Dredgers Key Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Dredgers Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Key West Hotel
Key West Historic District
CA $5,259
per person
Oct 23 - Oct 27
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
The Gardens Hotel
Old Town Key West
CA $2,446
per person
Nov 2 - Nov 6
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Great, great spot. All staff and even the property owner were very available, pleasant, and hard-working to ensure happy guests. Annette and Phillip really made the trip, though. The hospitality here, along with a clean room, truly great breakfast (by Chef Annette), good location, and high value had us discussing our next stay here before we even left. Not sure how we looked over this place in the past. Thanks, everyone
Reviewed on Aug 8, 2026
Ready to book your vacation to Dredgers Key?
Dredgers Key Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
CA $192
CA $318 total
Sep 1 - Sep 2
includes taxes & fees
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $138
CA $288 total
Aug 19 - Aug 20
includes taxes & fees
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
CA $168
CA $268 total
Sep 7 - Sep 8
includes taxes & fees
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.
Frequently asked questions
How much does a Dredgers Key vacation package cost?
Starting from only CA $1,777, 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.
Explore a world of travel with Expedia
- Pet-Friendly Hotels in Key West
- Golf Hotels in Key West
- Key West Historic District Hotels
- All Inclusive Resorts and in Key West
- Apartments in Key West
- Old Town Key West Hotels
- 5 Star Hotels in Key West
- Vacation Homes in Monroe County
- Southernmost House
- Adults Only Resorts & in Key West
- Wyndham Hotels in Key West
- Orchid Key Inn
- New Town Hotels
- Romantic Hotels in Key West
- Boutique Hotels in Key West
- Oceanfront Hotels in Key West
- Houseboats in Key West
- Hotels near Duval Street
- Family Hotels in Key West
- Hotels with Kitchenettes in Key West
- Villas in Key West
- Luxury Hotels in Key West
- Beach Hotel Hotels in Key West
- Key West Hotels
- B&B in Key West
- Cheap Hotels in Key West
- Blue Flamingo Resort Key West
- Cheap Hotels in New Town
- Lgbt Friendly Hotels in Key West
- Condo Rentals in Key West
- Cottages in Key West
- Almond Tree Inn Hotel
- Motel 6 Hotels in Key West
- Flights from Daytona Beach (DAB) to Key West (EYW)
- Flights from Naples (APF) to Key West (EYW)
- Flights from Edmonton (YEG) to Key West (EYW)
- Flights from Ottawa (YOW) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Syracuse (SYR) to Key West (EYW)
- Flights from St. Petersburg (PIE) to Key West (EYW)
- Flights from Montreal (YUL) to Key West (EYW)
- Flights from Raleigh (RDU) to Key West (EYW)
- Flights from Atlanta (ATL) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from Kailua-Kona (KOA) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Seattle (SEA) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from San Francisco (SFO) to Key West (EYW)
- Flights from Toronto (YYZ) to Key West (EYW)
- Flights from Calgary (YYC) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Orlando (MCO) to Key West (EYW)
- Flights to Dredgers Key
- Flights to Key West
- Flights from Vancouver (YVR) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Hamilton (YHM) to Key West (EYW)
- Flights from Buffalo (BUF) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Halifax (YHZ) to Key West (EYW)
- Crane Point Museum and Nature Center
- South Beach
- Key West Shipwreck Museum
- Key West Lighthouse and Keeper's Quarters Museum
- Sombrero Beach
- Veterans Memorial Park & Beach
- Key West Vacations
- Mallory Square
- Harry S. Truman Little White House
- Calusa Beach
- Southernmost Point
- Fort Zachary Taylor Historic State Park
- Curry Hammock State Park
- Visit Northside Resort
- Sunset Park Beach
- Duval Street
- Florida Keys Eco - Discovery Center
- Visit Downtown Key West
- All inclusive Vacation Packages Key West
- Clarence S. Higgs Memorial Beach Park
- Mel Fisher Maritime Museum
- Fort East Martello Museum and Gallery
- Visit Key West
- Marathon Vacations
- Boca Chica Nude Beach
- Smathers Beach
- Visit White Street Gallery District
- Seven Mile Bridge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
