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Neighbourhood

Chokoloskee

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A 150-acre Calusa shell mound at the end of the road, twenty feet above an Everglades that is otherwise at sea level.

Three miles south of Everglades City, State Road 29 crosses a bridge, runs the length of a small island, and stops. That is Chokoloskee, and the reason anyone has ever lived on it is that it is high.

Everything around here is at or barely above sea level — mangrove, marsh, water. Chokoloskee is around 150 acres standing some twenty feet up, and it is standing on shells. The Calusa and their ancestors occupied this island for well over a thousand years, eating oyster, conch and whelk and building the discards into a mound that eventually became solid ground. Nobody engineered it. It accumulated, one meal at a time, over centuries.

That mound is why pioneer families came here in the 1870s rather than anywhere else in the Ten Thousand Islands. High ground meant you could plant, build and survive a storm surge. The island grew into a small farming and fishing community, supplied entirely by mail boat, with no road connection at all until a causeway was pushed across from Everglades City in the mid 1950s. Older residents remember the boat.

Today a couple of hundred people live here. There is no beach, no shop worth the name, no hotel strip and no attraction with a turnstile except the Smallwood Store, which is a genuine one. What there is instead is water access: boat ramps, an RV park and marina, fishing guides, and the southern entrance to the Ten Thousand Islands and the Wilderness Waterway running down into Everglades National Park.

If you come expecting a village to wander round, you will be finished in twenty minutes. If you come with a boat booked, a kayak on the roof or a guide waiting, this is one of the best places to put in on the entire Gulf coast of Florida.

Getting there and parking

From Marco Island, take San Marco Road (CR-92) east to US-41, turn east, then south onto SR-29. Pass through Everglades City and continue three miles over the Chokoloskee Bridge. Allow about an hour from the Crescent Beach hotels.

SR-29 is the only road on and off the island, and it ends here. There is no ferry, no onward route and no public transport of any kind.

Parking is informal — verges, business lots and the Smallwood Store's own area. In February, the island's few spaces near the water fill.

By boat, Chokoloskee sits on Chokoloskee Bay with access into the Ten Thousand Islands and the Wilderness Waterway. Depths are shallow throughout and tides matter more than charts.

Standing on a thousand years of oyster shell

Shell mounds are the signature of the Calusa, the people who ran this coast when the Spanish arrived and who built a complex society on fishing rather than agriculture. They did not farm maize and they did not need to; the estuary produced enough.

What they left behind is structural. Over centuries of occupation the discarded shell built up into raised platforms that supported houses, ceremonial structures and, eventually, whole communities. Chokoloskee is one of the largest surviving examples in Southwest Florida. Estimates put the beginning of the mound's accumulation well over a millennium ago, and some of the island's height is many metres of shell.

You cannot dig into it or take shell from it, and the island's archaeology is not presented as a site with a trail and interpretive boards. What you can do is notice the elevation as you drive in — a genuine slope, in a landscape with nothing else like it for thirty miles — and understand that you are driving up something people made.

The mound's height is also why the settlement survived storms that removed communities elsewhere on this coast, and why the Smallwood Store, raised further on pilings, is still standing after a century of hurricanes.

The end of the road, and the road before it

For eighty years Chokoloskee had no road. Supplies, mail, post and passengers came by boat from Everglades City and from Fort Myers, on a schedule that the weather routinely overruled. Families here were used to a level of self-sufficiency that is difficult to imagine from a rental car.

That ended in the mid 1950s when a causeway was built across the bay from Everglades City — the exact year is given as 1955 in some accounts and 1956 in others. Whichever it was, it changed everything: a truck could now reach the island, and the community stopped being an island in the practical sense while remaining one on the map.

The causeway was replaced in August 2018 by the Chokoloskee Bridge, higher and wider and built to modern standards. That upgrade looked like ordinary infrastructure spending at the time. Four years later Hurricane Ian went through, and having a higher, stronger crossing to the only inhabited high ground for miles looked like foresight.

SR-29 ends at the island's southern edge. There is no onward road, no ferry and no route further south. Everything beyond is water and mangrove, all the way to Cape Sable.

Launching from Chokoloskee

This is the practical reason most visitors come. Chokoloskee sits at the northern end of the Wilderness Waterway, the marked route that runs roughly a hundred miles south through Everglades National Park to Flamingo, and at the doorstep of the southern Ten Thousand Islands.

  • Boat ramps and a marina operate on the island, with an RV park alongside. Launch fees and availability vary; check on arrival rather than assuming.
  • Guides based here run backcountry fishing for snook, redfish and tarpon, and know water that a visitor simply cannot read.
  • Kayak and canoe trips into the islands start from here, including multi-day paddles to the park's chickee platforms, which are booked through Everglades National Park and are not available on spec.
  • Tides matter absolutely. Much of this water is a foot deep or less, and a falling tide leaves boats sitting on mud.

Two cautions. Charts here age badly and the passes between islands move. And the mosquitoes from June to October are severe enough to end a trip; anyone camping in those months needs a proper screened shelter, not optimism.

What there is to do, honestly

Set expectations before you drive down.

The Smallwood Store is the one visitor attraction and it is worth the trip: a 1917 trading post on pilings over the bay, still stocked with what it sold, and the site of one of Florida's most retold killings. Allow an hour.

The water is everything else. A boat tour, a guided fishing day or a paddle into the islands is what the island is for.

The village itself is a residential street, a few businesses and a lot of boats. It is pleasant and it is not a sight. Twenty minutes covers it.

Compared with Everglades City three miles north, Chokoloskee is smaller, quieter, has fewer restaurants and is closer to the water you actually want to be on. Most visitors do both in one day: the national park visitor center and lunch in Everglades City, the store and a boat from Chokoloskee.

From Marco Island the round trip is a full day. Leave early, take San Marco Road east, and do not try to add a beach afternoon on the way home.

Tours that visit Chokoloskee

Operators run these trips past Chokoloskee, or stop there as part of a longer route. We list what the booking data supports — not everything that mentions the name.

Some links below go to Viator, our booking partner. We earn a commission on bookings made through them — at no extra cost to you, and with no influence on what we recommend.

Shared departurespriced per seat, best value for one or two

Private and small-group optionsoften cheaper per head for a family or a group of six

Near Chokoloskee

Straight-line distances, so allow more on the road — the island is long and has one main parkway.

  • A weathered timber building raised on pilings above calm shallow water

    Museum

    Ted Smallwood Store

    A trading post on stilts over Chokoloskee Bay, still stocked with what it sold, and the spot where Edgar Watson was shot in 1910.

    1–1.5 hoursA small admission charge, in the region of $5 per adult, going towards the building's upkeep.0.3 mi away

  • A small low-rise town on flat ground beside marsh and open water under a wide sky

    Neighbourhood

    Everglades City

    Free

    Barron Collier's planned company town on the edge of the Everglades, still the land gateway to the Ten Thousand Islands.

    4–8 hoursFree to visit the town. Boat tours, airboat rides and guides are charged separately.3.6 mi away

  • Low evening sun across a wide expanse of tall golden marsh grass

    Wildlife

    Ten Thousand Islands National Wildlife Refuge

    Free

    Thirty-five thousand acres of mangrove wilderness with one land trail, one observation tower and eighteen parking spaces.

    1–4 hoursFree. No entry fee and no parking charge at the Marsh Trail.13.7 mi away

  • A narrow dark-water channel running under an arching canopy of mangrove branches

    Park

    Collier-Seminole State Park

    6,430 acres of mangrove and royal palm hammock twenty minutes east of Marco, with the last Bay City walking dredge parked by the gate.

    1.5–7 hoursA small per-vehicle entry fee in the usual Florida state park band, paid at the ranger station or honour box.18.4 mi away

Chokoloskee: common questions

Why is Chokoloskee higher than the land around it?

Because it is built on shells. The Calusa and their ancestors lived on this island for well over a thousand years, and the oyster, conch and whelk shells they discarded accumulated into a mound that raised roughly 150 acres to about twenty feet above sea level. In a landscape otherwise at or barely above the waterline, that elevation is why pioneer families settled here in the 1870s and why the community has survived storms that removed others.

How do you get to Chokoloskee from Marco Island?

Take San Marco Road east off Marco Island to US-41, turn east, then south onto SR-29 through Everglades City and three miles further over the Chokoloskee Bridge. Allow about an hour. SR-29 is the only road in and it ends on the island — there is no ferry, no onward route and no public transport. Most visitors combine Chokoloskee with Everglades City in a single day trip.

Is there anything to do in Chokoloskee?

One proper attraction and a great deal of water. The Smallwood Store, a 1917 trading post on pilings over the bay, is worth an hour. Everything else is boat-based: fishing guides, boat tours into the Ten Thousand Islands, and paddling trips into Everglades National Park along the Wilderness Waterway. The village itself is residential and takes twenty minutes to see. Come with something booked rather than hoping to find it.

Can you launch a boat at Chokoloskee?

Yes, and it is one of the best launches on Florida's Gulf coast for the southern Ten Thousand Islands and the Wilderness Waterway down to Flamingo. Ramps and a marina operate on the island, with fees and availability that change, so check on arrival. The water is shallow throughout and tides matter more than charts here; a falling tide leaves boats on mud, and the passes between islands move between seasons.