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.
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 $986, price is now $599 per person
$599
per person
Aug 20 - Aug 23
found 20 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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 $9,276, price is now $5,688 per person
$5,688
per person
Aug 20 - Aug 23
found 20 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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
Price was $1,348, price is now $840 per person
$840
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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
Price was $980, price is now $653 per person
$653
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,535, price is now $1,026 per person
$1,026
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $2,835, price is now $1,927 per person
$1,927
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Silver Reef Residencies

Silver Reef Residencies

4 out of 5
Price was $1,905, price is now $1,305 per person
$1,305
per person
Jul 31 - Aug 4
found 4 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Cayman Luxury Rentals at Lighthouse Point Residences

Cayman Luxury Rentals at Lighthouse Point Residences

3.5 out of 5
Price was $1,725, price is now $1,242 per person
$1,242
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 $986, price is now $599 per person
$599
per person
Aug 20 - Aug 23
found 20 hours ago
Roundtrip non-stop flight included
Austin (AUS) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $9,276, price is now $5,688 per person
$5,688
per person
Aug 20 - Aug 23
found 20 hours ago
Roundtrip non-stop flight included
Austin (AUS) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Price was $1,348, price is now $840 per person
$840
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $980, price is now $653 per person
$653
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 $2,029, price is now $1,190 per person
$1,190
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $14,485, price is now $8,952 per person
$8,952
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 $2,044, price is now $1,281 per person
$1,281
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 $2,495, price is now $1,610 per person
$1,610
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to George Town (GCM)

Top Flight Deals

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

American Airlines
Tue, Jul 7 - Mon, Jul 13
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 7 from Miami Intl. to Owen Roberts Intl., returning Mon, Jul 13, priced at $287 found 1 day ago
JetBlue Airways
Sat, Jun 20 - Sat, Jun 27
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$319 Roundtrip, found 6 days ago
$319
Roundtrip
found 6 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 6 days ago
American Airlines
Wed, Jun 10 - Fri, Jun 12
LGA
LaGuardia
GCM
Owen Roberts Intl.
$341 Roundtrip, found 3 days ago
$341
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jun 10 from LaGuardia to Owen Roberts Intl., returning Fri, Jun 12, priced at $341 found 3 days ago
American Airlines
Sun, Jun 21 - Sat, Jun 27
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$388 Roundtrip, found 6 days ago
$388
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Jun 21 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Sat, Jun 27, priced at $388 found 6 days ago