Raccoon Key Vacations from ¥279,656

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 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 Raccoon Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
The Fairhaven House at Solaire Lunara Bay
The Key West Hotel
The Joyrise House at Solaire Lunara Bay
Casa Marina Key West, Curio Collection by Hilton

Find the Best Raccoon Key Vacation Packages

Raccoon Key Hotel Deals

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is ¥27,303 per night from Oct 27 to Oct 28
¥27,303
¥40,290 total
Oct 27 - Oct 28
includes taxes & fees
8.6/10 Excellent! (1,770 reviews)
"Property was fun, inviting and a great place to relax after a day in Old Town Key West. Shuttle to Old Town was great, food at Margaritaville was very good, staff very friendly. Jimmy Buffett tunes playing all the time was perfect!"

Reviewed on Oct 8, 2025

Margaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is ¥25,935 per night from Oct 29 to Oct 30
¥25,935
¥39,508 total
Oct 29 - Oct 30
includes taxes & fees
8.6/10 Excellent! (2,775 reviews)
"We loved thi"

Reviewed on Oct 7, 2025

Southernmost Beach Resort and Guesthouses
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ¥21,119 per night from Oct 13 to Oct 14
¥21,119
¥32,605 total
Oct 13 - Oct 14
includes taxes & fees
8.8/10 Excellent! (1,722 reviews)
"Overall just a good placecto saty whike yiur there"

Reviewed on Oct 3, 2025

Oceans Edge Key West Resort, Hotel & Marina
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

Can I cancel my flight booking to Raccoon Key due to COVID-19?
Head to our Customer Service Portal for important details about canceling or changing your flight because of COVID-19. Also, read through the terms and conditions of your preferred carrier before booking your trip to Raccoon Key.
What's the best way to find cheap flights to Raccoon Key that have flexible change policies?
At Expedia, we've been channeling our inner yoga master to give you the most flexible airfares around. Simply check the "No change fee" box directly beneath the "Flexible change policies" subheading to find your dream flight to Raccoon Key.
What are some of the general tips for travelers to Raccoon Key during the COVID-19 outbreak?
With new safety guidelines in effect, travel looks a lot different nowadays. Here are some useful things to know before you head off to Raccoon Key:
  • Before you lock in a flight, check if any travel bans or restrictions apply — in both your origin and destination. Get the latest updates by reviewing government travel advisories.
  • Requirements state you must wear a face mask throughout your travel experience, including at security checkpoints. Be prepared to lower your mask for ID verification when asked.
  • Do not hand your boarding pass directly to a TSA officer. Instead, you should place the pass on the reader and then hold it up for the agent to visually inspect it.
  • TSA now allows passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will have to be removed from your bag for scanning.
  • Remove items from your pockets, such as your wallet, coins and keys, and put them in your carry-on instead of the bins. This will minimize handling during the screening process.
  • Separate any food you have for screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Raccoon Key?
Book your fare with Delta and then begin planning your Raccoon Key travel itinerary. This popular carrier offers 191 flights a month to Key West Intl. Airport (EYW), a major gateway.
How can I find cheap tickets to Raccoon Key?
One of the best ways to snare cheap tickets to Raccoon Key is to be flexible with your travel dates. Search for your flights, then click "flexible dates" above the results. You'll see the cheapest prices for nearby days. The best price for a flight to Raccoon Key in the last seven days was . Booking well in advance will generally help you get an even bigger bargain.
How much is a flight to Raccoon Key?
You could have purchased a return flight to Raccoon Key from anywhere between and in the last seven days. For one-way journeys taking off from (), the lowest price during this period was just .
What are the most popular airports to fly into in Raccoon Key?
The number one gateway to Raccoon Key, roughly 1119 flights land at Key West Intl. Airport (EYW) every month. Scout around for an amazing deal, book your seat and get ready to experience this popular region.
When is the cheapest time to fly to Raccoon Key?
If you're not set on your travel dates to Raccoon Key, fly out early in the week. The most economical day to take off is usually Tuesday, followed by Monday. Saturday is typically the costliest day, with many vacationers choosing to take off on the weekend.
How much is a plane ticket to Raccoon Key?
In the last seven days, seats cost between and . Have a look at our fantastic deals to Raccoon Key, pick your favorite and then start packing your things!
Which airlines with flights to Raccoon Key employ COVID-19 cleanliness policies?
Social distancing is just the start of new travel industry strategies to help combat COVID-19. From the moment you collect your tickets, these airlines will bring you to Raccoon Key with comfort and confidence:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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