Beginner Pickleball Retreats In Beautiful Destinations

What if learning pickleball could be a luxurious joyful experience?

Learn the game . Relax . Reconnect with play

Step Onto the Court With Confidence

Learning something new as an adult can feel intimidating.
This retreat is where beginners step onto the pickleball court with curiosity instead of pressure.

Learn the Game the Right Way

Less Thinking, More Dinking is a luxury pickleball retreat designed for people who have always wanted to try the game but didn’t know where to start. Instead of crowded courts or competitive environments, you’ll learn alongside other beginners in a relaxed, supportive setting with guidance from a certified pickleball coach who specializes in teaching new players the fundamentals of the game.

A Weekend Designed for Play and Connection

Spend a long weekend in the desert learning pickleball, enjoying nourishing meals, connecting with new friends, and rediscovering the joy of play. With structured instruction, plenty of time to practice, and a welcoming group of beginners just like you, the experience is designed to help you build confidence on the court while enjoying a beautiful retreat environment.

The Pickleball Boom — and Why Beginners Need Support

223% growth in three years!

Pickleball has become the fastest-growing sport in the United States, with millions of new players discovering the game every year. Courts are popping up in parks, neighborhoods, and communities across the country as people of all ages fall in love with a sport that is social, accessible, and incredibly fun to play. But for many beginners, walking onto a court for the first time can feel surprisingly intimidating. Experienced players are often already in rhythm with the rules, the etiquette, and the pace of play. Without guidance, new players can feel unsure about where to stand, how to keep score, or how to join a game already in motion. Too often, people try it once, feel uncomfortable, and walk away — missing out on a sport that could bring them years of movement, connection, and joy. Less Thinking, More Dinking was created to change that experience. This retreat is designed specifically for beginners who want to learn the game in a relaxed, supportive environment. With guidance from a certified pickleball coach, you’ll learn the fundamentals of the game — from stretching and basic techniques to court positioning, rules, etiquette, and the natural rhythm of play. Just as importantly, we acknowledge the emotional side of learning something new: the awkward first attempts, the learning curve, and the confidence that builds as you begin to understand the game. By the end of the retreat, you’ll feel comfortable walking onto a pickleball court anywhere — whether it’s in your hometown or while traveling — knowing how to play, how to engage with others, and how to enjoy the game. Because pickleball isn’t just a sport. It’s a way to move your body, build friendships, and become part of a community you can carry with you for a lifetime.

Meet the Team

The Retreat is Perfect For You if…

✔ You’ve always wanted to try pickleball
✔ You feel intimidated walking onto a court
✔ You love retreats and meaningful experiences
✔ You want to learn in a supportive environment

Luxury Accommodations

Less Thinking. More Dinking.

Sometimes the hardest part of learning something new is simply taking the first step.

This retreat was created to make that step easier — a place where beginners can learn the game, laugh through the learning curve, and discover just how fun pickleball can be when the pressure disappears.

In a beautiful desert setting, surrounded by supportive people and guided by a certified coach, you’ll gain the confidence to step onto any pickleball court and join the game.

Because the goal isn’t perfection.

It’s connection.
It’s movement.
It’s play.

And sometimes the best thing we can do for ourselves is simply think a little less… and dink a little more.

Retreat Details

Our first Less Thinking, More Dinking retreat will be held in a beautiful private home in La Quinta, California.

3 Days . 2 Nights

• Small group experience (8–12 guests)
• Instruction from a certified pickleball coach
• Wellness practices and connection time
• Nourishing meals and retreat-style accommodations

Estimated retreat investment:
$900 – $3,000 depending on room selection.

Join the interest list to receive early access when registration opens.

  • "Lena has a way of creating an environment where you immediately feel comfortable trying something new. There was no pressure, just encouragement, laughter, and the feeling that everyone was learning together."

    — Retreat Guest
    Serenity Cove Experiences

    Janelle

  • "What Lena creates isn’t just an event, it’s a space where people connect. I left feeling more confident, energized, and grateful for the friendships that formed over such a short time."

    — Retreat Guest
    Serenity Cove Experiences

    Nanette

  • "What makes Lena’s experiences different is the way she creates a space where it’s completely okay to be new. There’s encouragement, laughter, and zero pressure. By the end, I felt proud of myself for trying something I never thought I would."

    — Retreat Guest
    Serenity Cove Experiences

  • "Lena has a gift for creating spaces that feel both beautiful and welcoming. Every detail is thoughtful — from the setting to the atmosphere — so you feel relaxed, cared for, and able to fully enjoy the experience."

    — Retreat Guest
    Serenity Cove

By the end of the Less Thinking, More Dinking retreat, something shifts.

What once felt intimidating begins to feel familiar. The rules make sense. The rhythm of the game starts to click. And the nervousness of stepping onto a court is replaced with confidence and curiosity.

You’ll leave knowing how to stretch properly, how to keep score, how to move around the court, and how to comfortably join a game anywhere you go.

But more than that, you’ll walk away with something bigger than pickleball.

New friendships.
A deeper connection to play.
And the confidence that it’s never too late to try something new.

Because sometimes the most meaningful transformation begins with a simple decision:

to step onto the court and start.

Every retreat brand begins with a first gathering — a small group of people who come together to learn, connect, and help shape what the experience will become.

Our first Less Thinking, More Dinking retreat will be intentionally small, welcoming just 8–12 guests for an intimate weekend of learning, laughter, and connection.

As part of this founding group, you’ll experience the retreat before it grows into future destinations and larger gatherings. Your feedback and experience will help shape what these retreats become in the years ahead.

If this idea resonates with you, join the interest list and be the first to hear when the founding retreat opens for registration.

Founding retreat guests may receive special pricing and early access to future intermediate and advanced player retreats.

Be Part of the First Less Thinking, More Dinking Retreat