Industry leading
Student-to-Coach ratio
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"The coaches are amazing. Not only are they knowledgable, but they're so enthusiastic and motivational. I'm going back a better player and have met so many people."
- Millie C.
Cancun, MX
Meet Your Coaches
Glen White
Pro Coach
Ellie Skingley
Pro Coach
Danea Zeigle
Pro Coach
Barrett Bass
Glen is a top coach in Florida who has taught thousands of players from the beginner to professional level. He dedicates his time to leading group clinics and private lessons while also helping the Orlando Squeeze and All Florida Pro League succeed.
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, group clinic, and private lesson.
Through her All Things Pickleball platform and on-court experience, 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're in good hands.
Pro Coach
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.
Upcoming Trips
Turks & Caicos - Oct. 1-5, 2026
Join us at Club Med Turkoise for stunning beaches and elite clinics. This is an all-inclusive experience you'll never forget.
*4 Doubles Left! Singles Sold Out!
Start your year on the court in one of the most beautiful, historic, and tourist-friendly cities in the Sunshine State.
*Special - Night of Lights
**Premium Clinics. Small Ratio. Limited Spots
St. Augustine, FL - Jan. 14-17, 2027
Start your year on the court in one of the most beautiful, historic, and tourist-friendly cities in the Sunshine State.
*Premium Clinics. Small Ratio. Limited Spots
St. Augustine, FL - Feb. 11-14, 2027
Amore 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
Helen, Georgia - Aug. 2027
Play and clinic in a charming German town known for its Bavarian-style buildings, beautiful vineyards, and outdoor recreation right here in the U.S. This vibrant Alpine village, nestled in the mountains, will transport you straight to Germany.
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. 4 Spots Left
Amore Italy - Oct. 13-21, 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. 12 Spots Left
Amore Italy - Oct. 20-28, 2027
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, MX
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.