Dredgers Key Vacation Packages

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Top Dredgers Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
Old Town Key West
Price was CA $1,698, price is now CA $1,295 per person
CA $1,295
per person
Aug 16 - Aug 21
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,162 reviews)
Spectacular friendly staff. Location doesn’t get much better. Right in the middle of everything, but still quiet

Reviewed on Jul 12, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $3,300, price is now CA $2,435 per person
CA $2,435
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Price was CA $1,961, price is now CA $1,456 per person
CA $1,456
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.2/10 Very good! (2,289 reviews)
This is a great location there are fun things to do the swimming pool with a nice bar , jetski,golf cart rental to move around town beach front excellent place adorable

Reviewed on Jul 12, 2026

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
Price was CA $2,437, price is now CA $1,861 per person
CA $1,861
per person
Aug 21 - Aug 28
found 10 hours ago
Roundtrip flight included
Ottawa (YOW) to Key West (EYW)
10/10 Exceptional! (1,001 reviews)
Great stay! Great location and friendly, helpful staff. Loved our stay here! Would recommend.

Reviewed on Jul 12, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Price was CA $1,929, price is now CA $1,486 per person
CA $1,486
per person
Aug 21 - Aug 28
found 10 hours ago
Roundtrip flight included
Ottawa (YOW) to Key West (EYW)
8.8/10 Excellent! (3,412 reviews)
While it would have been nice to know about the saragassum seaweed prior to booking our trip, it did not deter from the property or rooms - they were fantastic. The only issue we had was upon checking in ….. we found that our room had a parking lot view, not the garden view that was listed in our Expedia booking. Luckily, we were able to upgrade to a partial ocean view room, which was fabulous! And, it was nice to get some perks/upgrades because of our Expedia status. Would definitely stay here again.

Reviewed on Jul 12, 2026

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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 $203 per night from Jul 20 to Jul 21
CA $203
CA $364 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (2,342 reviews)
"Perfect. Literally 1 minute away from the only Publix’s"

Reviewed on Jul 12, 2026

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $226 per night from Aug 12 to Aug 13
CA $226
CA $358 total
Aug 12 - Aug 13
includes taxes & fees
8.8/10 Excellent! (3,450 reviews)
"While it would have been nice to know about the saragassum seaweed prior to booking our trip, it did not deter from the property or rooms - they were fantastic. The only issue we had was upon checking in ….. we found that our room had a parking lot view, not the garden view that was listed in our ..."

Reviewed on Jul 12, 2026

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is CA $171 per night from Aug 12 to Aug 13
CA $171
CA $272 total
Aug 12 - Aug 13
includes taxes & fees
8.4/10 Very good! (2,534 reviews)
"Nice place 😍"

Reviewed on Jul 12, 2026

Blue Flamingo Resort Key West
See all 2,795 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 $1,295, 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.