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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.
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 $1,243, price is now $803 per person
$803
per person
Jul 15 - Jul 19
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.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $6,681, price is now $4,106 per person
$4,106
per person
Aug 6 - Aug 9
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.
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Save 100% on your flight
Price was $1,324, price is now $855 per person
$855
per person
Jul 15 - Jul 19
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.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $1,695, price is now $1,102 per person
$1,102
per person
Jul 25 - Aug 1
just found
Roundtrip flight included
New York (JFK) 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.
Silver Reef Residencies

Silver Reef Residencies

4 out of 5
Save 100% on your flight
Price was $2,337, price is now $1,557 per person
$1,557
per person
Jul 27 - Aug 1
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.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $2,907, price is now $1,940 per person
$1,940
per person
Jul 15 - Jul 19
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 $1,447, price is now $1,011 per person
$1,011
per person
Jul 15 - Jul 19
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.
Cayman Luxury Rentals at Lighthouse Point Residences

Cayman Luxury Rentals at Lighthouse Point Residences

3.5 out of 5
Save 100% on your flight
Price was $1,628, price is now $1,214 per person
$1,214
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Stay at this condo in West Bay. Enjoy free WiFi, free parking, and furnished balconies. Popular attractions Seven Mile Beach and Cayman Motor Museum 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 $1,243, price is now $803 per person
$803
per person
Jul 15 - Jul 19
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 $6,681, price is now $4,106 per person
$4,106
per person
Aug 6 - Aug 9
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 $1,324, price is now $855 per person
$855
per person
Jul 15 - Jul 19
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 $2,907, price is now $1,940 per person
$1,940
per person
Jul 15 - Jul 19
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 $1,508, price is now $909 per person
$909
per person
Jul 27 - Aug 1
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 $10,769, price is now $6,476 per person
$6,476
per person
Jul 27 - Aug 1
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 $1,761, price is now $1,083 per person
$1,083
per person
Jun 24 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $3,022, price is now $1,862 per person
$1,862
per person
Jun 28 - Jul 5
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
Thu, Jun 18 - Mon, Jun 22
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, found 5 days ago
$287
Roundtrip
found 5 days ago
Select Cayman Airways flight, departing Thu, Jun 18 from Miami Intl. to Owen Roberts Intl., returning Mon, Jun 22, priced at $287 found 5 days ago
JetBlue Airways
Sat, Jun 6 - Tue, Jun 9
PHL
Philadelphia Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, found 6 days ago
$287
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Jun 6 from Philadelphia Intl. to Owen Roberts Intl., returning Tue, Jun 9, priced at $287 found 6 days ago
JetBlue Airways
Sat, Jun 20 - Sat, Jun 27
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$319 Roundtrip, found 2 days ago
$319
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Jun 20 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sat, Jun 27, priced at $319 found 2 days ago
American Airlines
Thu, Jun 4 - Tue, Jun 9
LGA
LaGuardia
GCM
Owen Roberts Intl.
$331 Roundtrip, found 3 days ago
$331
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Jun 4 from LaGuardia to Owen Roberts Intl., returning Tue, Jun 9, priced at $331 found 3 days ago