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.
Key West, FL
Yacht Charters in Key West
Key West charters on CharterXO depart 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.
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
August in Key West
Best time to charter in Key West
Quietest on the water + best reef visibility. Sunset sails sell out daily.
This month on CharterXO
August in Miami: hurricane-season value and warm evenings
August is the softest-priced month in South Florida — locals sit tight waiting for the hurricane peak in September, so inventory and discounts run deep. Storms track in 7-10 day windows that captains read closely; most trips reschedule cleanly at no cost if a system approaches. Book the week-of rather than months-ahead for the best rate.
Check August availability in Miami
Last updated
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.
List Your Boat