Long Key Vacations from $405
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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.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$9,681
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 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 on Jun 22, 2016
Stay near popular Long Key attractions
Long Key State Park
8.6/10 (376 reviews)
Once a luxury fishing camp for the wealthy, Long Key State Park now offers pristine Atlantic beaches and diverse ecosystems. Kayak through mangroves or hike the Golden Orb Trail for birdwatching.
Long Key Hotel Deals
Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
Fully refundableReserve now, pay when you stay
$172 nightly
$194 total
Oct 4 - Oct 5
Total with taxes and fees
9.4/10 Exceptional! (1,527 reviews)
"Beautiful location, great amenities, and comfortable rooms"
Reviewed on Sep 29, 2026
Edgewater Lodge
US Highway 1 MM 65,5 Long Key FL
$169 nightly
$190 total
Oct 1 - Oct 2
Total with taxes and fees
8.6/10 Excellent! (867 reviews)
"We enjoy our visit"
Reviewed on Sep 28, 2026
Fiesta Key RV Resort
70001 Overseas Hwy Long Key FL
7.6/10 Good! (481 reviews)
"The location is very clean and well kept, very family friendly. The staff and maintenance team not so attentive to needs, the cottage had outlets that did not work and a porch light that did not work, they came a the second request and did not fix it. The restaurant was never opened."
Reviewed on Aug 31, 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 Long Key Vacation Packages
Long Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 75ºF |
Max Temp Summer | 85ºF |
Top Sights | Annes Beach, Curry Hammock State Park and Sunset Drive Beach |
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Frequently asked questions
How much does a Long Key vacation package cost?
You'll find cheap prices from $405 on Expedia for your Long Key escape. However, a range of factors like the length of stay, the season and your choice of hotel 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 planning a trip in August, September and October. You'll typically find lower rates on flights and accommodations during these months — ideal for budget-conscious travelers.
How many days is enough for Long Key?
The ideal length of your Long Key vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Long Key package deals?
Use Expedia's filters to find some fabulous Long Key package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Long Key package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Long Key vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can customize your Long Key getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Long Key?
If you're considering a spontaneous Long Key adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Long Key vacation packages?
Set off on your ideal getaway to Long Key with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next paycheck — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up travel deals before they sell out.
Explore a world of travel with Expedia
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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.
