Visit Everglades City and the Ten Thousand Islands of Southwest Florida, the Everglades
Chokoloskee2025-12-15T18:25:21-05:00

Welcome to Chokoloskee

Home of hard stories, soft sunsets, and the best kind of trouble.

Chokoloskee is a small island at the very edge of the Everglades, connected to Everglades City by a short bridge and surrounded by quiet water and backcountry routes. Though tiny in size, it has one of the richest stories in Southwest Florida. Early settlers built a remote frontier community here long before roads reached the region, giving the island a rugged heritage that still shapes its character today.

At the center of that story is the historic Smallwood Store, a 1906 trading post that served as a lifeline for families, fishermen, and travelers navigating the Ten Thousand Islands. Local folklore about plume hunters, smugglers, and the notorious Edgar J. Watson adds a layer of mystery that visitors still find fascinating.

Today, Chokoloskee is peaceful, welcoming, and known for its exceptional fishing and quiet, laid-back charm.

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Visit Everglades City Itinerary

Build Your Own Everglades Experience

Design your visit around what matters most to you — history, nature, dining, or relaxation. Mix, match, and map your perfect Everglades escape.

Explore the Outdoors

No matter where you stay in the region, you’re only minutes from amazing ways to experience the Everglades & the Ten Thousand Islands.

Paddle

Kayak and canoe through mangrove tunnels, open bays, and quiet backwaters.

Hike

Explore tropical hammocks, cypress domes, prairie trails, and coastal wetlands.

Bike

Ride low-traffic island roads or nearby off-road routes in surrounding parks.

Birdwatch

Spot roseate spoonbills, eagles, owls, wading birds, and seasonal migrants.

Fish

Our waters are known worldwide — from backcountry snook and redfish to offshore opportunities.

Local Businesses

Worship

Chokoloskee Family Church Of God

Restaurants

HavAnnA Cafe

Marina / Launch

Outdoor Resorts of Chokoloskee

Marina / Launch

Parkway Motel & Marina

Marina / Launch

The Fishing Hole (Boat Ramp)

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