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.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $2,611, price is now $1,608 per person
$1,608
per person
Feb 1 - Feb 8
found 17 hours ago
Roundtrip non-stop 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.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $4,972, price is now $2,810 per person
$2,810
per person
Feb 1 - Feb 8
found 17 hours ago
Roundtrip non-stop 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.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $5,124, price is now $3,003 per person
$3,003
per person
Feb 1 - Feb 8
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $2,678, price is now $1,645 per person
$1,645
per person
Feb 1 - Feb 8
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, 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.
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $3,506, price is now $2,341 per person
$2,341
per person
Feb 1 - Feb 8
found 17 hours ago
Roundtrip non-stop 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, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $3,948, price is now $2,685 per person
$2,685
per person
Feb 1 - Feb 8
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Top Hotel Deals
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 daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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 ...
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 Bahia ...
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 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. ...
Barnacle Resort
1557 Long Beach Dr Big Pine Key FL
15.59 km from city center
Book a stay at this beach B&B in Big Pine Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bahia Honda State Park and Coupon Bight ...
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.
Sat, Jan 17 - Wed, Jan 21
TPA
Tampa Intl.
EYW
Key West Intl.
$230 Roundtrip, found 5 days ago
$230
Roundtrip
found 5 days ago
Wed, Apr 1 - Tue, Apr 7
ORD
O'Hare Intl.
EYW
Key West Intl.
$249 Roundtrip, found 5 days ago
$249
Roundtrip
found 5 days ago
Wed, Mar 4 - Tue, Mar 10
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$259 Roundtrip, found 5 days ago
$259
Roundtrip
found 5 days ago
Wed, Apr 1 - Tue, Apr 7
ORD
O'Hare Intl.
EYW
Key West Intl.
$319 Roundtrip, found 5 days ago
$319
Roundtrip
found 5 days ago
Mon, Feb 23 - Wed, Mar 11
ORD
O'Hare Intl.
EYW
Key West Intl.
$329 Roundtrip, found 2 days ago
$329
Roundtrip
found 2 days ago