Everglades City to Flamingo through the Wilderness Waterway. Chickees, beaches, no fresh water.

Ninety-nine marked miles of mangrove creeks and open bays between Everglades City and Flamingo, sleeping on chickees (a roofed platform on stilts over the water, with a bucket) and on the Cape Sable beaches. You carry every drop of water for the whole trip. No cell coverage. Tides decide which creeks you can use and when.
The sail part is the appeal. The WaterTribe people do this coast in kayaks with outriggers and roller-furling rigs, paddling the creeks and sailing the bays. That is the boat I want for this: small enough for a chickee, enough sail to cross Whitewater Bay with a grin.
“Paddling in the dark through early morning mists and fogs over dead still water made this the best and most mystic day.”uphillhikes.com, solo kayak, Everglades NP
Roughly how it goes, from the people who have done it. Numbers to be corrected by weather.
| when | what |
|---|---|
| Day 1 | Everglades City, permit in hand. Chokoloskee to Lopez River. |
| Day 2 | Chatham River to Watson Place. Read the sign. |
| Day 3 | Lostmans Five. Wind on the bays; sail it. |
| Day 4 | Broad River. The Nightmare only at high tide. |
| Day 5 | Harney River chickee. First night over the water. |
| Day 6 | Shark River to Oyster Bay. Big water, big sky. |
| Day 7 | Joe River chickee, or out to a Cape Sable beach if the Gulf is kind. |
| Day 8 | Whitewater Bay to Flamingo. Shuttle back north. |



A February week with a permit booked ninety days out, a boat that sails, and a pal who doesn't mind no-see-ums. If it goes well, the Everglades Challenge is the graduate version.
Other people's accounts and the official pages. Read these before believing anything above.