Yachting Vacations
Rated the World's Best Charter Company! Bareboat and Captained Mono-hull and Catamaran Sailing Charters since 1984!

Key Sailing Charters
Affordable, all-inclusive 7 day vacations for up to 4 guests on luxury, crewed sailboat..

360 Yachting
Sailing, Powerboat and Fishing Charters in Southwest Florida, Keys, Tortugas, Bahamas and Caribbean. ASA or US Sailing Instruction, Captain Services and Yacht Management.

All Yachts Worldwide, Inc
Luxury, adventure, indulgence, tranquility - All of these experiences are possible at one time with a private Florida sailing yacht charter from Palm Beach to the Keys through All Yachts Worldwide. Luxury Motor & Sail.

Atlantis Yacht Charters
Atlantis Yacht Charters offers the best sailing charters, yachting charters and fishing charters anywhere. We offer the best cruising packages in RI, FL and the Caribbean.

Banana Winds Sailing Charters
HalfDay, FullDay, By the hour and extended cruises. Sailing from Miami, Fl. to the Bahamas and Florida Keys. Read a Book. Watch a sunset. Spend time with that special someone. Take the helm. Raise the sails. Get lost in the adventure of sailing. Overnight and extended sailboat charters in the Florida Keys / Bahamas area. Sit back and enjoy all the beauty and enjoyment of the sailing lifestyle. Sail with a fully experienced and licensed Captain aboard his beautiful 51' Formosa yacht.

Caribbean Soul Charters
22 foot sailboats with romantic Key West Style bayfront cottages on small island in the Florida Keys. All inclusive with kayak, bicycles and much more. Sit under the palms while watching the beautiful open water sunset on your porch.

Charter Sailing Unlimited
Charter Sailing Unlimited - Luxury crewed charter yacht vacations to the beautiful Virgin Islands or elsewhere in the Caribbean.

Charter Specialists
Your guide to private yacht charters in Florida and world wide. Sailing yachts, motor yachts, bareboat charters or crewed. View hundreds of on-line brochures.

Cruzan Yacht Charters
We provide Bareboat, Crewed, Luxury and Party charters in South Florida, the Florida Keys, the Bahamas, the Caribbean, and many other worldwide locations. Whatever the occasion may be - sailing, snorkeling, deep sea fishing, dinner cruises, wedding parties - we can arrange it.

Florida Yacht Charters & Sales
Yacht charters from Miami Beach to Key West or the Abacos, Bahamas. Sales of new or pre-owned yachts, power and sail offered. Learn to sail during your vacation at FYC.

Jolly II Rover Schooner
Sail back in time! Relive the days of seafaring adventurers aboard the only Square-Rigged, Topsail Schooner in the Historic Seaport! For a truly unforgettable experience! Join the Rover crew. Hoist the sails! Steer the ship! Fire the cannon!

Key Lime Sailing Club And Cottages
In the Tropical Florida Keys. Sailing, fishing, Snorkeling, Birds, Eco touring, Kayaking, All FREE Coral reef/wreck diving Available. Easy to reach Hard to forget. Key Lime Sailing Club. Prices start at $140 per night.

Key Sailing Charters
Affordable 7 day vacations for up to 4 guests on a luxury, crewed sailboat cruising personalized itineraries between Key Largo and Key West.

Nautical Holidays
We provide all the leg work necessary to create the perfect charter for you and your guests, at no additional fee! Provisions, florists, bands, DJ's, magicians, and more.

Ocean Voyages
Based in Sausalito, CA and experts in premier adventure travel since 1972, this specialty charter yacht company offers custom itineraries on more than 350 boats worldwide. Their network of luxury sailing and motor yachts, and square riggers have been carefully selected to assure the quality of your adventure vacation or luxury holiday. Specialists in ocean passage making and around the world trips.

Sailboats Unlimited
Design your own cruise to the Florida Keys, Sanibel, or the Bahamas on a captained or bareboat yacht with Sailboats Unlimited.

Shannon Webster Charters
Shannon Webster Charters, Inc is a full service independent charter broker agency offering worldwide luxury yacht charters on crewed power & sailing yachts. Discreet, personable & professional service. 90% repeat & referral charter clients. 25+ years experience.

Treasure Harbor Marine
Our fleet of power and sail yachts range from 19' to 41'. We offer crewed or bareboat trips and can provide you with a captain and crew, or a private experience where you are the captain.

Tropical Yachts
Tropical Yachts specializes in yacht charter yacht vacations. Offering the best selection of luxury yachts, crewed charters, bareboat rentals, scuba diving, day event charters and sailing and fishing vacations.

Virgin Island Sailing, Ltd
Sailboats, Power yachts, Mega yachts and Bareboat charters throughout the Caribbean and around the world.

Click here for additional Florida sailing charter listings