“If one advances confidently in the direction of his dreams,
and endeavors to live the life he has imagined,
he will meet with success unexpected in common hours.”
Henry David Thoreau
High-performance sailing in the Florida Keys
Welcome Aboard Sail On
Experience exceptional performance sailing in the Florida Keys, Abaco and Tampa Bay.
What We Do
Sail 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.
A day on Sail On is perfect for friends, family and business associates.
Who We Are
Captain John has sailed the Caribbean for more than two decades.
Sail On combines high-performance sailing and luxury cabin amenities with experienced, personal service.
Our 2019 Season
Key West Thanksgiving
Sail On relocated for the 2019 holidays, returning Thanksgiving week to one of her favorite spots: Key West. It was a great way to bring a busy sailing season to a close.