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Brinkleys Vacation Packages

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Brinkleys Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,529, price is now $1,051 per person
$1,051
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $12,583, price is now $8,224 per person
$8,224
per person
Feb 5 - Feb 10
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 breakfast, free WiFi, and free parking. Popular attractions Boddentown Art Shop and Mission House are located nearby.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $4,653, price is now $3,122 per person
$3,122
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,679, price is now $1,809 per person
$1,809
per person
Feb 5 - Feb 10
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 Cayman Kai Public Beach and Star Fish Point are located nearby.
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
Save 100% on your flight
Price was $3,475, price is now $2,374 per person
$2,374
per person
Jan 7 - Jan 12
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 Seven Mile Beach and Port of Georgetown are located nearby.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $2,153, price is now $1,539 per person
$1,539
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Port of Georgetown are located nearby.
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flight
Price was $1,698, price is now $1,251 per person
$1,251
per person
Jan 7 - Jan 12
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 parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
On The Bay

On The Bay

4 out of 5
Save 100% on your flight
Price was $1,850, price is now $1,401 per person
$1,401
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this beach condo in North Side. Enjoy free WiFi, free parking, and private pools. Popular attractions Cayman Crystal Caves and Babylon (Dive Site) are located nearby.

Brinkleys Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
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 $1,849, price is now $1,265 per person
$1,265
per person
Feb 6 - Feb 9
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 $6,342, price is now $4,184 per person
$4,184
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $2,058, price is now $1,380 per person
$1,380
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $1,972, price is now $1,335 per person
$1,335
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

Brinkleys Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,679, price is now $1,809 per person
$1,809
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $12,583, price is now $8,224 per person
$8,224
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $4,653, price is now $3,122 per person
$3,122
per person
Feb 5 - Feb 10
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
Save 100% on your flight
Price was $3,475, price is now $2,374 per person
$2,374
per person
Jan 7 - Jan 12
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.

JetBlue Airways
Tue, Jan 20 - Tue, Jan 27
PHL
Philadelphia Intl.
GCM
Owen Roberts Intl.
$258 Roundtrip, found 23 hours ago
$258
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Tue, Jan 20 from Philadelphia Intl. to Owen Roberts Intl., returning Tue, Jan 27, priced at $258 found 23 hours ago
American Airlines
Mon, Feb 2 - Wed, Feb 11
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$270 Roundtrip, found 5 days ago
$270
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Feb 2 from John F. Kennedy Intl. to Owen Roberts Intl., returning Wed, Feb 11, priced at $270 found 5 days ago
Delta
Tue, Dec 16 - Wed, Dec 24
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$335 Roundtrip, found 2 days ago
$335
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Dec 16 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Wed, Dec 24, priced at $335 found 2 days ago
American Airlines
Fri, Jan 23 - Fri, Jan 30
TTN
Mercer
GCM
Owen Roberts Intl.
$550 Roundtrip, found 23 hours ago
$550
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, Jan 23 from Mercer to Owen Roberts Intl., returning Fri, Jan 30, priced at $550 found 23 hours ago