Watch Sailing & Boating Adventures Around the World – Page 5 of 6
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. 129, ⛵️Secret Spots (Shallow Draft Sailboat ONLY)
Part 57 of a series: Sailing Tampa Bay to Key West! Our shallow draft trailer sailer is perfect for getting into the areas that other sailboats can not go. Cruising the ICW south of Sarasota we visit The Boatyard Seafood Restaurant and Turtles Restaurant. MORE VIDEOS on Patreon! UNCENSORED Conten...
Ep. 127, 🏖 Another Naturist Island 🏝
Part 55 of a series: Sailing Tampa Bay to Key West. Naturism is healthy and freeing lifestyle. We enjoy the physical and mental health benefits and practice naturalism whenever possible. Edwards Island is a perfect place to relax and enjoy. Next we move to a nearby island to explore. MORE VIDEOS o...
Ep. 125, Sailing to the Perfect Island 🏝
Part 53 of a series: Sailing Tampa Bay to Key West. After viewing the mansion homes on Lido Key, we motor our sailboat to South Lido Beach where we raise the sails. A short sail brings us to Siesta Key bridge and on to Edward's Island. MORE VIDEOS on Patreon! UNCENSORED Content: (open with br...
Ep. 124, ⛵ Morning Routine on a Small Sailboat
Part 52 of a series: Sailing Tampa Bay to Key West. The Anchorage between Otter Key and Lido Key is a very peaceful and beautiful place to prepare to set sail! After enjoying the sunshine and inspecting our shallow draft trailer sailer, we learn about Osprey's from a passing kayak tour. MORE V...
Ep. 123, 🏖 The Backside: Lido Key Beach
Part 51 of a series: Sailing Tampa Bay to Key West. The Tiki Bar at Lido Key Beach is a fun spot to eat and grab a drink. We walk the beautiful back side of the beach and when we return, we find that our trailer sailer is still anchored exactly where we left it. After a swim, we find a quiet anch...
Ep. 118, Exciting Sailing!⛵Sarasota Bay
Part 46 of a series: Sailing Tampa Bay to Key West. After leaving Beer Can Island, we travel south to the Sarasota Bay where we unfurl the head sail. The wind picks up and we have an exciting sail all the way to the city of Sarasota! MORE VIDEOS on Patreon! UNCENSORED Content: (open with browser ...
Ep. 117, Extreme Beauty 🏝 Beer Can Island!
Part 45 of a series: Sailing Tampa Bay to Key West. We arrive at Beer Can Island (Greer Island) Longboat Key to find beautiful white sand beaches, a towering pine forest and a gorgeous sunset. With our shallow draft trailer sailer anchored just off the beach, we are the only people there so we take ...
Ep. 115, Getting Lucky🍀The Fishing Village of Cortez
Part 43 of a series: Sailing Tampa Bay to Key West. We are feeling lucky as we enjoy a beautiful day together catching fish near the quaint fishing village of Cortez. MORE VIDEOS on Patreon! UNCENSORED Content: (open with browser to see full library) Check out the rest of our apparel options here...
Ep. 110, 🏝 Gilligan’s Island! (Tampa Bay)
Part 38 of a series: Sailing Tampa Bay to Key West. Leaving Naturist Island, we anchor at Gilligan's Island (Tampa Bay) and find dolphins jumping out of the water. After Ashley completes her work out on the front of our shallow draft, trailerable sailboat, we motor to nearby Safe Harbor Marina ...
Ep. 109, Naturist Island Return!
Part 37 of a series: Sailing Tampa Bay to Key West. We sail to Naturist Island (Passage Key) and find many people on the Island! MORE VIDEOS on Patreon! UNCENSORED Content: (open with browser to see full library) Check out the rest of our apparel options here: MUSIC
Ep. 108, Sailing to Naturist Island 🏝 (Passage Key)
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! MORE VIDEOS on Patreon! UNCENSORED Content: (open with browser to...
Ep. 107, Setting Sail ⛵ Naturist Island!
Part 35 of a series: Sailing Tampa Bay to Key West. We finally set sail for Naturist Island after a beach walk on Shell Key Island Preserve! MORE videos on Patreon! UNCENSORED Content: (open with browser to see full library) Check out the rest of our apparel options here: Music by Harper and Foo...
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. 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. 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 ...