Chokoloskee Island Holidays from AU$732

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The Latest Chokoloskee Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was AU$1,002, price is now AU$732 per person
AU$732
per person
5 Dec - 10 Dec
found 14 hours ago
Return flight included
Dallas (DFW) to Fort Myers (RSW)
8.2/10 Very Good! (976 reviews)
Didn't quite understand the whole breakfast deal. New to me. Do not travel often.

Reviewed on 13 Oct 2025

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was AU$1,747, price is now AU$1,075 per person
AU$1,075
per person
5 Dec - 10 Dec
found 14 hours ago
Return flight included
Dallas (DFW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,013 reviews)
Sitting right on the water on the porch was fantastic.

Reviewed on 23 Oct 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was AU$1,686, price is now AU$1,149 per person
AU$1,149
per person
5 Dec - 10 Dec
found 14 hours ago
Return flight included
Dallas (DFW) to Fort Myers (RSW)
9.2/10 Wonderful! (666 reviews)
No communication about not having housekeeping services. Room very private. We loved the lazy river. Pool was great. Steam room didn't work.

Reviewed on 24 Oct 2025

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was AU$1,173, price is now AU$841 per person
AU$841
per person
5 Dec - 10 Dec
found 14 hours ago
Return flight included
Dallas (DFW) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
I’ve stayed here a few times when I visit my daughter who is college in the area. The staff is always friendly and the rooms are clean and comfortable.

Reviewed on 25 Oct 2025

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Save 100% on your flight
Price was AU$1,892, price is now AU$1,361 per person
AU$1,361
per person
5 Dec - 10 Dec
found 14 hours ago
Return flight included
Dallas (DFW) to Fort Myers (RSW)
8.4/10 Very Good! (1,013 reviews)
The grounds were beautiful and it was wonderful to sit on the balcony and watch the water and boats coming and going. My only negative is that there is no option for coffee until 7:00. So being an early riser, that was disappointing.

Reviewed on 18 Oct 2025

Chokoloskee Island Holiday

Chokoloskee Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Miami Intl. Airport (MIA)

Our pick of the best Chokoloskee Island Hotel Deals

Deep Water Access with a Panoramic View of Chokoloskee Bay

Deep Water Access with a Panoramic View of Chokoloskee Bay

Chokoloskee
9.8/10 Exceptional! (55 reviews)
What an adorable home (fishing cabin) Very comfortable stay. Thank you Lynn. We will be back.

Reviewed on 22 Sept 2025

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Deep Water Access with a Panoramic View of Chokoloskee Bay
The Ultimate Fishing Retreat- Comfortable and Convenient!

The Ultimate Fishing Retreat- Comfortable and Convenient!

2 out of 5
Ochopee
The price is AU$710 per night from 3 Nov to 4 Nov
AU$710
3 Nov - 4 Nov
includes taxes & fees
9.6/10 Exceptional! (13 reviews)
Excellent...can't wait to come back

Reviewed on 1 Oct 2025

The Ultimate Fishing Retreat- Comfortable and Convenient!
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Chokoloskee
10/10 Exceptional! (4 reviews)
Overall was great and as expected!

Reviewed on 22 July 2025

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Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
See all 245 properties in Chokoloskee Island
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.
All Inclusive Holidays
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Cheap Holidays
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beach holidays
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Frequently asked questions

Can I cancel my flight booking to Chokoloskee Island due to COVID-19?
Many airlines now provide more flexibility due to COVID-19. Our Customer Service Portal will help you answer most queries about flight changes or cancellations. It's also worth reading through the terms and conditions of your chosen carrier — preferably before purchasing your tickets!
What's the best way to find cheap flights to Chokoloskee Island that have flexible change policies?
We get that things can change from one day to the next, so locking in a flexible airfare with Expedia makes good sense. Just check the "No change fee" box underneath the "Flexible change policies" filter. Your well-priced and flexible flight to Chokoloskee Island is just a few clicks away.
What are some of the general tips for travellers to Chokoloskee Island during the COVID-19 outbreak?
The COVID-19 pandemic has ushered in substantial changes to how we travel. If you're planning an escape to Chokoloskee Island, these tips will help you navigate these new challenges:
  • 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?
American Airlines operates flights into or near Chokoloskee Island, including 8565 that touch down at Miami Intl. Airport (MIA) each month. Pick your holiday dates and then book your seat early for an unbeatable deal.
How can I find cheap tickets to Chokoloskee Island?
One of the easiest ways to score cheap tickets to Chokoloskee Island is to be flexible with your travel dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The lowest price for a flight to Chokoloskee Island in the last seven days was . Booking ahead of time will usually help you get an even better deal.
How much is a flight to Chokoloskee Island?
You could have scored a round-trip flight to Chokoloskee Island from anywhere between and in the last seven days. For one-way journeys leaving from (), the lowest price during this time was just .
What are the most popular airports to fly into in Chokoloskee Island?
Chokoloskee Island's main entry point is Miami Intl. Airport (MIA). Get your amazing adventure underway by securing a ticket on one of the 13184 flights per month to this destination.
When is the cheapest time to fly to Chokoloskee Island?
If you'd prefer to spend your holiday savings enjoying Chokoloskee Island rather than on flying there, jet off early in the week. The cheapest day to travel is generally Tuesday, with Monday a close second. With many people keeping their travel to weekends, Saturday often has the costliest ticket prices.
How much is a plane ticket to Chokoloskee Island?
In the last seven days, plane fares to Chokoloskee Island fluctuated between and . Prices tend to rise over time, so pick up a cheap flight today.
Which airlines with flights to Chokoloskee Island employ COVID-19 cleanliness policies?
In an effort to minimize contact between travellers and cabin crew during the ongoing COVID-19 pandemic, the majority of airlines have taken social distancing and other precautionary measures to the skies. They include:
  • 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.