Dredgers Key Vacation Packages

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Top Dredgers Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Tranquility Guest House

Tranquility Guest House

2 out of 5
Old Town Key West
Price was CA $1,887, price is now CA $1,480 per person
CA $1,480
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Key West (EYW)
No reviews
The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $3,069, price is now CA $2,356 per person
CA $2,356
per person
Aug 14 - Aug 18
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

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $1,931, price is now CA $1,531 per person
CA $1,531
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
Nice hotel. 5 days/4 nights stay. Free parking, but no free breakfast The room came with a fridge and a coffee maker, no microwave. 2 Restaurants in the property, but food is very expensive. Staff at check in don’t even smile at you, when they do it feels forced. Concierges were very nice. The shuttle to Key West is a great feature. One of the two pools was closed. The one pool was packed full every day. Room was great. Tile on the floors, hubby found bed uncomfortable. Our room had one King bed and a coffee table. It felt unfinished. It needs a small sofa or something, so you don’t have to use the bed to sit to eat or work on your laptop. Every room has a very spacious balcony. The gym is very well equipped.

Reviewed on Jun 22, 2026

The Palms Hotel

The Palms Hotel

3 out of 5
Old Town Key West
Price was CA $2,045, price is now CA $1,624 per person
CA $1,624
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Key West (EYW)
9/10 Wonderful! (1,025 reviews)
Todo en general es muy bueno desde el servicio de el personal hasta las habitaciones y la limpieza excelente sin dudas volveré!!🤗

Reviewed on Jun 23, 2026

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Price was CA $2,636, price is now CA $2,103 per person
CA $2,103
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Key West (EYW)
9/10 Wonderful! (1,180 reviews)
I have no idea how this hotel got 4.5 stars As we drive in I was like no way then I went in to the lobby and even then I wasn’t sure what was going on then I went in the room and just was shocked!!! I couldn’t even believe the hallway to the room walls, the door of the room and the furniture it was probably 30 + years old !!! I felt like I went in to the dungeon , the elevator wasn’t working we had to bring our luggage to the second floor!!! And I couldn’t even believe myself that I booked this hotel for 2 nights !!! So if you are like me and like to stay in a nice hotel THIS IS NOT IT !!! Unless you staying in the rooms that are $$$$ per night those rooms are maybe 4 stars, we didn’t eat there at all so I can’t say anything about the food .

Reviewed on Jun 25, 2026

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Dredgers Key Hotel Deals

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 $178 per night from Jun 28 to Jun 29
CA $178
CA $280 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very good! (2,441 reviews)
"the staff was super nice and helpful. The game room was supposed to be open until 11pm each night and they closed it off completely after two nights of our stay for a "reserved party" that never arrived. It never opened back up so that was a bummer. Everything else was wonderful besides that. Would ..."

Reviewed on Jun 25, 2026

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 refundableReserve now, pay when you stay
The price is CA $269 per night from Jul 7 to Jul 8
CA $269
CA $407 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (3,406 reviews)
"Great property at a great location. The plunge pool was a hit with the kids. The property management was amazing, super helpful and responsive."

Reviewed on Jun 24, 2026

Southernmost Beach Resort and Guesthouses
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Jul 6 to Jul 7
CA $172
CA $234 total
Jul 6 - Jul 7
includes taxes & fees
8/10 Very good! (1,247 reviews)
"Good and clean place"

Reviewed on Jun 24, 2026

Hilton Garden Inn Key West / The Keys Collection
See all 2,775 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

Can I cancel my flight booking to Dredgers Key due to COVID-19?
Visit our Customer Service Portal for important information about changing or canceling flights because of COVID-19. Also, check the terms and conditions of the airline you're considering before booking your journey to Dredgers Key.
What's the best way to find cheap flights to Dredgers Key that have flexible change policies?
We know that plans can change in the blink of an eye, so choosing a flexible fare with Expedia is always a smart move. Just check the "No change fee" box underneath the "Flexible change policies" filter. Your low-cost, flexible flight to Dredgers Key is only a few clicks away.
What are some of the general tips for travelers to Dredgers Key during the COVID-19 outbreak?
COVID-19 has triggered dramatic changes to how we travel. If you're flying to Dredgers Key, the following tips will help you navigate travel's newest challenges:
  • 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?
Let Delta take you there. This top carrier provides 191 services every month to Key West Intl. Airport (EYW), a Dredgers Key gateway.
How can I find cheap tickets to Dredgers Key?
You'll always pick up an awesome deal with Expedia, but our "flexible dates" feature makes it that much easier. Enter your preferred flight date, then check the flexible dates box above to compare prices for nearby days. was the cheapest price for a flight to Dredgers Key in the last seven days.
How much is a flight to Dredgers Key?
In the last seven days, return airfares to Dredgers Key sold from just and reached a maximum cost of . For one-way trips departing from (), the lowest amount paid during this same period was just .
What are the most popular airports to fly into in Dredgers Key?
The principal gateway to Dredgers Key, about 1119 flights touch down at Key West Intl. Airport (EYW) each month. Find a great deal, reserve your fare and get ready to discover this popular region.
When is the cheapest time to fly to Dredgers Key?
Take off for Dredgers Key early in the week and you'll usually be rewarded with lower-priced fares. Tuesday is typically the cheapest day to get on a plane, with Monday a close second. If you want to avoid the most expensive flights, keep clear of Saturdays.
How much is a plane ticket to Dredgers Key?
Plane fares varied from to over the last seven days. When you're ready to book, we'll help you grab the best price to Dredgers Key.
Which airlines with flights to Dredgers Key employ COVID-19 cleanliness policies?
In response to the ongoing COVID-19 pandemic, the majority of airlines have adopted extra steps and measures to help their passengers fly with extra peace of mind. Check out what these carriers are doing:
  • 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.

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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.