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Cayman 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

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,351, price is now $909 per person
$909
per person
Dec 8 - Dec 12
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Save 100% on your flight
Price was $3,526, price is now $2,208 per person
$2,208
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Camana Bay are located nearby.
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Save 100% on your flight
Price was $2,373, price is now $1,576 per person
$1,576
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Camana Bay are located nearby.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $13,607, price is now $9,184 per person
$9,184
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $4,297, price is now $3,064 per person
$3,064
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Save 100% on your flight
Price was $4,361, price is now $3,258 per person
$3,258
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Camana Bay and Port of Georgetown are located nearby.
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Save 100% on your flight
Price was $3,858, price is now $2,915 per person
$2,915
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this beach villa in Seven Mile Beach. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Camana Bay are located nearby.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,912, price is now $1,464 per person
$1,464
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Camana Bay are located nearby.

3-4 Night Vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,351, price is now $909 per person
$909
per person
Dec 8 - Dec 12
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Price was $2,071, price is now $1,369 per person
$1,369
per person
Dec 8 - Dec 12
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Price was $1,437, price is now $973 per person
$973
per person
Dec 8 - Dec 12
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Price was $7,955, price is now $5,467 per person
$5,467
per person
Dec 8 - Dec 12
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)

5-7 Night Vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Save 100% on your flight
Price was $2,373, price is now $1,576 per person
$1,576
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Save 100% on your flight
Price was $3,526, price is now $2,208 per person
$2,208
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $13,607, price is now $9,184 per person
$9,184
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $4,297, price is now $3,064 per person
$3,064
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)

Cheap Hotel Deals in Cayman Islands

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
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. ...
Opens in a new windowThe Ritz-Carlton, Grand Cayman
Grand Cayman Marriott Beach Resort

Grand Cayman Marriott Beach Resort

4.5 out of 5
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 ...
Opens in a new windowGrand Cayman Marriott Beach Resort
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
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 Seven Mile ...
Opens in a new windowGovernors Village Seven Mile Beach Corridor
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Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
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 ...
Opens in a new windowKimpton Seafire Resort + Spa by IHG
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
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 Camana ...
Opens in a new windowThe Grove and The Grove Too
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
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 ...
Opens in a new windowThe Locale Hotel Grand Cayman
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
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 ...
Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
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 Camana ...
Opens in a new windowHotel Indigo Grand Cayman by IHG
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.

United
Tue, Dec 15 - Tue, Dec 22
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$341 Roundtrip, found 11 hours ago
$341
Roundtrip
found 11 hours ago
Select United flight, departing Tue, Dec 15 from Pearson Intl. to Owen Roberts Intl., returning Tue, Dec 22, priced at $341 found 11 hours ago
Porter Airlines
Tue, Dec 15 - Tue, Dec 22
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$381 Roundtrip, found 11 hours ago
$381
Roundtrip
found 11 hours ago
Select Porter Airlines flight, departing Tue, Dec 15 from Pearson Intl. to Owen Roberts Intl., returning Tue, Dec 22, priced at $381 found 11 hours ago
Air Canada
Wed, Dec 2 - Wed, Dec 9
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$419 Roundtrip, found 21 hours ago
$419
Roundtrip
found 21 hours ago
Select Air Canada flight, departing Wed, Dec 2 from O'Hare Intl. to Owen Roberts Intl., returning Wed, Dec 9, priced at $419 found 21 hours ago
JetBlue Airways
Fri, Jan 8 - Sat, Jan 16
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$481 Roundtrip, found 4 days ago
$481
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Jan 8 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sat, Jan 16, priced at $481 found 4 days ago