A pier with a boat rental sign, a colorful building, and a calm sea.

Long Key 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

Your Long Key Vacation

History, cuisine, art and more … There's so much to experience with a Long Key vacation package. And with the ability to easily customize your city adventure, you know it'll be one that's tough to forget. Every trip to Long Key needs a well-planned itinerary. Fill yours with big-name attractions like Annes Beach, Fiesta Key and Little Conch Key. Stop daydreaming and start traveling. Browse the many options on Expedia today and finally put your Long Key vacation plans in motion!

The Latest Long Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Feb 1 - Feb 5

    Henrosa Hotel + Flight

    South Beach
    4 nights
    3.5 star property
    8.4/10 - Very good (963 reviews)
    Roundtrip • Ottawa (YOW) - Miami (MIA)
    YOW - MIA • Nonstop MIA - YOW • Nonstop
    CA $1,729
    CA $988
    per traveller
    found 12 hours ago
    Henrosa Hotel
  • Jan 24 - Jan 29

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

    South Beach
    5 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 • Toronto (YTO) - Miami (MIA)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $31,505
    CA $14,783
    per traveller
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Jan 24 - Jan 29

    Miami Vacation Rentals - Downtown + Flight

    Downtown Miami
    5 nights
    5.0 star property
    9.0/10 - Wonderful (125 reviews)
    Roundtrip • Toronto (YTO) - Miami (MIA)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $2,176
    CA $1,240
    per traveller
    found 1 day ago
    Miami Vacation Rentals - Downtown
  • Jan 24 - Jan 29

    EAST Miami Residences + Flight

    Brickell
    5 nights
    5.0 star property
    9.2/10 - Wonderful (170 reviews)
    Roundtrip • Toronto (YTO) - Miami (MIA)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $3,859
    CA $2,212
    per traveller
    found 1 day ago
    EAST Miami Residences
  • Dec 29 - Jan 3

    The Marlin Hotel + Flight

    South Beach
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,009 reviews)
    "The room was great but did not have a valet as mentioned on website which made parking very complicated."
    Reviewed November 8, 2026
    Roundtrip • Montreal (YMQ) - Miami (MIA)
    YHU - MIA • 1 stop MIA - YUL • 1 stop
    CA $3,688
    CA $2,142
    per traveller
    found 1 day ago
    The Marlin Hotel

Discover the most popular places to visit in Long Key

Long Key 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 Long Key vacation package cost?

You'll find cheap prices from CA $988 on Expedia for your Long Key escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Long Key costs.

What are the cheapest months to go to Long Key?

If you're looking to score a cheap Long Key vacation package, consider visiting in September, October and November. You're likely to find better prices on hotels and flights during these quieter months — ideal for travellers wishing to save money.

How many days is enough for Long Key?

You can easily see all the major attractions in Long Key in a few days, including the popular Little Conch Key. If you're looking for an extended Long Key vacation, look at what sort of activities and excursions are available in the area.

How to find the best Long Key package deals?

Start your search for a Long Key package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" 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 unbeatable savings. If you don't find the ideal Long Key package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Long Key escape underway.

Is it cheaper to book a Long Key vacation as a package?

An Expedia vacation package could score you significant savings when compared to arranging flights and stays individually. Better still, you can tailor your Long Key getaway to fit your exact style. Pick 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 Long Key?

Enjoy fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Long Key getaway.

How to plan a trip to Long Key?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Long Key.
  2. Plan your budget wisely: Besides the price of your stay, you should consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Long Key.
  3. Decide how long to go away for: Now that you're up to speed on Long Key, you can figure out the right length of your vacation. Pull together a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Long Key vacation package.

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