Follow Our Adventures
Can't be aboard? Enjoy our videos and galleriesSail On’s cruising grounds span the Florida Keys from Miami and Biscayne Bay to Key West and the Dry Tortugas. Periodically, Sail On can be found in the protected waters of Tampa Bay and in satellite bases in the Abacos.
Welcome aboard | Enjoy our 2017 sailing season
Key West. Boca Chica. Tampa Bay. Dry Tortugas. Key Largo. The Abacos. All part of our 2017 sailing season. Join us aboard Sail On as we share our friends, family and our sails together.
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 weather...
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....
Newfound Harbor | December 2015
NEWFOUND HARBOR SAIL | DECEMBER 2015 | Craig and Captain John Parker sailed from Key West to Newfound Harbor in 15 knots of wind. We anchored overnight and enjoyed a fine meal, a bottle of wine and good conversation before returning to Key West with following winds as...