Pickleball United Exclusive
The Cayman Islands
January 6 – 13, 2024
The Pickleball United Exclusive Vacation week in the Cayman Islands is the ultimate way to get away from it all and immerse yourself in a paradise of pickleball. Perfect your game on beautiful shaded outdoor courts, enjoy private excursions, and explore the white sand beaches and vibrant culture of this island paradise. With a week full of daily round robins, open play, and a special tournament on your last day, this trip has something for everyone. Enjoy modern accommodations with inspired spaces. Guided group tours provide unforgettable experiences like swimming with stingrays and some of the world’s top dive sites. Explore amazing snorkeling amongst the reefs teeming with colorful marine life or relax on stunning Seven Mile Beach as you soak up all that the islands have to offer. This perfect blend of pickleball playtime and vacation promises an experience sure to be remembered for years to come!
Your Package Includes:
Accommodations at the Locale Hotel
Package includes 7 nights in your choice of accommodations. Enjoy modern, spacious rooms and an incredible location that’s less than 500 feet from Seven Mile Beach! The boutique hotel is set in the heart of the business and entertainment district and is only an 8-minute shuttle ride to Pickleball Cayman. Guests have access to numerous hotel amenities including a saltwater pool, crossfit station, onsite dining, free WiFi, smart TVs, and more. As one of the best rated hotels in the Cayman Islands and TripAdvisor’s #1 best value on Grand Cayman, guests are sure to have a relaxing and comfortable stay.
Daily Breakfast, Lunch, & Dinner
Package includes breakfast, lunch and dinner daily. A hot made-to-order breakfast is a great way to start the day! For lunch, choose from light and healthy meals like wraps and salads or more substantial street food favorites at Pickleball Cayman’s onsite restaurant, The Roost. Dinners will be arranged each evening with some of Cayman’s leading restaurants, with a new and unique option to enjoy every night. Options include everything from delicious regional specialties to modern fusion dishes. No matter your mood or tastes, there’s something for everyone!
All Transfers
Your package includes transportation to and from the airport, the pickleball facility, and all excursions. So, the only thing you have to worry about is having a great time!
Round Robin Play & Court Time
Your vacation week in Cayman offers plenty of opportunities for you to play pickleball. You’ll get daily court time, as well as round robins with local players and even an optional tournament on the last day. So, get ready to show off your skills and have some fun on the courts!
Popular Local Tours
This trip doesn’t just offer pickleball – it also includes some amazing excursions that’ll make your trip even more memorable! You can hang out with friendly stingrays in the shallow waters at Stingray City, snorkel along the pristine protected reefs, experience a magical golden-hour sunset sail catamaran cruise with snacks and drinks, and visit the Cayman Spirits Distillery to learn about the rum-making process and try their award-winning spirits. These excursions are the perfect mix of fun, relaxation, and culture, making your trip unforgettable!
Package Price: $2,995
Price per person, based on double occupancy. Taxes and fees are $192. Single occupancy supplement $159 per night
Choose from 2 room categories below:
Sleeps 4 guests max. 
2 Queen beds 
1 Bathroom 
425 Sq. ft. 
Not playing pickleball?
Enjoy the accommodation, all meals, excursions and airport transfers for $2,450
Terms & Conditions
Package rates are in US dollars and include government tax and all applicable fees.
Package rates are priced per person, and based on 2 people sharing 1 room.
Packages cannot be combined with any other discount or promotion.
Package rates are subject to change.
Flights to Grand Cayman are not included.
Alcoholic drinks are not included with meals.
Drop-in clinics and private lessons are available for an extra fee.
A 25% deposit is required at time of booking.
Deposits are fully refundable up until 45 days of arrival.
Remaining balance is due 45 days prior to arrival.
Reservations are non-refundable within 45 days of arrival.
Your Event Coordinator
James Main
I began my career in the Pacific Northwest as a Health and Fitness Instructor in 1998. While teaching students during a unit in racquet sports, my passion for Pickleball was ignited. Many years later and a relocation to the mountains of Colorado gave me a new opportunity; to introduce Pickleball to a new population of players. I was instrumental in developing Pickleball programs throughout the region, constructing and repurposing courts, as well as teaching and coaching. As Athletic Director and Recreation Manager, I created a five-city tournament series, brought professional players to the area to conduct workshops, and served as a Regional Ambassador for USA Pickleball. I turned to sports tourism and founded Destination Pickleball organizing 5-star vacation packages with Pickleball pro instructors in exotic locations. I have competed at the highest level winning the Rocky Mountain State Games in Men’s 5.0 and Gold at the first ever PPA Tournament in Men’s 5.0 to name just a couple. I served as President of the Board for my local Association planning, constructing, and operating a new facility in Latin America once again opening the world of Pickleball to an entirely new international audience. Over 20+ years in the Pickleball world and still loving it.
About Pickleball Cayman
Pickleball Cayman is the Caribbean’s premier destination for pickleball enthusiasts! Our mission is to provide top-notch facilities, programs, and services for players of all skill levels. Our state-of-the-art shaded and outdoor courts are designed to exceed international standards, featuring high-quality surfaces, lighting, and equipment. And when you’re not playing pickleball, you can explore the beautiful and vibrant island of Grand Cayman, with its stunning beaches, rich culture, and delicious cuisine. At Pickleball Cayman, we’re committed to providing a memorable and rewarding experience for all our guests.
Come join us for the ultimate pickleball adventure in paradise!