Top 5 Pickleball Vacations
If you’ve ever imagined a vacation where your mornings start with crisp volleys on sun-drenched courts and your evenings end with a cocktail in hand watching the sunset — a pickleball vacation is your dream trip. These experiences are part sport, part escape, and all fun. Below is a list of five of the best pickleball vacations out there, in no particular order, each offering something unique for players who love the game and the lifestyle that comes with it.
1. Elite Pickleball Retreats
Created by 5.0+ pro players and coaches Aaron Reznik, Matt Slowinski, and Alex Szczepkowski, Elite Pickleball Retreats is designed for players who want to significantly elevate their game while soaking in a luxury travel experience. Their retreats feature world-class coaching, matchplay, personal goal setting, private lessons for each player, match play, and mindset sessions, all set against tropical backdrops. Between the clinics and the courts, guests at Elite Pickleball Retreats enjoy incredible food, social events, and downtime at resorts chosen for both comfort and beauty. It’s part top-tier training camp and part paradise getaway, and you’ll leave with sharper skills and an incredible trip experience.
2. Pickleball Getaways
Co-founded by world #1 Ben Johns and top pro Dekel Bar, Pickleball Getaways takes players to destinations like Antigua, Costa Rica, and Mexico for an all-inclusive blend of coaching, competition, and resort relaxation. Each trip includes pro-led clinics, structured match play, and social events that make it easy to connect with other players. While Collin Johns isn’t a co-founder, he’s often part of the lineup of pros who attend these trips, adding extra value for anyone hoping to learn from the very best. Pickleball Getaways is the perfect mix of skill building, sunshine, and pure vacation joy.
3. Pickleball in Paradise
If you’re after the classic resort feel with pickleball as the main attraction, Pickleball in Paradise delivers. Their all-inclusive Caribbean getaways combine beachfront courts, group play sessions, and a laid-back atmosphere where the hardest decision you’ll make all day is whether to play another game or grab another drink. The staff takes care of everything, accommodations, food, court access, so you can focus entirely on fun, friendships, and forehands.
4. Empowher Pickleball Retreats
For women who want to combine travel, sport, and connection, Empowher Pickleball creates experiences that go beyond the court. Each retreat brings together women from across the country for a week of skill sessions, social events, and confidence-building activities. It’s about growth in every sense, from improving your technique, to expanding your circle, to leaving inspired. Whether you’re a new player or a lifelong competitor, this is where community meets competition in the best possible way.
5. Social Serve Retreats
For those who like their vacations with a side of luxury, Social Serve Retreats offers exclusive pickleball-focused getaways at some of the world’s finest resorts. Think championship-level instruction from world-class coaches, curated excursions, and elegant accommodations where every detail is handled. It’s pickleball for the traveler who appreciates a glass of champagne as much as a clean third-shot drop.
