Miami / Southeast · Stuart
Classic boats on the St. Lucie River from Sunset Bay Marina in downtown Stuart since 2010. Daily seat sails and private charters on Resolute, a Friendship sloop for twelve, and Margot, a Marshall 22 catboat for six. The flagship, the scow schooner Lily, is laid up for rebuild.
The flagship is on the hard. Captain Fred and Jamie Newhart laid the schooner Lily up in the summer of 2022 for a major rebuild, hold Coast Guard-approved plans to build a new Lily under the same official number, and as of September 2026 are seeking the financing to do it.
She is worth the wait. Lily is a wooden scow schooner, a flat-bottomed, blunt-bowed sailing barge of the kind that carried hay and lumber into shallow Northeastern rivers before the 1930s, drawing two and a half feet and certified for thirteen tons of cargo. Rick Brown built her in the 1970s in answer to the oil embargo, and as Lily of Tisbury she hauled lumber, vehicles and even other boats between Martha’s Vineyard, Boston and Maine from 1978 to 1985, a working cargo boat under sail in the United States within living memory. Fred Newhart found her in 1999 after ten years on the hard, helped restore her, and has been chartering her from Stuart since 2010.
What sails now are two smaller classics. Resolute is a Friendship sloop, 42 feet overall and launched in 1976, one of at least four fiberglass boats Jarvis Newman took from the mould of the famous Dictator, restored by Captain Fred and fitted with a diesel after a working life lobstering in Maine; she carries twelve from Sunset Bay Marina and does the daily seat sails, a morning sail, an afternoon sail, a pre-dinner sail at half past three once the clocks go forward, and a sunset sail, each an hour and a half to two hours on the St. Lucie estuary among the river dolphins. The company calls her the only inspected passenger sailing vessel on the Treasure Coast, which is what lets a group of more than six come aboard without a bareboat contract. Margot is a Marshall 22 catboat that draws a foot and a half with the board up, takes six on private charters from Shepard Park and sometimes Sunset Bay Marina, and is the boat whose tiller guests most often get handed. Both together take eighteen. Captain Fred also teaches: private lessons on the boats for any age, close-quarters handling, adult and youth sailing camps, and lessons aboard your own boat, and he hires out as a captain for other people’s bareboats.
Featured Miami / Southeast · Fort Lauderdale
Fort Lauderdale bareboat operator working from its own docks on the Middle River, chartering sailing catamarans since 1979. A Lagoon 45 and a Bali Catspace 40, bareboat or captained, by the week to the Keys and the Abacos. A boating resume stands in for a certificate.
Crewed Miami / Southeast · West Palm Beach
Private sails for up to six on Carpe Vita, a 42-foot Fountaine Pajot Venezia, from the City Docks in downtown West Palm Beach. Sunset and celebration charters, a summer anchorage off Peanut Island for swimming, overnights at anchor for two, and a winter charter in the Keys.
Miami / Southeast · Delray Beach
Beach cats rigged on the sand at Casuarina Road and A1A, Hobie Wave, Getaway and Hobie 16, pushed straight into the Atlantic. Walk up and sail, with a refresher from the staff if you want one, a captain if you would rather be driven, and dry storage for your own boat.