Dredgers Key Vacation Packages

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Top Dredgers Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Key West Historic District
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (471 reviews)
Convenient location to Key West Express, and restaurants, bars shopping. Duval Street. Quiet.

Reviewed on Aug. 6, 2025

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (768 reviews)
Room was tight but more importantly dirty. The floor in the bathroom was grimy and the shower moldy.

Reviewed on Aug. 13, 2025

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,710 reviews)
Beautiful place to stay with transportation to and from downtown Key West.

Reviewed on Aug. 13, 2025

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,007 reviews)
This is just what we needed. Rented bikes down the street and went everywhere. This place was a great place to call home for a bit

Reviewed on Aug. 14, 2025

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,014 reviews)
Great hotel. Only a few in Keywest with an actual beachfront

Reviewed on Aug. 13, 2025

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Dredgers Key Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Aug 18 to Aug 19
CA $184
CA $277 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very Good! (1,451 reviews)
"Great vacation with my son. Ultimate adventure was awesome. Property was nice. Room was too small for my taste, but otherwise, friendly staff, close to shopping, plenty of places to eat in the area. No laundry on site, no microwave in unit, shuttle to downtown was a bonus. Beach was too small but ..."

Reviewed on Aug. 14, 2025

Beachside Resort & Residences
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 $163 per night from Sep 14 to Sep 15
CA $163
CA $261 total
Sep 14 - Sep 15
includes taxes & fees
7.6/10 Good! (1,541 reviews)
"Perfect"

Reviewed on Aug. 11, 2025

Blue Flamingo Resort 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 CA $243 per night from Aug 28 to Aug 29
CA $243
CA $367 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (2,672 reviews)
"Pools are always packed with no chairs avaliable after 10am. Beach is a mud playground. Rooms are clean, staff is nice. I was supposed to get a free bottle of wine and 30usd boucher but I didn't bring it up to their attention I wouldn't have gotten it. Parking is $46 per night plus a amenity fee ..."

Reviewed on Aug. 11, 2025

Southernmost Beach Resort and Guesthouses
See all 2,884 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 $1,030, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.