A 2-hour sunset sail past Mallory Square is the universal starter. Serious anglers go offshore for mahi and sailfish; adventurers head to the Dry Tortugas.
Yacht Charters in Key West
Key West charters on CharterXO start at $549/hour, departing from Key West Bight Marina in the heart of Old Town. Sunset sails past Mallory Square, Dry Tortugas day trips, tarpon and offshore sport fishing, and Marquesas anchoring — Key West is the southernmost and best-loved charter port in the continental US.
Starting at $549/hour - verified yachts + licensed captains
Top Marinas
- Key West Bight MarinaHistoric Old Town base, walking distance from Duval Street.
- Stock Island Marina VillageSlightly north, deeper-water slips for larger yachts.
Popular Routes
- Mallory Square sunset sail~2hSail toward Mallory Square at sunset — the official Key West tradition.
- Dry Tortugas day trip~10h70 miles west to Fort Jefferson and some of the best snorkeling in the Americas.
- Marquesas Keys anchorage~8hUninhabited island chain 20 miles west — deserted beaches and flats fishing.
- Offshore sport fishing~8hMahi, sailfish, and blackfin tuna 8-15 miles offshore.
Highlights
- -Mallory Square sunset tradition
- -Dry Tortugas access
- -Marquesas Keys anchoring
- -Tarpon + sailfish + mahi sport fishing
- -Old Town walkable pickup
Best time to charter in Key West
Quietest on the water + best reef visibility. Sunset sails sell out daily.
July charters: beat the heat on a Miami sunset cruise
July in Miami is hot — 90 degree afternoons are normal — which is why 60 percent of our July bookings are 5-8 PM sunset cruises rather than full-day trips. Water is at its warmest of the year (86 degrees), and the Fourth of July weekend is the single busiest date on the calendar. Book hurricane-season flex pricing with zero-fee reschedules if the tropics kick up.
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Common Questions About Charters in Key West
70 miles west — a 10-hour day-charter round trip on a fast boat, or an overnight on a cruiser. The ferry from Key West also runs daily.
No — CharterXO handles payments end-to-end with card, Apple Pay, or split-pay across the guest group.
Absolutely — Key West is a top US bachelorette destination. Several CharterXO boats are bachelorette-coded with sound systems and floating mats.
Own a boat in Key West? List it here.
Key West owners: CharterXO brings you high-intent travelers who planned their Key West trip months in advance and want a boat during it. Old Town pickup + walkable Mallory Square pricing get premium rates. Free listing, direct booking.
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