YouTube Videos

This week we worked on our watermaker, had a few sundowners, and cooked up some fish tacos while on anchor in the Florida Keys (Marathon/Boot Key area). We also experienced some funky electronic behavior, possibly due to radio frequency interference in the...

This week we left Dry Tortugas and headed to Marco Island. We stayed at a marina for a few days to get some chores done (and explore in between, of course!), before heading back to Marathon. We saw some dolphins, a giant turtle, dodged some lobster/crab tr...

This week was a whirlwind! Join us while we wait out a big storm, encounter a Haitian refugee boat, and explore Dry Tortugas. PS: Sorry this video is a day late! All our videos are real-time, and we just got back to civilization (and cell service) this m...

In this episode Sea Gypsy gets towed to her resting place where the work of replacing the engine will be done. As this chapter of my adventure comes to a close another begins to unfold. Luckily my path aligned with some legends within the Youtube sailing c...

The time has finally come for us to leave the U.S for the foreseeable future and point our bow towards distant shores once more! We are in the Dry Tortugas staging for a weather window to Isla Mujeres, Mexico. Luckily there is no lack of entertainment he...

It's time to escape the hustle and bustle of Miami and get back into what we regard as "real cruising" or sailing the boat to remote, less main stream locations. In this episode we complete an overnight sail from Key Biscayne to the Dry Tortugas. It was co...

The Dry Tortugas is a beautiful national park with a really cool old fort, and not much else. Join us as we sail our Leopard 45 catamaran from Charlotte Harbor to the Dry Tortugas, explore the fort, and ride out a 45 mile-an-hour blow in the anchorage. We ...

We arrive at Dry Tortugas National Park and checkout Fort Jefferson. We fix a toilet issue and meet Joe and Ashley who followed us on instagram that ended up anchoring next to us. We then head out for Isla Mujeres Mexico. 💥Huge THANKS to our Patrons ...

After waiting out bad weather in the Dry Tortugas we sail back to Key West. I drop off Zoe and set out alone offshore for a 7 day passage up the Gulf Stream. When the wind turns against the stream, the waves get big! Eventually I make landfall in Southport...

Back to the keys for more fun. We find and uninhabited islands for ourselves, drag anchor, and encounter my first 50kt squall! SamHolmesSailing@Gmail.com If you’re interested in contributing, links for patreon, venmo or paypal are below: https://www.pa...

Sailing to the Florida Keys and back with some snorkeling and birdwatching along the way. I stop in the Dry Tortugas, Key West & Boca Grande Key. If you’re interested in contributing, links for patreon, venmo or paypal are below: https://www.patreo...

It's been a busy busy few weeks! Let's get you caught up a bit. There's a lot so let's stick to the highlights. :) We started in Key West and did a quick trip to and from the Dry Tortugas which were way cooler than we thought they'd be. People talk them u...