Search Deals onNorth Side Vacation Packages
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North Side Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Morritts Tortuga Club
Save 100% on your flight
Price was $1,452, price is now $1,038 per person
$1,038
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to George Town (GCM)
Stay at this 3.5-star beach hotel in East End. Enjoy free WiFi, 3 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.
Cayman Luxury Rentals at Sunset Cove
Save 100% on your flight
Price was $5,213, price is now $3,509 per person
$3,509
per person
Nov 29 - Dec 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to George Town (GCM)
Stay at this 3.5-star beach condo in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
Black Urchin
Save 100% on your flight
Price was $11,281, price is now $8,122 per person
$8,122
per person
Nov 10 - Nov 17
found 12 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to George Town (GCM)
Stay at this 4.5-star luxury hotel in Bodden Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Boddentown Art Shop and Mission House are located nearby.
Hotel Indigo Grand Cayman by IHG
Price was $3,205, price is now $2,317 per person
$2,317
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to George Town (GCM)
Stay at this 4.5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Wyndham Reef Resort Grand Cayman
Price was $1,672, price is now $1,246 per person
$1,246
per person
Dec 2 - Dec 6
found 10 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Stay at this 3.5-star 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.
Ocean Paradise
Save 100% on your flight
Price was $2,479, price is now $1,855 per person
$1,855
per person
Nov 10 - Nov 17
found 12 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to George Town (GCM)
Stay at this 4-star 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.
Club Suites at Rum Point
Save 100% on your flight
Price was $4,496, price is now $3,390 per person
$3,390
per person
Nov 10 - Nov 17
found 12 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to George Town (GCM)
Stay at this 4-star beach hotel in North Side. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Rum Point Beach and Cayman Kai Public Beach are located nearby.
Villas of the Galleon
Save 100% on your flight
Price was $3,034, price is now $2,330 per person
$2,330
per person
Oct 10 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to George Town (GCM)
Book a stay at this beach aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
North Side Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
North Side 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.
Sat, Nov 1 - Sat, Nov 8
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$280 Roundtrip, just found
$280
Roundtrip
just found
Sun, Sep 21 - Mon, Sep 29
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$360 Roundtrip, found 2 days ago
$360
Roundtrip
found 2 days ago
Sat, Apr 18 - Tue, Apr 21
LGA
LaGuardia
GCM
Owen Roberts Intl.
$387 Roundtrip, found 5 days ago
$387
Roundtrip
found 5 days ago
Sun, Oct 19 - Sun, Oct 26
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$391 Roundtrip, found 20 hours ago
$391
Roundtrip
found 20 hours ago
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