Chokoloskee Vacations from $445

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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.

The Latest Chokoloskee vacation packages

Price found within the past 48 hours. Click for updated prices.
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
Price was $752, price is now $445 per person
$445
per person
Feb 7 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
16.4/10 Exceptional! (1,004 reviews)
The room was clean but it smells very musty like needed window to air it out.

Reviewed on Nov 14, 2025

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,135, price is now $534 per person
$534
per person
Feb 7 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,013 reviews)
Door slamming under cottage in the morning can be an early wake up call lol

Reviewed on Nov 14, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,552, price is now $810 per person
$810
per person
Feb 7 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
18.4/10 Exceptional! (704 reviews)
The property was beautiful. The staff was friendly. The bed and pillows were amazing.

Reviewed on Nov 15, 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
Price was $2,449, price is now $1,386 per person
$1,386
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
18/10 Exceptional! (1,000 reviews)
We had a very nice stay here.....the place is going through some construction but didnt distract alot. Had dinner one night at hotel, try the Black Grouper, very tasty. Only issue is the pricing. $50 for two drinks is steep, not to mention charging $44 a day for valet.......this was a big turn off.

Reviewed on Nov 17, 2025

Home2 Suites by Hilton Fort Myers Airport

Home2 Suites by Hilton Fort Myers Airport

3 out of 5
Save 100% on your flight
Price was $783, price is now $451 per person
$451
per person
Feb 7 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
18/10 Exceptional! (398 reviews)
The hotel was very clean, cozy, and well-maintained, creating a comfortable and relaxing atmosphere from the moment I arrived. The staff was friendly and helpful, and the room had everything I needed for a pleasant stay. I especially appreciated how spacious and modern the suite felt. Overall, I would definitely stay here again and highly recommend it to anyone looking for a clean, comfortable, and welcoming place to stay.

Reviewed on Nov 2, 2025

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What to do in Chokoloskee

Everglades National Park: 2 hour Dolphin & Birding Boat Tour

Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour

$110
per adult
Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour
Everglades: Mangrove, Grassland Airboat Tours, & Boardwalk

Everglades: Mangrove, Grassland Airboat Tours, & Boardwalk

$140
per adult
80% of travellers recommend
Everglades: Mangrove, Grassland Airboat Tours, & Boardwalk
Small Group Motorboat Eco Tour of the Everglades

Small Group Motorboat Eco Tour of the Everglades

$149
per adult
Small Group Motorboat Eco Tour of the Everglades
See all activities in Chokoloskee

Chokoloskee Hotel Deals

Deep Water Access with a Panoramic View of Chokoloskee Bay

Deep Water Access with a Panoramic View of Chokoloskee Bay

Chokoloskee FL
9.8/10 Exceptional! (55 reviews)
Awesome place! Very clean, private, beautiful area. We definitely plan on coming back!

Reviewed on Oct 21, 2025

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Deep Water Access with a Panoramic View of Chokoloskee Bay
The Ultimate Fishing Retreat- Comfortable and Convenient!

The Ultimate Fishing Retreat- Comfortable and Convenient!

2 out of 5
Ochopee FL
$417 nightly
The price is $458 total per night from Nov 19 to Nov 20
$458 total
Nov 19 - Nov 20
Total with taxes and fees
9.6/10 Exceptional! (13 reviews)
Excellent...can't wait to come back

Reviewed on Oct 1, 2025

The Ultimate Fishing Retreat- Comfortable and Convenient!
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Chokoloskee FL
10/10 Exceptional! (4 reviews)
The park was amazing and everyone was very welcoming and kind. The RV itself was spacious, quiet, cooled down quickly and the BED WAS SO COMFORTABLE!! We've never slept better on a vacation. We will definitely be back!

Reviewed on Nov 7, 2025

Get rates
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
See all 244 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.

Find the Best Chokoloskee Vacation Packages

Chokoloskee Essential Information

Language
English
Currency
U.S dollars
Population
360
Top Sights
Museum of the Everglades and Everglades City Hall

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Frequently asked questions

How much does a Chokoloskee vacation package cost?
Offering great value package deals from $445 on Expedia, you'll be thrilled with how little a vacation to Chokoloskee costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chokoloskee?
September, October and December are great times to look for cheap Chokoloskee vacation packages. Traveling in less busy months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Chokoloskee?
The ideal length of your Chokoloskee vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to go to all the top sights and explore some hidden spots along the way.
How to find the best Chokoloskee package deals?
Use Expedia's filter tool to find some unbeatable Chokoloskee package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Chokoloskee package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Chokoloskee vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels separately. Better still, you can personalize your Chokoloskee trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Chokoloskee?
If you're considering a spontaneous Chokoloskee adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Chokoloskee?

  1. Choose your travel dates: The things you'd like to do in Chokoloskee and your preferred season will help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Chokoloskee.
  3. Explore Chokoloskee using Expedia's trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Chokoloskee. You can also save your favorite locations, collaborate with your group and manage all your plans in one place.
  4. Decide your trip length: Consider how long you'd like to spend discovering Chokoloskee. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  5. Combine your accommodations and airfare: Once you've settled on your dates and duration, book the right Chokoloskee vacation package for you.
  6. Book experiences or activities in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Chokoloskee. Find all the incredible things to do in Chokoloskee with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Chokoloskee vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Chokoloskee vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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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.