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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.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,243, price is now $721 per person
$721
per person
Dec 12 - Dec 16
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.
Overall it was ok.Hotel was decent view didn’t look as advertised probably due to the low floor room assignment. Housekeeping didn’t come as often as I would have liked. There were something’s that could’ve been better. Probably wouldn’t stay there again due to the location and lack of transportation to get around. Staff was extremely nice. Room was a little far from the front desk. If you’re going and want to explore the city definitely 7 mile or Georgetown.

Reviewed on Nov 9, 2026

The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Price was $3,319, price is now $1,763 per person
$1,763
per person
Jan 20 - Jan 27
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 $2,292, price is now $1,564 per person
$1,564
per person
Jan 20 - Jan 27
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.

Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,984, price is now $1,399 per person
$1,399
per person
Jan 20 - Jan 27
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

ONE GT Grand Cayman

ONE GT Grand Cayman

4.5 out of 5
Price was $3,204, price is now $2,267 per person
$2,267
per person
Jan 20 - Jan 27
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 Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
Price was $3,026, price is now $2,232 per person
$2,232
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
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. Popular attractions Governor's Beach and Seven Mile Beach are located nearby.
Great!

Reviewed on Nov 10, 2026

Black Urchin

Black Urchin

4.5 out of 5
Price was $6,471, price is now $4,805 per person
$4,805
per person
Jan 15 - Jan 18
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.

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $4,479, price is now $3,356 per person
$3,356
per person
Jan 20 - Jan 27
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 $1,243, price is now $721 per person
$721
per person
Dec 12 - Dec 16
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 $1,853, price is now $1,112 per person
$1,112
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
Price was $3,026, price is now $2,232 per person
$2,232
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Price was $6,471, price is now $4,805 per person
$4,805
per person
Jan 15 - Jan 18
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.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,984, price is now $1,399 per person
$1,399
per person
Jan 20 - Jan 27
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 $3,319, price is now $1,763 per person
$1,763
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
Price was $2,292, price is now $1,564 per person
$1,564
per person
Jan 20 - Jan 27
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 $3,354, price is now $2,371 per person
$2,371
per person
Jan 12 - Jan 19
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 2 days ago
$367
Roundtrip
found 2 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 2 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 7 hours ago
$402
Roundtrip
found 7 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 7 hours ago
Air Canada
Wed, Dec 2 - Wed, Dec 9
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$469 Roundtrip, found 7 hours ago
$469
Roundtrip
found 7 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 7 hours ago