Search Deals onCayman Islands Vacation Packages
Cayman Islands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman
Price was $1,423, price is now $1,181 per person
$1,181
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to George Town (GCM)
Stay at this 3.5-star 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.
Kimpton Seafire Resort + Spa by IHG
Price was $10,088, price is now $5,523 per person
$5,523
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
VIDA Cayman
Price was $1,779, price is now $1,370 per person
$1,370
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to George Town (GCM)
Stay at this 4-star beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Barker's National Park are located nearby.
Club Suites at Rum Point
Save 100% on your flight
Price was $2,863, price is now $2,230 per person
$2,230
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to George Town (GCM)
Stay at this 4-star 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.
Hotel Indigo Grand Cayman by IHG
Save 100% on your flight
Price was $2,405, price is now $1,884 per person
$1,884
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
Stay at this 4.5-star 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.
The Ritz-Carlton, Grand Cayman
Price was $2,278, price is now $1,787 per person
$1,787
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to George Town (GCM)
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Conch Club Cottage
Save 100% on your flight
Price was $2,134, price is now $1,723 per person
$1,723
per person
Dec 14 - Dec 22
found 21 hours ago
Roundtrip flight included
New York (JFK) to Little Cayman (LYB)
Stay at this 3-star 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.
Governors Village Seven Mile Beach Corridor
Price was $2,713, price is now $2,220 per person
$2,220
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
Stay at this 3.5-star family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Seven Mile Beach and Port of Georgetown 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
Hampton by Hilton Grand Cayman Seven Mile Beach
22 Piper Way, Seven Mile Beach
Stay at this 4-star 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. ...
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
The Ritz-Carlton, Grand Cayman
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our ...
Save an average of 15% on thousands of hotels when you're signed in
Hotel Indigo Grand Cayman by IHG
32 Seafire Way, Seven Mile Beach, West Bay
Stay at this 4.5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port ...
Grand Cayman Marriott Resort
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
The Locale Hotel Grand Cayman
455 West Bay Road, Seven Mile Beach, Grand Cayman
Stay at this 3.5-star business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 6 restaurants, and a private beach. Our guests praise the helpful staff and ...
Governors Village Seven Mile Beach Corridor
KY1-1206, Seven Mile Beach Corridor, 1240 W. Bay Rd., Seven Mile Beach, Grand Cayman
Stay at this 3.5-star family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Seven Mile ...
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.
Thu, Nov 13 - Thu, Nov 20
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$308 Roundtrip, found 6 days ago
$308
Roundtrip
found 6 days ago
Wed, Nov 12 - Sat, Nov 15
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$342 Roundtrip, found 5 days ago
$342
Roundtrip
found 5 days ago
Thu, Mar 19 - Thu, Mar 26
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
$421 Roundtrip, found 1 day ago
$421
Roundtrip
found 1 day ago
Thu, Nov 6 - Wed, Nov 12
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$443 Roundtrip, found 4 days ago
$443
Roundtrip
found 4 days ago
Discover Other Travel Deals
- Seven Mile Beach Vacations
- North Side Vacations
- West Bay Vacations
- East End Vacations
- George Town Vacations
- Bodden Town Vacations
- Rum Point Vacations
- Little Cayman Vacations
- West End Vacations
- Savannah Vacations
- Colliers Bay Vacations
- Blossom Village Vacations
- Tibbett's Turn Vacations
- East End Vacations
- Spot Bay Vacations