Search Deals on
Old Man Bay Vacation Packages

Build your package with 2 more options

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 $842, price is now $578 per person
$578
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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 $963, price is now $593 per person
$593
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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 $6,655, price is now $4,248 per person
$4,248
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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
Price was $1,862, price is now $1,240 per person
$1,240
per person
Aug 10 - Aug 14
found 14 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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 $2,253, price is now $1,542 per person
$1,542
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Price was $1,109, price is now $761 per person
$761
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
Aqua Bay Club Condos

Aqua Bay Club Condos

3 out of 5
Price was $1,882, price is now $1,423 per person
$1,423
per person
Aug 10 - Aug 14
found 14 hours 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. Popular attractions Seven Mile Beach and Cemetery Beach are located nearby.
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,186, price is now $902 per person
$902
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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 $963, price is now $593 per person
$593
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $6,655, price is now $4,248 per person
$4,248
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to George Town (GCM)
Silver Reef Residencies

Silver Reef Residencies

4 out of 5
Price was $1,862, price is now $1,240 per person
$1,240
per person
Aug 10 - Aug 14
found 14 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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 $2,253, price is now $1,542 per person
$1,542
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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 $1,404, price is now $772 per person
$772
per person
Aug 19 - Aug 24
found 1 hour ago
Roundtrip non-stop flight included
Nashville (BNA) 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 $1,711, price is now $1,004 per person
$1,004
per person
Aug 19 - Aug 24
found 1 hour ago
Roundtrip non-stop flight included
Nashville (BNA) 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 $1,461, price is now $881 per person
$881
per person
Aug 19 - Aug 24
found 1 hour ago
Roundtrip non-stop flight included
Nashville (BNA) to George Town (GCM)
Silver Reef Residencies

Silver Reef Residencies

4 out of 5
Save 100% on your flight
Price was $2,232, price is now $1,388 per person
$1,388
per person
Aug 19 - Aug 24
found 1 hour ago
Roundtrip non-stop flight included
Nashville (BNA) to George Town (GCM)

Top Flight Deals

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

Delta
Thu, Jun 4 - Mon, Jun 8
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$311 Roundtrip, found 4 days ago
$311
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Jun 4 from Miami Intl. to Owen Roberts Intl., returning Mon, Jun 8, priced at $311 found 4 days ago
American Airlines
Sat, Jun 20 - Thu, Jun 25
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$328 Roundtrip, found 2 days ago
$328
Roundtrip
found 2 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 2 days ago
American Airlines
Fri, Jun 12 - Mon, Jun 15
LGA
LaGuardia
GCM
Owen Roberts Intl.
$365 Roundtrip, found 4 days ago
$365
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jun 12 from LaGuardia to Owen Roberts Intl., returning Mon, Jun 15, priced at $365 found 4 days ago
American Airlines
Fri, Jun 12 - Mon, Jun 15
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$421 Roundtrip, found 4 days ago
$421
Roundtrip
found 4 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 4 days ago