Cayman Islands Yacht Charter Guide

Explore the trio of islands that make up the Cayman Island archipelago in the Western Caribbean Sea. Cruise around Grand Cayman, Little Cayman and Cayman Brac during a Cayman Islands yacht charter and experience a clear blue haven for watersports enthusiasts.

Discovered by Christopher Columbus in 1503, the Cayman Islands are a haven for watersports enthusiasts and are best explored with a Cayman Islands yacht charter. The translucent, deep water offers incredible diving and anchorage opportunities while ashore guests can enjoy some of the most beautiful beaches in the world.



Cayman island luxury yacht for charter at anchor near Caribbean Island white sand beach

Charter Experience

Located in the Western Caribbean Sea, between Jamaica to the south and Cuba to the north, the Cayman Islands are one of the lesser-known sun-soaked archipelagos that are ideal for a Cayman Islands yacht charter.


Grand Cayman, the largest of the sister islands, is home to the capital of the Caymans, George Town. Cosmopolitan in every way, George Town is ripe with incredible eateries and is responsible for Grand Cayman’s reputation as a culinary gem of the Caribbean. The island is also known for its beaches, the most famous of which is the award winning Seven Mile Beach on the western shore. Take advantage of this sun-drenched strand of sand as you cruise around the island, stepping ashore to enjoy cocktails and enjoy the view from one of the lovely bars and restaurant near by. Meander through Grand Harbour Centre for high-end shopping, art galleries and museums, or simply relax on deck and watch the hustle and bustle ashore.


Situated in the midst of the Cayman Ridge, there is much intrigue at the limestone-laden geography of the Cayman. Here, one literally can go to Hell, the name for an area of Grand Cayman in the West Bay district where black limestone formations create a stark juxtaposition to the rest of the island’s natural beauty.


Don your scuba kit upon arrival in Little Cayman during your Cayman Islands yacht charter. Bloody Bay and Jackson’s blight are world-famous locales on the north side of the island, featuring incredible walls and drop offs to dive. Little Cayman also features an array of interesting wildlife, such as the red-footed booby and the Cayman iguana.


The smallest of the Caymans, Cayman Brac was once a haven for pirates, and today offers the waterborne another incredible dive locale. The Russian Frigate ship was purchased and sunk by the Caymans over two decades ago and has become an incredible dive site and artificial reef. Rock climbing, cave exploration and hiking are all prevalent on this little island. If you’re in the mood to get physical during a Cayman Islands yacht charter, Cayman Brac has all you need.

Location Highlights

  • Visit the incredible black limestone formations of Grand Cayman’s “Hell”
  • Dive the drop offs around Bloody Bay
  • Enjoy cocktails along the stunning Seven Mile Beach
  • Seek retail therapy at Grand Harbour Centre
  • Swim with the stingrays off Stingray City

Expert Advice

Explore the memorable Devil's Grotto dive site. Close to Georgetown, this shallow dive boasts a variety of swim-throughs and crevices to explore.

Cayman Islands Yachts for Charter