Chokoloskee Vacation Packages

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Your Chokoloskee Vacation

The fascinating city of Chokoloskee is calling. Discover all its secrets with a Chokoloskee vacation package that's custom made for you. If seeing the sights is a priority during your trip to Chokoloskee, make sure you find your way to popular attractions like Everglades City Hall and Museum of the Everglades. Your dream Chokoloskee vacation is a few clicks away. Browse airfares, hotels and more on Expedia for a trip that's tailored to suit your style.

Top Chokoloskee Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.6/10 Excellent! (1,010 reviews)
The property was good enough, not amazing.

Reviewed on Jul. 23, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
per person
Oct 20 - Oct 23
found 23 hours ago
Roundtrip flight included
Toronto (YTO) 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

Edison Beach House

Edison Beach House

3.5 out of 5
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.4/10 Exceptional! (1,405 reviews)
Employees were amazing ! So helpful. Property was the perfect spot with beautiful views. Will definitely stay again in the future.

Reviewed on Jul. 24, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
per person
Oct 20 - Oct 23
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
Perfect stay , in the middle of amazing restaurants and close to beach . Pool is also perfect for relaxing

Reviewed on Jul. 22, 2025

South Seas Resort

South Seas Resort

3.5 out of 5
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.4/10 Very Good! (1,003 reviews)
Beautiful place, we love it here!

Reviewed on Jul. 13, 2025

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Chokoloskee 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

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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! (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

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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 $238 per night from Jul 31 to Aug 1
CA $238
CA $623 total
Jul 31 - Aug 1
includes taxes & fees
9.6/10 Exceptional! (10 reviews)
"Very well appointed and perfect for a family or group of fishing buddies. We started out with three, then four and then back to three for our stay. This is the downstairs of a canal house and it was very nice. We had to communicate with the owner and they were very quick to accommodate. We will definitely ..."

Reviewed on Jul. 21, 2025

The Ultimate Fishing Retreat- Comfortable and Convenient!
See all 236 properties in Chokoloskee
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
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What to do in Chokoloskee

Small-Group Everglades Boating Kayaking and Walking Eco Tour

Small-Group Everglades Boating Kayaking and Walking Eco Tour

CA $273
per adult
Small-Group Everglades Boating Kayaking and Walking Eco Tour
Everglades National Park: 2 hour Dolphin & Birding Boat Tour

Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour

CA $150
per adult
Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour
Everglades National Park Dolphin, Birding and Wildlife Boat Tour

Everglades National Park Dolphin, Birding and Wildlife Boat Tour (2 hours)

CA $163
per adult
100% of travellers recommend
Everglades National Park Dolphin, Birding and Wildlife Boat Tour (2 hours)
See all activities in Chokoloskee

Frequently asked questions

How much does a Chokoloskee vacation package cost?
You'll find cheap prices from CA $699 on Expedia for your Chokoloskee escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Chokoloskee costs.
What are the cheapest months to go to Chokoloskee?
The off-season is the best time to head to Chokoloskee if you're on a budget. Another tip for getting cheap Chokoloskee vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Chokoloskee?
The ideal length for your Chokoloskee vacation depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to check out all the leading attractions and explore some hidden spots along the way.
How to find the best Chokoloskee package deals?
Begin your search for a Chokoloskee package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Chokoloskee package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chokoloskee adventure underway.
Is it cheaper to book a Chokoloskee vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking hotels and flights separately. Better still, you can customize your Chokoloskee escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Chokoloskee?
Score incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Chokoloskee escape.
How to plan a trip to Chokoloskee?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the available activities will also help you decide when to vacation in Chokoloskee.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to airfares and activities. Your hotel will probably be the largest expense during your trip to Chokoloskee.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you want to get to in Chokoloskee. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your accommodations and airfare: After you've nailed down your travel dates and duration, lock in the right Chokoloskee vacation package for you.

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