Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
Price was $1,288, price is now $940 per person
$940
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
The Key West Hotel
Save 100% on your flight
Price was $2,545, price is now $1,538 per person
$1,538
per person
Apr 18 - Apr 22
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 $2,375, price is now $1,575 per person
$1,575
per person
Mar 9 - Mar 14
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.
Southernmost Beach Resort and Guesthouses
Save 100% on your flight
Price was $1,519, price is now $1,088 per person
$1,088
per person
Apr 18 - Apr 22
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 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 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 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.
Oceans Edge Key West Resort, Hotel & Marina
Price was $2,024, price is now $1,465 per person
$1,465
per person
Mar 9 - Mar 14
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.
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Save 100% on your flight
Price was $2,472, price is now $1,796 per person
$1,796
per person
Apr 2 - Apr 7
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, concierge services, and premium TV channels. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Price was $4,968, price is now $3,677 per person
$3,677
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Duval Street and Ernest Hemingway Home and Museum 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 19 hours ago
$197
Roundtrip
found 19 hours ago
Tue, Sep 15 - Sat, Sep 19
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
Mon, Feb 16 - Thu, Feb 19
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$230 Roundtrip, found 5 days ago
$230
Roundtrip
found 5 days ago
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