Search Deals on
George Town Vacation Packages

George Town Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Save 100% on your flight
Price was $1,449, price is now $1,115 per person
$1,115
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Stay at this hotel in West Bay. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $14,121, price is now $9,219 per person
$9,219
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Book a stay at this luxury hotel in Bodden Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Boddentown Art Shop and Mission House are located nearby.
Silver Reef Residencies

Silver Reef Residencies

4 out of 5
Save 100% on your flight
Price was $2,697, price is now $1,862 per person
$1,862
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
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 Caves are located nearby.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $6,136, price is now $4,244 per person
$4,244
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Save 100% on your flight
Price was $2,066, price is now $1,588 per person
$1,588
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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.
Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point

4 out of 5
Save 100% on your flight
Price was $3,010, price is now $2,318 per person
$2,318
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Stay at this villa in Seven Mile Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $4,821, price is now $3,786 per person
$3,786
per person
Jan 2 - Jan 9
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $2,091, price is now $1,706 per person
$1,706
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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.

3-4 Night Vacations in George Town

Price found within the past 48 hours. Click for updated prices.
George Town Villas 117

George Town Villas 117

2 out of 5
Price was $2,231, price is now $2,050 per person
$2,050
per person
Jan 19 - Jan 22
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Save 100% on your flight
Price was $6,001, price is now $5,440 per person
$5,440
per person
Jan 2 - Jan 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Luxury Penthouse Condo With 360 Oceanviews

Luxury Penthouse Condo With 360 Oceanviews

2 out of 5
Save 100% on your flight
Price was $6,015, price is now $5,475 per person
$5,475
per person
Jan 10 - Jan 14
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Garden View Unit at Plantana Condominiums

Garden View Unit at Plantana Condominiums

2 out of 5
Price was $2,960, price is now $2,714 per person
$2,714
per person
Jan 10 - Jan 14
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)

5-7 Night Vacations in George Town

Price found within the past 48 hours. Click for updated prices.
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
Save 100% on your flight
Price was $1,794, price is now $1,273 per person
$1,273
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $14,121, price is now $9,219 per person
$9,219
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Silver Reef Residencies

Silver Reef Residencies

4 out of 5
Save 100% on your flight
Price was $2,697, price is now $1,862 per person
$1,862
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $6,136, price is now $4,244 per person
$4,244
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)

Cheap Hotel Deals in George Town

The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road Seven Mile Beach Grand Cayman
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 ...
Opens in a new windowThe Locale Hotel Grand Cayman
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
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. ...
Opens in a new windowThe Ritz-Carlton, Grand Cayman
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
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 ...
Opens in a new windowGrand Cayman Marriott Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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
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. ...
Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
Seven Mile Beach Resort & Club

Seven Mile Beach Resort & Club

3 out of 5
19 D Piper Way, West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this beach hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a free beach shuttle. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowSeven Mile Beach Resort & Club
Regal Beach Club

Regal Beach Club

4 out of 5
431 West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this business-friendly aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff ...
Opens in a new windowRegal Beach Club
Palm Heights

Palm Heights

5 out of 5
747 West Bay Road Seven Mile Beach
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowPalm Heights
ONE Canal Point

ONE Canal Point

3.5 out of 5
Canal Point Dr Seven Mile Beach George Town
Stay at this aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowONE Canal Point
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

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Mon, Feb 2 - Sat, Feb 7
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$270 Roundtrip, found 6 days ago
$270
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Feb 2 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sat, Feb 7, priced at $270 found 6 days ago
United
Tue, Feb 3 - Thu, Feb 12
PHL
Philadelphia Intl.
GCM
Owen Roberts Intl.
$279 Roundtrip, found 6 days ago
$279
Roundtrip
found 6 days ago
Select United flight, departing Tue, Feb 3 from Philadelphia Intl. to Owen Roberts Intl., returning Thu, Feb 12, priced at $279 found 6 days ago
American Airlines
Mon, Apr 20 - Fri, Apr 24
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Apr 20 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Fri, Apr 24, priced at $329 found 1 day ago
United
Wed, Dec 31 - Thu, Jan 8
LGA
LaGuardia
GCM
Owen Roberts Intl.
$377 Roundtrip, found 6 days ago
$377
Roundtrip
found 6 days ago
Select United flight, departing Wed, Dec 31 from LaGuardia to Owen Roberts Intl., returning Thu, Jan 8, priced at $377 found 6 days ago