Search Deals onOld Man Bay Vacation Packages
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Old Man Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Morritts Tortuga Club
per person
May 3 - May 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.
Grand Cayman Marriott Resort
Save 100% on your flight
per person
May 3 - May 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
Wyndham Reef Resort Grand Cayman
Save 100% on your flight
per person
May 3 - May 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.
Hotel Indigo Grand Cayman by IHG
Save 100% on your flight
per person
May 3 - May 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.
VIDA Cayman
Save 100% on your flight
per person
May 3 - May 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Stay at this 4-star beach hotel in West Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Seven Mile Beach and Barker's National Park are located nearby.
Club Suites at Rum Point
Save 100% on your flight
per person
May 3 - May 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.
Black Urchin
Save 100% on your flight
per person
Apr 26 - Apr 30
found 19 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Lighthouse Point Residences
per person
Apr 26 - Apr 30
found 19 hours ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Stay at this 3.5-star condo in West Bay. Enjoy free WiFi, free parking, and furnished balconies. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Old Man Bay Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Old Man Bay 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.
Thu, May 29 - Tue, Jun 3
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$325 Roundtrip, found 1 day ago
$325
Roundtrip
found 1 day ago
Sat, Apr 5 - Mon, Apr 14
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$332 Roundtrip, found 6 days ago
$332
Roundtrip
found 6 days ago
Wed, Apr 23 - Tue, Apr 29
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$352 Roundtrip, found 4 days ago
$352
Roundtrip
found 4 days ago
Mon, Apr 7 - Mon, Apr 14
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$352 Roundtrip, found 6 days ago
$352
Roundtrip
found 6 days ago
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Car Rentals in Old Man Bay
- Car rentals in Grand Cayman
- Car rentals in Seven Mile Beach
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