Chokoloskee Island Vacations from $856
Book a Hotel + Flight or Car together to unlock savings
The Latest Chokoloskee Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Columbus to Chokoloskee Island
View all tripsStay near popular Chokoloskee Island attractions
Smallwood Store
You can spend time exploring the galleries in Smallwood Store during your trip to Chokoloskee. You can seek out the fishing spots while in the area.
Chokoloskee Island Hotel Deals
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool
Chokoloskee FL
Waterfront 2 bedroom 1 bath with boat slip
Chokoloskee FL
10/10 Exceptional! (55 reviews)
"We had a great stay; the host was very helpful and nice, and we would definitely stay again."
Reviewed on Oct 7, 2026
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Chokoloskee FL
9.6/10 Exceptional! (136 reviews)
"Everything was awesome! It was the perfect place for our Everglades adventures!"
Reviewed on Aug 10, 2026
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.
Find the Best Chokoloskee Island Vacation Packages
Chokoloskee Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Miami Intl. Airport (MIA) |
More vacations you might like
Explore a world of travel with Expedia
- 4 Star Hotels in Everglades City
- Privatevacationhomes in Everglades City
- Hotels in Plantation Island
- Hotels in Copeland
- Hotels in Chokoloskee
- Hotels in Everglades City
- La Quinta Inn & Suites Hotels in Ten Thousand Islands
- Fishing in Everglades City
- 5 Star Hotels in Everglades City
- Resorts in Ten Thousand Islands
- Luxury in Everglades City
- Houseboats in Ten Thousand Islands
- Hotels in Goodland
- Hilton Hotels in Everglades City
- Cabins in Everglades City
- Flights to Chokoloskee Island
- Flights to Everglades City
- JetBlue Airways Boston (BOS) to Fort Myers (RSW) flights
- Flights from Miami (MIA) to Naples (MRK)
- Flights to Ten Thousand Islands
- Flights from Chicago (ORD) to Naples (MRK)
- Flights to Marco Island, FL
- Flights to Marco Island
- Flights to Chokoloskee
- Delta Air Lines Detroit (DTW) to Fort Myers (RSW) flights
- Big Cypress National Preserve
- Marco Town Center Mall
- Ten Thousand Islands All Inclusive Vacation Packages
- Chokoloskee Island All Inclusive Vacation Packages
- Ave Maria Vacations
- Where to stay in Bonita Springs
- Visit Ten Thousand Islands
- South Naples All Inclusive Vacation Packages
- Visit Chokoloskee Island
- Marco Island All Inclusive Vacation Packages
- Where to stay in Keewaydin Island
- Where to stay in Southeast Florida
- Visit Tigertail Beach
- Chokoloskee Island All Inclusive Vacation Packages
- Where to stay in Ten Thousand Islands
- Visit Everglades City
- Goodland Vacations
- Bonita Springs Vacations
- Where to stay in Naples
- Copeland Vacations
- Marco Island Vacations
- Chokoloskee Island All Inclusive Vacation Packages
- Where to stay in Marco Island
- Golden Gate Vacations
- Visit Naples
- Where to stay in South Naples
- Visit South Naples
- Where to stay in Kice Island
- Naples Vacations
- Cape Romano
- Chokoloskee Island All Inclusive Vacation Packages
- Visit Copeland
- Everglades City Vacations
- Where to stay in Southwest Florida
- Visit Marco Island
- Visit Chokoloskee
- Ten Thousand Islands All Inclusive Vacation Packages
- Where to stay in Everglades City
- Pelican Bay Vacations
- Ten Thousand Islands All Inclusive Vacation Packages
- Visit Ochopee
- Dismal Key
- Chokoloskee Island All Inclusive Vacation Packages
- Ten Thousand Islands All Inclusive Vacation Packages
- Car rental Airport (MRK)
- Car rentals in Everglades City
- National Car Rental Cars in Everglades City
- Compact Car Rentals in Everglades City
- Car rentals in Marco Island
- Avis Rental Cars in Everglades City
- Economy Car Rentals in Everglades City
- Car rentals in Chokoloskee
- Luxury Car Rentals in Marco Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.