Yacht charter in Key West, United States

3 charter companies and brokers are based in Key West. Compare who offers bareboat, skippered or crewed charters and who sells yachts, then visit their website or ask the AI to narrow it down.

Companies
3
Bareboat
1
Skippered or crewed
3
Yachts for sale
0

Charter companies and brokers in Key West

Listed from each company's own public information. Visit their website for fleet, dates and prices.

Key West

Blue Ocean Yacht Charters

Sailing catamaran and sailing yacht fleet including solar-assisted cats; offers bareboat, captained private charters and chef add-ons.

BareboatSkippered

Key West

Key West Captains

Private captained charters on motor yachts, sailing catamarans and center consoles (about 6 to 36 guests); also vessel management and delivery services.

Skippered

Key West

Sunset Sail Key West

Locally owned operator of three classic sailing vessels, a sloop and two historic schooners, offering private and shared sails.

Skippered

When to go

Seasons depend on the coast. Florida and the Keys are popular from November to May and can be hot and stormy in late summer. New England and the Great Lakes run roughly from June to October, the Pacific Northwest from June to September. Southern California and Hawaii can be sailed most of the year.

Common questions

How much does it cost to charter a yacht in Key West?
The price depends on the boat, the season, whether it comes with a skipper or crew, and extras such as fuel, cleaning, mooring and taxes. Ask the operator for an all-in quote for your dates and ask what is not included.
Do I need a licence to charter a boat?
A skippered or crewed charter needs no licence because a professional skipper is on board. For a bareboat charter operators usually ask for sailing experience or a recognised boating licence, and the rules differ by country and boat size. Ask the operator what they require before you pay a deposit.
When is the best time to charter in Key West?
Seasons depend on the coast. Florida and the Keys are popular from November to May and can be hot and stormy in late summer. New England and the Great Lakes run roughly from June to October, the Pacific Northwest from June to September. Southern California and Hawaii can be sailed most of the year.
What is the difference between bareboat, skippered and crewed?
Bareboat means you hire the boat and sail it yourself. Skippered means a captain comes with the boat while you and your group do the rest. Crewed means a captain and crew such as a chef or deckhand are included, and the trip is more like a floating hotel.
How do I book, and who do I pay?
Contact the company directly through its own website, or send a request through YachtRelay for yachts listed here. YachtRelay does not take payments or deposits: you agree the price and pay the operator under their contract.

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