Long Key Vacations from $516

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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.
Sunrise in Miami Suites

Sunrise in Miami Suites

2 out of 5
South Beach
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
10/10 Exceptional! (1 review)
The property was clean, in a walkable area, and conveniently located near shops and dining options. The neighborhood felt safe and quiet, which made it a peaceful place to stay. Communication with the host was smooth during booking and check-in. It’s a solid choice if you’re looking for easy access to local attractions and a comfortable stay.

Reviewed on Apr 22, 2025

Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Save 100% on your flight
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (316 reviews)
Great price per value

Reviewed on Apr 6, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (2,387 reviews)
Overall, the experience was good. Hotel is very good. Couple things that we were not happy about. We chose resort view room but it wasn’t resort view at all, there was no view at all. It was rough roof view. My husband even asked for a better room, they said it’s already an upgraded room but then where’s the view. Also, the shower faucet was so tight that we initially thought it’s stuck and called maintenance.

Reviewed on Apr 29, 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,007 reviews)
We arrived early and our room was ready so we were able to check in. Phillip at the front desk was very friendly and helpful when we asked him for suggestions for things to do. An added bonus was the towels and chairs on the beach were included. Everything is walkable!

Reviewed on Apr 24, 2025

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

Ready to book your vacation to Long Key?

 

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Long Key Hotel Deals

Lime Tree Bay Resort
Lime Tree Bay Resort
3.5 out of 5
68500 Overseas Hwy, Long Key, FL
The price is $227 per night from May 27 to May 28
$227
includes taxes & fees
$201 per night
May 27 - May 28
9.2/10 Wonderful! (1,027 reviews)
"The staff was amazing"

Reviewed on Apr 29, 2025

Lime Tree Bay Resort
Fiesta Key RV Resort
Fiesta Key RV Resort
2.5 out of 5
70001 Overseas Hwy, Long Key, FL
7.2/10 Good! (399 reviews)
Would stay again
"Great Place to stay. I didnt sleep well because my bed was too soft. but aside from that 10/10."

Reviewed on Apr 22, 2025

Get rates
Fiesta Key RV Resort
Edgewater Lodge
Edgewater Lodge
2.5 out of 5
US Highway 1 MM 65,5, Layton, Long Key, FL
The price is $224 per night from May 19 to May 20
$224
includes taxes & fees
$199 per night
May 19 - May 20
8.6/10 Excellent! (771 reviews)
"It was right on the water. The sunsets were beautiful."

Reviewed on Apr 24, 2025

Edgewater Lodge
See all 3,120 properties in Long Key
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Long Key vacation package cost?
You’ll find cheap prices from $516 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.

Discover the most popular places to visit in Long Key

Long Key which includes a bridge and a park

Long Key State Park

4/5(200 reviews)

You can take time to visit Long Key State Park during your travels to Long Key. Wander the beautiful beaches or discover the beautiful sunsets in this relaxing area.

Long Key State Park

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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.