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UPCOMING RETREATS

Limited

Aruba Sun & Sand Retreat

Destination: Destination: Miami to Bahamas

  • Dates: March 5 - 12, 2027
  • Duration: 8 Days / 7 Nights
  • Courts: 6 Dedicated Courts
  • Skill Level: All Levels Welcome
  • Max Participants: 31 Players
  • Instructors: Charles & Team
  • Package Price: From $2,199 pp
  • Availability: Limited
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Available

Caribbean Explorer Cruise

Destination: Miami to Bahamas

  • Dates: March 5 - 12, 2027
  • Duration: 8 Days / 7 Nights
  • Courts: 4 On-Board Courts
  • Skill Level: All Levels Welcome
  • Max Participants: 23 Players
  • Instructors: Charles & Team
  • Package Price: From $1,899 pp
  • Availability: Available
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Waitlist Only

Punta Cana Paradise Retreat

Destination: Dominican Republic

  • Dates: Oct 12 - 18, 2026
  • Duration: 6 Days / 5 Nights
  • Courts: 8 Dedicated Courts
  • Skill Level: All Levels (2.5 - 4.0+)
  • Max Participants: 24 Players
  • Instructors: Charles Azoulay & Team
  • Package Price: From $2,499 pp
  • Availability: Waitlist Only
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What is a Pickleball Retreat?

A pickleball retreat is a curated vacation experience designed around your favorite sport. We combine world-class instruction, structured play, and breathtaking resort destinations into an all-inclusive package. It's the ultimate way to level up your game while enjoying a luxurious getaway.

  • Immersive pickleball experience
  • Tailored instruction for all levels
  • Luxury accommodations
  • Organized social events
  • Local cultural excursions

Types of Pickleball Retreats

Weekend Getaway

  • 2-3 Days
  • Intensive Clinics
  • Quick Recharge
Best for: Busy schedules

Week-Long Escape

  • 5-7 Days
  • Deep Skill Building
  • Balanced Pace
Best for: Full vacations

Luxury VIP

  • 5-Star Resorts
  • Private Coaching
  • Gourmet Dining
Best for: Premium comfort

Skill Focus

  • Level-Specific
  • Video Analysis
  • Strategy Sessions
Best for: Competitive players

Social & Fun

  • Open Play Focused
  • Round Robins
  • Evening Mixers
Best for: Meeting people

Benefits of Going

  • Rapidly improve your technique and game strategy
  • Make lasting friendships with like-minded players
  • Reduce stress through active, healthy travel
  • Explore new cultures and stunning environments
  • Enjoy a completely hassle-free, planned itinerary
  • Return home refreshed and playing better than ever

What to Consider

  • Location: Beach, mountain, or city?
  • Level: Ensure the clinic matches your DUPR/rating.
  • Duration: How many days of play do you want?
  • Budget: From standard to ultra-luxury options.
  • Group Size: Intimate groups vs larger social events.
  • Focus: Intense training or relaxed vacation?

Popular Retreat Destinations

Beach Resorts
Mountain Lodges
Desert Oasis
City Escapes

Who Can Go?

Beginners
Intermediate
Advanced
Couples
Friends
Solo Travelers

Bring Your Favorite Travel Companion

A spouse, partner, or travel companion does not necessarily have to play pickleball to enjoy the retreat. With luxury resort amenities, beautiful beaches, cultural excursions, and relaxing pools, there is plenty for everyone to enjoy while you are on the courts!

Sample Daily Schedule

7:00 AM
Breakfast & Coffee
8:30 AM
Morning Clinic (Drills & Strategy)
10:30 AM
Open Play / Round Robin
12:30 PM
Group Lunch
2:00 PM
Free Time (Beach, Spa, Explore)
4:30 PM
Sunset Match Play (Optional)
7:00 PM
Group Dinner & Social Mixer

Tips for a Great Retreat

  • Bring a positive attitude and readiness to learn.
  • Stay hydrated and pack plenty of sunscreen.
  • Don't overdo it—listen to your body and rest when needed.
  • Introduce yourself to new players early on.

What is a Pickleball Cruise?

Imagine waking up in a new country every day, while never missing your morning pickleball game. Our pickleball cruises charter ships with dedicated onboard courts, allowing you to seamlessly blend the adventure of cruising with your love for the game.

The Ultimate Pickleball Vacation

Play Daily
Coaching
Social Events
Destinations
Relax

Popular Cruise Destinations

Caribbean
Alaska
Mediterranean
Hawaii
Bahamas
Panama Canal

Cruise Lines That Offer Pickleball

Margaritaville at Sea
Royal Caribbean
Princess Cruises
Norwegian Cruise Line
Celebrity Cruises
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RETREATS — COMING SOON

Join the retreat interest list to get early access to new destinations, special pricing, and exclusive updates before they sell out to the public.