Lower Keys Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Lower Keys Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Gardens Hotel
Old Town Key West
Save 100% on your flight
Price was $1,687, price is now $1,226 per person
$1,226
per person
Jun 5 - Jun 10
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,268, price is now $1,465 per person
$1,465
per person
Jun 5 - Jun 10
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,879, price is now $1,236 per person
$1,236
per person
Jun 5 - Jun 10
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Save 100% on your flight
Price was $2,190, price is now $1,526 per person
$1,526
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
The Marker Key West Harbor Resort
Key West Historic District
Save 100% on your flight
Price was $1,756, price is now $1,247 per person
$1,247
per person
Jun 5 - Jun 10
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,721, price is now $1,240 per person
$1,240
per person
Jun 5 - Jun 10
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Top Hotel Deals
Parmer's Resort
565 Barry Avenue Summerland Key FL
10.76 km from city center
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
3.36 km from city center
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
14.91 km from city center
Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Blue ...
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
8.16 km from city center
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
3.96 km from city center
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
9.13 km from city center
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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.
Fri, May 8 - Fri, May 15
TPA
Tampa Intl.
EYW
Key West Intl.
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Mon, May 18 - Wed, May 27
BOS
Logan Intl.
EYW
Key West Intl.
$303 Roundtrip, found 1 day ago
$303
Roundtrip
found 1 day ago
Mon, May 18 - Wed, May 27
BOS
Logan Intl.
EYW
Key West Intl.
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Tue, Nov 10 - Tue, Nov 24
BOS
Logan Intl.
EYW
Key West Intl.
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Mon, Oct 19 - Thu, Nov 5
BOS
Logan Intl.
EYW
Key West Intl.
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago