Search Deals onCayman Islands Vacation Packages
Cayman Islands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Conch Club Cottage
Price was $1,281, price is now $980 per person
$980
per person
Dec 15 - Dec 19
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Little Cayman (LYB)
Book a stay at this beach hotel in Little Cayman. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions South Hold Sound and Booby Pond Nature Reserve are located nearby.
The Grove and The Grove Too
Price was $7,471, price is now $4,263 per person
$4,263
per person
Dec 24 - Jan 1
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.
Shangri-La Boutique Bed & Breakfast
Price was $3,318, price is now $2,396 per person
$2,396
per person
Dec 24 - Jan 1
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.
ONE GT Grand Cayman
Price was $5,168, price is now $3,780 per person
$3,780
per person
Dec 24 - Jan 1
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.
Club Suites at Rum Point
Price was $10,435, price is now $8,059 per person
$8,059
per person
Dec 24 - Jan 1
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.
Cayman Luxury Rentals at Ocean Paradise
Price was $1,696, price is now $1,314 per person
$1,314
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 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.
Black Urchin
Price was $11,930, price is now $9,265 per person
$9,265
per person
Dec 16 - Dec 21
found 14 hours 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.
Kiboko
Price was $5,298, price is now $4,194 per person
$4,194
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
3-4 Night Vacations in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Cayman Islands
The Ritz-Carlton, Grand Cayman
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. ...
Governors Village Seven Mile Beach Corridor
KY1-1206, Seven Mile Beach Corridor Seven Mile Beach Grand Cayman
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 ...
Grand Cayman Marriott Beach Resort
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 ...
Save an average of 15% on thousands of hotels when you're signed in
The Locale Hotel Grand Cayman
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 ...
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach Seven Mile Beach Grand Cayman
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the ...
Hotel Indigo Grand Cayman by IHG
32 Seafire Way Seven Mile Beach West Bay
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 Governor's ...
The Grove and The Grove Too
1350 W Bay Rd Seven Mile Beach West Bay
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 ...
Hampton by Hilton Grand Cayman Seven Mile Beach
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. ...
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.
Sat, Dec 12 - Thu, Dec 24
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$404 Roundtrip, found 11 hours ago
$404
Roundtrip
found 11 hours ago
Fri, Jan 29 - Wed, Feb 3
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$407 Roundtrip, found 1 day ago
$407
Roundtrip
found 1 day ago
Fri, Jan 8 - Sat, Jan 16
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$481 Roundtrip, found 5 days ago
$481
Roundtrip
found 5 days ago
Sat, Feb 13 - Fri, Feb 19
LGA
LaGuardia
GCM
Owen Roberts Intl.
$523 Roundtrip, found 4 days ago
$523
Roundtrip
found 4 days ago