Search Deals onCayman Islands Vacation Packages
Cayman Islands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
Price was $1,366, price is now $923 per person
$923
per person
Jun 22 - Jun 26
found 12 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
Save 100% on your flight
Price was $8,551, price is now $6,027 per person
$6,027
per person
Jun 22 - Jun 26
found 12 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
Conch Club Cottage
Save 100% on your flight
Price was $1,373, price is now $1,026 per person
$1,026
per person
Jun 8 - Jun 12
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
On The Bay
Save 100% on your flight
Price was $1,884, price is now $1,410 per person
$1,410
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Book a stay at this beach condo in North Side. Enjoy free WiFi, free parking, and private pools. Popular attractions Grand Cayman Beaches and Cayman Crystal Caves are located nearby.
Morritt's Grand
Save 100% on your flight
Price was $1,713, price is now $1,302 per person
$1,302
per person
May 31 - Jun 5
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Book a stay at this beach resort in East End. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Colliers Public Beach and Wreck of the Ten Sails are located nearby.
Le Soleil d'Or CaymanBrac
Save 100% on your flight
Price was $1,406, price is now $1,071 per person
$1,071
per person
Jun 8 - Jun 12
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Oceanfront Residency Luxury 2b2b ,1-6 Person ,terrasse, Beach Access Garden Pool
Save 100% on your flight
Price was $2,716, price is now $2,170 per person
$2,170
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Stay at this apartment in North Side. Enjoy a fitness center, a garden, and an outdoor pool. Popular attractions Grand Cayman Beaches and Babylon (Dive Site) are located nearby.
Cayman Luxury Rentals at Sunset Cove
Save 100% on your flight
Price was $5,059, price is now $4,114 per person
$4,114
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Book a stay at this beach vacation home in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Port of Georgetown and Seven Mile 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 Port of ...
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 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. ...
Save an average of 15% on thousands of hotels when you're signed in
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. ...
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 ...
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 ...
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 WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
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, Jun 4 - Tue, Jun 9
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$313 Roundtrip, found 4 days ago
$313
Roundtrip
found 4 days ago
Thu, Jun 4 - Tue, Jun 9
LGA
LaGuardia
GCM
Owen Roberts Intl.
$313 Roundtrip, found 4 days ago
$313
Roundtrip
found 4 days ago
Tue, Jun 2 - Mon, Jun 8
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$313 Roundtrip, found 4 days ago
$313
Roundtrip
found 4 days ago
Mon, Jul 20 - Tue, Jul 21
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$371 Roundtrip, found 3 days ago
$371
Roundtrip
found 3 days ago
Discover Other Travel Deals
- Seven Mile Beach Vacations
- North Side Vacations
- East End Vacations
- George Town Vacations
- West Bay 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