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Trailer sailer YouTube Videos

Showing 46-60 of 156 results
Ep. 157,😡Anchor Management⚓️at Dog Island🏝
Barefoot Sailing Adventures
Ep. 157,😡Anchor Management⚓️at Dog Island🏝
Part 85 of a series: Sailing Tampa Bay to Key West. Anchored in the Gasparilla Sound, we move our shallow draft, trailer sailer to Dog Island near Boca Grande and drop anchor again. Ashley and I discuss topics regarding anchor types and techniques. MORE VI...
Ep. 156,🌩Lightning Storms⚠️on a Sail Boat ⛵️
Barefoot Sailing Adventures
Ep. 156,🌩Lightning Storms⚠️on a Sail Boat ⛵️
Part 84 of a series: Sailing Tampa Bay to Key West. After deploying a second anchor, we stopped dragging in high winds. Between storms, Ashley gets a chance to shower. Lightning storms rage on throughout the night with high winds and waves. MORE VIDEOS on...
Ep. 155, ⚠️ Bad Weather ⚓️ Dragging Anchor!
Barefoot Sailing Adventures
Ep. 155, ⚠️ Bad Weather ⚓️ Dragging Anchor!
Part 83 of a series: Sailing Tampa Bay to Key West. After making it through the Boca Grande Causeway Bridge, we are met with a blustery storm. We drag anchor across the Gasparilla Sound and lose control of our sailboat and have to deploy a secondary anchor...
Ep. 154, ⛵️ Rum Bay! 🏝 Palm Island Resort!
Barefoot Sailing Adventures
Ep. 154, ⛵️ Rum Bay! 🏝 Palm Island Resort!
Part 82 of a series: Sailing Tampa Bay to Key West. Leaving the narrow and shallow entrance of Don Pedro Island State Park, we end up on the docks at Palm Island Resort and Rum Bay Restaurant. After a satisfying meal and refreshing atmosphere, we travel so...
Ep. 153, EMPTY ⛱️Tropical Beach!
Barefoot Sailing Adventures
Ep. 153, EMPTY ⛱️Tropical Beach!
Part 81 of a series: Sailing Tampa Bay to Key West. Don Pedro Island State Park is a very secluded tropical beach setting. Only accessible by boat, there are few beachgoers on this weekday. Our shallow draft trailer sailer is versatile enough to take us to...
Ep. 152, ⛵️Dangerous Entrance 😨
Barefoot Sailing Adventures
Ep. 152, ⛵️Dangerous Entrance 😨
Part 80 of a series: Sailing Tampa Bay to Key West. Leaving Stump Pass, Don Pedro Island State Park has a scary, narrow entrance. Navigating with our shallow draft, trailerable sail boat was a challenge, but we made it to the public docks. MORE VIDEOS on P...
Ep. 151,⛵️Stump Pass Extravaganza!
Barefoot Sailing Adventures
Ep. 151,⛵️Stump Pass Extravaganza!
Part 79 of a series: Sailing Tampa Bay to Key West. Anchored at Stump Pass Beach State Park on our trailer sailer, Ashley explores the beach. A short boat ride brings us to Stump Pass Marina and Lighthouse Grill, where we meet our friend and songwriter, B...
Ep. 150, The White Elephant ⛵️
Barefoot Sailing Adventures
Ep. 150, The White Elephant ⛵️
Part 78 of a series: Sailing Tampa Bay to Key West. Traveling on our shallow draft trailer sailer, we encounter playful dolphins as we approach The White Elephant Bar and Grill. After an outdoor shower and a restful night sleeping on the boat, Ashley and M...
Ep. 149,🏖 Stump Pass Day…
Barefoot Sailing Adventures
Ep. 149,🏖 Stump Pass Day…
Part 77 of a series, Sailing Tampa Bay to Key West. The Stump Pass Day Drinkers gave us a very warm welcome! Meeting friendly people on this tropical beach was a pleasure. Lots of smiles, laughing, music, and great times. MORE VIDEOS on Patreon! https://...
Ep. 148 ⛱️ Stump Pass Beach!
Barefoot Sailing Adventures
Ep. 148 ⛱️ Stump Pass Beach!
Part 76 of a series: Sailing Tampa Bay to Key West. Stump Pass Beach on Manasota Key is a perfect place to anchor our shallow draft sailboat. Ashley explores the beautiful surroundings, and we begin to meet local boaters. We all reminisce about our time at...
Ep. 146, On the Move ⛵️ Tampa Bay to Key West!
Barefoot Sailing Adventures
Ep. 146, On the Move ⛵️ Tampa Bay to Key West!
Part 74 of a series: Sailing Tampa Bay to Key West. Leaving the Venice Florida area and heading south towards Stump Pass on our trailer sailer, we encounter several bridges. Challenges occur, but we successfully traverse the narrows of the Intracostal Wat...
Ep. 145, Island Exploring 🏝 Venice Florida ⛵️ by Sail Boat!
Barefoot Sailing Adventures
Ep. 145, Island Exploring 🏝 Venice Florida ⛵️ by Sail Boat!
Part 73 of a series: Sailing Tampa Bay to Key West. Beautiful Venice Florida is a perfect place to explore by sail boat. Our shallow draft trailer sailer can get close to the gorgeous islands to more easily access them. MORE VIDEOS on Patreon! https://www...
Ep. 144, ⛵️Venice Florida: Escape to Paradise 🏝
Barefoot Sailing Adventures
Ep. 144, ⛵️Venice Florida: Escape to Paradise 🏝
Part 72 of a series: Sailing Tampa Bay to Key West. We are in Love with Venice Florida! After visiting the Nokomis Drum Circle, we travel to our favorite waterfront tiki bar, Nokomos Sunset Hut. A beautiful morning sail boat ride to a tight spot at an isl...
Ep. 143, World-Famous Drum Circle🥁 (Nokomis) by Sailboat! ⛵️
Barefoot Sailing Adventures
Ep. 143, World-Famous Drum Circle🥁 (Nokomis) by Sailboat! ⛵️
Part 71 of a series: Sailing Tampa Bay to Key West. Experience the magic of the world-famous Nokomis (Florida) drum circle. Feel the music and dancing after arriving by sail boat. MORE VIDEOS on Patreon! https://www.patreon.com/Barefootsailingadventures UN...
Ep 4 Sailing Through Sharky Storms part 2
Sailing Isara
Ep 4 Sailing Through Sharky Storms part 2
Hey all! In this episode we go over how it was like with Amber and Sharky, some of the sailing and relationship challenges back in the day, and I tell the story of my biggest storm on Sharky - a black flag event in the San Francisco Bay. I'm here to tell t...