Title: Raccoon Key Vacation Packages & Trips 2026 from CA $1,850 | Expedia.ca

[Raccoon Key Travel Guide](https://expedia.ca/Raccoon-Key.dx180164)[Hotels in Raccoon Key](https://expedia.ca/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[Vacation Rentals in Raccoon Key](https://expedia.ca/Raccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals)[Flights to Raccoon Key](https://expedia.ca/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[Things to do in Raccoon Key](https://expedia.ca/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities)[Raccoon Key Car Rentals](https://expedia.ca/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Raccoon Key Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
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Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
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## Top Raccoon Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Winslow's Bungalows - Key West Historic Inns

Old Town Key West

CA $1,850

per person

May 13 - May 20

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (1,194 reviews)

Excellent choice for our 3 night stay. The property is beautiful, the bungalows are charming and the staff is friendly. The daily breakfast options are fresh and beautiful displayed. The property is quiet and is within walking distance to shops, historic places, and many restaurants. I give this property an A+

Reviewed on Mar 30, 2026

![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Beach House, Key West

CA $2,151

per person

May 13 - May 20

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (1,019 reviews)

I had an exceptional stay at this hotel! From the moment I arrived, the staff were incredibly welcoming and attentive, making me feel right at home. The room was spotless, spacious, and beautifully decorated, with all the amenities I needed for a comfortable stay. The bed was extremely comfortable, ensuring a great night's sleep. The hotel’s location was perfect—close to major attractions and convenient transportation options. Additionally, the facilities such as the gym and pool were well-maintained and added to the overall experience. Overall, this hotel exceeded my expectations in every way. I highly recommend it to anyone looking for a relaxing and hassle-free stay. I will definitely be returning on my next visit!

Reviewed on Mar 30, 2026

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Windward Pointe, Key West

CA $1,980

per person

May 13 - May 20

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (1,020 reviews)

Room was very spacious and clean!

Reviewed on Mar 30, 2026

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Key West Hotel

Key West Historic District

CA $3,114

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (536 reviews)

The tag line of the hotel is "Come Hide" which was appropriate as it is hidden from plain view of the hustle and bustle of Duval St. The entrance is mysterious as it is set back and the pathway leading to the reception office is filled with green ferns/palms. Loved it! The center of the property is highlighted the bar and the permanent stage for the daily entertainment. Great place to stay and close to everything!

Reviewed on Mar 30, 2026

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel & Marina Key West

CA $2,177

per person

May 13 - May 20

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (1,226 reviews)

great variety on the menus. we enjoyed our stay. My only negative comment is related to the loud conversations of our neighbors on the balcony two days and also a couple were sitting by the fire pits while they were on a phone call that they put on speaker. These incidents made our time relaxing on the balcony less enjoyable.

Reviewed on Mar 28, 2026

## Ready to book your vacation to Raccoon Key?

Choose your dates

## Raccoon Key Hotel Deals

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

CA $362

CA $486 total

Apr 19 - Apr 20

includes taxes & fees

8.2/10 Very Good! (2,027 reviews)

Pool area was great. Music all day, bar has good drinks and lunch.

Reviewed on Mar 31, 2026

[](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=12599231&PinnedHotelID=12599231&HadPinnedHotel=true&regionId=180164)

![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

CA $386

CA $523 total

Apr 28 - Apr 29

includes taxes & fees

8.8/10 Excellent! (1,804 reviews)

Everything is great. Rooms anre clean and Spacious. Close to beach and shuttle is convenient.Only thing is pool is small and crowded with families. Music is very loud.

Reviewed on Mar 30, 2026

[](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%2F04%2F2026&selected=48713884&PinnedHotelID=48713884&HadPinnedHotel=true&regionId=180164)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $345

CA $522 total

Apr 13 - Apr 14

includes taxes & fees

8.6/10 Excellent! (2,100 reviews)

My husband and I had a great time at the hotel. The room was very comfortable, the bed, shower and towels. The staff was very friendly, except the shuttle driver, he was king of rude. Breakfast didn't have many options, but was delicious, Roberta took a very good care of us.

Reviewed on Mar 30, 2026

[](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=25865&PinnedHotelID=25865&HadPinnedHotel=true&regionId=180164)

[See all 3,078 properties in Raccoon Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&regionId=180164)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### Can I cancel my flight booking to Raccoon Key due to COVID-19?

### What's the best way to find cheap flights to Raccoon Key that have flexible change policies?

### What are some of the general tips for travelers to Raccoon Key during the COVID-19 outbreak?

> - 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?

### How can I find cheap tickets to Raccoon Key?

### How much is a flight to Raccoon Key?

### What are the most popular airports to fly into in Raccoon Key?

### When is the cheapest time to fly to Raccoon Key?

### How much is a plane ticket to Raccoon Key?

### Which airlines with flights to Raccoon Key employ COVID-19 cleanliness policies?

> - 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.

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- [Southernmost Point ](https://www.expedia.ca/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction)
- [Stock Island Vacations ](https://www.expedia.ca/Stock-Island.d180166.Destination-Travel-Guides)
- [Visit Stock Island ](https://www.expedia.ca/Stock-Island.dx180166)
- [Sugarloaf Key Vacations ](https://www.expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides)
- [Sugarloaf Shores Vacations ](https://www.expedia.ca/Sugarloaf-Shores.d6270983.Destination-Travel-Guides)

- [Ada Rental Cars in Stock Island ](https://www.expedia.ca/ADA-Car-Rentals-In-Stock-Island.d180166-c1109.Car-Rental-Guide-Suppliers)
- [Avis Canaries Rental Cars in Stock Island ](https://www.expedia.ca/Avis-Canaries-Car-Rentals-In-Stock-Island.d180166-c1135.Car-Rental-Guide-Suppliers)
- [Budget Rental Cars in Stock Island ](https://www.expedia.ca/Budget-Car-Rentals-In-Stock-Island.d180166-c39.Car-Rental-Guide-Suppliers)
- [Car rentals near Key West Golf Club ](https://www.expedia.ca/Car-Rentals-In-Key-West-Golf-Club.d6163814.Car-Rental-Guide)
- [Click & Rent Rental Cars in Key Haven ](https://www.expedia.ca/Click-Rent-Car-Rentals-In-Key-Haven.d553248635976197997-c1089.Car-Rental-Guide-Suppliers)
- [Easirent Rental Cars in Key Haven ](https://www.expedia.ca/Easirent-Car-Rentals-In-Key-Haven.d553248635976197997-c1039.Car-Rental-Guide-Suppliers)
- [Fox Rental Cars Rental Cars in Stock Island ](https://www.expedia.ca/Fox-Rental-Cars-Car-Rentals-In-Stock-Island.d180166-c19.Car-Rental-Guide-Suppliers)
- [Redspot Rental Cars in Stock Island ](https://www.expedia.ca/Redspot-Car-Rentals-In-Stock-Island.d180166-c1078.Car-Rental-Guide-Suppliers)
- [Rentacar Guadeloupe Rental Cars in Stock Island ](https://www.expedia.ca/RentACar-Guadeloupe-Car-Rentals-In-Stock-Island.d180166-c1103.Car-Rental-Guide-Suppliers)
- [Turisprime Rental Cars in Stock Island ](https://www.expedia.ca/Turisprime-Car-Rentals-In-Stock-Island.d180166-c1100.Car-Rental-Guide-Suppliers)

- [Things to do in Stock Island ](https://www.expedia.ca/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)

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

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