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
Save 100% on your flight
Price was $1,762, price is now $1,176 per person
$1,176
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 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.
Hotel Indigo Grand Cayman by IHG
Price was $2,177, price is now $1,545 per person
$1,545
per person
Jan 15 - Jan 20
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.
Cayman Luxury Rentals at The Grove
Save 100% on your flight
Price was $2,633, price is now $1,882 per person
$1,882
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this apartment in Seven Mile Beach. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
The Ritz-Carlton, Grand Cayman
Save 100% on your flight
Price was $3,331, price is now $2,457 per person
$2,457
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 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.
Club Suites at Rum Point
Price was $4,702, price is now $3,633 per person
$3,633
per person
Jan 15 - Jan 20
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.
Point West
Northwest Point
Price was $2,178, price is now $1,694 per person
$1,694
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this aparthotel in West Bay. Enjoy free WiFi, free parking, and a rooftop terrace. 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 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. ...
Grand Cayman Marriott 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 ...
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 Port of ...
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 Grove
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 Port of ...
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. ...
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 ...
Governors Village Seven Mile Beach Corridor
KY1-1206, Seven Mile Beach Corridor Seven Mile Beach Grand Cayman
Book a stay at this 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.
Tue, Mar 10 - Tue, Mar 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$265 Roundtrip, found 3 days ago
$265
Roundtrip
found 3 days ago
Mon, Feb 2 - Wed, Feb 11
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$270 Roundtrip, found 4 days ago
$270
Roundtrip
found 4 days ago
Fri, Apr 10 - Tue, Apr 14
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$320 Roundtrip, found 6 days ago
$320
Roundtrip
found 6 days ago
Sun, Mar 29 - Thu, Apr 2
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$361 Roundtrip, found 21 hours ago
$361
Roundtrip
found 21 hours 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
- Tibbett's Turn Vacations
- Blossom Village Vacations
- East End Vacations
- Spot Bay Vacations