Title: Chokoloskee Vacation Packages 2026 from $334 | Expedia.com [Chokoloskee Travel Guide](https://expedia.com/Chokoloskee.dx3000430940)[Hotels in Chokoloskee](https://expedia.com/Chokoloskee-Hotels.d3000430940.Travel-Guide-Hotels)[Vacation Rentals in Chokoloskee](https://expedia.com/Chokoloskee-Vacation-Rentals.d3000430940.Travel-Guide-VacationRentals)[Flights to Chokoloskee](https://expedia.com/Cheap-Flights-To-Chokoloskee.d3000430940.Travel-Guide-Flights)[Things to do in Chokoloskee](https://expedia.com/Things-To-Do-In-Chokoloskee.d3000430940.Travel-Guide-Activities)[Car Rentals in Chokoloskee](https://expedia.com/Car-Rentals-In-Chokoloskee.d3000430940.Car-Rental-Guide) ![](https://images.trvl-media.com/place/3000430940/45c1f71e-4080-4de3-a99a-47252e083e3f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chokoloskee Vacations from $334 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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](https://www.expedia.com/Everglades-City-Hall-Everglades-City.d6183278.Vacation-Attraction) and [Museum of the Everglades](https://www.expedia.com/Museum-Of-The-Everglades-Everglades-City.d6183268.Vacation-Attraction). 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. ## The Latest Chokoloskee vacation packages Price found within the past 48 hours. Click for updated prices. ![Courtyard by Marriott Fort Myers Cape Coral](https://images.trvl-media.com/lodging/1000000/30000/22400/22386/d60a7543_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Courtyard by Marriott Fort Myers Cape Coral Save 100% on your flight $334 per person May 9 - May 16 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.2/10 Very Good! (997 reviews) Everything was fine Reviewed on Feb 25, 2026 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa Save 100% on your flight $968 per person May 9 - May 16 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Great room, lovely teaort Reviewed on Feb 25, 2026 ![Tween Waters Island Resort & Spa](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tween Waters Island Resort & Spa Save 100% on your flight $896 per person May 3 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.6/10 Excellent! (1,002 reviews) Staff and location were good. Only complaint is that people were saving chairs at the pool but not using them. Folks would leave a towel or bag on the chair and be gone for hours. Reviewed on Feb 21, 2026 ![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Suites at Fishermen’s Village- 2 Bedroom Suites Punta Gorda Isles Save 100% on your flight $598 per person Apr 15 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 9.8/10 Exceptional! (1,027 reviews) Great. Awesome room n vuews Reviewed on Feb 22, 2026 ![Hilton Garden Inn Ft Myers](https://images.trvl-media.com/lodging/1000000/850000/848800/848740/d8bd559a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Ft Myers Villas Save 100% on your flight $397 per person Apr 5 - Apr 10 found 2 days ago Roundtrip flight included Boston (BOS) to Fort Myers (RSW) 8.6/10 Excellent! (1,002 reviews) Very clean and well kept, all the staff were very friendly and helpful. Reviewed on Feb 26, 2026 Don't see what you're looking for? See all available trips from Columbus to Chokoloskee [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_3000430940) ### What to do in Chokoloskee ![Everglades National Park: 2 hour Dolphin & Birding Boat Tour](https://mediaim.expedia.com/localexpert/4727134/7b3a2bf6-6482-41d2-950e-3ef6fd7b7cbd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour $110 per adult [](https://expedia.com/things-to-do/everglades-2-hour-manatee.a4727134.activity-details) ![Everglades National Park Dolphin, Birding and Wildlife Boat Tour](https://mediaim.expedia.com/localexpert/3593853/9f38ad4d-62a5-4749-854c-fc96cfbf9704.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Everglades Manatee, Dolphin and Birding Boat Tour (2 hours) $120 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/everglades-manatee.a3593853.activity-details) ![Everglades: Mangrove, Grassland Airboat Tours, & Boardwalk](https://mediaim.expedia.com/localexpert/48782225/29d70167-a8a2-446d-a374-6cd3b034a521.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Everglades: Mangrove, Grassland Airboat Tours, & Boardwalk $140 per adult **80%** of travellers recommend [](https://expedia.com/things-to-do/everglades-mangrove.a48782225.activity-details) [See all activities in Chokoloskee](https://expedia.com/things-to-do/search?rid=3000430940) ## Chokoloskee Hotel Deals ![Deep Water Access with a Panoramic View of Chokoloskee Bay](https://images.trvl-media.com/lodging/30000000/29630000/29623500/29623408/a4bd5fde_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Deep Water Access with a Panoramic View of Chokoloskee Bay Chokoloskee FL 10/10 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 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=29623408&PinnedHotelID=29623408&HadPinnedHotel=true®ionId=3000430940) [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=29623408&PinnedHotelID=29623408&HadPinnedHotel=true®ionId=3000430940) ![Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park](https://images.trvl-media.com/lodging/112000000/111310000/111307100/111307025/7f693b2d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park Chokoloskee FL 9.6/10 Exceptional! (7 reviews) National park was very close fishin was amazing place was extremely clean and cozy I loved every second Reviewed on Nov 20, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=111307025&PinnedHotelID=111307025&HadPinnedHotel=true®ionId=3000430940) [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=111307025&PinnedHotelID=111307025&HadPinnedHotel=true®ionId=3000430940) ![Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands](https://images.trvl-media.com/lodging/19000000/18840000/18839500/18839426/786dc039_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=18839426&PinnedHotelID=18839426&HadPinnedHotel=true®ionId=3000430940) [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=18839426&PinnedHotelID=18839426&HadPinnedHotel=true®ionId=3000430940) [See all 248 properties in Chokoloskee](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®ionId=3000430940) 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 Vacation Packages ## Chokoloskee Essential Information | Language | English | | ---------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 360 | | Top Sights | [Museum of the Everglades](https://www.expedia.com/Museum-Of-The-Everglades-Everglades-City.d6183268.Vacation-Attraction) and [Everglades City Hall](https://www.expedia.com/Everglades-City-Hall-Everglades-City.d6183278.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) 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[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Chokoloskee vacation package cost? ### What are the cheapest months to go to Chokoloskee? ### How many days is enough for Chokoloskee? ### How to find the best Chokoloskee package deals? ### Is it cheaper to book a Chokoloskee vacation as a package? ### When to book a vacation package to Chokoloskee? ### How to plan a trip to Chokoloskee? > 1. Choose your travel dates: The things you'd like to do in Chokoloskee and your preferred season will help you decide when to get away. > 2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Chokoloskee. > 3. Explore Chokoloskee using Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning): Gain insights into the most popular attractions and best properties for your trip to Chokoloskee. You can also save your favorite locations, collaborate with your group and manage all your plans in one place. > 4. Decide your trip length: Consider how long you'd like to spend discovering Chokoloskee. Plan your days so you can get to all the attractions and activities you're interested in without rushing. > 5. Combine your accommodations and airfare: Once you've settled on your dates and duration, book the right Chokoloskee vacation package for you. > 6. Book experiences or activities in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Chokoloskee. Find all the incredible [things to do in Chokoloskee](https://www.expedia.com/Things-To-Do-In-Chokoloskee.d3000430940.Travel-Guide-Activities) with our dedicated travel guide. ### Does Expedia offer Book Now, Pay Later Chokoloskee vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Chokoloskee Island Hotels ](https://www.expedia.com/Chokoloskee-Island-Hotels.d553248635976468286.Travel-Guide-Hotels) - [Hotels near Chokoloskee Bay ](https://www.expedia.com/Chokoloskee-Bay-Hotels.0-l553248621532652820-0.Travel-Guide-Filter-Hotels) - [Plantation Island Hotels ](https://www.expedia.com/Plantation-Island-Hotels.d553248635975847818.Travel-Guide-Hotels) - [Hotels near Gulf Coast Visitor Center ](https://www.expedia.com/Gulf-Coast-Visitor-Center-Hotels.0-l6327165-0.Travel-Guide-Filter-Hotels) - [Ten Thousand Islands Hotels ](https://www.expedia.com/Ten-Thousand-Islands-Hotels.d6216853.Travel-Guide-Hotels) - 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