Chokoloskee Island Holidays from £580

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Photo by Noel Benadom

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    Save up to £750 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Packages with flights are ATOL protected

Top Chokoloskee Island Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was £745, price is now £580 per person
£580
per person
17 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
7.6/10 Good! (352 reviews)
Nice place nice staff

Reviewed on 13 Jul 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was £1,000, price is now £714 per person
£714
per person
17 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.6/10 Exceptional! (912 reviews)
We were in town for a family reunion and stayed here. Great hotel, staff was fantastic, room was very comfortable and we will be going to stay there again by October!

Reviewed on 12 Jul 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was £1,345, price is now £967 per person
£967
per person
17 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
8.8/10 Excellent! (372 reviews)
The property was well restored and maintained. Staff (at the pool) needs to level up.

Reviewed on 10 Jul 2026

Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Hancock
Price was £1,123, price is now £850 per person
£850
per person
17 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9.4/10 Exceptional! (68 reviews)
I would recommend it to all my friends that would be traveling to Florida it’s been great every time I stayed at landing condo never had any problems at all it’s was what they said it be clean friendly excellent place

Reviewed on 17 Jun 2026

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
Price was £1,164, price is now £930 per person
£930
per person
17 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9/10 Wonderful! (2,276 reviews)
Great amenities and really good food at all the eateries.. You get the best of both worlds. Beach and cool pool…

Reviewed on 10 Jul 2026

Chokoloskee Island Essential Information

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

Top hotels in Chokoloskee Island

Deep Water Access with a Panoramic View of Chokoloskee Bay

Deep Water Access with a Panoramic View of Chokoloskee Bay

Chokoloskee FL
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Deep Water Access with a Panoramic View of Chokoloskee Bay
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise

The Reel'em Inn, Chokoloskee Island Fisherman's Paradise

Chokoloskee FL
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The Reel'em Inn, Chokoloskee Island Fisherman's Paradise
Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

Ochopee FL
9.8/10 Exceptional! (21 reviews)
"Great host"

Reviewed on 23 May 2026

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Waterfront Everglades basecamp with dock, trailer parking, and direct bay access
See all 197 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
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Chokoloskee Island attractions

Smallwood Store

You can spend time browsing the exhibits at Smallwood Store in Chokoloskee. You can seek out the fishing spots while in the area.
See properties

Frequently asked questions

How much does a Chokoloskee Island travel package cost?
Go from looking to booking with our Chokoloskee Island travel packages, which start from a low £580. Handpick the flights and hotels that fit your travel plans. Then, add on one or two sightseeing activities to round off your unique adventure.
If I'm not able to travel, can I cancel my Chokoloskee Island travel package?
Because we understand life is full of surprises, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your Chokoloskee Island travel package in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Chokoloskee Island?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Select a combination that best fits you and watch your savings grow. We know a travel package is never one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 properties from all over the world, which lets you customize your Chokoloskee Island adventure.
Does Expedia offer Book Now, Pay Later Chokoloskee Island holidays?
Yes. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply click on the payment plan that works for you during checkout and take away the stress of budgeting for your trip. Make sure you bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you spot an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.

How far in advance should I book my Chokoloskee Island holiday?
Search Expedia to compare international fares as soon as you've got your travel dates. In many cases, you can purchase a seat up to 12 months before departure. If you can't find your preferred air carrier, or you've left things to the last moment, don't worry. Cheap fares to Chokoloskee Island sometimes emerge within weeks of the date of departure.
What does an Expedia Chokoloskee Island travel package include?
You can choose from a combination of flights, hotels and rental cars. Once you've made your booking, you can also add on experiences and tours. Want to pick your fare class? That's also easy to do. The choice is all yours when it comes to planning your dream Chokoloskee Island getaway.
What should I know before booking a Chokoloskee Island travel package?
You'll score amazing savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything in one place makes trip planning easier. So why waste money or time? Whether you're organising a ritzy city getaway or a budget family adventure, check out our package deals today.
Can I choose my airline with a Chokoloskee Island Expedia travel package?
With a travel package, you're in charge. Whether you'd prefer to fly to Chokoloskee Island in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners globally.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.