Watch Sailing & Boating Adventures Around the World – Page 3 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.

Showing 49-72 of 142 results
Ep. 193, ⛵️ Boat Life: On Shore
Barefoot Sailing Adventures

Ep. 193, ⛵️ Boat Life: On Shore

Part 121 of a series: Sailing Tampa Bay to Key West. Docked at Whiddens Marina, Boca Grande FL, Ashley explores the historic, interesting and charming establishment. Walking the beautiful streets of Boca Grande historical district, we rent a golf cart.
Ep. 192, ⛵️ Daily Routine on a Small Sail Boat
Barefoot Sailing Adventures

Ep. 192, ⛵️ Daily Routine on a Small Sail Boat

Part 120 of a series: Sailing Tampa Bay to Key West. Anchored in Boca Grande on Gasparilla Island, Ashley gets ready for the day. Docking at Widdens Marina, we begin to explore Boca Grande.
Ep. 191, ⛵️ Perfect Sailing
Barefoot Sailing Adventures

Ep. 191, ⛵️ Perfect Sailing

Part 119 of a series: Sailing Tampa Bay to Key West. Naturism is an enjoyable, exciting and healthy lifestyle. Combined with sailing, fun is the result. Traveling on our sail boat, we arrive in Boca Grande.
Ep. 190, ⛵️ Naturist Sailing!
Barefoot Sailing Adventures

Ep. 190, ⛵️ Naturist Sailing!

Part 118 of a series: Sailing Tampa Bay to Key West. Sailing in the Charlotte Harbor toward Boca Grande, Ashley removes her clothes to enjoy the naturist lifestyle. Sailing in the nude is an incredible experience!
Ep. 189, ⛵️ Setting Sail!
Barefoot Sailing Adventures

Ep. 189, ⛵️ Setting Sail!

Part 117 of a series: Sailing Tampa Bay to Key West. Leaving Matlacha Florida, Ashley gets topless immediately. Setting sail in the Charlotte Harbor, the wind blows us toward Boca Grande.
Ep. 188, Sailing Adventure Begins! ⛵️
Barefoot Sailing Adventures

Ep. 188, Sailing Adventure Begins! ⛵️

Part 116 of a series: Sailing Tampa Bay to Key West. Living on our sailboat in Matlacha, Florida, Ashley unties the lines and a sailing adventure begins. The trailerable, shallow draft motor sailer is able to achieve twenty miles per hour on the way to open waters.
Ep. 187, Old Florida at it’s BEST!
Barefoot Sailing Adventures

Ep. 187, Old Florida at it’s BEST!

Join us for an incredible journey to Matlacha Island as we explore its breathtaking landscapes, hidden gems, and local culture. Experience the thrill of boating adventures like never before!
Ep. 186, ⛵️ Sailboat Life is Working Out!
Barefoot Sailing Adventures

Ep. 186, ⛵️ Sailboat Life is Working Out!

Join us on this captivating adventure where Ashley showcases her remarkable physical prowess, highlighting the strong connection between sailing and fitness. Experience the invigorating blend of exercise and exploration that fuels their love for life aboard their sailboat.
Ep. 185, Ashley Explores ⛵️ Matlacha, Florida 🏝 Day Trippin’ 🎶
Barefoot Sailing Adventures

Ep. 185, Ashley Explores ⛵️ Matlacha, Florida 🏝 Day Trippin’ 🎶

Join Barefoot Sailing Adventures as they explore the quaint fishing village of Matlacha, Florida, visiting the popular Blue Dog restaurant and discovering hidden gems like the colorful art show of world-renowned artist Love Gro and experiencing a memorable night at Old Fish House Marina. Get ready t...
Ep. 183, ⛵️ Sailing Into the Path of a HURRICANE  🌀 (Part 2 of 3)
Barefoot Sailing Adventures

Ep. 183, ⛵️ Sailing Into the Path of a HURRICANE 🌀 (Part 2 of 3)

Embark on an adrenaline-pumping journey as the crew from Barefoot Sailing Adventures finds themselves sailing in the path of a sudden storm and navigating through treacherous waters.
Ep. 182, ⛵️ Sailing Into the Path of a HURRICANE🌀Matlacha Florida
Barefoot Sailing Adventures

Ep. 182, ⛵️ Sailing Into the Path of a HURRICANE🌀Matlacha Florida

Experience an adrenaline-fueled sailing voyage in Episode 182, where Barefoot Sailing Adventures heads straight towards Hurricane Sam along the beautiful coastline of Matlacha, Florida. Explore the stunning marine town while weathering the storm with expert sailor's tips and tricks to keep your...
Ep. 181, ⛵️ Sailing to Burnt Store Marina (Punta Gorda, FL)
Barefoot Sailing Adventures

Ep. 181, ⛵️ Sailing to Burnt Store Marina (Punta Gorda, FL)

Embark on a captivating sailing journey with Barefoot Sailing Adventures as they explore the beautiful Burnt Store Marina in Punta Gorda, Florida. Experience the thrill of navigating through Charlotte Harbor aboard their versatile Odin 820.
Ep. 180, Ashley Explores: Boat Grave Yard (Part 2)
Barefoot Sailing Adventures

Ep. 180, Ashley Explores: Boat Grave Yard (Part 2)

Join Ashley as they explore a fascinating boat graveyard filled with potential finds. Experience their thrilling journey to find the perfect boat while overcoming natural disasters in this captivating episode.
Ep. 179, ⛵️ Sailing to Shipwreck Marina!
Barefoot Sailing Adventures

Ep. 179, ⛵️ Sailing to Shipwreck Marina!

Part 107 of a series: Sailing Tampa Bay to Key West. Sailing to Riviera Bar and Grill in Punta Gorda, Florida, reveals a derelict marina that resembles a boat grave yard. The Riviera Bar and Grill was a welcoming oasis with a comfortable atmosphere, great food and cold drinks. The "shipwreck ...
Ep. 178, Naked ⛵️ Sail Boat Race 🫣
Barefoot Sailing Adventures

Ep. 178, Naked ⛵️ Sail Boat Race 🫣

Part 106 of a series: Sailing Tampa Bay to Key West. Charlotte Harbor near Punta Gorda, Florida, is a premier bay for sailing. Practicing naturism, Ashley removes her bikini. Another sailboat approaches from behind, passes us then turns around. MORE VIDEOS on Patreon! UNCENSORED Content: (open wit...
Ep. 177, Setting Sail ⛵️ Southbound!
Barefoot Sailing Adventures

Ep. 177, Setting Sail ⛵️ Southbound!

Part 105 of a series: Sailing Tampa Bay to Key West. Fishermen's Village Marina in Punta Gorda, Florida, is a perfect place to ready the sailboat before setting sail in Charlotte Harbor. MORE VIDEOS on Patreon! UNCENSORED Content: (open with browser to see full library) Check out the rest of ...
Ep. 176, Ashley Explores-Fisherman’s Village!
Barefoot Sailing Adventures

Ep. 176, Ashley Explores-Fisherman’s Village!

Part 104 of a series Sailing Tampa Bay to Key West. Docking in front of a large crowd at Harpoon Harry's in Punta Gorda Florida is very exciting! After a meal, Ashley continues to explore the rest of Fisherman's Village, a perfect place to watch the sunset. MORE VIDEOS on Patreon! UNCENS...
Ep. 175, ⛵️ Sailing + Naturism = FUN!
Barefoot Sailing Adventures

Ep. 175, ⛵️ Sailing + Naturism = FUN!

Part 103 of a series: Sailing Tampa Bay to Key West. Sailing using a spinnaker sail is very exciting and fun! The fun increases when clothing is removed, and naturism is practiced. After sailing on the Charlotte Harbor, we arrive at Fisherman's Village in Punta Gorda, Florida. MORE VIDEOS on ...
Ep. 173, ⛵️Our First Sail!
Barefoot Sailing Adventures

Ep. 173, ⛵️Our First Sail!

Part 101 of a series: Sailing Tampa Bay to Key West. We cast off to set our sails after final preparations at Lashley Public Boat Launch in Punta Gorda Florida. This is our first sail since putting our shallow draft trailer sailer back in the water. Ashley and Mike cross under the highway 41 brid...
Ep. 172, The Nav-A-Gator!
Barefoot Sailing Adventures

Ep. 172, The Nav-A-Gator!

Part 100 of a series: Sailing Tampa Bay to Key West. After visiting the Nav-A-Gator Bar and Grill near Punta Gorda, FL, we return to show you the changes and updates after the historic and devastating flood from Hurricane Ian. The Rum Bucket in Buckingham, FL has the same owners and is also highlig...
Ep. 171, STUCK ⛵️ Hard Aground 😳
Barefoot Sailing Adventures

Ep. 171, STUCK ⛵️ Hard Aground 😳

Part 99 of a series: Sailing Tampa Bay to Key West. Cruising the Peace River near Punta Gorda FL, our shallow draft, trailer sailer runs aground in alligator infested waters near the Nav-a-gator Bar and Grill. MORE VIDEOS on Patreon! UNCENSORED Content: (open with browser to see full library) Chec...
Ep. 170, ⛵️The Peace River ✌️
Barefoot Sailing Adventures

Ep. 170, ⛵️The Peace River ✌️

Part 98 of a series: Sailing Tampa Bay to Key West. Traveling from Punta Gorda, FL, the Charlotte Harbor, and up the Peace River, adventure awaits with a beautiful beach. Anchoring close to shore is possible thanks to our shallow draft sail boat. MORE VIDEOS on Patreon! UNCENSORED Content: (open w...
Ep. 160, ⛵️Change of Plans
Barefoot Sailing Adventures

Ep. 160, ⛵️Change of Plans

Part 88 of a series: Sailing Tampa Bay to Key West. Venom from a saltwater catfish barb causes incredible pain. The risk of infection forces a change of plans. We travel to Punta Gorda Florida on our shallow draft trailer sailer in order to be close to medical facilities. MORE VIDEOS on Patreon! UN...
Ep.159, 🔴 Severe Injury! (Fishing) 😥 Painful
Barefoot Sailing Adventures

Ep.159, 🔴 Severe Injury! (Fishing) 😥 Painful

Part 87 of a series: Sailing Tampa Bay to Key West. A severe puncture by a salt water catfish is a very painful experience. The venom in the barbed and spiked pectoral fin enters Mike's hand and Ashley helps to remove it after much difficulty and discomfort. MORE VIDEOS on Patreon! UNCENSORED ...
WeBoating
Logo
Shopping cart