Join the original Pickleball Travel Company, Pickleball in Paradise! Since 2021, we’ve hosted over 2,000 players on unforgettable Caribbean escapes—and our Fall 2026 season is shaping up to be our best yet.

From world-class coaching to cocktails at the swim-up bar, we handle every detail so you can focus on your game (and your tan).

Lock in your Fall 2026 getaway:

• Sept 27: Sandals Saint Vincent (Newest Resort!)
• Nov 8: Beaches Turks and Caicos (A Fan Favorite)
• Dec 13: Sandals Royal Curacao (The Ultimate 3.5+ Escape)
  
  

Explore all our 2026 trips and full details HERE.