Florida Keys Charter Itinerary

Florida Keys Itinerary

Florida Keys Yacht Charter
The Keys are a hundred and thirty miles of limestone islands curving south-west off the tip of Florida, with the Atlantic on one side, the Gulf on the other, and the only living barrier reef in North America running the length of them.





It is shallow water sailing, and the chart matters. What it buys you is a reef within reach of every anchorage, a chain of towns that get progressively less serious the further south you go, and Key West at the end of it ’ which has never been serious at all.





Every route we shape is a starting point, not a fixed schedule. Stay a second day where the light is right, move with the weather, or follow a captain who knows the cove worth the detour. That freedom is the point of chartering. What follows is one considered way to read the Florida Keys; the rest we tailor to you.
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Day 1

Fort Lauderdale to Elliott Key

Run south past Miami and the skyline drops away into Biscayne National Park, ninety-five percent of which is underwater. Elliott Key grew pineapples once; now it grows mangrove and hardwood hammock. Snorkel the Maritime Heritage Trail, where six wrecks lie in shallow water, and take the tender to the lighthouse at Boca Chita.
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Day 2

Key Largo

Key Largo calls itself the diving capital of the world and has the reef to justify it. John Pennekamp was the first undersea park in the country ’ coral heads, a bronze Christ statue standing in twenty-five feet of water, and visibility that makes the whole thing feel staged. Anchor off Rodriguez Key, shallow and quiet, for the night.
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Day 3

Marathon

Marathon sits at the midpoint, where the Keys narrow and the fishing gets serious. Tuna and grouper offshore, permit and bonefish on the flats. The Turtle Hospital ashore rehabilitates loggerheads hit by boats and is a genuinely affecting hour. Dinner is whatever came over the transom that afternoon.
Day 4

Little Palm Island

Under the Seven Mile Bridge ’ an engineering oddity worth seeing from below rather than driving across ’ and on to Little Palm. Five acres, no clocks, no televisions, and key deer wandering between the palms. Swim, take the spa, and let the afternoon dissolve. This is the quietest night of the week, by design.
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Day 5

Key West

Key West is closer to Havana than to Miami and behaves accordingly. Hemingway’s house and its six-toed cats, the Old Town’s clapboard and gingerbread, roosters in the street. Mallory Square puts on a sunset performance every evening, half circus and half genuine. Watch it from the deck instead, cocktail in hand, and dine ashore late.
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Day 6

Bahia Honda

North again to Bahia Honda, whose beach is consistently rated the best in Florida and, unusually, deserves it ’ deep sand, clear water, the ruin of Flagler’s railway bridge arching overhead. Snorkel the reef, run the water toys in the channel, and take the evening ashore at Hawks Cay if the mood turns sociable.
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Day 7

Key Biscayne & Miami

Cruise north to Key Biscayne and anchor off No Name Harbor for a last swim. On the way out, pass Stiltsville ’ seven wooden houses standing on pilings in the middle of Biscayne Bay, the survivors of a community that once ran to twenty-seven. Lunch on the Miami River, then Fort Lauderdale, and the week is done.
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Florida Keys Yacht Charter Enquire

Enquire about chartering in Florida Keys to receive current yacht availability, seasonal guidance and expert insight into the cruising areas, anchorages and experiences that best fit your preferred style of charter, creating a clearer route to the right itinerary.

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