Tampa Bay · Sarasota
One-boat operation at Sara Bay Marina, renting a Catalina 30 bareboat by the half day, the day or the week on Sarasota Bay, or sailing her captained for up to six. No certificate is asked for; the bar is experience, two recent years to take her overnight, and renters must be 25.
Latitude is one boat and one captain: a wing-keel Catalina 30 drawing under four feet, rented bareboat to sailors with extensive experience (two recent years of it for overnights, minimum age 25) or sailed captained on two-, three- and four-hour bay cruises and sunset sails for up to six, with a four-hour instruction sail for one or two students on offer as well. The site says it sails all year, June to September being the quiet season, and names Venice, Boca Grande, Charlotte Harbor, Cayo Costa, Pine Island Sound, Tampa Bay, Clearwater and St. Pete as the range.
As of October 2026 the site carries an undated note that the marina is closed for reconstruction after the storms, so there is no slip for overnight stays at the dock and guests meet the boat at the main dock by the tiki bar.
Featured Tampa Bay · Cape Coral
Charlotte Harbor and Pine Island Sound bareboat operator working out of Tarpon Point Marina in Cape Coral. Sister to Florida Sailing & Cruising School, whose ASA courses run on the charter boats as well as on a school-only Beneteau 38.
Featured Daysail Tampa Bay · Naples
Naples's longest-running sailing catamaran by its own account, a 53-foot Gold Coast cat carrying 44 passengers from the Naples City Dock since 1991. Daily sunset, shelling and sightseeing seat sails and private charters. The company's Sweet Tiki is a motor boat.
Tampa Bay · Bradenton Beach
Gulf-front beach rental on Anna Maria Island, family run for forty years and, by its own account, the only place on the island renting sailboats. Hobie Wave and Hobie Getaway catamarans by the hour or half day, first come, first served, with a short lesson for first-timers.