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Colliers Bay Vacation Packages

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Colliers Bay 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
Save 100% on your flight
Price was $1,809, price is now $934 per person
$934
per person
Dec 16 - Dec 21
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.

The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Save 100% on your flight
Price was $2,293, price is now $1,347 per person
$1,347
per person
Dec 16 - Dec 21
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

ONE GT Grand Cayman

ONE GT Grand Cayman

4.5 out of 5
Save 100% on your flight
Price was $2,178, price is now $1,607 per person
$1,607
per person
Dec 16 - Dec 21
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.

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.

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,985, price is now $1,498 per person
$1,498
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 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

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $4,659, price is now $3,561 per person
$3,561
per person
Dec 16 - Dec 21
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

Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,390, price is now $1,069 per person
$1,069
per person
Dec 16 - Dec 21
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

Kiboko

Kiboko

4 out of 5
Price was $5,223, price is now $4,028 per person
$4,028
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this beach vacation home in Bodden Town. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Grand Cayman Beaches and Boddentown Art Shop are located nearby.

Colliers Bay Vacation Packages 3-4 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 $1,479, price is now $1,113 per person
$1,113
per person
Jan 7 - Jan 11
found 19 hours 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 $2,047, price is now $1,211 per person
$1,211
per person
Jan 7 - Jan 11
found 19 hours 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)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,985, price is now $1,498 per person
$1,498
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

Colliers Bay Vacation Packages 5-7 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
Save 100% on your flight
Price was $1,809, price is now $934 per person
$934
per person
Dec 16 - Dec 21
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 $2,495, price is now $1,381 per person
$1,381
per person
Jan 19 - Jan 24
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)
ONE GT Grand Cayman

ONE GT Grand Cayman

4.5 out of 5
Price was $2,448, price is now $1,740 per person
$1,740
per person
Jan 19 - Jan 24
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 13 hours ago
$402
Roundtrip
found 13 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 13 hours ago
Air Canada
Wed, Dec 2 - Wed, Dec 9
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$469 Roundtrip, found 12 hours ago
$469
Roundtrip
found 12 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 12 hours ago