Cayman Island 5 Day 4 Night
An intimate luxury pickleball experience designed for a select group of guests—where world-class play meets elevated wellness, chef-curated cuisine, and refined island experiences, all set against the turquoise waters and effortless sophistication of Grand Cayman.
Accommodation
EXPERIENCE OVERVIEW
One Villa. One Group.
One Exceptional Week.
This is not a clinic or a camp.
It’s a fully curated experience where pickleball is just the beginning — designed for players who value both the level of play and the quality of everything around it.
Courts/Programming
Pickleball Cayman
Cayman Pickleball And Tennis Academy
Not Playing Pickleball?
Enjoy curated excursions, wellness experiences, cultural discoveries, and exceptional dining. From spa treatments and scenic adventures to poolside relaxation and local cuisine, every moment is thoughtfully designed to deliver the same luxury, connection, and discovery that define the Luxury Pickle Travel experience.
WHAT’S INCLUDED
- Luxury villa accommodations (8 couples max)
- Daily on-court programming with World-Class Pros
- Private chef meals and select dining experiences
- Wine tastings and curated local experiences
- Transportation throughout the experience
- Wellness and recovery sessions
- Full concierge support before and during the trip
WHAT IS NOT INCLUDED
- flights
- travel Insurance
- Optional Add-on Experience
HOW IT WORKS
- Secure your spot with a Priority Advance Deposit
- Receive your private booking confirmation and documents
- Finalize room selection and preferences
- Prepare for your Italy experience
PRIOR EXPERIENCES
Our first two Costa Rica Signature Weeks And One Italy Signature Week were filled immediately with founding guests.
FREQUENTLY aSKED qUETIONS
Investment: $7,999.00 per person
Priority Advance Deposit — Luxury Pickle Travel
Secures priority access and your place on this curated experience.
The deposit is applied toward your total investment.
$4,000 per person
Remaining balance due 60 days prior to arrival
After checkout, you’ll receive your booking confirmation and Travel Service Agreement via DocuSign.
Past Trips Highlight
What our customers say
Incredible Setup for all levels
Rem R.
Great Experience, Book it now
Jackie S.
Pickleball, Lifestyle, Hospitality
Tara F.