Title: Dredgers Key Vacation Packages & Trips 2026/2026 from CA $1,603 | Expedia.ca

[Dredgers Key Travel Guide](https://expedia.ca/Dredgers-Key.dx180165)[Hotels in Dredgers Key](https://expedia.ca/Dredgers-Key-Hotels.d180165.Travel-Guide-Hotels)[Vacation Rentals in Dredgers Key](https://expedia.ca/Dredgers-Key-Vacation-Rentals.d180165.Travel-Guide-VacationRentals)[Flights to Dredgers Key](https://expedia.ca/Cheap-Flights-To-Dredgers-Key.d180165.Travel-Guide-Flights)[Dredgers Key Car Rentals](https://expedia.ca/Car-Rentals-In-Dredgers-Key.d180165.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)

# Dredgers 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 Dredgers 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/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

Old Town Key West

CA $1,603

per person

Feb 26 - Mar 1

found 12 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (1,044 reviews)

Room was very private everything was within walking distance. Only down side was the breakfast it was very basic.

Reviewed on Dec 6, 2025

![Ella's Cottages - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/deb4f031_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ella's Cottages - Key West Historic Inns

Old Town Key West

CA $1,719

per person

Feb 26 - Mar 1

found 12 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (390 reviews)

Everything was great. Staff were all super helpful. Location fantastic. Breakfast served outside the room on the verander we loved (the health shots were a lovely touch). We had a great stay. Would definitely recommend.

Reviewed on Nov 22, 2025

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Key West Hotel

Key West Historic District

CA $2,522

per person

Feb 26 - Mar 1

found 12 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (505 reviews)

Room was great and clean.

Reviewed on Dec 7, 2025

![Lighthouse Hotel - Key West Historic Inns](https://images.trvl-media.com/lodging/2000000/1180000/1171100/1171079/2155599f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Lighthouse Hotel - Key West Historic Inns

Old Town Key West

CA $1,898

per person

Feb 26 - Mar 1

found 12 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (831 reviews)

Great location nice room. The breakfast had coffee but no milk and they rationed almond milk each day. Not professional and breakfast was only two hours 8-10 am with 40-50 rooms it was a bit crowded for a small space.

Reviewed on Dec 2, 2025

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $2,513

per person

Feb 28 - Mar 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Key West (EYW)

9.6/10 Exceptional! (1,002 reviews)

The Hyatt at Windward Pointe is a beautiful property with outstanding views of the water. The pool area and grounds are clean & well taken care of. Our room was very spacious, clean and had everything we needed. We also like the close proximity to airport and Smathers Beach.

Reviewed on Dec 5, 2025

## Ready to book your vacation to Dredgers Key?

Choose your dates

## Dredgers Key Hotel Deals

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_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 $217

CA $314 total

Dec 15 - Dec 16

includes taxes & fees

8.6/10 Excellent! (1,748 reviews)

Great view and unit was large and very clean.

Reviewed on Dec 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=15%2F12%2F2025&endDate=16%2F12%2F2025&selected=25865&PinnedHotelID=25865&HadPinnedHotel=true&regionId=180165)

![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 $152

CA $248 total

Dec 14 - Dec 15

includes taxes & fees

8/10 Very Good! (1,746 reviews)

Grate stay...only thing is our room at the end of property a little far from the pool and breakfast bar. Next time will ask for a closer one.

Reviewed on Dec 3, 2025

[](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=12599231&PinnedHotelID=12599231&HadPinnedHotel=true&regionId=180165)

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL

Fully refundableReserve now, pay when you stay

CA $205

CA $313 total

Dec 17 - Dec 18

includes taxes & fees

8.8/10 Excellent! (1,747 reviews)

Very nice clean and big room. Great view over the pools and harbor.

Reviewed on Dec 4, 2025

[](https://expedia.ca/Hotel-Search?startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true&regionId=180165)

[See all 2,922 properties in Dredgers Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F12%2F2025&endDate=10%2F12%2F2025&regionId=180165)

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 Dredgers Key due to COVID-19?

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

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

> - Investigate the restrictions and rules in both your origin and destination. You may not be able to travel depending on local circumstances, so check before you book your flight.
> - You must wear a face mask at the airport, including at screening checkpoints. Be ready to lower your mask for ID purposes when asked.
> - Do not hand your boarding pass directly to a TSA employee. Instead, place your pass on the reader and then hold it up for the agent to visually inspect it.
> - One container of liquid hand sanitizer is now allowed in your carry-on bag. It must not be larger than 12 oz (350 ml), and you'll need to remove it from your bag at the X-ray machine for scanning.
> - Put any personal items (phone, wallet and keys) in your carry-on instead of a bin to reduce handling during screening.
> - Transport any food items in a clear plastic bag and also put them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA officer will need to touch and open your bag for inspection.

### Which airlines fly to Dredgers Key?

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

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

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

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

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

### Which airlines with flights to Dredgers 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.

## Explore a world of travel with Expedia

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- [Key West National Wildlife Refuge ](https://www.expedia.ca/Key-West-National-Wildlife-Refuge-Key-West.d6177705.Vacation-Attraction)
- [Visit Northside Resort ](https://www.expedia.ca/Key-West-Northside-Resort.dx864982599800745984)
- [Key West Shipwreck Museum ](https://www.expedia.ca/Key-West-Shipwreck-Museum-Key-West-Historic-District.d6063545.Vacation-Attraction)
- [Key West Vacations ](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides)
- [Lower Florida Keys Vacations ](https://www.expedia.ca/Lower-Florida-Keys.d553248635975748710.Destination-Travel-Guides)
- [Lower Keys Vacations ](https://www.expedia.ca/Lower-Keys.d553248621593965863.Destination-Travel-Guides)
- [Mallory Square ](https://www.expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)
- [Mel Fisher Maritime Museum ](https://www.expedia.ca/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction)
- [National Key Deer Refuge Visitor Center ](https://www.expedia.ca/National-Key-Deer-Refuge-Visitor-Center-Big-Pine-Key.d553248635974766232.Vacation-Attraction)
- [Raccoon Key Vacations ](https://www.expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides)
- [Rockland Key Vacations ](https://www.expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides)
- [Smathers Beach ](https://www.expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction)
- [South Beach ](https://www.expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)
- [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)
- [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)

- [Car rentals near Key West Golf Club ](https://www.expedia.ca/Car-Rentals-In-Key-West-Golf-Club.d6163814.Car-Rental-Guide)
- [Firefly Cyprus Rental Cars in Fleming Key ](https://www.expedia.ca/Firefly-Cyprus-Car-Rentals-In-Fleming-Key.d180162-c1108.Car-Rental-Guide-Suppliers)
- [Sixt Rental Cars in Fleming Key ](https://www.expedia.ca/Sixt-Car-Rentals-In-Fleming-Key.d180162-c35.Car-Rental-Guide-Suppliers)

- [Fleming Key Vacation Rentals ](https://www.expedia.ca/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)

- [Things to do in Key West ](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.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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