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 Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was CA $2,810, price is now CA $2,046 per person
CA $2,046
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.2/10 Wonderful! (548 reviews)
The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.

Reviewed on Apr 21, 2026

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Price was CA $4,625, price is now CA $2,961 per person
CA $2,961
per person
Jul 6 - Jul 13
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.6/10 Excellent! (357 reviews)
This is the second time we’ve stayed at this property. It’s in a great location and has everything we were looking for. Will definitely visit again.

Reviewed on Apr 24, 2026

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $4,113, price is now CA $2,673 per person
CA $2,673
per person
Jun 27 - Jul 4
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,030 reviews)
Beautiful grounds and wonderful rooms. To much airplane noise.

Reviewed on Apr 22, 2026

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was CA $4,089, price is now CA $2,709 per person
CA $2,709
per person
Jun 27 - Jul 4
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,010 reviews)
Beautiful property. Some issues are beyond the hotels control. Some days the pool was over run with children, but it is a family resort. If you want a quiet vacation where the staff leaves you alone, this is a good spot. It is a bit far from the city’s main attractions, but manageable. Never tried the bar/ restaurant on site, run by a third party, but couldn’t help notice the bartender working there is loud and obnoxious.

Reviewed on Apr 22, 2026

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was CA $3,481, price is now CA $2,536 per person
CA $2,536
per person
Jun 27 - Jul 4
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Breakfasts were great and they had a very good selection of drinks at the bar.

Reviewed on Apr 9, 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 $245 per night from May 11 to May 12
CA $245
CA $352 total
May 11 - May 12
includes taxes & fees
8.4/10 Very Good! (2,136 reviews)
Pool music was the best

Reviewed on Apr 24, 2026

Blue Flamingo Resort Key West
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 $236 per night from May 11 to May 12
CA $236
CA $396 total
May 11 - May 12
includes taxes & fees
8.6/10 Excellent! (2,173 reviews)
Hot tub was nice, staff was good. Room was humid and less ventilated.

Reviewed on Apr 24, 2026

Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $294 per night from May 26 to May 27
CA $294
CA $417 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (1,804 reviews)
Really felt like paradise. The daily treats were always welcoming, the room was stunning and service was amazinc

Reviewed on Apr 24, 2026

Margaritaville Beach House Key West
See all 2,813 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.