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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
Save 100% on your flight
Price was $1,843, price is now $1,097 per person
$1,097
per person
Aug 16 - Aug 22
found 1 day 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.
Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

2.5 out of 5
Price was $8,497, price is now $4,866 per person
$4,866
per person
Aug 9 - Aug 15
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)
Stay at this apartment in Seven Mile Beach. Enjoy free parking, a beach locale, and a fitness center. Popular attractions Seven Mile Beach and Governor's Beach are located nearby.
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Price was $1,946, price is now $1,403 per person
$1,403
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop 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 Governor's Beach are located nearby.
Conch Club Cottage

Conch Club Cottage

2 out of 5
Price was $2,068, price is now $1,567 per person
$1,567
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $3,028, price is now $2,316 per person
$2,316
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Grand Cayman Beaches and Rum Point Beach are located nearby.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $9,014, price is now $6,915 per person
$6,915
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop 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.
Cayman Luxury Rentals at Tamarind Bay

Cayman Luxury Rentals at Tamarind Bay

3 out of 5
Price was $2,129, price is now $1,638 per person
$1,638
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this beach condo in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Governor's Beach and Seven Mile Beach are located nearby.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $1,434, price is now $1,107 per person
$1,107
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

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 $1,447, price is now $1,073 per person
$1,073
per person
Aug 6 - Aug 9
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 $7,145, price is now $4,902 per person
$4,902
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $2,214, price is now $1,608 per person
$1,608
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to George Town (GCM)
Cayman Luxury Rentals at Tamarind Bay

Cayman Luxury Rentals at Tamarind Bay

3 out of 5
Price was $2,073, price is now $1,538 per person
$1,538
per person
Aug 4 - Aug 8
found 1 day 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 Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,843, price is now $1,097 per person
$1,097
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Conch Club Cottage

Conch Club Cottage

2 out of 5
Price was $4,538, price is now $1,669 per person
$1,669
per person
Aug 9 - Aug 15
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Little Cayman (LYB)
Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
Price was $4,895, price is now $1,947 per person
$1,947
per person
Aug 9 - Aug 15
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to West End (CYB)
Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

2.5 out of 5
Price was $8,497, price is now $4,866 per person
$4,866
per person
Aug 9 - Aug 15
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)

Cheap Hotel Deals in Cayman Islands

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 Governor's ...
Opens in a new windowHotel Indigo Grand Cayman by IHG
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 Resort

Grand Cayman Marriott 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 Resort
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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
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 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
The Reef Beach Resort - All Inclusive - East End, Grand Cayman

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

3.5 out of 5
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 ...
Opens in a new windowThe Reef Beach Resort - All Inclusive - East End, 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
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
Book a stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
Opens in a new windowThe Sunshine Hotel and Suites
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.

American Airlines
Thu, Aug 27 - Mon, Aug 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$348 Roundtrip, found 9 hours ago
$348
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Aug 27 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Mon, Aug 31, priced at $348 found 9 hours ago
WestJet
Tue, Oct 13 - Mon, Oct 26
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$356 Roundtrip, found 23 hours ago
$356
Roundtrip
found 23 hours ago
Select WestJet flight, departing Tue, Oct 13 from Pearson Intl. to Owen Roberts Intl., returning Mon, Oct 26, priced at $356 found 23 hours ago
American Airlines
Sat, Aug 15 - Sat, Aug 22
LGA
LaGuardia
GCM
Owen Roberts Intl.
$399 Roundtrip, found 3 days ago
$399
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Aug 15 from LaGuardia to Owen Roberts Intl., returning Sat, Aug 22, priced at $399 found 3 days ago
American Airlines
Sat, Aug 15 - Sat, Aug 22
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$519 Roundtrip, found 4 days ago
$519
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Aug 15 from John F. Kennedy Intl. to Owen Roberts Intl., returning Sat, Aug 22, priced at $519 found 4 days ago