Chokoloskee Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

Top Chokoloskee Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
Save 100% on your flight
per person
Aug 25 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
6.4/10 (1,000 reviews)
Front desk was extremely helpful. Rooms were nice and clean.

Reviewed on Jul. 16, 2025

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 31 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.8/10 Excellent! (1,002 reviews)
The beach is beautiful! The staff is excellent! The rooms are always cleaned nicely! It’s our favorite place to stay! ❤️

Reviewed on Jul. 21, 2025

Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
per person
Aug 25 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
8.2/10 Very Good! (1,001 reviews)
Close to shopping and eating

Reviewed on Jul. 21, 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 25 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
8.6/10 Excellent! (1,020 reviews)
It took 2 days to get trash can replaced. The hurricane required extensive repairs.. Which was a good thing. Three years ago the rooms desperately needed updating, the were bordering on shabby. But the new furniture is so poorly made that it is already needing repairs. Its a shame because the location is so good. We ordered orange juice for breakfast and were served a plastic bottle of juice you would find in a vending machine with no glass. In Florida???

Reviewed on Jul. 21, 2025

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
per person
Oct 1 - Oct 5
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,010 reviews)
Property is a little old

Reviewed on Jul. 16, 2025

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

Deep Water Access with a Panoramic View of Chokoloskee Bay

Chokoloskee
9.8/10 Exceptional! (54 reviews)
"Property was in great location Property owner was friendly"

Reviewed on Jun. 14, 2025

Get rates
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! (124 reviews)
The Smiths
"the place is bigger than it looks on the outside. Large porch to sit outside. The inside is open plan, love the kitchen. The wifi is slow. we loved the place, would stay there again."

Reviewed on May 13, 2025

Get rates
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
The Ultimate Fishing Retreat- Comfortable and Convenient!

The Ultimate Fishing Retreat- Comfortable and Convenient!

2 out of 5
Ochopee
The price is CA $239 per night from Jul 24 to Jul 25
CA $239
CA $626 total
Jul 24 - Jul 25
includes taxes & fees
9.6/10 Exceptional! (9 reviews)
Loved the trip to the Everglades
"Cool place to spend a few days. Nice little cottage."

Reviewed on Jun. 24, 2025

The Ultimate Fishing Retreat- Comfortable and Convenient!
See all 236 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

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chokoloskee Island vacation package cost?
Starting from as low as CA $486, 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.

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.