Industry leading
Student-to-Coach ratio
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A 5:1 student-to-coach ratio ensures quality, hands-on pickleball instruction, organized play sessions, and a lively community that's ready to vacation.
Meet Your Coaches
Glen White
Pro Coach
Ellie Skingley
As Head Coach of Central Winds Pickleball, Glen has taught thousands of players of all levels. Once earning a 5.0+ level, he started dedicating his time to helping all players meet their goals.
Pro Coach
Barrett Bass
Between passionately coaching and successfully playing in the All Florida Pro League, Ellie spends her time as a Selkirk Pro Player where she brings her 5.5+ level to the court each competion and clinic.
Pro Coach
Danea Zeigle
As a lead coach of PlayPickleball.com, Barrett is a 5.0+ player who shapes the game each day. Whether he's making instructional videos or developing paddles, Barrett's always on the court.
Pro Coach
Through her All Things Pickleball platform, Danea has coached and connected with tens of thousands of players from all around the world. All it takes is one-minute on the court to know you feel welcomed.
Upcoming Trips
Turks and Caicos - Oct 2026
Join us at Club Med Turkoise for stunning beaches and elite clinics. This is an all-inclusive experience you'll never forget.
**SPOTS SELLING FAST!**
Antigua - January 2027
Start the year with sun, relaxation, and pickleball in a tropical paradise where they boast "365 beaches." One for every day of the year.
Italy - April to May 2027
This Italian experience blends pickleball with unforgettable moments of culture, cuisine, and connection. Improve your game while touring Rome, Siena, Florence, and Assisi.
**Premium, Small-Group Travel. LIMITED SPOTS**
August 2027
Play pickleball with cool summer breezes and scenic views. This trip will be announced shortly.
Italy - October 2027
This Italian experience blends pickleball with unforgettable moments of culture, cuisine, and connection. Improve your game while touring Rome, Siena, Florence, and Assisi.
**Premium, Small-Group Travel. 6 SPOTS REMAINING**
Costa Rica - Feb 2028
Play and improve your pickleball while enjoying the sights and sounds of the Arenal Volcano region, where wildlife and golden sunsets frame each day.
Personalized Pickleball Experience
A 5:1 student-to-coach ratio with seasoned coaches means tailored pickleball instruction and organized game play just for you.
Balance of Play & Leisure
Whether you're playing pickleball, exploring the country, or simply enjoying downtime, you'll be making memories with each experience.
Why Travel With Us
Carefully Curated Destinations
Handpicked locations, resorts, and excursions that are designed to immerse you into a new country and its culture.
Stress-Free Planning — We Handle It All!
Kick back, relax, and enjoy your pickleball vacation as we plan each itinerary for you.
“I can confirm that this was a
life changing trip for me... The pickleball clinics were top notch. Learned a ton and met new friends. Can't wait to do it again.”
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Nathan B.
Cancun
The Pickleball Vacation Club is more than just a trip—it’s a growing community of players who share a passion for the game and traveling the world. Hear from our players about their unforgettable experiences on and off the court.
Testimonials
“Loved the student-to-coach
ratio and progressive lesson
plans. I have already booked my next trip!”
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Neil R.
Costa RicA
“The trip was awesome, unbelievable place, fantastic courts, great competition. But I especially enjoyed the coaches. I definitely saw my game improve from the first day to the last.”
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Eric
COSTA RICA
More Info?
info@bestpickleballtrips.com
Welcome to the Pickleball Vacation Club. Your curated resource for high-end pickleball trips and expert-led vacation planning. If you have any questions, please fill out the info form or email us directly.