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 ...

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 ...

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 ...

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. ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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. ...

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 ...

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 ...

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! ...

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 ...

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 ...

Ep. 52 ~ We bought it, we cleaned it, we fixed it, we sailed it, we sold it. Oh... and we quit our jobs and sold our house.... and all our stuff. So now we ...

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 ...

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 ...

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 ...

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 ...

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 ...

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! ...