Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort
Save 100% on your flight
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Havana Cabana at Key West - Adults Only
Save 100% on your flight
per person
Feb 6 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Key West Golf Club are located nearby.
Paradise Inn Key West - Adults Only
Save 100% on your flight
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Banana's Foster Guesthouse
Save 100% on your flight
per person
Feb 6 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, laundry facilities, and a picnic area. Popular attractions Duval Street and Mallory Square are located nearby.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 4-star golf 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 Key West Golf Club are located nearby.
The Gardens Hotel
Save 100% on your flight
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 4-star 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.
Douglas House
Save 100% on your flight
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
per person
Feb 6 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star 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.
Tue, Mar 25 - Wed, Apr 2
BOS
Logan Intl.
EYW
Key West Intl.
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Mon, Jan 13 - Thu, Jan 23
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Tue, Jan 14 - Sat, Jan 18
JFK
John F. Kennedy Intl.
EYW
Key West Intl.
$257 Roundtrip, found 3 days ago
$257
Roundtrip
found 3 days ago
Wed, Jun 11 - Tue, Jun 17
LGA
LaGuardia
EYW
Key West Intl.
$292 Roundtrip, found 2 days ago
$292
Roundtrip
found 2 days ago
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