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Cayman Islands Vacation Packages

Cayman Islands Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $1,150, price is now $858 per person
$858
per person
Dec 4 - Dec 8
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.
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $3,774, price is now $2,669 per person
$2,669
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $2,211, price is now $1,570 per person
$1,570
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $2,174, price is now $1,573 per person
$1,573
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
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 the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $2,668, price is now $2,031 per person
$2,031
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.
The Grand Caymanian Resort

The Grand Caymanian Resort

3.5 out of 5
Price was $1,307, price is now $1,050 per person
$1,050
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Stay at this 3.5-star beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $1,660, price is now $1,342 per person
$1,342
per person
Dec 4 - Dec 8
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.
ONE Canal Point

ONE Canal Point

3.5 out of 5
Price was $2,465, price is now $2,010 per person
$2,010
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to George Town (GCM)
Stay at this 3.5-star aparthotel in Seven Mile Beach. Enjoy free WiFi, free 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.

3-4 Night Vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $1,150, price is now $858 per person
$858
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $3,774, price is now $2,669 per person
$2,669
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $2,211, price is now $1,570 per person
$1,570
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $2,174, price is now $1,573 per person
$1,573
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to George Town (GCM)

5-7 Night Vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Save 100% on your flight
Price was $2,733, price is now $2,008 per person
$2,008
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Save 100% on your flight
Price was $12,046, price is now $6,943 per person
$6,943
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $6,732, price is now $4,055 per person
$4,055
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $3,286, price is now $2,494 per person
$2,494
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)

Cheap Hotel Deals in Cayman Islands

Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
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. ...
Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
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 ...
Opens in a new windowKimpton Seafire Resort + Spa by IHG
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
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 ...
Opens in a new windowThe Ritz-Carlton, Grand Cayman
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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
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 ...
Opens in a new windowHotel Indigo Grand Cayman by IHG
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
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 ...
Opens in a new windowGrand Cayman Marriott Resort
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
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 ...
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, 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 ...
Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
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 ...
Opens in a new windowGovernors Village Seven Mile Beach Corridor
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.

JetBlue Airways
Thu, Nov 13 - Thu, Nov 20
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$308 Roundtrip, found 4 days ago
$308
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Nov 13 from John F. Kennedy Intl. to Owen Roberts Intl., returning Thu, Nov 20, priced at $308 found 4 days ago
Porter Airlines
Thu, Jan 1 - Tue, Apr 7
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$316 Roundtrip, found 6 days ago
$316
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Thu, Jan 1 from Pearson Intl. to Owen Roberts Intl., returning Tue, Apr 7, priced at $316 found 6 days ago
Air Canada
Wed, Nov 5 - Fri, Nov 7
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$380 Roundtrip, found 2 days ago
$380
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Nov 5 from Logan Intl. to Owen Roberts Intl., returning Fri, Nov 7, priced at $380 found 2 days ago
Air Canada
Sat, Mar 21 - Fri, Mar 27
YUL
Pierre Elliott Trudeau Intl.
CYB
Charles Kirkconnell Intl.
$663 Roundtrip, found 5 days ago
$663
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, Mar 21 from Pierre Elliott Trudeau Intl. to Charles Kirkconnell Intl., returning Fri, Mar 27, priced at $663 found 5 days ago