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
Upcoming trips
10 guided departures with space left, plus private-only trips, from $2,400 per person. Filter by where and when, then pick your dates on the booking page.
Showing all 19 trips
Latin America
16 spots left
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!
Europe
Coming soon
A Taste of Italy
May 23rd – 31st, 2027 | Sep 20th – 28th, 2027
Join us for the ultimate pickleball tour of northern Italy, where expert coaching meets indulgent culinary delights and world-class wines…
Europe
16 spots left
Dinking Dutch
April 16th – 22nd, 2027
Experience the best of Dutch culture and court time!
From $3,950
Europe
12 spots left
Spectacular Switzerland
June 11th – 18th, 2027 | Sep 10th – 17th, 2027
Experience the perfect blend of pickleball and adventure on a breathtaking getaway in scenic Switzerland!
From $4,500
Aegean Island Escape
May 13th – 20th, 2027
A week of pickleball and island life on the Greek island of Paros
Latin America
Fully booked
Epic Ecuador
Jan 6th – 12th, 2027
Join us for an unforgettable pickleball vacation in breathtaking Ecuador!
From $3,300
Asia
1 spot left
Vibrant Vietnam
March 12th – 20th, 2027 | March 22nd – 30th, 2027
Explore the beauty and culture of Vietnam with Pickleball Trips!
From $3,750
Local Los Barriles
Feb 16th – 22nd, 2027
Escape the cold and join the original Los Barriles pickleball tour!
From $3,400
Africa
Coming soon
Game On!
June 20th – 30th, 2027
Experience an authentic African adventure that blends safari and pickleball like never before!
From $5,650
Latin America
By request
Blissful Belize
Winter Season 2026 & 2027
Join us for an unforgettable private pickleball vacation on beautiful Ambergris Caye, Belize!
North America
13 spots left
Wild Montana
Jul 20th – 26th, 2027 | Aug 17th – 23rd, 2027
Join us in beautiful Bigfork, MT for an unforgettable week of adventure & pickleball!
From $3,675
Asia
4 spots left
Western Japan
Apr 3rd – 12th, 2027
Join us for a 9 day pickleball adventure across Western Japan!
From $4,175
Asia
7 spots left
Exotic Thailand
Jan 12th – 21st, 2027
Experience the beauty of Thailand while improving your game with our professional instructors.
From $3,650
Oceania
13 spots left
North Island New Zealand
Mar 1st – 10th, 2027
Explore New Zealand’s North Island on this one-of-a-kind pickleball and sightseeing adventure!
From $4,200
No trips match those filters yet. Try another region or a wider window.
No trips match those filters.
Try a wider window — or ask us to build a private group trip on your dates.
Not sure which trip suits your level?
Tell us your rating and travel window — we’ll come back with two or three that fit.