Showing results for Sailing View All
From $89
5.0
89 Ratings
Schooner Sunset Sail: Key West's Historic Voyage
Key West
From $175
4.9
71 Ratings
Private Sailing on the Miami Bay
Miami
From $99
5.0
47 Ratings
Orion's Child Sailboat Tour: Experience Gulf Wildlife
Fort Myers Beach
From $455
4.9
45 Ratings
Destin Private Catamaran and Snorkeling Tour
Fort Walton Beach
From $64
4.6
136 Ratings
Daytona Beach Catamaran: Small-Group Sailing Tour
Daytona Beach
From $120
4.9
280 Ratings
Fort Lauderdale Sailing Charter: Customizable Private Cruises
Fort Lauderdale
From $90
4.7
18 Ratings
Crab Island Charter, Family Friendly 4 Hour Experience
Fort Walton Beach
From $85
5.0
40 Ratings
Orlando Sailing Tour: Private Day Experience
Orlando
From $116
4.9
648 Ratings
Sunset Sailing: Key West Schooner America 2.0 Tour
Key West
From $91
4.9
211 Ratings
Key West Sunset Sail: Traditional Pirate Experience
Key West
From $120
5.0
353 Ratings
Private Sailboat Charter: Fort Lauderdale Adventure
Fort Lauderdale
From $440
4.9
137 Ratings
Private Sailing Tour: Stiletto Catamaran Experience
Goodland
From $525
5.0
4 Ratings
Destin Sailing Adventures: 3-Hour Stiletto Catamaran Experience
Shalimar
From $1,300
Spectacular Experience on a 75’ Ferretti Yacht
Miami
From $1,200
Luxurious Experience on a 60’ Sea Ray Yacht
Miami
From $2,100
1.0
1 Rating
Florida Keys Day Sail: Historic Schooner Experience
Key West
From $999
Florida Keys Sunset Cruise: Romantic 2-Hour Sail
From $750
Private Yacht: Key West Luxury Catamaran
Key West
From $795
Sunset Cruise: Key West Ocean Views
Naval Air Station Key West
From $590
4.0
6 Ratings
Miami Yacht Tour: Luxury on Turquoise Waters
North Bay Village