Duck Key Holidays

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Duck Key Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was S$1,704, price is now S$1,370 per person
S$1,370
per person
10 Mar - 13 Mar
found 1 day ago
Return flight included
Chicago (ORD) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Good... The carpet needs deep cleaned. Stayed here before and room was newer/cleaner.

Reviewed on 26 Jan, 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was S$2,984, price is now S$2,038 per person
S$2,038
per person
10 Mar - 13 Mar
found 1 day ago
Return flight included
Chicago (ORD) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay!

Reviewed on 28 Jan, 2026

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Price was S$2,306, price is now S$1,812 per person
S$1,812
per person
10 Mar - 13 Mar
found 1 day ago
Return flight included
Chicago (ORD) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
The room was good but very small. It wasn’t a major thing because we were not in it most of the day. Everything was clean and cleaning services were provided daily. The breakfast wasn’t what I was expecting, but it was a true continental breakfast I guess. Front desk help was great. We didn’t use the pool because it was cold weather when we were there.

Reviewed on 26 Jan, 2026

Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
New Town
Price was S$1,714, price is now S$1,383 per person
S$1,383
per person
10 Mar - 13 Mar
found 1 day ago
Return flight included
Chicago (ORD) to Key West (EYW)
8.8/10 Excellent! (1,749 reviews)
Great room and bathroom. Loved the amenities.The shuttle was awesome. Wish we could have stayed longer.

Reviewed on 29 Jan, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was S$1,716, price is now S$1,403 per person
S$1,403
per person
10 Mar - 13 Mar
found 1 day ago
Return flight included
Chicago (ORD) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
Wonderful place to stay. Facilities were great. There were three bar/ restaurants to choose from with all very good food. You could walk off site to a few other local places with very good food also. The room was clean. Staff was helpful.

Reviewed on 27 Jan, 2026

Top hotels in Duck Key

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
The price is S$537 per night from 4 Feb to 5 Feb
S$537
4 Feb - 5 Feb
includes taxes & fees
8/10 Very Good! (1,012 reviews)
The room was spacious, clean, and modern. The pools and pool areas were clean and maintained. The restaurants and cafe had really good food. The EV charging station was very convenient.

Reviewed on 21 Jan, 2026

Hawks Cay Resort
Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
61 Hawks Cay Boulevard Marathon FL
8.2/10 Very Good! (158 reviews)
Amenities are amazing! Beautiful property.

Reviewed on 31 Dec, 2025

Get rates
Villas At Hawks Cay Resort
Village at Hawks Cay Villas by KeysCaribbean

Village at Hawks Cay Villas by KeysCaribbean

3 out of 5
300 Duck Key Drive Marathon FL
The price is S$791 per night from 1 Feb to 2 Feb
S$791
1 Feb - 2 Feb
includes taxes & fees
7.2/10 Good! (175 reviews)
Very clean rooms , amenities were great!

Reviewed on 3 Jan, 2026

Village at Hawks Cay Villas by KeysCaribbean
See all 2,415 properties in Duck 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.

Popular places to visit

Sombrero Beach featuring a beach and general coastal views

Sombrero Beach

Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.

Sombrero Beach

What to do in Duck Key

Thumbs up!

Mangroves and Manatees - Guided Kayak Eco Tour

S$89
per adult
96% of travellers recommend
Mangroves and Manatees - Guided Kayak Eco Tour
Marathon: Rhum Runner Aqua Park Adventure

Marathon: Rhum Runner Aqua Park Adventure

S$48
per adult
Marathon: Rhum Runner Aqua Park Adventure
Our sailboat is named Chao Lay. The boat has completed one complete circumnavigation of the globe crossing the Atlantic, Pacific, and Indian Oceans.

Day Sailing Adventure in the Florida Marine Sanctuary

S$155
per adult
100% of travellers recommend
Day Sailing Adventure in the Florida Marine Sanctuary
See all activities in Duck Key

Frequently asked questions

Can I cancel my flight booking to Duck Key due to COVID-19?
Many airlines now offer more flexibility due to COVID-19. Our Customer Service Portal will help you solve most queries about which policies apply to your Duck Key flight. It's also worth scanning over the terms and conditions of your chosen carrier — preferably before locking in your tickets!
What's the best way to find cheap flights to Duck Key that have flexible change policies?
It's as easy as counting to three with Expedia. Firstly, enter your preferred travel dates and press "Search." Next, check the "No change fee" box below the "Flexible change policies" subheading on the top left of your screen. Step 3. Reserve your cheap and flexible airfare to Duck Key.
What are some of the general tips for travellers to Duck Key during the COVID-19 outbreak?
The COVID-19 outbreak has ushered in huge changes to how we travel. If you plan to jet off to Duck Key, the following tips will help you navigate these new challenges:
  • Know what, if any, rules or restrictions apply to both your origin and destination. You may not be able to travel depending on local circumstances, so make sure you check before you book your flight.
  • When you go through airport checkpoints, keep your face mask on. You will be asked to briefly lower it to verify your identity. Travellers who refuse to wear a face mask may be denied entry or boarding.
  • Rather than handing a TSA officer your boarding pass, position it directly on the scanner yourself. Then, hold it up for inspection.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for scanning.
  • To reduce handling during screening, place items such as your phone, keys and wallet into your carry-on instead of the bins.
  • Separate any food you have for X-ray screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA officer to touch and inspect your belongings.

Which airlines fly to Duck Key?
Delta is a well-known carrier servicing Duck Key. Search for a ticket to Key West Intl. Airport (EYW) and you'll have 191 Delta flights every month to choose from.
How can I find cheap tickets to Duck Key?
You'll always walk away with an unbeatable deal with Expedia, but our "flexible dates" feature makes it that much easier. Enter your preferred travel date, then check the flexible dates box above to see a list of prices for nearby days. was the best price for a flight to Duck Key in the last seven days.
How much is a flight to Duck Key?
You could have purchased a return flight to Duck Key from anywhere between and in the last seven days. For one-way journeys departing from (), the lowest amount paid during this period was just .
What are the most popular airports to fly into in Duck Key?
Key West Intl. Airport (EYW) is the main airport for those headed to Duck Key. Approximately 1119 flights a month touch down here.
When is the cheapest time to fly to Duck Key?
Flying on a Tuesday, followed by a Monday, is generally the best way to secure the cheapest fare. Avoid weekends if possible, because Saturday is typically the most expensive day of the week. Spend the money you saved having a ball in Duck Key instead!
How much is a plane ticket to Duck Key?
In the last seven days, plane tickets cost between and . Take a look at our amazing deals to Duck Key, pick your favourite and then start packing your things!
Which airlines with flights to Duck Key employ COVID-19 cleanliness policies?
As lockdowns and restrictions start to lift, most airlines are back in the skies with new measures including social distancing and staggered boarding and disembarkation. Here's what these carriers are doing to help stop the spread of COVID-19:
  • 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.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.