Chokoloskee Vacation Packages
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Your Chokoloskee Vacation
The fascinating city of Chokoloskee is calling. Discover all its secrets with a Chokoloskee vacation package that's custom made for you. If seeing the sights is a priority during your trip to Chokoloskee, make sure you find your way to popular attractions like Everglades City Hall and Museum of the Everglades. Your dream Chokoloskee vacation is a few clicks away. Browse airfares, hotels and more on Expedia for a trip that's tailored to suit your style.
Top Chokoloskee Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina
Price was CA $1,030, price is now CA $721 per person
CA $721
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,021 reviews)
I stayed in room 142 - perfect for me as a single traveler. My only minor inconvenience was the noisy neighbor the first 2 nights - but that isn’t any fault of the Inn. Would recommend to my friends and family and already trying to figure out when I can come again!
Reviewed on Apr 4, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was CA $4,840, price is now CA $2,648 per person
CA $2,648
per person
May 15 - May 22
found 3 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
Loved our stay at La Playa! The staff were so friendly and helpful and the property had beautiful views of the beach.
Reviewed on Apr 4, 2026
Chokoloskee Hotel Deals
Deep Water Access with a Panoramic View of Chokoloskee Bay
Chokoloskee FL
9.8/10 Exceptional! (62 reviews)
Had a great time in Chokoloskee, exploring the area by boat. We had our own small boat, and we launched it and kept it at the dock while staying at this beautiful home on the water. We had some great fishing, even though unfamiliar with that part of the water in Florida. It does get shallow, so smaller ...
Reviewed on Mar 31, 2026
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
Chokoloskee FL
9.6/10 Exceptional! (9 reviews)
The property is as advertised. The RV has a few miles on it, but was clean and everything worked. One sleeping area has a great view of the Glades. The porch is covered and also faces the Park. Boat slip has easy access to the Everglades and there is spacious parking for boat trailer and vehicle(s). ...
Reviewed on Mar 24, 2026
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Chokoloskee FL
9.6/10 Exceptional! (133 reviews)
Everything was fantastic. if we had any questions or any concerns, the owner responded right away and helped us out. we would have loved to stay longer, but unfortunately, Weather wasn’t on our side.. the people that were around that place were awesome very friendly polit…
Reviewed on Nov 30, 2025
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.
What to do in Chokoloskee
Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour
CA $151
per adult
Everglades NP & Big Cypress App-Based Driving Tour Bundle
CA $31
per traveller
Everglades Birding, Dolphin and Wildlife Boat Tour (2 hours)
CA $164
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
