Part 86 of a series: Sailing Tampa Bay to Key West. The Gasparilla Sound is an ideal place to go boating! Gasparilla Marina and Smokin' Jerry's Tiki Bar and ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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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 ...

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 ...

Sailors Dre and the crew lift anchor near Georgetown, sailing off on SV Naida, a Hunter 34. A real-life sailing day unfolds.

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 ...