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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.

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5

Save 100% on your flight

Price was $1,740, price is now $966 per person

$966

per person

Sep 21 - Sep 27

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 $8,939, price is now $5,528 per person

$5,528

per person

Sep 21 - Sep 27

found 1 day ago

Roundtrip 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.

Hotel Indigo Grand Cayman by IHG

4.5 out of 5

Save 100% on your flight

Price was $2,059, price is now $1,372 per person

$1,372

per person

Sep 19 - Sep 26

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.

Everything was amazing!

Reviewed on Aug 19, 2026

Point West Premier Rentals

4 out of 5

Save 100% on your flight

Price was $1,593, price is now $1,081 per person

$1,081

per person

Sep 21 - Sep 27

found 1 day ago

Roundtrip 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

Kimpton Seafire Resort + Spa by IHG

5 out of 5

Save 100% on your flight

Price was $2,515, price is now $1,792 per person

$1,792

per person

Sep 19 - Sep 26

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.

Our stay at the resort was nothing short of exce

Reviewed on Aug 19, 2026

Cayman Luxury Rentals at Ocean Paradise

4 out of 5

Save 100% on your flight

Price was $1,779, price is now $1,295 per person

$1,295

per person

Sep 21 - Sep 27

found 1 day ago

Roundtrip 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 $3,083, price is now $2,256 per person

$2,256

per person

Sep 21 - Sep 27

found 1 day ago

Roundtrip 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.

Governors Village Seven Mile Beach Corridor

3.5 out of 5

Price was $1,782, price is now $1,315 per person

$1,315

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) 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 2 meeting rooms. Popular attractions Governor's Beach and Seven Mile Beach are located nearby.

I will definitely be going back. It was a great location and very neat.

Reviewed on Aug 19, 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 $1,319, price is now $803 per person

$803

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to George Town (GCM)