Search Deals onOld Man Bay Vacation Packages
Old Man Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Save 100% on your flight
Price was $1,974, price is now $1,233 per person
$1,233
per person
Mar 1 - Mar 8
found 18 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to George Town (GCM)
Stay at this hotel in West Bay. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
VIDA Cayman
Save 100% on your flight
Price was $2,261, price is now $1,372 per person
$1,372
per person
Mar 5 - Mar 11
found 8 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to George Town (GCM)
Book a stay at this beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Barker's National Park are located nearby.
Wyndham Reef Resort Grand Cayman
Save 100% on your flight
Price was $2,687, price is now $1,700 per person
$1,700
per person
Mar 1 - Mar 8
found 18 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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
Save 100% on your flight
Price was $3,432, price is now $2,209 per person
$2,209
per person
Mar 1 - Mar 8
found 18 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Cayman Luxury Rentals at The Grove
Save 100% on your flight
Price was $1,954, price is now $1,310 per person
$1,310
per person
Apr 12 - Apr 18
found 22 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Club Suites at Rum Point
Save 100% on your flight
Price was $6,189, price is now $4,227 per person
$4,227
per person
Mar 1 - Mar 8
found 18 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Ocean Paradise
Save 100% on your flight
Price was $2,724, price is now $1,917 per person
$1,917
per person
Apr 12 - Apr 18
found 22 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Cayman Kai Public Beach and Star Fish Point are located nearby.
Morritts Tortuga Club
Save 100% on your flight
Price was $1,814, price is now $1,292 per person
$1,292
per person
Mar 22 - Mar 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to George Town (GCM)
Book a stay at this beach hotel in East End. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Wreck of the Ten Sails are located nearby.
Old Man Bay Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Old Man Bay Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Mar 19 - Thu, Mar 26
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Mon, Feb 23 - Tue, Mar 3
TTN
Mercer
GCM
Owen Roberts Intl.
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago
Mon, Feb 23 - Tue, Mar 3
PHL
Philadelphia Intl.
GCM
Owen Roberts Intl.
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago
Tue, Mar 24 - Tue, Mar 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$321 Roundtrip, found 22 hours ago
$321
Roundtrip
found 22 hours ago
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