Title: Chokoloskee Island Vacation Packages & Trips 2026 from CA $1,307 | Expedia.ca

[Chokoloskee Island Travel Guide](https://expedia.ca/Chokoloskee-Island.dx553248635976468286)[Hotels in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Hotels.d553248635976468286.Travel-Guide-Hotels)[Vacation Rentals in Chokoloskee Island](https://expedia.ca/Chokoloskee-Island-Vacation-Rentals.d553248635976468286.Travel-Guide-VacationRentals)[Flights to Chokoloskee Island](https://expedia.ca/Cheap-Flights-To-Chokoloskee-Island.d553248635976468286.Travel-Guide-Flights)[Chokoloskee Island Car Rentals](https://expedia.ca/Car-Rentals-In-Chokoloskee-Island.d553248635976468286.Car-Rental-Guide)

![](https://images.trvl-media.com/place/3000430940/6a686070-6a7c-41a9-b800-f0b3cf385f24.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Chokoloskee Island Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Noel Benadom

- ##  
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Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
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## Top Chokoloskee Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Landing Apartments near North Fort Myers](https://images.trvl-media.com/lodging/107000000/106660000/106652000/106651913/b10cad92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Landing Apartments near North Fort Myers

Hancock

CA $1,307

per person

Apr 1 - Apr 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.4/10 Exceptional! (44 reviews)

There were a few issues with apartment but host stepped up and had them remedied immediately which was awesome. The place was perfect for our stay. Location is beautiful.

Reviewed on Jan 6, 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

CA $1,342

per person

Apr 1 - Apr 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

8.4/10 Very Good! (1,005 reviews)

Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room.

Reviewed on Jan 3, 2026

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,668

per person

Apr 12 - Apr 19

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Great place to stay!

Reviewed on Jan 19, 2026

![Harbour House At The Inn](https://images.trvl-media.com/lodging/4000000/3090000/3084900/3084873/5fad93e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Harbour House At The Inn

CA $3,245

per person

Mar 6 - Mar 13

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9.2/10 Wonderful! (724 reviews)

Condo room was absolutely perfect. Staff is always amazing and helpful. Great location. Can’t wait to rent again.

Reviewed on Dec 5, 2025

![Matanzas Inn Bayside Resort and Marina](https://images.trvl-media.com/lodging/3000000/2670000/2665100/2665085/fc463bf9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Matanzas Inn Bayside Resort and Marina

CA $2,230

per person

Mar 28 - Apr 4

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (1,001 reviews)

Great setting with pool and waterfront restaurant, nice staff, clean, spacious rooms

Reviewed on Jan 22, 2026

## Ready to book your vacation to Chokoloskee Island?

Choose your dates

## Chokoloskee Island 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

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

[Get rates](https://expedia.ca/Hotel-Search?startDate=06%2F02%2F2026&endDate=07%2F02%2F2026&selected=29623408&PinnedHotelID=29623408&HadPinnedHotel=true&regionId=553248635976468286)

[](https://expedia.ca/Hotel-Search?startDate=06%2F02%2F2026&endDate=07%2F02%2F2026&selected=29623408&PinnedHotelID=29623408&HadPinnedHotel=true&regionId=553248635976468286)

![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

9.4/10 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

[Get rates](https://expedia.ca/Hotel-Search?startDate=06%2F02%2F2026&endDate=07%2F02%2F2026&selected=111307025&PinnedHotelID=111307025&HadPinnedHotel=true&regionId=553248635976468286)

[](https://expedia.ca/Hotel-Search?startDate=06%2F02%2F2026&endDate=07%2F02%2F2026&selected=111307025&PinnedHotelID=111307025&HadPinnedHotel=true&regionId=553248635976468286)

![Port of the Islands Everglades Adventure Resort](https://images.trvl-media.com/lodging/2000000/1150000/1144200/1144178/b0f8ae7a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Port of the Islands Everglades Adventure Resort

 Naples FL

CA $136

CA $165 total

Jan 26 - Jan 27

includes taxes & fees

7.4/10 Good! (998 reviews)

Staff very nice people and helpful.

Reviewed on Jan 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=26%2F01%2F2026&endDate=27%2F01%2F2026&selected=1144178&PinnedHotelID=1144178&HadPinnedHotel=true&regionId=553248635976468286)

[See all 242 properties in Chokoloskee Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&regionId=553248635976468286)

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.

![](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.ca/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.ca/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)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### Can I cancel my flight booking to Chokoloskee Island due to COVID-19?

### What's the best way to find cheap flights to Chokoloskee Island that have flexible change policies?

### What are some of the general tips for travelers to Chokoloskee Island during the COVID-19 outbreak?

> - Investigate the restrictions and rules in both your origin and destination. It may not be possible to travel depending on local circumstances, so remember to check before you lock something in.
> - When you go through airport screening, do not remove your face mask. You will be required to lower it briefly for ID purposes. Passengers who refuse to wear a face mask may face civil penalties and may also be escorted from the terminal.
> - Avoid handing your boarding pass (electronic or paper) directly to a TSA employee. Rather, position the pass on the scanner and then hold it up for inspection.
> - TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will need to be removed from your bag at the X-ray machine for scanning.
> - To minimize handling during screening, place items such as your loose change and phone into your carry-on instead of into the bins.
> - Transport any food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on makes it less likely that a TSA employee will need to open and touch your bag for inspection.

### Which airlines fly to Chokoloskee Island?

### How can I find cheap tickets to Chokoloskee Island?

### How much is a flight to Chokoloskee Island?

### What are the most popular airports to fly into in Chokoloskee Island?

### When is the cheapest time to fly to Chokoloskee Island?

### How much is a plane ticket to Chokoloskee Island?

### Which airlines with flights to Chokoloskee Island employ COVID-19 cleanliness policies?

> - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
> - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
> - Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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- [Things to do in Chokoloskee ](https://www.expedia.ca/Things-To-Do-In-Chokoloskee.d3000430940.Travel-Guide-Activities)
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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.

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