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George Town Vacation Packages

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A beach with a wooden pier extending into turquoise waters, surrounded by lush greenery and a clear sky.

George Town
George Town
Cayman Islands
Caribbean
Hotwire.com

George Town Flight + Hotel Packages

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

Hotel Indigo Grand Cayman by IHG

4.5 out of 5

Price was $1,380, price is now $946 per person

$946

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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.

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5

Save 100% on your flight

Price was $2,302, price is now $1,373 per person

$1,373

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

New York (JFK) 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.

Beautiful property with wonderful staff

Reviewed on Aug 16, 2026

Black Urchin

4.5 out of 5

Save 100% on your flight

Price was $6,178, price is now $3,907 per person

$3,907

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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

4 out of 5

Price was $1,399, price is now $1,002 per person

$1,002

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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 Governor's Beach are located nearby.

The property was fantastic. Modern, clean, extremely beautiful pool, with beautiful views. Great location. Loved our stay. Only negatives: You can barbecue on the rooftop deck, but the property didn’t provide barbecue tools to cook with. The apartment didn’t provide small things like salt/pepper/spices for cooking - or things like tinfoil or recycling bins. Other than that, it was wonderful, Will definitely, and can’t wait to come back. ❤️

Reviewed on Aug 16, 2026

Cayman Luxury Rentals at Ocean Paradise

4 out of 5

Price was $1,632, price is now $1,224 per person

$1,224

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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.

Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.

Reviewed on Jul 11, 2026

Club Suites at Rum Point

4 out of 5

Save 100% on your flight

Price was $2,307, price is now $1,745 per person

$1,745

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to George Town (GCM)

Stay at this hotel in North Side. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Grand Cayman Beaches and Rum Point Beach are located nearby.

Gorgeous property

Reviewed on Jun 19, 2026

Kimpton Seafire Resort + Spa by IHG

5 out of 5

Price was $1,722, price is now $1,306 per person

$1,306

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to George Town (GCM)

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 condition in our reviews. Popular attractions Seven Mile Beach and Governor's Beach are located nearby.

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5

Save 100% on your flight

Price was $2,832, price is now $2,168 per person

$2,168

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to George Town (GCM)

Book a stay at this beach vacation home in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Port of Georgetown and Governor's Beach are located nearby.

Couldn’t have enjoyed our stay more. This place is a hidden secret.

Reviewed on Apr 13, 2026

George Town 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

3.5 out of 5

Save 100% on your flight

Price was $1,363, price is now $845 per person

$845

per person

Oct 19 - Oct 23

found 7 hours ago

Roundtrip flight included

New York (JFK) to George Town (GCM)

Black Urchin

4.5 out of 5

Save 100% on your flight

Price was $6,178, price is now $3,907 per person

$3,907

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to George Town (GCM)