14 trips open · 2026 & 2027
Pack your paddle. We’ve booked the rest.
Guided pickleball vacations for players of every level. Courts, coaching and hotels are all arranged, so you just show up and play.
Our picks for this season
Latest trips
Hand-picked departures. Small groups and nothing for you to organize.
Latin America
16 spots left
Colors of Colombia
February 1-8, 2027
Discover the heart of Colombia through world-class pickleball, breathtaking landscapes, vibrant culture, and unforgettable adventures.
From $3,650
North America
Coming soon
Hill Country Hideaway
Nov 8th – 12th, 2026 | Apr 4th – 8th, 2027
Improve your game while unwinding at Sage Hill Inn & Spa
From $2,400
Latin America
Fully booked
Nicaragua’s Pacific Paradise
December 5th – 11th, 2026
Enjoy great pickleball, stunning scenery and a relaxed week at Rancho Santana.
From $3,795
Asia
By request
Hokkaido Horizons
May 14th – 23rd, 2027 | Jun 5th – 14th, 2027
Join us for a 10 day pickleball adventure across the Northern island of Japan!
From $3,650
Europe
12 spots left
Captivating Croatia
May 2nd – 10th, 2027
Join us for an incredible Adventure through stunning Croatia!
From $4,525
Europe
Coming soon
Alps to Adriatic
Aug 26th – Sep 2nd, 2027
Improve your game while taking in the stunning beauty of Slovenia and Italy!
No trips match those filters yet. Try another region or a wider window.
Your first trip with us
Finding and reserving courts abroad is the hard part. We handle the courts, hotels, coaching and cultural days, so the only decision left is where.
01
Pick a destination
Filter by region and month, then open a trip to see its dates and price.
02
Reserve your place
Pick your room type and pay a deposit to hold your spot.
03
Turn up and play
Courts, coaching, hotels and culture days are booked. Bring a paddle and shoes, and we’ll handle the rest.
Google reviews
What travelers say when they get home
5.0
★★★★★
★★★★★
We thoroughly enjoyed our first Pickleball Trips to Croatia. The itinerary and accommodations were all top notch! We stayed in three different cities in Croatia, and all three hotels were wonderful and in great locations. The pre…
★★★★★
First Class! The trip to Croatia is the 6th trip that I've taken with Pickleball Trips. Each of these trips are well planned, with excellent accommodations, and great pickleball instruction and play with locals. Croatia is no…
★★★★☆
Logistics were well planned. Really liked playing with local clubs. Only suggestion is that I was pooped after the daily excursions, and that was when we were scheduled to play pickleball. Not sure if anything could be done about…
Private groups
Bring your own group
Your dates, your level, your itinerary. Hokkaido and Belize currently run as private departures only.
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Go far, play local. Running guided pickleball travel since 2016.