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Not sure which yacht?
Tell us the dates and the party size. A broker who charters here every week will shortlist three yachts for you.
A reply within 24 hoursMedian weekly rate $115,000. Base rate, before APA and tax.
Yacht charter Florida Keys follows the Overseas Highway’s arc of 1,700 islands stretching 120 miles from Key Largo to Key West, a necklace of mangrove-fringed cays, shallow-water flats shimmering in every shade of aquamarine, and coral reefs that form the only living barrier reef in the continental United States. Read more
Not sure which yacht?
Tell us the dates and the party size. A broker who charters here every week will shortlist three yachts for you.
A reply within 24 hours
The Monthly Price Index · October 2026, low season
Local knowledgeTwo seasons in one country: Florida and the Keys peak through winter, while Newport and New England take over for the northern summer.
Experience the season's highlights from the water
Holidays and school breaks that suit these waters
For the dry-season peak of November to April, six to nine months’ lead time is recommended, especially over Christmas, New Year, and Presidents’ Day weekend. Lobster mini-season (late July) also books up fast among fishing-focused charters. Summer shoulder-season cruises can often be arranged four to five months ahead at softer rates.
The base rate covers the yacht, professional crew, insurance, and standard equipment including the tender, snorkelling gear, and water toys. Fuel, provisions, beverages, marine-park fees (such as the Florida Keys National Marine Sanctuary), and any fishing-guide services are funded through the APA (30 to 35% of the charter fee). Florida state sales tax at 7% applies, and unspent APA is refunded.
Yes, both combinations are popular and logistically straightforward. Heading north from Key West to Miami via the Hawk Channel is a scenic one-to-two-day passage, while a crossing from Key West to the Dry Tortugas and onward to the Bahamas adds an adventurous multi-day ocean leg. Your Boatcrowd broker can design a seamless route that links all three destinations.
The Keys are exceptionally family-friendly. The calm, shallow backcountry waters are ideal for young swimmers and first-time snorkellers, the Turtle Hospital in Marathon captivates children of all ages, and encounters with dolphins, rays, and nurse sharks in the wild are almost guaranteed. Crews are experienced at tailoring menus, daily pace, and excursions to suit younger guests.
Yacht charter Florida Keys follows the Overseas Highway’s arc of 1,700 islands stretching 120 miles from Key Largo to Key West, a necklace of mangrove-fringed cays, shallow-water flats shimmering in every shade of aquamarine, and coral reefs that form the only living barrier reef in the continental United States. The Keys draw from the US fleet of over 77 charter yachts, including 68′-98′ motor yachts whose drafts navigate the backcountry channels between Islamorada and Marathon, 100′+ superyachts that anchor in the deeper Hawk Channel on the oceanside, and 55′+ catamarans perfect for shallow-draft exploration of the Everglades’ Ten Thousand Islands at the chain’s northern fringe.
November to April is peak season, dry, 25 to 28°C days, outstanding reef visibility, and peak tarpon, permit, and bonefish activity on the backcountry flats. Summer offers warmer water, lobster mini-season in late July, and gentler pricing. Daily rates start from $6,000/day, climbing to $11,500+/day on superyachts above 89′, plus Florida’s 7% state sales tax and 30 to 35% APA for fuel, provisions, and dockage. The Keys’ singular appeal is intimacy with the ocean, nowhere else in the continental US can you snorkel John Pennekamp’s Christ of the Abyss statue in the morning, flyfish the flats of Islamorada at noon, and toast the sunset at Mallory Square in Key West by evening, all without losing sight of crystal-clear water for a single mile.
Discover reef logistics, bridge clearances, and the best anchorages from Key Largo to Key West in our comprehensive Florida Keys destination guide.
Explore day-by-day Florida Keys charter itineraries linking Islamorada’s flats, Marathon’s reefs, and the harbour bars of Key West.
The grid above features yachts available for Florida Keys charters from the US fleet of over 77 vessels, motor yachts from 68′, superyachts over 100′, and catamarans from 55′. Weekly rates start from approximately $42,000. Use the filters to sort by type, guest capacity, length, or rate, then connect with Boatcrowd’s charter specialists for bridge-clearance planning, backcountry fishing guides, and bespoke itinerary design through the island chain.
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