Search Deals onGeorge Town Vacation Packages
George Town Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
ONE GT Grand Cayman
Price was $1,161, price is now $865 per person
$865
per person
May 4 - May 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to George Town (GCM)
Book a stay at this luxury hotel in George Town. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
Kimpton Seafire Resort + Spa by IHG
Save 100% on your flight
Price was $4,388, price is now $2,766 per person
$2,766
per person
May 4 - May 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to George Town (GCM)
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
VIDA Cayman
Price was $3,472, price is now $2,335 per person
$2,335
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to George Town (GCM)
Book a stay at this beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Barker's National Park are located nearby.
Wyndham Reef Resort Grand Cayman
Price was $1,620, price is now $1,109 per person
$1,109
per person
Apr 27 - May 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to George Town (GCM)
Book a stay at this beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Barefoot Beach are located nearby.
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Price was $3,104, price is now $2,186 per person
$2,186
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to George Town (GCM)
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
The Grove
Price was $3,457, price is now $2,556 per person
$2,556
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to George Town (GCM)
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Ocean Paradise
Price was $2,168, price is now $1,607 per person
$1,607
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to George Town (GCM)
Book a stay at this beach vacation home in North Side. Enjoy free WiFi, free parking, and a garden. Popular attractions Cayman Kai Public Beach and Star Fish Point are located nearby.
ONE Canal Point
Price was $2,936, price is now $2,198 per person
$2,198
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to George Town (GCM)
Stay at this aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
George Town Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
George Town 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 10 - Tue, Mar 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$306 Roundtrip, found 1 day ago
$306
Roundtrip
found 1 day ago
Thu, Mar 19 - Mon, Mar 23
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$331 Roundtrip, found 6 days ago
$331
Roundtrip
found 6 days ago
Mon, Feb 23 - Tue, Mar 3
PHL
Philadelphia Intl.
GCM
Owen Roberts Intl.
$379 Roundtrip, found 7 hours ago
$379
Roundtrip
found 7 hours ago
Wed, Mar 25 - Thu, Mar 26
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$405 Roundtrip, found 2 days ago
$405
Roundtrip
found 2 days ago
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