Dredgers Key Vacation Packages

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Top Dredgers Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Key West Historic District
Price was CA $2,049, price is now CA $1,535 per person
CA $1,535
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.2/10 Wonderful! (1,033 reviews)

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $3,091, price is now CA $1,990 per person
CA $1,990
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.2/10 Wonderful! (564 reviews)
Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!

Reviewed on Oct 29, 2026

Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Old Town Key West
Price was CA $3,987, price is now CA $2,838 per person
CA $2,838
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
8.8/10 Excellent! (227 reviews)

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

3 out of 5
Old Town Key West
Price was CA $7,463, price is now CA $5,638 per person
CA $5,638
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.8/10 Exceptional! (9 reviews)

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was CA $7,614, price is now CA $5,872 per person
CA $5,872
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.8/10 Exceptional! (1,006 reviews)
Best place we have stayed. The staff was amazing location perfect and the room was perfect

Reviewed on Nov 3, 2026

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Dredgers Key Hotel Deals

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $324 per night from Nov 18 to Nov 19
CA $324
CA $453 total
Nov 18 - Nov 19
includes taxes & fees
Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Nov 29 to Nov 30
CA $203
CA $319 total
Nov 29 - Nov 30
includes taxes & fees
Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Nov 15 to Nov 16
CA $177
CA $278 total
Nov 15 - Nov 16
includes taxes & fees
Blue Flamingo Resort Key West
See all 2,771 properties in Dredgers 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 Dredgers Key vacation package cost?
Starting from only CA $1,535, a package is your gateway to cheaper travel. Custom build your Dredgers Key adventure by selecting from our extensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Dredgers Key?
One word: bundle. Flights, hotels and rental cars — combine whatever you need into a Dredgers Key vacation package to save tons of cash. Score even bigger bargains when you add extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to tailor your trip your own way. We offer over 550 airlines and 1,000,000 hotel options throughout the world, so that everyone has an opportunity to travel and fulfill those vacation fantasies.
Where should I stay in Dredgers Key?
With fascinating attractions like Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in this area, look for a hotel located near them. Mallory Square is another sight that draws in the crowds.
How far in advance should I book my Dredgers Key vacation?
To bag discount prices, book ASAP. Air carriers generally advertise flight tickets, along with some of the lowest fares, up to a year ahead of time. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you're in need of a last-minute getaway to Dredgers Key, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Dredgers Key travel package include?
With Expedia, you can select any combination of car rentals, hotels and flights to build your perfect Dredgers Key package. Once you've made your booking, you can add on fun stuff like day tours and activities. Don't forget, the more you bundle, the bigger the savings!
What should I know before booking a Dredgers Key travel package?
When you book your flights, hotels and car rentals together, you'll land incredible discounts. Whether you're organizing a rural escape in a cottage or prefer to stay in a comfortable hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Dredgers Key Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You're in charge! We have access to more than 550 airline partners across the globe, so you have lots of choice when putting together your Dredgers Key adventure.
If I'm not able to travel, can I cancel my Dredgers Key vacation package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel or alter your Dredgers Key vacation package for free if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your hotel, car rental company or airline may charge additional fees. Looking for more information? Take a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

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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.