Recommended 6-day kayak or canoe loop trips into the Everglades
Both of these trips begin and end at Outdoor Resorts on Chokoloskee Island. You can do these loops from Everglades City (no cost for parking) but add 5 miles
on the first and last days. The first trip begins in the back country and leads out to the gulf via Lostmans River on the 4th day. The second trip is opposite of the
first; it begins in the gulf, heads into the backcountry via Lostmans River on the third day. Mileage provided is an approximation and can vary according to routes.
Several photos are below.
- Trip One (73 miles roundtrip)
Day 1: Chokoloskee Island to Watsons Place (16 miles)
Day 2: Watsons Place to Lostmans Five (11 miles)
Day 3: Lostmans Five to Willy Willy (11 miles)
Day 4: Willy Willy to Hog Key (13 miles)
Day 5: Hog Key to Pavilion Key (12 miles)
Day 6: Pavilion Key to Chokoloskee Island (10 miles)
Day 1: Chokoloskee Island to Watsons Place (16 miles)
I love this first day's route, it takes you on the beautiful Lopez River and three backcountry bays. When out here, I realize how vast the Everglades is (I
cannot imagine what it was like before most of it was destroyed). We put in on the east side of Outdoor Resorts marina (the starting point for the wilderness
waterway). As you head toward to the mouth of Lopez River, beware of shoals and follow the channel markers. The Lopez River is beautiful and I can see
why Gregorio Lopez made his homestead here. At about 5 miles into the paddle, stop at the Lopez River campsite for a break and check out the old water
cistern he built over 100 years ago. Up from Lopez campsite you will follow crooked creek into Sunday Bay, where you'll follow the wilderness waterway
markers leading you across Sunday Bay and eventually into Oyster and Huston Bays. On a map, these bays look small in comparison to the gulf of
Mexico, but in a kayak or canoe, they are not. I've been caught on these bays in 25-30 knot winds and it is unnerving. Once you get into Huston Bay and
can see marker 108 , head in a more southerly direction toward the right, away from the markers. You'll see the island where marker 107 is situated, the
island has an old house still standing that you'll spot easily from a distance. Stay right of that island and once along side it, follow the right shoreline into the
passage that will lead you to the Watsons Place. Watsons Place is rich in history and if you can, read Peter Matthiesson's book "Killing Mister Watson"
before you camp there. Once you know the story, it makes your stay more interesting and you'll actually believe you've seen ghosts.
Day 2: Watsons Place to Lostmans Five (11 miles)
From Watsons Place you'll head back up the Chatham River and follow the right shoreline toward waterway marker 99 (which will be sitting on the far end of
an island on your left). Continue following the shoreline into Chevelier Bay and head toward marker 93. Chevelier Bay can be very imposing with 20+ knot
winds, especially when they are coming out of the northeast. On one of my trips, I had the wind directly behind me and I literally surfed across that bay. It
seems the relative shallowness of these backcountry bays allows the waves to break, like a surf, rather than swell and loll across the bay. I'm not sure
which is worse, surfing or lolling, when you have the wind coming at you from the side. Once across Chevelier you'll head into the protected area where
Darwin's Place campsite is located. This is a nice place for a short break (port-a-let available). From there, continue following the markers across Cannon
Bay,Tarpon Bay and then Alligator Creek. You'll paddle through a couple of creeks, Alligator being the first, and will likely get up close and personal with a
few gators. They are typically lounging on the mud near the water's edge and pay little attention to you unless you get too close and threaten its space.
Please don't intentionally get too close to one, just leave them be. You can get some excellent photos without getting close. Beware of powerboat traffic
through these creeks as well, keep your ears and eyes alert and be ready to move aside. In all, the creeks make this day's route a particularly interesting
one, giving you a nice peaceful contrast to the large open bays in between.
Alligator creek leads into another large bay, Alligator Bay followed by Dads Bay. Keep your eyes peeled for the distant markers. Once out of Dads Bay
you'll head into Plate Creek and Plate Creek Bay, passing the chickee that is situated on a small island in the bay. You could stop for a break but it is off the
route slightly. You'll meander through one more small creek and once out, you'll see Lostmans Five ahead. This campsite is small with two chickee-sized
platforms and a dock where the port-a-let sits. Without the platforms, this site can be extremely muddy, so be grateful for the hard platform. You'll have a
beautiful sunset here, as you gaze across the small bay in the evening.
Day 3: Lostmans Five to Willy Willy (11 miles)
This route begins on a beautiful and relatively wide creek. This creek has an openness to it, unlike the tighter creeks from the day before. You'll spot several
birds including osprey along this route, especially early in the morning. The route takes you into Onion Key Bay and you'll follow the markers through several
large mangrove islands. I think this area (between Onion Key, Third and Second Bays) is one of the most beautiful backcountry areas north of Lostmans
River. You will feel very far removed from civilization back in here and I rarely see powerboats near by. It is absolutely breathtaking as you work your way
through the islands. Continue following the markers until you reach marker 44 at the entrance of the Big Lostmans Bay. If you are using chart #41, you will
not have a map for this route beyond marker 47, so you will need map #39 to continue on. Marker 44 is where you will stray away from the wilderness
waterway and make a compass bearing (north east) right into the mouth of Rocky Creek. Once in the creek, you'll meander through some diverse
ecosystems. You'll pass your usual mangrove forests but you'll also be getting into the more freshwater area of the Everglades where sawgrass grows
abundant. The Willy Willy campsite is about 2 miles into the creek on your left, situated on a corner of Rocky Creek and another creek heading northward.
This campsite is a bit larger than Lostmans Five but does not have a platform. It's plenty high enough to avoid excessive muddiness and has a dock for
powerboats. Beware, this is a popular site for powerboat fishermen. My companion and I once shared this site with 6 fishermen who managed to get
about 1500 sq-ft of cheap tent space on the site. That left us barely enough room for our 2 tiny tents and kayaks. It had the potential to be a miserable
overnight for us, but they were nice guys, quite respectful and quick to offer us ice, beer, use of their trash bag, etc. The creek is deep enough for
powerboat fishing, so beware of boats as you wind through the creek as well.
Day 4: Willy Willy to Hog Key (13 miles)
This is an awesome route in every way and can be relatively fast if you plan it correctly. You'll be heading out to the gulf via Lostmans River so time your
trip according to the tides. You do not want to be heading out to the gulf on this powerful river during an incoming tide. When I took this route, we had an
outgoing tide until about 9 am. Accordingly, we left Willy Willy promptly at 7 am and were out in the gulf by 9 am. We flew out of the backcountry that
morning! To begin, you'll backtrack all the way to marker 51. At this point, you can make your compass bearing toward the west opening into Second
Bay. Follow the left shoreline and stay to the left of the large shoal before you round the corner into Lostmans River. Once in the river with an outgoing
tide, relax and enjoy the ride. This river is grand with the morning light to your back, and with an outgoing tide you'll be heading into the open gulf in no
time. So take your time, get out at the sandy bar on the right for a short break if you like. You are leaving the "dark" back country into the well lit open gulf,
and it's a joyful experience. I love the backcountry, but when you come into the gulf after a few days in the backcountry, it's quite a contrast. It reminds
you how vast and diverse the Everglades is. As you get closer to the gulf, you'll come into the opening of the river where several shoals await you. Before
the 2005 hurricanes, there was s small opening (very small at low tide) that you needed to follow carefully until you cleared the island. After 2005, things
shifted and there seems to be a wider opening now. Follow the right shoreline of the river to get out, staying on the north end of the island that sits in the
middle of the river opening. Once out into the gulf, it's only a short distance to Hog Key, less than 3 miles. Hog Key was devastated by the 2005 hurricanes
and has plenty of camping space to show for it. There is a very large shoal on the gulf side, extending around to the north end. I've camped on the north
end and on the west side. At low tide, plan to walk a few hundred feet with the kayak or canoe.
Day 5: Hog Key to Pavilion Key (12 miles)
It's a gulf route all the way, from one gulf island to another. You can take a break on Turkey or New Turkey Key along the way. From there, pass Mormon
Key and the mouth of the Chatham River as you can head toward the northeast end of Pavilion Key.
Day 6: Pavilion Key to Chokoloskee Island (10 miles)
Back to Chokoloskee Bay via a 10-mile route that really doesn't feel like 10 miles, it feels shorter. Once you cross the bay and head east of Crate Key, it's
smooth all the way. Turtle Key offers a nice rest stop. From Lumber Key, you take the same route back as I described for the 2-night trip from Rabbit
Key. One thing I will mention, I see more osprey nests on this route than most others, and it's rare not to see dolphins feeding as they move with the tide.
- Trip two (61 miles round trip; see my Lostmans Expedition, New Years Eve Trip story for more detail on this route)
Day 1: Chokoloskee Island to Mormon Key (15 miles)
Day 2: Mormon Key to Hog Key (8 miles)
Day 3: Hog Key to Lostmans Five (11 miles)
Day 4: Lostmans Five to Watsons Place (11 miles)
Day 5: Watsons Place to Lopez River (11 miles)
Day 6: Lopez river to Chokoloskee Island (5 miles)
Day1: Chokoloskee Island to Mormon Key (15 miles)
We chose this direction for the trip based on tide schedules. We wanted to avoid taking the Lostmans River against a tide, so the trip was planned in such a
way that heading into the backcountry via Lostmans would provide us the right conditions. Plus, we were counting on some winds that would be more
favorable for us by heading this direction. We also planned it so that our longest day would be the first day and there would be a couple of relatively short
days thrown in. During this time of year, the weather can change quickly and become nasty with 20+ knot winds, making your travel tougher and slower.
Because we are heading into the gulf, we put in on the gulfside of the Outdoor Resorts marina and follow the Chokoloskee Island shoreline toward Rabbit
Key pass. Watch for shoals along the bay, especially at low tide and stick to the channel. Before you get to Turtle Key at the end of the Rabbit Key pass,
head south between Rock Hole and Lumber Keys and make a compass bearing toward Pavilion Key. Don't head out to Pavilion, rather stay close to the
mangrove islands on your left and continue in a more southeasterly direction. Continue on past the Chatham Bend right into Mormon Key. Camp on the
north end of the northwest corner to avoid the shoals at low tide.
Day 2: Mormon Key to Hog Key (8 miles)
This should be a leisurely day if the weather is favorable. You can take your time, do some fishing or photography along the way. You can stop at Turkey
Key for a break. Basically, head southeast directly to Hog Key. You can camp on the gulf side but beware of the shoals (sand, not oysters) for loading and
unloading the boats.
Day 3: Hog Key to Lostmans Five (11 miles)
With an incoming tide, you'll breeze into the backcountry, but enjoy the scenery along the way. We left Hog Key at day break so the sun was just barely
peeking over the horizon. This made for a gorgeous paddle toward the Lostmans River as the sun rose over the mouth of the river. This area is well known
for fishing, take advantage of that if you are a fishermen. Watch for the birds as you head into the river, there are plenty of shoals for them to perch and
wade around looking for breakfast. Also, look for manatee or dolphin moving up tide toward the backcountry. This is a spectacular route, one of my
favorites as you head into Second Bay and eventually Onion Key Bay. Enjoy the couple of creeks you'll meander through before getting to Lostmans Five.
If you had an easy time of it getting to Lostmans Five, set up camp and head out through the Lostmans Five creek next to the campsite. It goes on
forever, so be mindful of where you are as map #41 does not continue beyond a mile or so. The campsite is small, like a chickee with two platforms (to
avoid the excessive mud). Enjoy the sunset from the dock in the evening.
Day 4: Lostmans Five to Watsons Place (11 miles)
This is the opposite direction of day 2 from trip one above. Take a break at Darwin's Place before heading through Chevelier Bay, especially if the winds are
picking up. Once in the Chatham River, follow the left shoreline until you get to the opening of an intersecting river about a mile from Watsons Place. Then
head over to the right shoreline and follow it until you round a corner and come up on Watsons Place. Enjoy another sunset from the dock.
Day 5: Watsons Place to Lopez River (11 miles)
This is the opposite direction of day 1 from trip one above, minus the section between Chokoloskee Island and Lopez River campsite. There is an
alternative route for this day. After leaving Watsons Place and heading toward Huston Bay, continue hugging the left shoreline (basically, follow the left
shoreline all the way from Watsons Place to Huston Bay) around the corner into the Huston River. From there, head right into House Hammock Bay. Past
the mouth of the bay on the left is a little creek (hiding behind a point) that leads into a small bay. Go in there, follow the right shoreline and you'll find some
wooden planks lined up on the mud, hidden in a corner of the bay. This is the site of Totch Brown's father's moonshine still, built in the 1920s. You can get
out and walk in about 100 feet or so to find it quite easily. A bit of Everglades history and you can read all about it in Totch's excellent autobiography. After
sightseeing, head back to House Hammock Bay, and head northwest to the north end of the bay where you'll come into a large river that takes you back to
the wilderness waterway route. Follow the left shoreline to marker 119. You'll find a nice oyster island to take a break before heading into Sunday Bay.
From Sunday Bay, head into Crooked Creek (around marker 125) that leads into the Lopez River. The campsite is on your left, about one mile from the
creek. Enjoy the evening on this campsite, as the dolphins pass by with the tides.
Day 6: Lopez River to Chokoloskee Island (5 miles)
An easy day for sure, short and sweet. Take the tide out and try to time it so you arrive in Chokoloskee Bay at high tide to avoid the numerous shoals that
await you near marker 127. Instead of going around to the gulf side of Chokoloskee Island where you originally put-in, head to the east side. You'll avoid
even more shoals and it's a bit shorter. Head toward the east side of the island and follow its shoreline (the Outdoor Resorts is basically the entire east side
of the island) until you get to the wilderness waterway put-in.






The Watsons Place campsite. Some of the old farm
equipment is still there, including a water cistern.
Constance Mier, 2006
Near marker 89 on Chevelier Bay, near the creek
leading to Darwin's Place campsite.
Constance Mier, 2006
A view from Lostmans Five campsite in the evening.
Early morning on Rocky Creek, in front of the Willy
Willy campsite.
Constance Mier, 2006
Constance Mier, 2006
Horseshoe crabs on Pavilion Key.
Hog Key campsite, 4 months after Hurricane Wilma.
Constance Mier, 2006
Constance Mier, 2006
All Rights Reserved. Copyright Constance Mier, 2007-2010
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It is helpful to have a marine chart of the area to better understand these routes. You may purchase marine charts of the Everglades at waterproofcharts.com.
The chart for the Ten Thousand Islands area is #41 (north of Lostmans's River) and for the Flamingo/Whitewater Bay/Hells Bay area, you'll need chart #39).