A night sky with the Milky Way over a calm body of water and a rocky shoreline with wooden posts.
Photo by Noel Benadom
Open Photo by Noel Benadom

Chokoloskee Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

The Latest Chokoloskee Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 18 - Jan 21

    Pelican Grand Beach Resort - A Noble House Resort + Flight

    East Fort Lauderdale
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,807 reviews)
    Roundtrip • Ottawa (YOW) - Miami (MIA)
    YOW - MIA • Nonstop MIA - YOW • Nonstop
    Save 100% on your flight
    CA $2,355
    CA $1,340
    per traveller
    found 1 day ago
    Pelican Grand Beach Resort - A Noble House Resort
  • Feb 1 - Feb 4

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    3 nights
    5.0 star property
    8.0/10 - Very good (1 review)
    "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."
    Reviewed June 22, 2016
    Roundtrip • Montreal (YUL) - Miami (MIA)
    YUL - FLL • 1 stop FLL - YUL • 1 stop
    CA $15,294
    CA $7,329
    per traveller
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Jan 20 - Jan 25

    YotelPad Miami + Flight

    Downtown Miami
    5 nights
    4.0 star property
    8.4/10 - Very good (557 reviews)
    "Love this hotel."
    Reviewed November 7, 2026
    Roundtrip • Ottawa (YOW) - Miami (MIA)
    YOW - MIA • 1 stop MIA - YOW • Nonstop
    CA $2,499
    CA $1,409
    per traveller
    found 1 day ago
    YotelPad Miami
  • Dec 29 - Jan 4

    President Hotel Villa + Flight

    South Beach
    6 nights
    3.5 star property
    8.2/10 - Very good (1,002 reviews)
    "Good stay for a night"
    Reviewed November 3, 2026
    Roundtrip • Hamilton (YHM) - Miami (MIA)
    YHM - MIA • 1 stop MIA - YHM • 1 stop
    CA $3,408
    CA $1,943
    per traveller
    found 1 day ago
    President Hotel Villa
  • Dec 29 - Jan 4

    The Penguin Hotel + Flight

    South Beach
    6 nights
    3.5 star property
    8.4/10 - Very good (2,050 reviews)
    "The bartender Sebastian was great! He gave excellent suggestions for the vibes we were looking for!"
    Reviewed November 7, 2026
    Roundtrip • Hamilton (YHM) - Miami (MIA)
    YHM - MIA • 1 stop MIA - YHM • 1 stop
    CA $3,286
    CA $1,889
    per traveller
    found 1 day ago
    The Penguin Hotel

Discover the most popular places to visit in Chokoloskee Island

Chokoloskee Island Hotel Deals

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.

Frequently Asked Questions

How much does a Chokoloskee Island vacation package cost?

Starting from as low as CA $1,340, 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.

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