Duck Key Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Duck Key Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
$1,588
per person
Dec 3 - Dec 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.
Very spacious two bedroom villas.
Reviewed on Sep 15, 2026
The Marker Key West Harbor Resort
Key West Historic District
$1,919
per person
Dec 3 - Dec 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Southernmost Beach Resort and Guesthouses
Old Town Key West
$1,711
per person
Dec 3 - Dec 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Booked this place for the location and how many pools they had. Didn’t know until we got there that the largest pool was under renovation and completely out of service. Not the end of the world but this made the other 2 pools (combined they were the size of the 1 that was closed) more cramped. Then I booked an ocean view room. Always do. Only to find out when we get there that the beach access is closed due to the awful smelling seaweed (sargassum) that is washing up. Again, not the end of the world but it smells gross! Overall, stay was relaxing but could’ve been better. Sheets always felt like they had sand in them after the cleaning crew would come in and make the bed up so I always had to wipe them out before we got in for the evening. Older rooms but you can tell they are trying to renovate and make them nicer/newer. Overall pretty happy with the place
Reviewed on Sep 15, 2026
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
$2,709
per person
Dec 3 - Dec 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
It’s small but needs major repairs to the building
Most rooms had soft floors
Termites eating the property away
Orkin there for 3 days drilling on property to try to get a handle on it
One room the floor broke and the person chipped her ankle and got a high sprain ankle
Another had mold infestation and bed bugs
Reviewed on Sep 14, 2026
The Gardens Hotel
Old Town Key West
$2,233
per person
Dec 3 - Dec 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Book a stay at this business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Wonderful property and staff! Annette, Luna and George, our pool bartenders and breakfast staff were outstanding. Front desk staff very helpful and pleasant as well.
Beautiful gardens and grounds, clean rooms, love that the pool is open all night for swimming. Live music every afternoon.
Great location centrally located in old town, convenient to everything! Will definitely book here again!
Reviewed on Sep 12, 2026
Ridley House - Key West Historic Inns
Key West Historic District
$1,778
per person
Dec 3 - Dec 9
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
The Ridley House is beautiful and full of old world charm. Large bedrooms and great location. Breakfast each day was fabulous. Not your typical continental breakfast! We stayed in room 6 with a front balcony on Caroline St. Within the first 5 minutes of us being there, we locked ourselves out of the room, on the balcony b/c the door locks automatically when it shuts! Luckily some passersby were able to get the front desk to help us and it was just a funny story after that. We noticed the ear plugs on the side tables due to the roosters crowing and they weren't kidding. We discovered some of them roost high up in the trees, level with the balcony, and sing their "little" songs all night long! Also, another funny story to tell about one of our trips to KW. I would stay at the Ridley House again, but perhaps a room farther away from the road. Ha
Reviewed on Sep 14, 2026
Duck Key Vacation Packages
Looking for ways save both time and money on your upcoming vacation to Duck Key? The AARP Travel Center Powered by Expedia® can help you do both. We're here to book everything you'll need to make your Duck Key trip one to remember. In just a few clicks, you can select the best Duck Key vacation package for you. We have an incredible selection of accommodations and flight, as well as local things to do to pick from.
Hotels in Duck Key
Our listings include lodgings that are close to all the Duck Key points of interest, and others that are just outside the city center for a peaceful retreat.
We have great deals on everything from family-friendly resorts that satisfy all the vacation must-haves to inexpensive accommodations which are great for those on a budget. You can browse all the possibilities and choose the lodging that is best for you and your family. With AARP Travel Center's Duck Key hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.
Things to do in Duck Key
Duck Key is the ideal spot when you need to get away from it all. With only around 621 people living here year-round, this hidden-gem is good for a quite vacation.
The AARP Travel Center "Things to Do" page has more great activities that you can book.
Book Together and Save
As an AARP Member, you can take advantage of all the great savings. You can save on select hotels worldwide, flights, and also car rentals. No matter what vacation package you pick, you can rest easy knowing that you already saved on your trip. The hardest packing you'll have to do is for your suitcase. Bundle today and get ready for your Duck Key vacation.
Top Hotel Deals
Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Villas At Hawks Cay Resort
61 Hawks Cay Boulevard Marathon FL
Book a stay at this luxury resort in Marathon. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Little Conch Key and Walkers Island ...
Village at Hawks Cay Villas by KeysCaribbean
300 Duck Key Drive Marathon FL
Stay at this hotel in Marathon. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the property condition in our reviews. Popular attractions ...
Isla Bella Beach Resort & Spa
1 Knights Key Boulevard Marathon FL
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
Book a stay at this beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
Fairfield Inn & Suites by Marriott Marathon Florida Keys
13201 Overseas Hwy Marathon FL
Book a stay at this business-friendly hotel in Marathon. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the restaurant ...
Kingsail Resort
7050 Overseas Highway Marathon FL
Stay at this motel in Marathon. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
1996 Overseas Highway Marathon FL
Book a stay at this spa resort in Marathon. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
2146 Overseas Hwy Marathon FL
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
Tranquility Bay Beachfront Hotel and Resort
2600 Overseas Hwy Marathon FL
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Yacht Haven Marina
5 Sombrero Blvd Marathon FL
Stay at this houseboat in Marathon. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions ...
Coconut Cay Resort & Marina
7196 Overseas Highway Marathon FL
Stay at this hotel in Marathon. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Breezy Palms Resort
80015 Overseas Highway Islamorada FL
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
Rainbow Bend Resort
57784 Overseas Hwy Marathon FL
Book a stay at this beach hotel in Marathon. Enjoy a private beach, daily housekeeping, and a garden. Our guests praise the breakfast and the helpful staff in ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 7 - Mon, Oct 19
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$50
Roundtrip
found 5 days ago
Sat, Nov 7 - Tue, Nov 17
BOS
Logan Intl.
MIA
Miami Intl.
$159
Roundtrip
found 3 days ago
Tue, Oct 6 - Tue, Oct 20
BOS
Logan Intl.
MIA
Miami Intl.
$159
Roundtrip
found 16 hours ago
Sat, Nov 7 - Tue, Nov 17
BOS
Logan Intl.
MIA
Miami Intl.
$233
Roundtrip
found 3 days ago
Tue, Nov 3 - Tue, Nov 10
LGA
LaGuardia
MIA
Miami Intl.
$236
Roundtrip
found 1 day ago
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All accommodation types in Duck Key
More Types of Hotels
- Hotels with Bars in Duck Key
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- Family Hotels in Duck Key
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- Hotels with Tennis Courts in Duck Key
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- Hotel with wifi in Duck Key
- Hotels with Air Conditioning in Duck Key
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- Adults Only Resorts & Hotels in Duck Key
- Hotels with Hot Tubs in Duck Key
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- Hotel with a Concierge in Duck Key
- Scuba Diving in Duck Key
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- Luxury Hotels in Duck Key