Chokoloskee Island Vacations from $748

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The Latest Chokoloskee Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,182 reviews)
We had a great time at the resort! Family friends, clean, safe and beautiful! We definitely will be back god willing!

Reviewed on Jun 4, 2024

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Newark (EWR) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
I like the complimentary shuttle service. However, it wasn't always available at a moment's notice. The wait would have been 15 min. Too much cash spent on tipping. The 5 days we stayed were records breaking temperatures, so shuttle service was nice. The front desk staff were all very friendly. Requests for extra hangers and housekeeping service were courteous and prompt. 2 complementary water bottles each day were provided. Great experience using the soft water shower; however, lights would turn off while taking shower, and had to open the shower door to turn it on again. Bed and linens were comfortable.

Reviewed on Jun 3, 2024

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Fort Myers (RSW)
9/10 Wonderful! (1,000 reviews)
Very very expensive. Food and alcohol are very expensive here. For being a beach resort the tiki bar closed at 8:00 pm everyday even on the weekend. The inside bar closed at 10:00.

Reviewed on Jun 3, 2024

Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Newark (EWR) to Fort Myers (RSW)
9.6/10 Exceptional! (316 reviews)
Sunsets were amazing!!!

Reviewed on May 31, 2024

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Newark (EWR) to Fort Myers (RSW)
9.6/10 Exceptional! (1,930 reviews)
Excellent, great stay. Really comfortable.

Reviewed on Jun 2, 2024

Chokoloskee Island Essential Information

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

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
10/10 Exceptional! (47 reviews)
Great place, Great people
"Wonderful place to stay. LM and GM are great hosts. Place was immaculate and sitting out at night looking at the oyster bars is an amazing experience. Choko is one of the last real Florida experiences left and this property exemplifies it. Thanks again!"

Reviewed on Apr 8, 2024

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Deep Water Access with a Panoramic View of Chokoloskee Bay
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Chokoloskee
9.4/10 Exceptional! (110 reviews)
Old school Florida
"Wanted to bring the family down to experience the wilds of the Everglades and spend some time in a part of Florida that hadn’t been turned into a tourist trap. Chokoloskee and Big Blue came through spectacularly. The natural beauty and experiences here are something that will always stick with us. ..."

Reviewed on Apr 1, 2024

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Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Waterfront 2 bedroom 1 bath with boat slip
Waterfront 2 bedroom 1 bath with boat slip
Chokoloskee
9.8/10 Exceptional! (34 reviews)
Fishing getwaway
"Awesome place, very clean and well equipped. Probably the nicest and most accommodating hosts we have experienced so far We definitely plan to be back"

Reviewed on May 29, 2024

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Waterfront 2 bedroom 1 bath with boat slip
See all 228 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Chokoloskee Island vacation package cost?
Starting from as low as $748, a package is your ticket to affordable travel. Put together your Chokoloskee Island escape by selecting from our comprehensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Chokoloskee Island?
Track down flights that fit in with your schedule, add a hotel room to your booking and watch the savings rack up with a Chokoloskee Island vacation package. It’s that easy! From flights and hotels to tours and rental cars, Expedia makes traveling on a budget easy. And with over 550 air carriers and 1,000,000 hotels globally to select from, you’ll never be short of choice.
How far in advance should I book my Chokoloskee Island vacation?
Earlier is always better. Air carriers usually release flight tickets up to 12 months in advance, and this is an excellent opportunity to land some of the lowest prices. Boss just told you to take some vacation time next week? That’s fine too — Expedia are never short on fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Chokoloskee Island travel package include?
From airfares and hotels to rental cars, Expedia can help you shape a Chokoloskee Island package that’s ideal for you. Heading off for a while? Check out a rental car, flight and hotel bundle. If your break is short, a hotel and flight deal could be more your style. Tours and activities can be added after you’ve booked. Our travel packages make it easy to plan and save.
What should I know before booking a Chokoloskee Island travel package?
Whether it’s relaxation or adventure you’re chasing, a Chokoloskee Island vacation package lets you plan your escape your way. Plus, you’ll get access to great discounts just for combining your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Chokoloskee Island Expedia vacation package?
Yes, so take your pick! Expedia has access to more than 550 airlines around the world, so you can tailor your Chokoloskee Island adventure according to your style and budget.
If I'm not able to travel, can I cancel my Chokoloskee Island vacation 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 made your booking in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.

Discover the most popular places to visit in Chokoloskee Island

Image for Everglades National Park

Everglades National Park

This sprawling wetland park holds a seemingly endless supply of wildlife habitats and enthralling ecosystems.

Everglades National Park
Image for Big Cypress National Preserve

Big Cypress National Preserve

5/5(38 reviews)

Explore the great outdoors at Big Cypress National Preserve, a lovely green space in Ochopee. While you're in the area, stroll along the lakeside.

Big Cypress National Preserve
Image for Fakahatchee Strand Preserve State Park

Fakahatchee Strand Preserve State Park

Enjoy the beautiful sunsets and explore Fakahatchee Strand Preserve State Park, a lovely green space in Naples. Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.

Fakahatchee Strand Preserve State Park

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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.