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Old 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.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $1,033, price is now $706 per person
$706
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Governor's Beach are located nearby.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,661, price is now $963 per person
$963
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Book a stay at this beach aparthotel 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.
Cayman Luxury Rentals at Tamarind Bay

Cayman Luxury Rentals at Tamarind Bay

2.5 out of 5
Save 100% on your flight
Price was $1,587, price is now $1,016 per person
$1,016
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Book a stay at this beach condo in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Governor's Beach and Seven Mile Beach are located nearby.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $8,267, price is now $5,364 per person
$5,364
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Book a stay at this luxury hotel in Bodden Town. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Grand Cayman Beaches and Boddentown Art Shop are located nearby.
Silver Reef Residencies

Silver Reef Residencies

4 out of 5
Save 100% on your flight
Price was $2,680, price is now $1,766 per person
$1,766
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Book a stay at this beach apartment in North Side. Enjoy free WiFi, free parking, and a private beach. Popular attractions Grand Cayman Beaches and Babylon (Dive Site) are located nearby.
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Save 100% on your flight
Price was $1,319, price is now $874 per person
$874
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Orange Canyon (Dive Site) are located nearby.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $2,762, price is now $1,833 per person
$1,833
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Grand Cayman Beaches and Rum Point Beach are located nearby.
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $1,490, price is now $1,000 per person
$1,000
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Grand Cayman Beaches and Cayman Kai Public Beach are located nearby.

Old Man Bay Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,233, price is now $767 per person
$767
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Cayman Luxury Rentals at Tamarind Bay

Cayman Luxury Rentals at Tamarind Bay

2.5 out of 5
Save 100% on your flight
Price was $1,587, price is now $1,016 per person
$1,016
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $8,267, price is now $5,364 per person
$5,364
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Save 100% on your flight
Price was $1,319, price is now $874 per person
$874
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)

Old Man Bay Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,661, price is now $963 per person
$963
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Silver Reef Residencies

Silver Reef Residencies

4 out of 5
Save 100% on your flight
Price was $2,680, price is now $1,766 per person
$1,766
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $4,116, price is now $2,796 per person
$2,796
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $12,969, price is now $8,891 per person
$8,891
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)

Top Flight Deals

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

Cayman Airways
Mon, Aug 31 - Thu, Sep 3
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, found 22 hours ago
$287
Roundtrip
found 22 hours ago
Select Cayman Airways flight, departing Mon, Aug 31 from Miami Intl. to Owen Roberts Intl., returning Thu, Sep 3, priced at $287 found 22 hours ago
American Airlines
Sat, Jun 20 - Thu, Jun 25
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$328 Roundtrip, found 4 days ago
$328
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Jun 20 from John F. Kennedy Intl. to Owen Roberts Intl., returning Thu, Jun 25, priced at $328 found 4 days ago
American Airlines
Fri, Jun 12 - Mon, Jun 15
LGA
LaGuardia
GCM
Owen Roberts Intl.
$365 Roundtrip, found 6 days ago
$365
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jun 12 from LaGuardia to Owen Roberts Intl., returning Mon, Jun 15, priced at $365 found 6 days ago
American Airlines
Fri, Jun 12 - Mon, Jun 15
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$421 Roundtrip, found 6 days ago
$421
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jun 12 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Mon, Jun 15, priced at $421 found 6 days ago