Captain’s Log: Sailing the Florida Keys and The Abacos in 2016

  Welcome to our 2016 Florida Keys sailing season. Sail On Charters began its 2016 sailing season at its home berth at Stock Island Marina Village just outside Key West. Over the season, we cruised to the Dry Tortugas, Fort Pierce, Miami and on to The Abacos for...

January 2016 | The Dry Tortugas

One of the best things about sailing out of Stock Island Marina Village is being able to head to the Dry Tortugas for an overnight or multi-day sail. And, that’s just what we did to kick-off the 2016 sailing season and the New Year. Knowing that the winds and...

Key West Sail | December 2015

Dec, 3-7, 2015 | Key West Sail On Charter and friends, Andrea and Debbie of Louisville, arrived in Key West in a torrential downpour as the frontal system arrived to dampen the day.  But even a rainy day in Key West is good day and we found plenty to do around town....

Ready to sail to Cuba? The rules are falling almost monthly

For decades, sailing to Cuba meant U.S. citizens broke the law. Under the embargo installed after the Cuban missile crisis, private boats could no longer leave U.S. waters and head into Cuba’s harbors. But this year, when the tensions eased between the two...

What we say when folks ask us: Why a boat?

Why a boat? When our friends and family ask us that question — and they most certainly do so — we tell them this: “For me, a boat is a place where I am most in touch with life’s elemental challenges and pleasures. She is a small, personal paradise....

2015 Abacos Videos

The Abacos Enjoy our video sail to The Abacos where Sail On competed in her first race, Regatta Time in The...