Vacation Packages to Cayman Islands for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Cayman Islands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Morritts Tortuga Club
Jul 21 - Jul 25
4 night stay
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
American Airlines • Non-stop roundtrip • Coach
per person
found 5 hours ago
Stay at this 3.5-star beach hotel in East End. Enjoy free WiFi, 3 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.
4.5-star property
Black Urchin
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Stay at this 4.5-star luxury hotel in Bodden Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Boddentown Art Shop and Mission House are located nearby.
4.0-star property
Club Suites at Rum Point
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
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.
3.5-star property
Wyndham Reef Resort Grand Cayman
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
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.
4.0-star property
Ocean Paradise
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Stay at this 4-star beach vacation home in North Side. Enjoy free WiFi, free parking, and a garden. Popular attractions Cayman Kai Public Beach and Star Fish Point are located nearby.
3.5-star property
Cayman Luxury Rentals at The Grove
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Stay at this 3.5-star apartment in Seven Mile Beach. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
3.5-star property
Galleon Villas by Hello Cayman Vacation
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Stay at this 3.5-star 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 Port of Georgetown are located nearby.
3.5-star property
Governors Village Seven Mile Beach Corridor
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
per person
found 1 day ago
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.
4.0-star property
VIDA Cayman
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Stay at this 4-star beach hotel in West Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Seven Mile Beach and Barker's National Park are located nearby.
4.0-star property
Hampton by Hilton Grand Cayman Seven Mile Beach
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
per person
found 1 day ago
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. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
3.5-star property
Sunset Cove
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Stay at this 3.5-star beach aparthotel 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.
3.0-star property
Seven Mile Beach Resort & Club
Jul 25 - Aug 2
8 night stay
Boston (BOS) to George Town (GCM)
American Airlines • Non-stop • Coach
George Town (GCM) to Boston (BOS)
United • Non-stop • Coach
per person
found 1 day ago
Stay at this 3-star beach hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
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Seven Mile Beach
Top Hotel Deals
The Ritz-Carlton, Grand Cayman
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
13.42 km from city center
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 ...
Hampton by Hilton Grand Cayman Seven Mile Beach
22 Piper Way, Seven Mile Beach
13.58 km from city center
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. ...
Hotel Indigo Grand Cayman by IHG
32 Seafire Way, Seven Mile Beach, West Bay
14.15 km from city center
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 ...
The Locale Hotel Grand Cayman
455 West Bay Road, Seven Mile Beach, Grand Cayman
13.46 km from city center
Stay at this 3.5-star beach hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way, Seven Mile Beach, Grand Cayman
14.13 km from city center
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 ...
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
13.5 km from city center
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 ...
Governors Village Seven Mile Beach Corridor
KY1-1206, Seven Mile Beach Corridor, 1240 W. Bay Rd., Seven Mile Beach, Grand Cayman
13.44 km from city center
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 ...
Grand Cayman Marriott Resort
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
13.54 km from city center
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 ...
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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Aug 6 - Mon, Aug 11
LGA
LaGuardia
GCM
Owen Roberts Intl.
$380 Roundtrip, found 17 hours ago
$380
Roundtrip
found 17 hours ago
Wed, Aug 6 - Mon, Aug 11
LGA
LaGuardia
GCM
Owen Roberts Intl.
$384 Roundtrip, found 17 hours ago
$384
Roundtrip
found 17 hours ago
Thu, Aug 7 - Mon, Aug 11
LGA
LaGuardia
GCM
Owen Roberts Intl.
$450 Roundtrip, found 17 hours ago
$450
Roundtrip
found 17 hours ago
Wed, Aug 6 - Mon, Aug 11
LGA
LaGuardia
GCM
Owen Roberts Intl.
$659 Roundtrip, found 17 hours ago
$659
Roundtrip
found 17 hours ago
Popular vacation package destinations in Cayman Islands
- Seven Mile Beach Vacations
- North Side Vacations
- East End Vacations
- West Bay Vacations
- George Town 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
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