Dredgers Key Vacation Packages

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Top Dredgers Key Vacation Deals

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

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Price was CA $2,051, price is now CA $1,456 per person
CA $1,456
per person
Oct 16 - Oct 19
found 21 hours ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (781 reviews)
We had a lovely time at this property. The staff was lovely. The suite size was great but could use a little love. We did not use a car they entire time (except to and from the airport) and were able to walk every place we wanted to go. I would stay here again.

Reviewed on Sep 13, 2025

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Price was CA $4,326, price is now CA $3,019 per person
CA $3,019
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (1,004 reviews)
Convenient to Duvall street, shopping, eating, and very clean and on the water

Reviewed on Sep 7, 2025

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was CA $2,492, price is now CA $1,804 per person
CA $1,804
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (1,718 reviews)
Ocean/Marina view Everyone was accommodating and provided info on places to see, and restaurants to try.

Reviewed on Sep 12, 2025

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
Price was CA $4,021, price is now CA $2,917 per person
CA $2,917
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.4/10 Very Good! (1,016 reviews)
When I arrived at the property, I was greeted by a gentleman who unloaded my suitcase & walked me along with that up the stairs and right to the front desk. I then was kindly greeted by another gentleman who made check in seamless! The room was very clean and absolutely beautiful! The view from the larger than expected balcony was gorgeous!! The outside pool area & pool staff were all very pleasant. My friends and I did use concierge service to rent golf carts, the gentleman there got us a great deal on a holiday weekend. The only slight complaint I have, the little convenient/gift store isn’t open very late. Overall great experience!

Reviewed on Sep 13, 2025

Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
Old Town Key West
Price was CA $3,613, price is now CA $2,656 per person
CA $2,656
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.8/10 Exceptional! (230 reviews)
Nice property. Adults only. Great location.

Reviewed on Sep 12, 2025

Dredgers Key Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Sep 21 to Sep 22
CA $211
CA $317 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (1,714 reviews)
"The staff. the staff was helpful and kind. my room was clean,it was an amazing stay"

Reviewed on Sep. 8, 2025

Oceans Edge Key West Resort, Hotel & Marina
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 $172 per night from Sep 14 to Sep 15
CA $172
CA $263 total
Sep 14 - Sep 15
includes taxes & fees
8.4/10 Very Good! (1,519 reviews)
"The check in was easy and the front desk staff communicates via text and email if there are issues. They offer a free ride downtown at the top of the hour. This saved us $12 each way if we had to get an Uber. The restaurant is very good! The breakfast is mainly baked goods all made in house. Again ..."

Reviewed on Sep. 8, 2025

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 $248 per night from Sep 27 to Sep 28
CA $248
CA $366 total
Sep 27 - Sep 28
includes taxes & fees
8.6/10 Excellent! (1,783 reviews)
"Walkable to the beach. Shuttle to and from downtown with airport shuttle."

Reviewed on Sep. 9, 2025

Margaritaville Beach House Key West
See all 2,897 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.