Search Deals on
Old Man Bay Vacation Packages

Build your package with 2 more options
Photo by Paul Shaffer -Dee

Old Man Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,197, price is now $830 per person
$830
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $2,788, price is now $1,904 per person
$1,904
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this 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.
Point West

Point West

4 out of 5
Price was $2,207, price is now $1,540 per person
$1,540
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)
Stay at this aparthotel in West Bay. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

5 out of 5
Save 100% on your flight
Price was $12,129, price is now $9,167 per person
$9,167
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, a beach locale, and room service. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $4,058, price is now $3,074 per person
$3,074
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this 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.
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Price was $1,978, price is now $1,581 per person
$1,581
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Stay at this apartment in Seven Mile Beach. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Price was $3,582, price is now $2,889 per person
$2,889
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Old Man Bay Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Point West

Point West

4 out of 5
Northwest Point
Price was $2,570, price is now $1,612 per person
$1,612
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $3,291, price is now $2,197 per person
$2,197
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $4,787, price is now $3,334 per person
$3,334
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Oceanfront Residency Luxury 2b2b ,1-6 Person ,terrasse, Beach Access Garden Pool

Oceanfront Residency Luxury 2b2b ,1-6 Person ,terrasse, Beach Access Garden Pool

3 out of 5
Save 100% on your flight
Price was $3,499, price is now $2,616 per person
$2,616
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Air Canada
Wed, Apr 8 - Tue, Apr 14
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$377 Roundtrip, found 6 days ago
$377
Roundtrip
found 6 days ago
Select Air Canada flight, departing Wed, Apr 8 from O'Hare Intl. to Owen Roberts Intl., returning Tue, Apr 14, priced at $377 found 6 days ago
United
Wed, Dec 31 - Thu, Jan 1
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$428 Roundtrip, found 5 days ago
$428
Roundtrip
found 5 days ago
Select United flight, departing Wed, Dec 31 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Thu, Jan 1, priced at $428 found 5 days ago
Delta
Fri, Mar 20 - Tue, Mar 24
MSP
Minneapolis - St. Paul Intl.
GCM
Owen Roberts Intl.
$530 Roundtrip, found 2 days ago
$530
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Mar 20 from Minneapolis - St. Paul Intl. to Owen Roberts Intl., returning Tue, Mar 24, priced at $530 found 2 days ago
American Airlines
Wed, Dec 31 - Sun, Jan 4
LGA
LaGuardia
GCM
Owen Roberts Intl.
$857 Roundtrip, found 5 days ago
$857
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Dec 31 from LaGuardia to Owen Roberts Intl., returning Sun, Jan 4, priced at $857 found 5 days ago