Whistler Pickleball Tour

The Cayman Islands

April 21 – 28, 2024

Featuring Multiple US Open Winner and Legendary Coach, Dave Weinbach

Leave the cold behind this coming Spring and travel to the Caribbean’s premier Pickleball facility in the stunning Cayman Islands. 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 6 days full of round robins, open play, and a major weekend tournament, this trip has something for everyone. Enjoy modern accommodations with inspired spaces. Guided group tours provide unforgettable experiences like swimming with stingrays and a tour of a local distillery. 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 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. Stunning Seven Mile Beach is a 3 minute walk away and the hotel provides complimentary backpack beach chairs and towels. 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! Your first evening will include a Welcome Reception so you can get to know your fellow pickle guests before you hit the courts.

Round Robin Play and an International Tournament


Your vacation week in Cayman offers plenty of opportunities for you to play pickleball. Enjoy up to 4 hours per day of round robins with fellow travellers and local players. On the weekend of April 20-21, you can take part in the inaugural Cayman Islands Open Pickleball Tournament. So, get ready to show off your new skills and have some fun on the courts! Private lessons and clinics can be booked upon request.

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 and 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!

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!

Package Price: USD 2,495

Price per person, based on double occupancy. All gratuities, taxes and fees are included. Single occupancy supplement $178 per night. Please contact us for family pricing.

Choose from 2 room categories below:

Sleeps 4 guests max.
2 Queen beds
1 Bathroom
425 Sq. ft.
Sleeps 4 guests max.
1 King bed + 1 queen sofa bed
1 Bathroom
575 Sq. ft.

Not playing pickleball?

Enjoy the accommodations, all meals, excursions and airport transfers for $1,995

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.

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!