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More Sailing in United States (show all)
Adventure Charters and Dive | Moss Point, Mississippi | Sailing

Adventure Charters and Dive

Moss Point, Mississippi
Adventure Cat Sailing Charters | San Francisco, California | Sailing

Adventure Cat Sailing Charters

San Francisco, California
More Sailing in North America (show all)
Discovery Sailing RYA Sail Training Centre | Chester Basin, Nova Scotia | Sailing

Discovery Sailing RYA Sail Training Centre

Chester Basin, Nova Scotia
Nova Scotia Sea School | Halifax, Nova Scotia | Sailing

Nova Scotia Sea School

Halifax, Nova Scotia
3-Hour sail Ltd. | Victoria, British Columbia | Sailing

3-Hour sail Ltd.

Victoria, British Columbia
Luxury Yacht Charters from Granville Island | Vancouver, British Columbia | Sailing

Luxury Yacht Charters from Granville Island

Vancouver, British Columbia
Newport Beach Sailing Charters | Newport Beach, California | Sailing

Newport Beach Sailing Charters

Newport Beach, California
Alaska Charter Yachts | Petersburg, Alaska | Sailing

Alaska Charter Yachts

Petersburg, Alaska
Pacific Yellowfin Private Charters | Vancouver, British Columbia | Sailing

Pacific Yellowfin Private Charters

Vancouver, British Columbia
Classic Harbor Line | Key West, Florida | Sailing

Classic Harbor Line

Key West, Florida
Sailing Classes in Vancouver | Vancouver, British Columbia | Sailing

Sailing Classes in Vancouver

Vancouver, British Columbia
Top Listings in Florida (show all)
Captain Jack Boat Tours | Fort Lauderdale, Florida | Cruises

Captain Jack Boat Tours

Fort Lauderdale, Florida
Cruises
The Reef Chief Charters | Port Richey, Florida | Fishing Trips

The Reef Chief Charters

Port Richey, Florida
Fishing Trips
Anchorage Resort And Yacht Club Condo Assoc. | Key Largo, Florida | Hotels & Resorts

Anchorage Resort And Yacht Club Condo Assoc.

Key Largo, Florida
Hotels & Resorts
Exciting Fishing Charters With Anglers Envy | Cape Canaveral, Florida | Fishing Trips

Exciting Fishing Charters With Anglers Envy

Cape Canaveral, Florida
Fishing Trips
Glass Action Charters | North Palm Beach, Florida | Fishing Trips

Glass Action Charters

North Palm Beach, Florida
Fishing Trips
Oceanfront Cocoa Beach Condo 2 Bedroom 2 Bath | Cocoa Beach, Florida | Vacation Rentals

Oceanfront Cocoa Beach Condo 2 Bedroom 2 Bath

Cocoa Beach, Florida
Vacation Rentals
'WELCOME TO POTTER'S CASTLE' Disney World | Kissimmee, Florida | Vacation Rentals

'WELCOME TO POTTER'S CASTLE' Disney World

Kissimmee, Florida
Vacation Rentals
Deep Sea Fishing at Cocoa Beach | Cocoa Beach, Florida | Fishing Trips

Deep Sea Fishing at Cocoa Beach

Cocoa Beach, Florida
Fishing Trips
Miami Seaplane Tours | Miami, Florida | Sight-Seeing Tours

Miami Seaplane Tours

Miami, Florida
Sight-Seeing Tours
Grand Oaks Resort | Lady Lake, Florida | Campgrounds & RV Parks

Grand Oaks Resort

Lady Lake, Florida
Campgrounds & RV Parks


Explore Over 100 Travel Categories To Find Your Next Amazing Vacation

With a diverse array of more than 100 travel categories and options, finding the ideal vacation is a breeze. Whether you are looking for a cozy cabins, luxurious resorts, thrilling adventure tours, or tranquil beach getaways, we have the perfect travel option waiting for you.

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  • Travelers Checks


Florida Keys, Florida Sailing Vacations | Trips, Rentals & Lessons

Browse incredible Florida Keys, Florida sailing vacations & trips, take a lesson or rent your own sail boat. Browse our Florida Keys, Florida sailing options and plan your vacation. Also of Interest: boat charter | charter sailing | charter yacht | private sail | private sailing |
More Within 5 mi, 10 mi, 25 mi, 50 mi, 100 mi, 250 mi, 500 mi, 1000 mi of Florida Keys, Florida