Cayman Islands Vacation Deals

The Cayman Islands are a popular Caribbean escape, attracting visitors year-round for their water sports, museums, golf courses and some of the region’s best beaches. Come to relax on pristine sand, scuba dive, jet ski and sail, spot marine wildlife and then make the most of the Island’s popular nightlife.

The Cayman Islands are located in the northwest of the Caribbean, 300 miles (480 kilometers) northwest of Jamaica. They’re made up of three separate islands, Grand Cayman, Little Cayman and Cayman Brac. The capital George Town and most resorts are located along Grand Cayman’s Seven Mile beach. The Islands are a British Territory and English is the most commonly spoken language.

Greet the Caribbean sun each morning with group yoga or tai chi on the sand at Grand Cayman. The beachfront is lined with many cafés offering international cuisine and a view of the sparkling ocean.

The islands are warm year-round. May to October is the wet season and tropical storms in the afternoon are common. Winters are cooler but also dryer. Cool off during the day year-round and go diving and snorkeling. Explore shipwrecks around Grand Cayman and Cayman Brac that are accessible for all levels of experience. 

Some of the best marine life can be found near the diving walls around Little Cayman. Feed stingrays at Stingray City, a series of shallow sand bars off Grand Cayman or swim with dolphins at Dolphin Cove, a saltwater lagoon just north of George Town.

For above-water fun, enjoy jet skiing, parasailing and kite boarding. Rent equipment from vendors along most beachfronts. Leave the beach for a round of golf or tour the impressive cave systems on Cayman Brac. Hike the Mastic Trail on Grand Cayman or take a bird-watching tour on Cayman Brac’s Parrot Reserve nature trail.

Visit urban sites such as the Cayman Islands National Museum, which celebrates the region’s Amerindian heritage. If partying is your thing, enjoy the nightlife with bars serving an assortment of rum drinks and parties continuing late into the night.

Fly into the Cayman Islands then use water taxis to hop from one island to another in this Caribbean paradise.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.