Custom Luxury Charters
About Us
Our mission is to offer our guests unrivaled experiences while ensuring service and luxury in our yachts with the best prices. Our commitment is to guarantee an unforgettable yachting experience and beautiful life long memories.
Our Story
Luxury on the Water in Grand Cayman
At Surfside Charters, we redefine luxury on the water in Grand Cayman — where refined comfort meets effortless adventure. As a premier private sail and powerboat charter company, we curate bespoke experiences for couples, families, and groups of friends who appreciate exceptional service, elevated surroundings, and a touch of excitement.
Every charter is entirely tailored to you. From peaceful moments under sail to vibrant, adventure-filled afternoons, our team thoughtfully crafts each experience around your pace, your preferences, and your vision of the perfect day at sea.
Our distinguished fleet features two exceptional vessels: the elegant 56ft Lagoon Catamaran Bamboozled, designed for spacious comfort and graceful cruising, and the sleek 38ft Intrepid Mojito Majic, delivering a more dynamic, high-performance experience. Each offers a seamless blend of style, sophistication, and world-class hospitality.
The itinerary is yours to create. Explore crystal-clear waters, snorkel thriving coral reefs, or visit iconic destinations such as Stingray City and Starfish Point. Sip champagne at sunset, discover the magic of bioluminescence, or embrace the thrill of tubing, paddleboarding, and fishing.
For those seeking something truly distinctive, Surfside Charters is proud to offer one of the most exclusive on-water experiences in the Cayman Islands: Seabobs. As one of the only charter providers on island to feature these cutting-edge water toys, our guests can effortlessly glide above and below the surface — adding a unique sense of freedom, play, and exploration to their day on the water.
Of course, luxury is also found in simplicity — whether that means basking in the Caribbean sun, enjoying the gentle rhythm of the sea, or taking in the breathtaking beauty that surrounds you. From serene mornings to golden-hour escapes and unforgettable evenings, our private charters are available throughout the day — each one delivering a perfect balance of sophistication, adventure, and lasting memories.
The Crew
Your Guides on the Water
Along with personal service, the professional crew will ensure you enjoy your charter. All our crew is carefully selected for their qualifications and exemplary customer service: our crew members share a unique passion for sailing, cruising and hospitality. With years of boating experience and a wealth of local knowledge, our crew are your indispensable guide to all the great attractions.
From showing you the best spots to snorkel to serving up your favorite drinks and snacks, or choosing the perfect spot for an amazing sunset, your crew’s only goal is providing an unforgettable vacation experience for everyone aboard.
Treat Yourself
Experience the Cayman Islands in Luxury
Half-day, full-day, sunset and fishing charters — built around exactly the day you have in mind.
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