where we decide to raise the mast on our trailer sailer. After rigging and launching our sailboat , we are recognized by YouTube subscribers! UNCENSORED Content: (open with browser, not Vimeo app) MORE VIDEOS! Get behind th...
Ep. 80, Wet and WILD (Stock Island) Pool Party for Fantasy Fest!
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. We determine if they would be suitable...
Ep. 79, Stock Island Marina! (a Warm Welcome)
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 a Boat in Key West (written by Bill Gil...
Ep. 78, Arriving (Key West) on a Sailboat! ⛵
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. MORE VIDEOS! Get behind the scenes! Private message us! UNCENSORED Content: Check out this Bil...
Ep. 77, Sailing to Key West ⛵ the Final Passage!
Part 41 of a series: Sailing Miami to Key West. The final passage to Key West on our water ballast, swing keel, trailer sailboat was a bit rough. After the tiki bar on Ramrod Key and wishing Captain Jack farewell the following day, we make our way to Key West! MORE VIDEOS! Get behind the scenes! Pri...
Ep. 76, Hidden Spot! Deep in the Florida Keys 🏝 Ramrod Key
Part 40 of a series: Sailing Miami to Key West. After meeting Captain Jack and other locals, we travel the canals of Ramrod Key to the Shell gas station and nearby Tiki Bar. The narrow canals make maneuvering our sailboat challenging. MORE VIDEOS! Get behind the scenes! Private message us! UNCENS...