Best results for
Sailing in Lakewood Ranch, FL
Showing 1-14 of 14 results
Private 40' Sailing Catamaran Charter in St. Petersburg
Private catamaran sailing with space to swim, paddle, and unwind
4.9 • 517 reviews
4-5 Hour Private Daytime Sail in St. Petersburg
Private daytime sail with dinghy access for island exploring
5.0 • 25 reviews
Sunset Sailing Charter in St. Petersburg
Private 2-hour sunset sail with downtown St. Petersburg views
5.0 • 4 reviews
Sunset Sailing Charter in St. Pete
Sail Tampa Bay at golden hour aboard a 40-foot luxury catamaran
4.9 • 517 reviews
Gulfport Sunset Sail Charter
Private evening sailing with sunset views across Tampa Bay
5.0 • 25 reviews
3-Hour Daytime Sailing Cruise in St. Petersburg
Relax on a 3-hour sail with a U.S. Coast Guard–licensed captain from downtown St. Pete
5.0 • 4 reviews
8-Hour Private Sailing Charter From Treasure Island
Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key
Private 48' Sailing Yacht Charter in St. Petersburg
Private, wind-driven sailing aboard a 48-foot Jeanneau yacht
4.9 • 517 reviews
Morning Sailing Cruise on Tampa Bay
Start the day aboard a classic yacht with optional sailing instruction
5.0 • 4 reviews
Private Half-Day Sail & Shelling Trip to Shell Key
Sail to Shell Key for swimming, snorkeling, and shelling
Private 42' Sailing Catamaran Charter in Sarasota
Private sailing with spacious lounges, swim access, and Sarasota Bay views
4.9 • 517 reviews
Cruise Treasure Island On A 2-Hour Sunset Sail
Private 2-hour sunset sail with bay views and dolphin spotting
Private 48' Sailing Yacht Charter in St. Petersburg
Sail Tampa Bay aboard a private 48-foot Jeanneau yacht
4.9 • 517 reviews
Private 42' Sailing Catamaran Sunset Charter in Sarasota
Sail into golden hour with four spacious places to gather aboard
4.9 • 517 reviews