Regattas, race series, and championships hosted by clubs and schools across Sarasota.
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
First of the Squadron's three Fall Trident series regattas on Sarasota Bay, open to one-design dinghy, multihull and PHRF fleets; run by the Flying Scot fleet.
Jeff Penfield Memorial Regatta
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
Flying Scot class regatta on Sarasota Bay, five races scheduled over the weekend.
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
Second Fall Trident series regatta on Sarasota Bay for dinghy, multihull and PHRF fleets, run by Sunfish Fleet 154.
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
Third and last Fall Trident series regatta on Sarasota Bay for dinghy, multihull and PHRF fleets, run by the Luffing Lassies.
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
Opening event of the Squadron's Viper 640 winter series on Sarasota Bay.
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
First of the three Spring Blossom series regattas on Sarasota Bay for dinghy, multihull and PHRF fleets, run by the Viper and Laser fleets.
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
Second event of the Squadron's Viper 640 winter series on Sarasota Bay.
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
Second Spring Blossom series regatta on Sarasota Bay for dinghy, multihull and PHRF fleets, run by the E Scow and multihull fleets.
Sarasota Bay Multihull Regatta
Sarasota Sailing Squadron · Details at sarasotasailingsquadron.org ↗
Multi-day multihull regatta hosted by the Squadron on Sarasota Bay.
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
Final event of the Squadron's Viper 640 winter series on Sarasota Bay.
Sarasota Sailing Squadron · Details at regattanetwork.com ↗
Third Spring Blossom series regatta on Sarasota Bay for dinghy, multihull and PHRF fleets, run by the Melges 15 and monohull fleets.
Sarasota Sailing Squadron · Details at sarasotasailingsquadron.org ↗
E Scow class midwinter championship on Sarasota Bay; practice race on the opening day.
Sarasota Sailing Squadron · Details at sarasotasailingsquadron.org ↗
Spring invitational regatta weekend at the Sarasota Sailing Squadron.
Bird Key Yacht Club · Details at sarasotasailingsquadron.org ↗
Bird Key Yacht Club's annual regatta on Sarasota Bay, listed on the Sarasota Sailing Squadron's 2026–27 regatta schedule.
Sarasota Sailing Squadron · Details at sarasotasailingsquadron.org ↗
Melges 15 fleet regatta on Sarasota Bay.
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Learn to sail, ASA and US Sailing certification courses, and private lessons. ASA courses in Sarasota are taught by Florida Sailing and Powerboating School and Sara-Bay Sailing School & Charters. All Florida ASA schools → See all Florida schools →
Featured Tampa Bay · Sarasota
Founded by Olympian Steve Colgate in 1964 and relaunched in 2026 under Seaworthy Academy, teaching from the Quay in Sarasota and the Vinoy Marina in St. Petersburg. NauticEd pathway from Learn to Sail to Bareboat Charter Master, on 40 to 48 foot monohulls and catamarans.
Tampa Bay · Sarasota
Dual ASA sail and US Powerboating school serving Sarasota, Bradenton, and Tampa Bay, with boats based at Regatta Pointe Marina in Palmetto. Classes cap at four, on a fleet from a 13-foot dinghy to a Catalina 36, or aboard your own boat.
Tampa Bay · Longboat Key
ASA-affiliated school on Longboat Key overlooking Sarasota Bay, running the full Learn-to-Sail pathway through bareboat and catamaran cruising for nearly 20 years. Captained charters and rentals on the bay and Gulf.
Member-driven yacht clubs and community sailing centers. See all Florida clubs →
Private Tampa Bay · Sarasota
Private bay-front club on Bird Key in Sarasota. The clubhouse was demolished in fall 2025 and is being rebuilt on the same footprint, raised to meet FEMA standards; the club expects to open it in December 2026. Marina and tennis courts stay open to members and reciprocal guests.
Community Tampa Bay · Sarasota · est. 1947
Community sailing club on the widest part of Sarasota Bay. Grew out of the Sarasota Yacht Club's youth program in the late 1930s by sailors who couldn't afford the YC dues; chartered independently 1947 after a wartime hiatus.
Private Tampa Bay · Sarasota · est. 1926
Incorporated 1926, founded around Fish class inter-club racing. Sits inside Big Pass on Sarasota Bay with an annual SYC Invitational Regatta running since 1979. Members-only learn-to-sail programs for all ages.
Bareboat, crewed, daysail, and membership charters: sail without owning. Rent a boat you sail yourself in Sarasota from Latitude Sailing. All Florida sailboat rentals → See all Florida charter companies →
Daysail Tampa Bay · Sarasota
Three 30-foot sailing catamarans, two Maine Cat 30s and a Stiletto 30, on Sarasota Bay and the Gulf passes since 2007. Public seat sails from Marina Plaza downtown, private charters from there or Longboat Key, and custom six-hour days out of Holmes Beach on Anna Maria Island.
Tampa Bay · Sarasota
One-boat bareboat operation at Sara Bay Marina, renting a Catalina 30 by the half day, the day or the week on Sarasota Bay. No certificate is asked for. The bar is experience instead, extensive for a day charter and two recent years to take her overnight, and renters must be 25.
The closest other metros we cover.
Looking wider than Sarasota? See everything in Tampa Bay & the Gulf Coast, or browse all Florida sailing schools, yacht clubs, and charter companies.
