Yacht charter Cayman Islands opens the door to three low-lying coral islands where underwater visibility regularly exceeds 30 metres and the topography – sheer walls plunging from shallow reef shelves into abyssal blue – ranks among the finest in the western Caribbean. Grand Cayman’s Seven Mile Beach gleams with pale powder sand backed by sea-grape trees and dotted with waterfront restaurants, while the quieter Sister Islands of Cayman Brac and Little Cayman deliver wall diving and deserted beaches that feel a century removed from George Town’s waterfront buzz. The charter fleet comprises around 12 yachts, including motor yachts of 68′–98′, superyachts above 100′, and luxury catamarans from 55′. Peak season runs December through April, with north-east trades averaging 10–15 knots and air temperatures near 28 °C; the shoulder months of May and November bring quieter anchorages and slightly softer daily rates while water temperatures remain inviting at 28–29 °C.
Daily rates start from $4,300 on a catamaran and from $5,900 on a mid-size motor yacht of 68′–78′, plus APA of about 30–35 per cent. The Cayman Islands’ unique draw is the combination of world-class wall diving, the famous Stingray City sandbar – where wild southern stingrays glide into your arms in waist-deep water – and the culinary polish of Grand Cayman’s Camana Bay dining scene, all within a duty-free, sterling-service island setting that caters to the most discerning charter guests.
Dive into wall sites, Stingray City encounters, and Camana Bay’s dining scene with our in-depth Cayman Islands destination guide.
Cruise from Grand Cayman to Cayman Brac and Little Cayman with our purpose-built Cayman Islands charter itineraries.
Explore around 12 yachts available for charter in the Cayman Islands, from 55′ catamarans with open deck plans to crewed superyachts above 100′ with full hospitality teams. Filter by yacht type, guest capacity, length, and daily rate to find the ideal match for your group – whether you’re planning a dive-focused week around the Sister Islands or a relaxed family cruise along Seven Mile Beach with stops for snorkelling and beachside barbecues. Boatcrowd’s charter specialists can help shortlist the right yacht and design a bespoke Cayman Islands itinerary around your group’s interests.
Booking six to twelve months ahead is recommended for high season (December–April), particularly for yachts in the popular 68′–78′ motor-yacht range that returning guests favour. Shoulder-season charters in May or November can sometimes be secured at shorter notice, often with softer daily rates and more flexible routing options that allow you to include all three islands.
Yes. Grand Cayman to Cayman Brac is roughly 90 nautical miles – an overnight passage or a comfortable half-day cruise on a faster motor yacht. From Cayman Brac, Little Cayman is just 5 nautical miles across the channel. A seven-day charter allows generous time for wall diving, snorkelling the reefs, and beach exploration across all three islands with no rushed transfers.
Standard charter yachts typically carry a tender, paddleboards, snorkelling gear, kayaks, and towable inflatables for guests of all ages. Larger motor yachts and superyachts may also include jet skis, Seabobs, scuba-diving equipment, and fishing tackle. Your Boatcrowd charter specialist can confirm the full toy inventory for any yacht and arrange additional equipment upon request.
Very much so. Grand Cayman’s sheltered west coast offers calm, shallow water along Seven Mile Beach, and the Stingray City sandbar is a child-friendly highlight where kids can interact with gentle rays in waist-deep water. Most charter yachts carry age-appropriate toys and snorkel sets, and experienced crew can adapt itineraries to suit younger travellers with shorter passages and frequent swim stops.
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