Sailing in Gulfport, FL

Private daytime sail with dinghy access for island exploring

Private evening sailing with sunset views across Tampa Bay

Classic schooner sailing with open-deck Gulf views

Private 2-hour sunset sail with downtown St. Petersburg views

Relax on a 3-hour sail with a U.S. Coast Guard–licensed captain from downtown St. Pete

Start the day aboard a classic yacht with optional sailing instruction

Private catamaran sailing with space to swim, paddle, and unwind

Sail Tampa Bay at golden hour aboard a 40-foot luxury catamaran

Private, wind-driven sailing aboard a 48-foot Jeanneau yacht

Sail Tampa Bay aboard a private 48-foot Jeanneau yacht

Watch the Gulf sunset aboard a traditional schooner

Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key

Sail to Shell Key for swimming, snorkeling, and shelling

Private 2-hour sunset sail with bay views and dolphin spotting

Private sailing with spacious lounges, swim access, and Sarasota Bay views

Sail into golden hour with four spacious places to gather aboard

Sail Boca Ciega Bay on a private schooner with drinks and a restroom aboard

Private evening sailing with sunset views on Boca Ciega Bay and the Gulf of Mexico

Sail Boca Ciega Bay and the Gulf while watching for dolphins