Long Key Vacation Packages

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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!

Top Long Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Cabana Miami Beach Resort

Hilton Cabana Miami Beach Resort

4 out of 5
Mid Beach
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
7.6/10 Good! (292 reviews)
The hotel has potential, but cleanliness definitely needs improvement. Our bathroom had hair stuck to the ceiling of the shower and visible mold in some areas, which was off-putting. Additionally, the parking fees are excessive. Hilton charged $57 + tax for parking, while a lot just two minutes away on foot offered the same service for only $30. For guests already paying a premium to stay here, the parking costs feel unjustified. I’d strongly recommend lowering the price to be more competitive with the surrounding area.

Reviewed on Jul. 30, 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
Sep 16 - Sep 21
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very Good! (1 review)
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (1,119 reviews)
Needs new sheets They felt like they had small balls from being super used Place need new bed with prosper new linen I stayed at a TownePlace for three nights that had better mattress and linen

Reviewed on Aug. 1, 2025

Aloha Fridays

Aloha Fridays

3 out of 5
South Beach
per person
Oct 16 - Oct 20
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.4/10 Very Good! (36 reviews)
Friendly and kind staff. (that was the highlight) Nice room. Great location.

Reviewed on Jul. 26, 2025

The Altair Hotel Bay Harbor

The Altair Hotel Bay Harbor

4 out of 5
per person
Oct 17 - Oct 22
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.8/10 Excellent! (823 reviews)
it was very nice we really enjoyed every minute the cleanliness the staff were amazing and made our vacation a hit. we were disappointed about Shabbat that we weren't told by reaerations that we will have to eat in the meat bar. it was really hard for us to walk and have so many people owning the hotel and pushing us away when we paid full price.

Reviewed on Jun. 30, 2025

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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 CA $168 per night from Sep 1 to Sep 2
CA $168
CA $252 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,096 reviews)
"Amazing like always"

Reviewed on Jul. 27, 2025

Lime Tree Bay Resort
Edgewater Lodge

Edgewater Lodge

2.5 out of 5
US Highway 1 MM 65,5, Layton, Long Key, FL
The price is CA $298 per night from Aug 5 to Aug 6
CA $298
CA $336 total
Aug 5 - Aug 6
includes taxes & fees
8.6/10 Excellent! (785 reviews)
"Good"

Reviewed on Jul. 11, 2025

Edgewater Lodge
Fiesta Key RV Resort

Fiesta Key RV Resort

2.5 out of 5
70001 Overseas Hwy, Long Key, FL
7.4/10 Good! (425 reviews)
"I liked the tranquility and security of the place."

Reviewed on Jul. 27, 2025

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Fiesta Key RV Resort
See all 3,162 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.
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Frequently asked questions

How much does a Long Key vacation package cost?
You'll find cheap prices from CA $675 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.