Chokoloskee, FL

Travel Guide

A calm lake with a clear sky and scattered clouds, surrounded by dense green forest.
A night sky with the Milky Way over a calm body of water and a rocky shoreline with wooden posts.
A wooden boardwalk leading through a forested area with a sunset sky.
A forested path surrounded by dense green foliage and trees.
A sunset over a body of water with two islands silhouetted against the sky.
Waterfront 2 bedroom 1 bath with boat slip

Waterfront 2 bedroom 1 bath with boat slip

Chokoloskee FL
Enjoy free WiFi, laundry facilities, and patios. Popular attractions Smallwood Store and Chokoloskee Bay are located nearby.
10/10 Exceptional! (54 reviews)
"Place was spotless and nicely decorated. Great location for fishing. Great hospitality. Thanks for a great stay"

Reviewed on May 24, 2026

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Waterfront 2 bedroom 1 bath with boat slip
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool

The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool

Chokoloskee FL
Stay at this vacation home in Chokoloskee. Enjoy free WiFi, private pools, and a garden. Popular attractions Smallwood Store and Chokoloskee Bay are located ...
Get rates
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Chokoloskee FL
Enjoy a garden, laundry facilities, and patios. Popular attractions Smallwood Store and Chokoloskee Bay are located nearby.
9.6/10 Exceptional! (136 reviews)
"Everything was awesome! It was the perfect place for our Everglades adventures!"

Reviewed on Aug 10, 2026

Get rates
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
See all 215 properties in Chokoloskee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Waterfront 2 bedroom 1 bath with boat slip

Waterfront 2 bedroom 1 bath with boat slip

Chokoloskee FL
Enjoy free WiFi, laundry facilities, and patios. Popular attractions Smallwood Store and Chokoloskee Bay are located nearby.
10/10 Exceptional! (54 reviews)
"Place was spotless and nicely decorated. Great location for fishing. Great hospitality. Thanks for a great stay"

Reviewed on May 24, 2026

Waterfront 2 bedroom 1 bath with boat slip
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool

The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool

Chokoloskee FL
Stay at this vacation home in Chokoloskee. Enjoy free WiFi, private pools, and a garden. Popular attractions Smallwood Store and Chokoloskee Bay are located ...
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands

Chokoloskee FL
Enjoy a garden, laundry facilities, and patios. Popular attractions Smallwood Store and Chokoloskee Bay are located nearby.
9.6/10 Exceptional! (136 reviews)
"Everything was awesome! It was the perfect place for our Everglades adventures!"

Reviewed on Aug 10, 2026

Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
See all properties in Chokoloskee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Chokoloskee attractions

Chokoloskee Bay

9.2/10 (148 reviews)
Commune with nature and explore the great outdoors at Chokoloskee Bay during your travels in Chokoloskee. Stroll along the marina in this relaxing area, or seek out the kayaking spots.
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Things to do

Everglades National Park: 2 hour Dolphin & Birding Boat Tour

Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour

$110
per adult
Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour
Everglades National Park Dolphin, Birding and Wildlife Boat Tour

Everglades Birding, Dolphin and Wildlife Boat Tour (2 hours)

$120
per adult
100% of travellers recommend
Everglades Birding, Dolphin and Wildlife Boat Tour (2 hours)
Small Group Motorboat Eco Tour of the Everglades

Small Group Motorboat Eco Tour of the Everglades

$149
per adult
Small Group Motorboat Eco Tour of the Everglades
Dark Sky's in the Florida Everglades

Dark Sky's in the Florida Everglades

$150
per adult
Dark Sky's in the Florida Everglades
Picture 2 for Activity Everglades: Guided Kayak and Airboat Tour

Everglades City: Guided Kayaking Tour and Airboat Ride

$150
per adult
Everglades City: Guided Kayaking Tour and Airboat Ride
Mangrove Tunnel Kayak Eco Tour - Private or Shared

3 Hour Guided Mangrove Tunnel Kayak Eco Tour

$100
per adult
100% of travellers recommend
3 Hour Guided Mangrove Tunnel Kayak Eco Tour
See all activities in Chokoloskee

Frequently asked questions

When is the best time to visit Chokoloskee?
The best time to visit Chokoloskee is from November through March, when the climate is generally pleasant and mild. For travelers seeking fewer crowds and potentially better value, the warmer months of May through August are a good option.
What is Chokoloskee known for?
Chokoloskee is known for the Smallwood Store. This historic landmark serves as a key point of interest, offering travelers a glimpse into the area's unique heritage and local history. It is a central feature of this United States destination.
What is a good itinerary length for Chokoloskee?
A good itinerary length for Chokoloskee is one to two days to visit Smallwood Store and enjoy an Everglades Birding, Dolphin and Wildlife Boat Tour. For a longer trip of three to four days, travelers can also experience the Everglades Boat Assisted Kayak Eco Tour and the Everglades Dolphin, Birding & Wildlife Photo Tours. See Chokoloskee Activities.
What are the top things to do in and around Chokoloskee?
Chokoloskee offers historical insights and abundant opportunities to explore the natural beauty of the Everglades:

  • Visit the Smallwood Store, a historic landmark.
  • Take an Everglades Birding, Dolphin and Wildlife Boat Tour.
  • Explore the Everglades on a Boat Assisted Kayak Eco Tour.
  • Go on an Everglades Private Birding and Photography Safari.
  • Discover the Everglades National Park Dolphin, Birding and Expedition.

Can I book a refundable hotel in Chokoloskee?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Chokoloskee by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Chokoloskee with Expedia?
Expedia makes it easier to plan your Chokoloskee trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Chokoloskee?
The best choice depends on your travel style. Hotels in Chokoloskee can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Chokoloskee trip on Expedia?
Once you've booked your Chokoloskee trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Chokoloskee trip?
Expedia offers customer support before, during, and after your Chokoloskee trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Chokoloskee?
If it's your first trip to Chokoloskee, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Chokoloskee hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Chokoloskee hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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