Our Retreat Model

Picklebilly retreats are designed around a simple idea: create exceptional pickleball experiences that feel personal, seamless, and deeply enjoyable for everyone involved. We bring together outstanding coaching, thoughtfully chosen destinations, and small groups to create an environment where guests can improve their game, connect with others, and fully enjoy the experience.

Each retreat is carefully curated in partnership with coaches, local hosts, and trusted providers. We coordinate the retreat programming, accommodations, and activities while working closely with our partners to ensure every detail reflects the quality and spirit of the experience.

Our approach is intentionally collaborative. We value clear communication, flexibility, and long-term relationships with the people and places we work with. Whether partnering with a coach or a destination team, our focus is on creating a week that feels welcoming, well-organized, and memorable for guests while supporting a smooth and professional experience behind the scenes.

Participants arrange their own travel to and from the destination, while Picklebilly manages the retreat experience once guests arrive.

What Past Coaches and Participants Say

“None of this retreat would have been possible without Janice Mundee, who curated every detail — housing, food, registration, and excursions. Absolute magic.”

— Tracy Wilcox/ Pickleball Coach

I was terrified—flying halfway around the world to join a group of strangers in Costa Rica? No clue what to expect. But I took the leap of faith, and it was AMAZING!

Wild game nights that left us crying with laughter, gourmet feasts from our private chef fueling every adventure, top-notch coaching that pushed me to expand, and challenging open play to practice our newfound tips and tricks.

Beautiful friendships, stronger pickleball skills, mental tenacity that’s changed me, and memories I’ll cherish forever.

Worth every penny. Can’t wait for the next one!

-Giselas Plazas/ pickleball player

Being part of the instructional staff in Costa Rica was incredibly meaningful to me. The camaraderie among the group was special, and I truly enjoyed working alongside such supportive, passionate people.  I also gained valuable personal insights from the experience, which made the trip even more rewarding. 

—Kelly Mada/ Pickleball Coach

Partner With Picklebilly

We love collaborating with passionate coaches and exceptional destinations to create meaningful pickleball travel experiences.

Are You a Coach?

Do you love the game, spend time on the court, and feel called to bring your community together through travel? Picklebilly partners with coaches who want to lead unforgettable retreats without having to manage all the logistics alone.

We help with planning, coordination, guest experience, and operational support so you can focus on what you do best — coaching, connecting, and creating a great week for your players. Whether you’re exploring your first retreat or looking to grow your travel offerings, we’d love to collaborate.

Are You a Resort or Club?

Do you have a beautiful property, pickleball facility, or destination that would be a great fit for hosting small groups of enthusiastic players? Picklebilly works with resorts and clubs to bring curated groups of 16–30 guests who value quality experiences, great play, and a welcoming environment.

We partner with destinations that want to showcase their location while creating memorable stays for guests and long-term relationships built on trust and collaboration.

👉 Let’s talk about hosting a retreat.