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Old Man Bay Vacation Packages

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Interesting place to visit... great to see what's under your feet

Photo by Paul Shaffer -Dee

Old Man Bay
North Side
Cayman Islands
Caribbean
Hotwire.com

Old Man Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Wyndham Reef Resort Grand Cayman

3.5 out of 5

Save 100% on your flight

Price was $1,565, price is now $1,062 per person

$1,062

per person

Jan 21 - Jan 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Point West

4 out of 5

Save 100% on your flight

Price was $3,007, price is now $2,040 per person

$2,040

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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 Port of Georgetown are located nearby.

Club Suites at Rum Point

4 out of 5

Save 100% on your flight

Price was $6,633, price is now $4,837 per person

$4,837

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5

Save 100% on your flight

Price was $2,498, price is now $1,876 per person

$1,876

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

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. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.

VIDA Cayman

4 out of 5

Save 100% on your flight

Price was $2,365, price is now $1,783 per person

$1,783

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman

2 out of 5

Save 100% on your flight

Price was $2,890, price is now $2,187 per person

$2,187

per person

Mar 11 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Stay at this apartment in North Side. Enjoy an outdoor pool. Popular attractions Babylon (Dive Site) and Cayman Crystal Caves are located nearby.

Governors Village Seven Mile Beach Corridor

3.5 out of 5

Save 100% on your flight

Price was $2,021, price is now $1,531 per person

$1,531

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

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 Beach and Port of Georgetown are located nearby.

Caribbean Club Luxury Condo Hotel

5 out of 5

Save 100% on your flight

Price was $10,485, price is now $7,945 per person

$7,945

per person

Jan 28 - Feb 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, a beach locale, and room service. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.