Captain's Log
Sail with us | Galleries, videos and updates from our sails
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...
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 counties...
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. And worth every...
CAPTAIN’S LOG | Mid-day Monday | Swimming with the dolphins
CAPTAIN’S LOG | Mid-day Monday | Swimming with the dolphins CAPTAIN'S LOG | Mid-day Monday | Swimming with the dolphins | The dolphins (30-40 of them surrounding Sail On) were with us for a solid 30 minutes from Looe key to American Shoal Light . We had a...
CAPTAIN’S LOG | JULY 27 | Sunrise and we’re headed to home dock
CAPTAIN'S LOG | July 27 | We were up with the sun this morning, ready to make the final leg of our Abaco adventure, which started a month ago. Thanks to daughter Amy for celebrating her almost-21 birthday crewing for Sail On. We passed...
CAPTAIN’S LOG | July 26 | Time to rest and watch a Bahia Honda sunset
CAPTAIN'S LOG | July 26 | We know Key West needs the rain, but we were glad the storms held off enough so we could make it safely into Bahia Honda this afternoon. Pretty sunrise this morning at Long...
Captain’s Log | July 25 | 30-45 kt winds make for a bit of excitement
CAPTAIN'S LOG | JULY 25 | 72 nautical miles today in 11.5 hours. We left the Matheson Hammock fuel dock at 0700 and turned south in Biscayne Bay. We averaged 7 kts under full sail in 12 kts from the west under sunny skies. At 11:30 we left...
2015 Abacos Videos
Enjoy our video sail to The Abacos where Sail On competed in her first race, Regatta Time in The Abacos.
The Abacos | July 2015
On June 27, Sail On Charters left the dock at Stock Island Marina Village for its 14-day inaugural sail to the Abaco Islands, a 120-mile-long string of tropical Bahamian islands about 180 miles off the south Florida coast. We made it in time for the 40th anniversary...
Captain’s Log | Ready to bring Sail On back to Key West
CAPTAIN'S LOG | July 23 | A special salute and thanks to the intrepid crew who assisted with Sail On’s 800-nautical-mile voyage from Key West to Abaco, Bahamas and back to Florida’s Biscayne Bay. We caught up with the 40th anniversary of Regatta Time in Abaco for...
Regatta Time in Abaco 2015 | Sail On’s first race | July 4
Sail On Overtaking from Sail On Captain on Vimeo. CAPTAIN'S LOG | Inaugural Race | Regatta Time in Abaco | July 4, 2015 Snibbe on the Sheets from Sail On Captain on Vimeo. CAPTAIN'S LOG | Inaugural Sail | July 4, 2015 | Pay close attention to Snibbe's foot placement...
Captain’s Log | We’re back in the states
CAPTAIN'S LOG | July 12 | Just entered Biscayne Bay and threw anchor for lunch and a swim. Perfect weather for Sail On's two-week/800-plus nautical mile journey. All souls accounted for. It has been a wonderful inaugural sail. ...