Chokoloskee Island Holidays

Photo by Noel Benadom

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Top hotels in Chokoloskee Island

Port of the Islands Everglades Adventure Resort

Port of the Islands Everglades Adventure Resort

2.5 out of 5
Naples FL
7.6/10 Good! (1,002 reviews)
"We showed up to check in and it was like a ghost town. There was nobody there. No staff, no guests. No one at the desk to check us in and the restaurant was closed. It gave us creepy vibes and we left after waiting for about 15 minutes for someone to walk by or come back to the desk. We ended up ..."

Reviewed on 25 Jun, 2026

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Port of the Islands Everglades Adventure Resort
Everglades Adventures Hotel Suites by Ivey House

Everglades Adventures Hotel Suites by Ivey House

2.5 out of 5
107 Camellia St E Everglades City FL
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 26 Jun to 27 Jun
S$142
26 Jun - 27 Jun
includes taxes & fees
9.2/10 Wonderful! (968 reviews)
"Everything was very nice. Friendly staff , clean rooms.. the price was amazing so that was the best ."

Reviewed on 21 Jun, 2026

Everglades Adventures Hotel Suites by Ivey House
Captain's Table Hotel

Captain's Table Hotel

2.5 out of 5
202 Broadway Ave E Everglades City FL
Fully refundableReserve now, pay when you stay
The price is S$79 per night from 29 Jun to 30 Jun
S$79
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (780 reviews)
"Quiet and relaxing"

Reviewed on 21 Jun, 2026

Captain's Table Hotel
See all 200 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.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.