Trailer sailor YouTube Videos
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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. Ash...
Ep. 147, ⛵️Welcome to Stump Pass 🏝
Part 75 of a series: Sailing Tampa Bay to Key West. Stump Pass near Englewood Florida is a beautiful place to spend time on our trailer sailer. Ashley catches a fish, and we travel to Stump Pass Beach Park on Manasota Key. MORE VIDEOS on Patreon! https://w...
Ep 3 Sailing Through Sharky Storms pt 1
Hey all, here is the story of how the sailing journey began - with the sailboat Sharky. We sail it around the bay area and talk about some of the obstacles we had to overcome to make it all happen. Stay tuned for part 2 very soon!
Fixing our Race Boat for the High Sierra Regatta
Boat projects and sailing in the SAME video? Wild. We know! Join us as we head back to the Ventura Harbor Boatyard for another round of projects, this time on our race boat, a Victory 21' previously known as "Christopher." Eight days and a lot of sanding l...
Salt & Tar: Ep.127- New Captain on the Block
Allegra 24 named Freyja. Our buddy's first sailboat. She needs some love and has two major problems; the motor and her companionway leaks. We help Hoffa with one of the two issues. First, though, we had to get all the previous owners' old stuff out and cle...
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. 86, Trailer Sailer=The Easiest Way to Go Sailing? ⛵
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
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. 78, Arriving (Key West) on a Sailboat! ⛵
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 ⛵ 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. 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 ⛵ (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...
Ep. 69, ⛵ Sailing Marathon (Florida Keys) A Warm Welcome 🐬
Part 33 of a series: Sailing Miami to Key West. Ashley and I hoist the sails and enjoy a spirited sail to Marathon in the Florida Keys. A large pod of friendly dolphins greet us as we arrive. MORE VIDEOS! Get behind the scenes! Private message us! https:...
Ep. 62, ⛵Trailer Sailer=BIG Adventures!!!
Part 26 of a series: Sailing Miami to Key West. Dolphins play near our trailer sailer (Tampa Bay) as we power up and go home to the Carolinas to do lawn care. Next, Ashley and I trailer the boat to Key Largo to continue our sailing journey to Key West! G...![Ep. 51, Trouble: Raising the Mast ⛵ [Mistakes to Avoid]](https://i.ytimg.com/vi_webp/G34rTLv5rwc/maxresdefault.webp)