Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,705, price is now $1,226 per person
$1,226
per person
Mar 20 - Mar 24
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Key West Hotel
Save 100% on your flight
Price was $6,906, price is now $4,136 per person
$4,136
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Winslow's Bungalows - Key West Historic Inns
Save 100% on your flight
Price was $2,744, price is now $1,745 per person
$1,745
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $2,485, price is now $1,642 per person
$1,642
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Lighthouse Hotel - Key West Historic Inns
Save 100% on your flight
Price was $2,237, price is now $1,577 per person
$1,577
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Pier House Resort & Spa
Save 100% on your flight
Price was $3,176, price is now $2,275 per person
$2,275
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. 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
Save 100% on your flight
Price was $2,744, price is now $2,006 per person
$2,006
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this beach 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 Southernmost Point are located nearby.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $2,811, price is now $2,094 per person
$2,094
per person
Feb 28 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Key West Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Key West Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Jan 30 - Fri, Feb 6
TPA
Tampa Intl.
EYW
Key West Intl.
$116 Roundtrip, found 2 days ago
$116
Roundtrip
found 2 days ago
Mon, Feb 9 - Fri, Feb 13
BOS
Logan Intl.
EYW
Key West Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Tue, Sep 15 - Sat, Sep 19
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Mon, Feb 16 - Thu, Feb 19
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$230 Roundtrip, found 4 days ago
$230
Roundtrip
found 4 days ago
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