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 $966, price is now $713 per person
$713
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Miami (MIA) 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 Reef Beach Resort, East End, Grand Cayman
Price was $1,961, price is now $1,211 per person
$1,211
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Indianapolis (IND) 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.
Black Urchin
Price was $8,268, price is now $5,737 per person
$5,737
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Indianapolis (IND) 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.
Hotel Indigo Grand Cayman by IHG
Price was $2,140, price is now $1,498 per person
$1,498
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Indianapolis (IND) 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 Governor's Beach are located nearby.
Point West Premier Rentals
Northwest Point
Price was $1,937, price is now $1,421 per person
$1,421
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Indianapolis (IND) 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 Governor's Beach are located nearby.
Luxury Penthouse Condo With 360 Oceanviews
Save 100% on your flight
Price was $7,362, price is now $5,700 per person
$5,700
per person
Sep 30 - Oct 7
found 4 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to George Town (GCM)
Stay at this apartment in Seven Mile Beach. Enjoy free parking and a beach locale. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Le Soleil d'Or CaymanBrac
Save 100% on your flight
Price was $1,428, price is now $1,110 per person
$1,110
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to West End (CYB)
Stay at this hotel in West End. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cayman Brac Beaches and Cio's Craig (Wilderness Wall) are located nearby.
Club Suites at Rum Point
Price was $3,171, price is now $2,495 per person
$2,495
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip flight included
Indianapolis (IND) 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.
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
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 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. ...
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
Book a stay at this 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 ...
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 ...
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 2 meeting rooms. Popular attractions Governor's ...
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 ...
The Reef Beach Resort - All Inclusive - East End, Grand Cayman
2221 Queens Highway Colliers Bay East End Grand Cayman
Book a stay at this beach property in East End. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
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.
Fri, Feb 19 - Fri, Feb 26
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$288 Roundtrip, found 9 hours ago
$288
Roundtrip
found 9 hours ago
Thu, Sep 17 - Mon, Sep 21
LGA
LaGuardia
GCM
Owen Roberts Intl.
$383 Roundtrip, found 15 hours ago
$383
Roundtrip
found 15 hours ago
Thu, Sep 17 - Mon, Sep 21
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$395 Roundtrip, found 15 hours ago
$395
Roundtrip
found 15 hours ago
Thu, Sep 17 - Mon, Sep 21
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$395 Roundtrip, found 15 hours ago
$395
Roundtrip
found 15 hours ago
Discover Other Travel Deals
- Seven Mile Beach Vacations
- George Town Vacations
- North Side Vacations
- East End Vacations
- West Bay Vacations
- Bodden Town Vacations
- Rum Point Vacations
- Little Cayman Vacations
- Savannah Vacations
- West End Vacations
- Colliers Bay Vacations
- Tibbett's Turn Vacations
- Blossom Village Vacations
- East End Vacations
- Spot Bay Vacations