Adventure, the Island Way

Charter the Extraordinary

From vibrant reefs to serene shores, we take you beyond the ordinary. Whether it’s snorkeling at Rum Point or sun-soaking at Starfish Point, every trip is curated with care, comfort, and Caymankind warmth.

Get an Estimate
View Video
Escape to the Extraordinary

Start Your Grand Cayman Escape

Set sail on a private charter through the crystal-clear waters of Grand Cayman. Swim with stingrays, unwind at Starfish Point, and explore hidden reefs—all with exceptional service and local charm.

Get an Estimate
View Video
Crafted Just for You

Your Cayman Adventure, Your Way

Experience the island like never before with tailor-made adventures to Stingray City, Starfish Point, or the island’s vibrant reef systems. Every charter is designed around you—relaxed, personal, and unforgettable.

Get an Estimate
View Video

Start Your Unforgettable Journey Today!

Book your customized adventure now and immerse yourself in the tranquil beauty of this pristine paradise. Explore the captivating charm of Grand Cayman’s coastal wonders with us.

Captivating Destinations. Lasting Memories.

Untitled design (37)

It's part of who we are -

Experience the epitome of hospitality with Cayman Kind Watersports, where our dedication to kindness elevates every aspect of your journey. From warm welcomes to personalized service, we infuse the spirit of kindness into every interaction, ensuring your charter experience is not only exceptional but also filled with genuine care and hospitality. Choose us for your next adventure and discover the true meaning of 'Cayman Kind'.

- Maximize Your Charter Experience -

Each charter is fully customizable to your wishes. You'll have the flexibility to select from a range of stops offered on the island. Decide how much time you'd like to spend at each stop, and we'll tailor the itinerary to match your preferences.

News

- EXPLORE GRAND CAYMAN -

Frequently Asked Questions

While visiting beach restaurants/bars, you’ll come across separate businesses, and you’ll be responsible for any bills incurred there. However, with us, there are no additional fees beyond what you feel appropriate for the crew as a tip and any optional additions/purchases. The price for the trip includes all permits, gas, tickets, licenses, etc., necessary for the various stops, covering both the boat and the crew.

You’re welcome to bring any additional beverages or food on board as you wish, preferably in non-glass containers. Alternatively, we can arrange to have food and drinks provided for you. If your charter is scheduled before 10:00 am when liquor stores open in Cayman, and you’d like alcohol on board, simply inform us in advance, and we’ll ensure it’s available!

Certainly! We’d be thrilled to welcome you back. Be sure to inquire about our returning customer discount when you make your next booking!

- VIEW THE GALLERY -

- Kind Words from Our Guests -

Discover what our satisfied guests have to say about their unforgettable experiences with Cayman Kind Watersports.

Shopping Basket