Search Deals onStock Island Vacation Packages
Stock Island 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 $813, price is now $524 per person
$524
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Lighthouse Hotel - Key West Historic Inns
Save 100% on your flight
Price was $1,736, price is now $978 per person
$978
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 property condition in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $808, price is now $530 per person
$530
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Stay at this 3.5-star eco-certified 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
Save 100% on your flight
Price was $1,115, price is now $739 per person
$739
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.

The Perry Hotel & Marina Key West
Price was $987, price is now $658 per person
$658
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this 4-star 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.

Casa Marina Key West, Curio Collection by Hilton
Price was $1,501, price is now $1,020 per person
$1,020
per person
Nov 18 - Nov 22
found 24 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach are located nearby.

Ridley House - Key West Historic Inns
Save 100% on your flight
Price was $1,548, price is now $1,053 per person
$1,053
per person
Nov 18 - Nov 22
found 24 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Winslow's Bungalows - Key West Historic Inns
Save 100% on your flight
Price was $1,608, price is now $1,096 per person
$1,096
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
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.

Tue, Sep 9 - Wed, Sep 10
TPA
Tampa Intl.
EYW
Key West Intl.
$130 Roundtrip, found 2 days ago
$130
Roundtrip
found 2 days ago

Sat, Nov 8 - Fri, Nov 14
BOS
Logan Intl.
EYW
Key West Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago

Mon, Jan 26 - Wed, Feb 4
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$229 Roundtrip, found 8 hours ago
$229
Roundtrip
found 8 hours ago

Tue, Jan 27 - Sat, Jan 31
PHL
Philadelphia Intl.
EYW
Key West Intl.
$245 Roundtrip, found 8 hours ago
$245
Roundtrip
found 8 hours ago
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