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Ep. 99, Archies Island Extravaganza!
Barefoot Sailing Adventures
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...
Ep. 98, â›” Intracoastal Cruising (The Narrows)
Barefoot Sailing Adventures
Ep. 98, â›” Intracoastal Cruising (The Narrows)
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...
Ep. 97, One Tree Island 🏝 (Clearwater Beach)
Barefoot Sailing Adventures
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 Roc...
Ep. 96, â›” Sailing to Clearwater Beach, Florida!
Barefoot Sailing Adventures
Ep. 96, â›” 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! https://www.patreon.com/Barefootsa...
Ep. 95, Caladesi Island 🏝 The Best Beach in Florida?
Barefoot Sailing Adventures
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 h...
Ep. 94, Sailing to a Tropical Island 🏝 Beach! (Caladesi Island)
Barefoot Sailing Adventures
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 Patr...
Ep. 93, â›”Crusing Honeymoon Island
Barefoot Sailing Adventures
Ep. 93, â›”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 un...
Ep. 92,  Horseshoe Island Exploring 🏝
Barefoot Sailing Adventures
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....
Ep. 90, Ashley Explores: Three Rooker Island 🏝
Barefoot Sailing Adventures
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! Priv...
Ep. 89, Fishing and Fitness (Anclote Key) Stunning Beauty!
Barefoot Sailing Adventures
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 behin...
Ep. 88,  Anchor Fail ⚓ Shark Catch!
Barefoot Sailing Adventures
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...
Ep. 87, A Sailing Journey Begins!
Barefoot Sailing Adventures
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: https://vimeo.com/ondemand/barefootuncensored (open with browse...
Ep. 86, Trailer Sailer=The Easiest Way to Go Sailing? â›”
Barefoot Sailing Adventures
Ep. 86, Trailer Sailer=The Easiest Way to Go Sailing? â›”
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: https://vimeo.com/...
Ep. 85, Goodbye (Fantasy Fest) Key West
Barefoot Sailing Adventures
Ep. 85, Goodbye (Fantasy Fest) Key West
Part 49 of a series: Sailing Miami to Key West. Ashley and Mike are parrot heads at Margaritaville on Duval Street Key West. After a relaxing time in the pool at The Perry Hotel, we take the mast down and load our sailboat on it's trailer at Boyd's Campgro...
Ep. 84, Feelin’ Frisky in Key West (Fantasy Fest)
Barefoot Sailing Adventures
Ep. 84, Feelin’ Frisky in Key West (Fantasy Fest)
Part 48 of a series: Sailing Miami to Key West. Live music at Schooner Wharf Bar is a tranquil experience during Fantasy Fest. The Green Parrot is fun and everyone was feeling frisky at Willy T's on Duval Street. After some ice cream from Kilwins, Ashley ...
Ep. 82, Duval Street (Fantasy Fest) Key West FUN!!!
Barefoot Sailing Adventures
Ep. 82, Duval Street (Fantasy Fest) Key West FUN!!!
Part 46 of a series: Sailing Miami to Key West. Ashley arrives on Duval Street and gets body painted! We park at the Hog's Breath Saloon, walk to the Smallest Bar, Capt.Tony's Saloon and Rick's Bar. Irish Kevin performs an Irish song, then we visit Sloppy ...
Ep. 81, Explore Key West! (Fantasy Fest)
Barefoot Sailing Adventures
Ep. 81, Explore Key West! (Fantasy Fest)
Part 45 of a series: Sailing Miami to Key West. After the Hurricane Hole, we visit 11th Street Public Boat Launch, Smathers Beach, City Marina, and the Key West Express. Dante's Pool Bar is filled with naturism and fun. We finally make it to Duval Street w...
Ep. 80, Wet and WILD (Stock Island) Pool Party for Fantasy Fest!
Barefoot Sailing Adventures
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....
Ep. 79, Stock Island Marina! (a Warm Welcome)
Barefoot Sailing Adventures
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 ...
Ep. 78, Arriving (Key West) on a Sailboat! â›”
Barefoot Sailing Adventures
Ep. 78, Arriving (Key West) on a Sailboat! â›”
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 ...
Ep. 77, Sailing to Key West â›” the Final Passage!
Barefoot Sailing Adventures
Ep. 77, Sailing to Key West â›” 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 W...
Ep. 76, Hidden Spot! Deep in the Florida Keys 🏝 Ramrod Key
Barefoot Sailing Adventures
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 be...
Ep. 74, Picnic Island 🏝 (Florida Keys)
Barefoot Sailing Adventures
Ep. 74, Picnic Island 🏝 (Florida Keys)
Part 38 of a series: Sailing Miami to Key West. Ashley and Mike drop anchor at Picnic Island in the Florida Keys. We catch small sting rays, swim and explore the surroundings. Mike sits on shore feeling accomplished then a storm rolls in. The dive mask ...
Ep. 73, Shark Catch! 🩈 Fishing on a Sailboat â›” (Florida Keys)
Barefoot Sailing Adventures
Ep. 73, Shark Catch! 🩈 Fishing on a Sailboat â›” (Florida Keys)
Part 37 of a series: Sailing Miami to Key West. We catch our first shark! Anchored at Molasses Key, morning brings an issue with the outboard motor. We continue south. Fishing while we travel on the Atlantic Ocean and catch two large barracuda! MORE VID...

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