Old Man Bay Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Old Man Bay Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman
Save 100% on your flight
Price was $2,175, price is now $1,224 per person
$1,224
per person
May 23 - May 30
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to George Town (GCM)
Book a stay at this beach condo 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.
Ocean Paradise
Save 100% on your flight
Price was $2,586, price is now $1,675 per person
$1,675
per person
May 23 - May 30
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) 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.
Hotel Indigo Grand Cayman by IHG
Save 100% on your flight
Price was $2,313, price is now $1,536 per person
$1,536
per person
May 23 - May 30
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) 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.
Club Suites at Rum Point
Save 100% on your flight
Price was $5,157, price is now $3,445 per person
$3,445
per person
May 23 - May 30
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) 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.
Cayman Luxury Rentals at The Grove
Save 100% on your flight
Price was $2,088, price is now $1,496 per person
$1,496
per person
May 23 - May 30
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) 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.
Cayman Luxury Rentals at Sunset Cove
Save 100% on your flight
Price was $5,092, price is now $3,797 per person
$3,797
per person
May 23 - May 30
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) 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 Port of Georgetown and Seven Mile Beach are located nearby.
Don't see what you're looking for?
See all available trips from Columbus to Old Man Bay
View all tripsTop Hotel Deals
The Place
110 Old Robin Rd Old Man Bay North Side
0.4 km from city center
Book a stay at this business-friendly apartment in North Side. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Cayman Crystal Caves ...
On The Bay
67 Old Robin Rd North Side North Side
0.36 km from city center
Book a stay at this beach condo in North Side. Enjoy free WiFi, free parking, and private pools. Popular attractions Cayman Crystal Caves and Babylon (Dive Site) ...
Silver Reef Residencies
Silver Reef Residences, Old Robin Rd North Side Grand Cayman Îles Caïmans
1.33 km from city center
Book a stay at this beach apartment in North Side. Enjoy free WiFi, free parking, and a private beach. Popular attractions Babylon (Dive Site) and Cayman Crystal ...
Hotel Indigo Grand Cayman by IHG
32 Seafire Way Seven Mile Beach West Bay
21.53 km from city center
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 ...
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
21.97 km from city center
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
The Ritz-Carlton, Grand Cayman
West Bay Road Seven Mile Beach Grand Cayman
21.44 km from city center
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach Seven Mile Beach Grand Cayman
21.42 km from city center
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the ...
Hampton by Hilton Grand Cayman Seven Mile Beach
22 Piper Way Seven Mile Beach
22.01 km from city center
Stay at this resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. ...
The Locale Hotel Grand Cayman
455 West Bay Road Seven Mile Beach Grand Cayman
21.85 km from city center
Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Wyndham Reef Resort - All Inclusive
2221 Queens Highway Colliers Bay East End Grand Cayman
8.9 km from city center
Book a stay at this beach property in East End. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
21.74 km from city center
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
The Grove
1350 W Bay Rd Seven Mile Beach West Bay
21.51 km from city center
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Seven Mile Beach and Port ...
The Sunshine Hotel and Suites
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
21.25 km from city center
Book a stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Apr 27 - Tue, May 5
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$303 Roundtrip, found 2 days ago
$303
Roundtrip
found 2 days ago
Fri, Apr 24 - Sat, May 2
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$308 Roundtrip, found 2 days ago
$308
Roundtrip
found 2 days ago
Fri, Apr 24 - Sat, May 2
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$308 Roundtrip, found 2 days ago
$308
Roundtrip
found 2 days ago
Tue, May 19 - Tue, Jun 2
PHL
Philadelphia Intl.
GCM
Owen Roberts Intl.
$343 Roundtrip, found 6 days ago
$343
Roundtrip
found 6 days ago
Mon, May 25 - Wed, Jun 3
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$375 Roundtrip, found 6 days ago
$375
Roundtrip
found 6 days ago