Search Deals onStock Island Vacation Packages
Stock Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Southernmost Beach Resort and Guesthouses
Save 100% on your flight
Price was $1,033, price is now $673 per person
$673
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and South Beach are located nearby.

The Key West Hotel
Price was $3,290, price is now $1,797 per person
$1,797
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,653, price is now $916 per person
$916
per person
Jan 8 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star eco-certified 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 Beach House, Key West
Save 100% on your flight
Price was $2,215, price is now $1,316 per person
$1,316
per person
Dec 24 - Dec 28
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 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.

Winslow's Bungalows - Key West Historic Inns
Save 100% on your flight
Price was $1,675, price is now $1,003 per person
$1,003
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star 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 $1,239, price is now $777 per person
$777
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star 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.

Fitch Lodge - Key West Historic Inns
Save 100% on your flight
Price was $1,480, price is now $959 per person
$959
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Pier House Resort & Spa
Save 100% on your flight
Price was $1,778, price is now $1,156 per person
$1,156
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Stock Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Stock Island 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.

Mon, Nov 24 - Tue, Nov 25
TPA
Tampa Intl.
EYW
Key West Intl.
$123 Roundtrip, found 6 days ago
$123
Roundtrip
found 6 days ago

Tue, Jan 27 - Sat, Jan 31
PHL
Philadelphia Intl.
EYW
Key West Intl.
$185 Roundtrip, found 3 days ago
$185
Roundtrip
found 3 days ago

Sat, May 2 - Wed, May 6
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$229 Roundtrip, just found
$229
Roundtrip
just found

Mon, Nov 17 - Wed, Nov 26
BOS
Logan Intl.
EYW
Key West Intl.
$250 Roundtrip, found 14 hours ago
$250
Roundtrip
found 14 hours ago
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