Watch Sailing & Boating Adventures Around the World tagged “Trailer sailer” – Page 4 of 8

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Showing 73-96 of 170 results
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...
Ep. 140, ⛵️ Rattle [Snake] Island 🏝
Barefoot Sailing Adventures

Ep. 140, ⛵️ Rattle [Snake] Island 🏝

Part 68 of a series: Sailing Tampa Bay to Key West. Turner Key is called Rattle Island by some of the locals that access this beautiful place by boat. It is located very near Snake Island in the Venice Florida area of the Intracostal Waterway. We discover...
Ep. 139, ⛵️Gulf of Mexico-Day Sail to Snake Island 🏝
Barefoot Sailing Adventures

Ep. 139, ⛵️Gulf of Mexico-Day Sail to Snake Island 🏝

Part 67 of a series: Sailing Tampa Bay to Key West. Venice Inlet is a perfect place to access the Gulf of Mexico for a day sail with our shallow draft trailer sailer. We raise our main and headsail but as the wind diminished. Later we use our colorful spi...
Ep. 138, Sailing to Hidden Places ⛵️ Making New Friends!
Barefoot Sailing Adventures

Ep. 138, Sailing to Hidden Places ⛵️ Making New Friends!

Part 66 of a series: Sailing Tampa Bay to Key West. Arrival in Venice Florida with our trailer sailer begins with mooring at Pop's Sunset Grill and Tiki Bar. Exploring further south we have to navigate dangerous waters with cautionary signs that read "loc...
Ep. 137, Actually Sailing the ICW ⛵️
Barefoot Sailing Adventures

Ep. 137, Actually Sailing the ICW ⛵️

Part 65 of a series: Sailing Tampa Bay to Key West. Sailing in the narrow ICW of southwest Florida can be challenging. Before we set sail, Ashley rides our electric scooter. MORE VIDEOS on Patreon! https://www.patreon.com/Barefootsailingadventures UNCENSOR...
Ep. 136,🍍Provision a Sail Boat⛵️
Barefoot Sailing Adventures

Ep. 136,🍍Provision a Sail Boat⛵️

Part 64 of a series: Sailing Tampa Bay to Key West. Provisioning our trailer sailer is made easier and more fun by using a foldable electric scooter. Blackburn Point Park public boat launch in Sarasota County Florida allows boaters to dock for free. This a...
Ep. 135, ⛈️ Storms Rage On 😳
Barefoot Sailing Adventures

Ep. 135, ⛈️ Storms Rage On 😳

Part 63 of a series: Sailing Tampa Bay to Key West. Storms with high winds rain and lightning are always scary on our sailboat. Anchored in Midnight Pass near Sarasota Florida, the storms rage on as we run from midnight pass beach to take shelter on our sm...
Ep. 133, STUCK in Midnight Pass 😳
Barefoot Sailing Adventures

Ep. 133, STUCK in Midnight Pass 😳

Part 61 of a series: Sailing Tampa Bay to Key West. After a stop at Spanish Point where we see Guy Fieri, a short boat ride to Midnight Pass provides protection from an upcoming storm. Anchored very close to shore, we witness a nearby boater get stuck and...
Ep. 132, “I’m sorry for what I said when we were docking”
Barefoot Sailing Adventures

Ep. 132, “I’m sorry for what I said when we were docking”

Part 60 of a series: Sailing Tampa Bay to Key West. We explore beautiful Midnight Pass Beach. A windy day makes it difficult to dock at near-by Spanish Point Tiki Bar and Grill. After musical entertainment and a great meal, famous TV personality Guy Fieri ...
Ep. 131, 🤫 Secret (Hidden) Midnight Pass 🏖
Barefoot Sailing Adventures

Ep. 131, 🤫 Secret (Hidden) Midnight Pass 🏖

Part 59 of a series: Sailing Tampa Bay to Key West. Fishing from our shallow draft sailboat, we catch a stingray and a catfish. Navigating the very shallow Midnight Pass and anchoring close to shore reveals a beautiful park setting with grassy trails, palm...
Ep. 130 🏖 Welcome to Turtle Beach!
Barefoot Sailing Adventures

Ep. 130 🏖 Welcome to Turtle Beach!

Part 58 of a series: Sailing Tampa Bay to Key West. Ride with us on our trailer sailer as we access Turtle Beach near Sarasota Florida. We dock at the public boat launch and walk to the beach. After seeing the gorgous sights, we anchor nearby and begin t...
Ep. 129, ⛵️Secret Spots (Shallow Draft Sailboat ONLY)
Barefoot Sailing Adventures

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...
Ep. 127, 🏖 Another Naturist Island 🏝
Barefoot Sailing Adventures

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 ...
Ep. 125, Sailing to the Perfect Island 🏝
Barefoot Sailing Adventures

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 Patre...
Ep. 124, ⛵ Morning Routine on a Small Sailboat
Barefoot Sailing Adventures

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 Osp...
Ep. 123, 🏖 The Backside: Lido Key Beach
Barefoot Sailing Adventures

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 ...
Ep. 121, 😱 Problems Arise ⛵ Sailboat Fail
Barefoot Sailing Adventures

Ep. 121, 😱 Problems Arise ⛵ Sailboat Fail

Part 49 of a series: Sailing Tampa Bay to Key West. Problems arise as we attempt to dock our sailboat at O'leary's In Sarasota. The line attached to the swim ladder gets caught in the propeller which bends the ladder and causes other problems. We remove t...
Ep. 118, Exciting Sailing!⛵Sarasota Bay
Barefoot Sailing Adventures

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 Patreo...
Ep. 117, Extreme Beauty 🏝 Beer Can Island!
Barefoot Sailing Adventures

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 bea...
Ep. 116, Cruising to Beer Can Island! (Longboat Pass)
Barefoot Sailing Adventures

Ep. 116, Cruising to Beer Can Island! (Longboat Pass)

Part 44 of a series: Sailing Tampa Bay to Key West. After lunch at Tidetables Restaurant in Cortez, Ashley catches a fish and we continue cruising our trailer sailer south. We drop anchor at the north end of Longboat Key which the locals call Beer Can Isl...
Ep. 115, Getting Lucky🍀The Fishing Village of Cortez
Barefoot Sailing Adventures

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! https://www.patreon.com/Barefootsailingadventures UNCENSORED Con...
Ep. 110, 🏝 Gilligan’s Island! (Tampa Bay)
Barefoot Sailing Adventures

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,...
Ep. 109, Naturist Island Return!
Barefoot Sailing Adventures

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! https://www.patreon.com/Barefootsailingadventures UNCENSORED Content: https://vimeo.com/ondemand/baref...
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