
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.

Hampton Inn & Suites Fort Myers-Estero/FGCU
Price was CA $1,587, price is now CA $961 per person
CA $961
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
It was extremely clean and such great quality of the breakfast and the friendliness of the staff was amazing .
Reviewed on Feb 4, 2026


Matanzas Inn Bayside Resort and Marina
Price was CA $2,870, price is now CA $1,736 per person
CA $1,736
per person
Mar 28 - Apr 4
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Very clean room with great view of estuary. Friendly staff. The only downside was that we were charged a $25 per day resort fee we were not expecting
Reviewed on Feb 7, 2026

Marriott Sanibel Harbour Resort & Spa
Punta Rassa
Price was CA $2,331, price is now CA $1,453 per person
CA $1,453
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.4/10 Very Good! (1,005 reviews)
Everyone at the resort was very friendly and accommodating. The weather was quite cold during our stay, but of course that’s not something the staff can control. The golf course is about a 10-minute drive away across a toll bridge, so keep that in mind if you plan to play frequently.
The rooms felt a bit small and fairly standard. The water views are nice, although the balconies are also on the smaller side. That said, I found the bed very comfortable and the shower was great. I did feel a little disappointed as I was expecting a larger room based on my booking.
Breakfast was good overall. One thing to note is that most restaurants and attractions require a drive, as there isn’t much within close walking distance, which can be a bit of a hassle at times.
Reviewed on Feb 9, 2026

Home2 Suites by Hilton Fort Myers Colonial Blvd
Price was CA $1,643, price is now CA $1,027 per person
CA $1,027
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (544 reviews)
Room was super clean. Bathroom was well stocked. Beds were decent.
Reviewed on Feb 6, 2026
Chokoloskee Hotel Deals

Deep Water Access with a Panoramic View of Chokoloskee Bay
Chokoloskee FL
9.8/10 Exceptional! (60 reviews)
The location was amazing with the south facing house. You can watch the sunrise and the sunset. We didnt come to fish but we may be back tonfish. The Smallwood Store is a must visit.
Reviewed on Jan 1, 2026

Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
Chokoloskee FL
9.4/10 Exceptional! (6 reviews)
National park was very close fishin was amazing place was extremely clean and cozy I loved every second
Reviewed on Nov 20, 2025

The Reel'em Inn, Chokoloskee Island Fisherman's Paradise
Chokoloskee FL
10/10 Exceptional! (10 reviews)
Very nice home in laid back area of Florida Brock and Maureen were so nice and easy to work with highly recommend
Reviewed on Feb 2, 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.
What to do in Chokoloskee

Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour
CA $150
per adult

Everglades Manatee, Dolphin and Birding Boat Tour (2 hours)
CA $164
per adult
100% of travellers recommend

Everglades NP & Big Cypress App-Based Driving Tour Bundle
CA $34
per traveller
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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.







