Grand Cayman holidays

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The biggest and most developed of the Cayman Islands, Grand Cayman sits south west of Cuba and is kissed by the azure waters of the Caribbean Sea. Together with its sister islands - Cayman Brac and Little Cayman - Grand Cayman offers barefoot luxury and a friendly, family atmosphere. All three islands – a British Overseas Territory - are blessed with natural beauty and gorgeous beaches, but it is Grand Cayman that claims the lion’s share of the best attractions, the liveliest nightlife, and the widest choice of holiday options.

So where will you sit back and relax on your Grand Cayman holiday? The choice of hotels is huge, especially in the west of the island where you will find the long and perfect stretch of sand known, somewhat misleadingly, as Seven Mile Beach (it’s actually about five miles, but what’s a couple of miles between friends?). If you are looking to go all-inclusive, Grand Cayman hotels on this side of the island are luxurious, sprawling and elegantly furnished. You won’t find adults-only all-inclusive experiences, though. Grand Cayman is family focused, with a good mix of hotels that offer a range of board types. And even though you can find cheap deals to Grand Cayman all-inclusive, it would be a shame to miss out on the island’s friendly local restaurants and bars.

There is much to see and do in Grand Cayman if you can drag yourself away from the beach. Visit the lively capital, George Town, for a taste of daily life on the island and a look at Grand Cayman’s colonial past. Take the kids to Stingray City, visit a turtle farm, go diving among shipwrecks, hike on nature trails… Whatever you enjoy doing, boredom is simply not an option on this idyllic island.

To secure your place in this postcard-perfect picture, simply use the search tool on TravelSupermarket to compare the best deals available. 

Find out when you might like to visit Grand Cayman with our brief guide on the best times of year to go…

The peak season for travel to Grand Cayman is between December and April, when moderately high temperatures, gentle seas, and oodles of sunshine make for blissful beach days and great diving. Book well in advance for travel during this time, which is also popular with cruise ships. And take note of any US holidays (such as Presidents’ Day) as Americans flock to Grand Cayman for breaks in the sun, often pushing prices up.

Cheaper holidays in Grand Cayman are easier to come by during the low season, which is from May to November. This is a rainier period, though rain often comes in short bursts and gives away to cloudless, sunny skies. It’s also very hot during this time and can get humid during the build-up of storms. The official hurricane season runs from June to November, but tracking systems are now very advanced and you are unlikely to be affected. 

The islanders never miss an excuse to celebrate and these annual events in Grand Cayman are a joy to be part of…

Cayman Carnival Batabano; May: The biggest event of the year, get ready to party Caribbean-style as your body shakes to the unstoppable beat of colourful street parades and family-friendly parties.

Pirates Week; November: Pirates stage a mock invasion of the island – even capturing the governor – during this fun-filled family event. This popular annual spectacle runs for 11 days and captures the exuberant local spirit.

New Year’s Eve; December: If you are in Grand Cayman for New Year, stake your spot on Seven Mile Beach for merriment and a spectacular firework display. With the sand between your toes and a warm breeze on your bare shoulders, it’s an amazing way to begin the year.