Chokoloskee Vacations from $837
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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.
Marriott Sanibel Harbour Resort & Spa
Punta Rassa
$837
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
The hotel gives an impression on the website and is far from reality , the restaurant does not work for dinner only .
On Fridays and Saturdays , the food is limited and quite expensive , the facilities need maintenance are worn out and to replace do not conform to the previous that you pay for lodging . People if they knew what they were going to find would not go there .
Reviewed on Oct 11, 2026
Bellasera Resort
Old Naples
$2,585
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (2,335 reviews)
Nice condo , very clean, a/c works great. Nice restaurant at the Claw Bar. Comfy bed , love the bath products. We were greeted with a bag of cookies in our room
Reviewed on Oct 4, 2026
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See all available trips from Columbus to Chokoloskee
View all tripsStay near popular Chokoloskee attractions
Smallwood Store
Step back in time at this 1906 trading post that served as Chokoloskee Island's lifeline. Explore authentic artifacts while overlooking the same waters where Everglades pioneers once arrived by boat.
What to do in Chokoloskee
Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour
$110
per adult
Everglades Birding, Dolphin and Wildlife Boat Tour (2 hours)
$120
per adult
100% of travellers recommend
Small Group Motorboat Eco Tour of the Everglades
$149
per adult
Chokoloskee Hotel Deals
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool
Chokoloskee FL
Waterfront 2 bedroom 1 bath with boat slip
Chokoloskee FL
10/10 Exceptional! (55 reviews)
"We had a great stay; the host was very helpful and nice, and we would definitely stay again."
Reviewed on Oct 7, 2026
Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Chokoloskee FL
9.6/10 Exceptional! (136 reviews)
"Everything was awesome! It was the perfect place for our Everglades adventures!"
Reviewed on Aug 10, 2026
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 $837 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?
- 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.
- 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.
- 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.
- 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.
- Combine your accommodations and airfare: Once you've settled on your dates and duration, book the right Chokoloskee vacation package for you.
- 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.
