Best results for Sailing in Gulfport, FL

Private evening sailing with sunset views across Tampa Bay

Private daytime sail with dinghy access for island exploring

Watch the Gulf sunset aboard a traditional schooner

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

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

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

Sail Tampa Bay aboard a private 48-foot Jeanneau yacht

Sail into golden hour with four spacious places to gather aboard

Classic schooner sailing with open-deck Gulf views