Old Man Bay Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Photo by Paul Shaffer -Dee
Choose two or more items and save on your trip:

Top Hotel Deals

The Place

The Place

4 out of 5
110 Old Robin Rd Old Man Bay North Side
0.39 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 ...
Silver Reef Residencies

Silver Reef Residencies

4 out of 5
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 ...
On The Bay

On The Bay

4 out of 5
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) ...
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
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. ...
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
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 ...
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way Seven Mile Beach West Bay
21.74 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 ...
The Grove

The Grove

5 out of 5
1350 W Bay Rd Seven Mile Beach West Bay
21.49 km from city center
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Seven Mile Beach and Port of ...
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
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 ...
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
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

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
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 ...
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
KY1-1206, Seven Mile Beach Corridor Seven Mile Beach Grand Cayman
21.26 km from city center
Book a stay at this family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Seven Mile ...
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
21.71 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 ...
Cobalt Coast Resort

Cobalt Coast Resort

3.5 out of 5
18-A Sea Fan Drive West Bay Grand Cayman
24.5 km from city center
Book a stay at this beach resort in West Bay. Enjoy free WiFi, free parking, and a private beach. Popular attractions Seven Mile Beach and Hell are located ...
Wyndham Reef Resort - All Inclusive

Wyndham Reef Resort - All Inclusive

3.5 out of 5
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 ...
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway East End Grand Cayman
8.97 km from city center
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 ...
Don't see what you're looking for?
See all available properties in Old Man Bay
View all properties
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.

United
Sat, Jan 24 - Sat, Jan 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jan 24 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Sat, Jan 31, priced at $321 found 1 day ago
American Airlines
Sat, Jan 24 - Sat, Jan 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$325 Roundtrip, found 1 day ago
$325
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 24 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Sat, Jan 31, priced at $325 found 1 day ago
Delta
Sat, Jan 24 - Wed, Jan 28
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$325 Roundtrip, found 1 day ago
$325
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jan 24 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Wed, Jan 28, priced at $325 found 1 day ago
JetBlue Airways
Sat, Jan 24 - Sat, Jan 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$338 Roundtrip, found 1 day ago
$338
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jan 24 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Sat, Jan 31, priced at $338 found 1 day ago
Air Canada
Sat, Jan 24 - Mon, Jan 26
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$385 Roundtrip, found 1 day ago
$385
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, Jan 24 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Mon, Jan 26, priced at $385 found 1 day ago