Best results for
Sailing in Osprey, FL
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Private 42' Sailing Catamaran Charter in Sarasota
Private sailing with spacious lounges, swim access, and Sarasota Bay views
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
8-Hour Private Sailing Charter From Treasure Island
Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key
Private Half-Day Sail & Shelling Trip to Shell Key
Sail to Shell Key for swimming, snorkeling, and shelling
Cruise Treasure Island On A 2-Hour Sunset Sail
Private 2-hour sunset sail with bay views and dolphin spotting