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George Town Vacation Packages

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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
Price was $1,595, price is now $1,174 per person
$1,174
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Governor's Beach are located nearby.
I love everything

Reviewed on Sep 23, 2026

The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Price was $2,440, price is now $1,363 per person
$1,363
per person
Jan 6 - Jan 11
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, free parking, and 3 restaurants. Popular attractions Seven Mile Beach and Governor's Beach are located nearby.
The room and location to the beach, bus access, restaurants, and shopping was absolutely amazing and I cannot wait to go back again!

Reviewed on Nov 12, 2026

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
Price was $1,753, price is now $1,245 per person
$1,245
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this family-friendly hotel 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.
Don’t let the plainness of it steer you away. It was great!

Reviewed on Nov 12, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,231, price is now $1,605 per person
$1,605
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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

Black Urchin

Black Urchin

4.5 out of 5
Price was $14,314, price is now $10,425 per person
$10,425
per person
Jan 15 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

ONE GT Grand Cayman

ONE GT Grand Cayman

4.5 out of 5
Price was $2,236, price is now $1,646 per person
$1,646
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this luxury hotel in George Town. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Port of Georgetown and Camana Bay are located nearby.

The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,745, price is now $1,321 per person
$1,321
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $3,339, price is now $2,572 per person
$2,572
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Little slice of heaven. The condo is spacious and well appointed. They’ve thought of everything. Restaurant is very good.

Reviewed on Sep 6, 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

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,477, price is now $1,086 per person
$1,086
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Save 100% on your flight
Price was $2,175, price is now $1,239 per person
$1,239
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,231, price is now $1,605 per person
$1,605
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
ONE GT Grand Cayman

ONE GT Grand Cayman

4.5 out of 5
Save 100% on your flight
Price was $2,020, price is now $1,461 per person
$1,461
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

George Town Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
Price was $1,753, price is now $1,245 per person
$1,245
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Price was $2,440, price is now $1,363 per person
$1,363
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $2,912, price is now $2,109 per person
$2,109
per person
Feb 2 - Feb 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Price was $14,314, price is now $10,425 per person
$10,425
per person
Jan 15 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

Top Flight Deals

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

American Airlines
Mon, Feb 1 - Wed, Feb 3
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$367 Roundtrip, found 3 days ago
$367
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Feb 1 from Miami Intl. to Owen Roberts Intl., returning Wed, Feb 3, priced at $367 found 3 days ago
Porter Airlines
Tue, Dec 15 - Tue, Dec 22
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$388 Roundtrip, found 1 day ago
$388
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, Dec 15 from Pearson Intl. to Owen Roberts Intl., returning Tue, Dec 22, priced at $388 found 1 day ago
American Airlines
Fri, Jan 29 - Wed, Feb 3
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$402 Roundtrip, found 22 hours ago
$402
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Fri, Jan 29 from Logan Intl. to Owen Roberts Intl., returning Wed, Feb 3, priced at $402 found 22 hours ago
Air Canada
Wed, Dec 2 - Wed, Dec 9
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$469 Roundtrip, found 21 hours ago
$469
Roundtrip
found 21 hours ago
Select Air Canada flight, departing Wed, Dec 2 from O'Hare Intl. to Owen Roberts Intl., returning Wed, Dec 9, priced at $469 found 21 hours ago