Top 5 Pickleball Destinations for 2026
From Caribbean islands to European coastlines, these are the hottest pickleball travel destinations on Courtside Living this year—with real tours you can book now.
Pickleball travel is booming, and 2026 is shaping up to be the biggest year yet. We looked at the most popular destinations across Courtside Living—based on real partner tours listed on our platform—and narrowed it down to the five places every pickleball traveler should have on their radar.
Whether you want turquoise Caribbean water, European old-town charm, or all-inclusive resort vibes, these destinations deliver world-class courts alongside unforgettable experiences.
1. Curaçao, Caribbean
The undisputed star of 2026 pickleball travel. This Dutch Caribbean island has become a magnet for pickleball vacations, with four separate tours currently listed on Courtside Living. What makes Curaçao special is the combination of consistent trade winds, stunning beaches, and a vibrant local culture centered around Willemstad's colorful waterfront.
Tours here range from the Pickleball Union Vacation with Marko Grgic & The Prince of Pickleball to the community-focused 1Hope Pickleball with a Purpose, plus options with Gina Cilento and an October getaway through All Things Pickleball. With so many operators choosing Curaçao, you can find a trip that fits your style, budget, and schedule.
Why go: Year-round sunshine, short flights from the US East Coast, world-class resorts, and the most diverse pickleball tour lineup in the Caribbean.
2. Jamaica
Jamaica is a close second with four tours across multiple resorts and regions. From the all-inclusive luxury of Sandals South Coast in Whitehouse to the vibrant energy of Montego Bay, Jamaica offers something for every pickleball traveler.
Highlights include the Pickleball Kingdom Getaway 2026 and Camp Pickleball Getaway, both set in Whitehouse, plus Pickleball in Jamaica with Michelle in Montego Bay and a 2027 Sandals experience with Gina Cilento for early planners.
Why go: All-inclusive pricing simplifies budgeting, reggae-infused culture, incredible food, and direct flights from most US cities.
3. St. Lucia, Caribbean
With four tours set against the iconic Piton mountains, St. Lucia is the most visually stunning pickleball destination on our platform. The island combines dramatic volcanic scenery with luxury resort infrastructure.
You'll find Pickleball with Jack Munro, Elite Pickleball Retreats, and Pickleball Union group trips here. Whether you're looking for intimate coaching retreats or larger group experiences, St. Lucia has you covered.
Why go: Bucket-list scenery, luxury resorts with dedicated courts, volcanic hot springs, and a more intimate island feel than larger Caribbean destinations.
4. Croatia & Slovenia
Europe's fastest-growing pickleball travel region, with five tours spanning the Adriatic coast. From Dubrovnik's medieval walls to Slovenia's Alpine lakes, this region offers the perfect blend of sport, culture, and gastronomy.
The standout is the Cruiser Yacht Pickleball Experience sailing from Dubrovnik—yes, pickleball on a yacht. There's also a 10-Day Croatia trip covering Dubrovnik and Split, plus multi-country Italy, Slovenia & Croatia itineraries and the Alps to Adriatic journey through Ljubljana, Bled, and Venice.
Why go: Unmatched cultural depth, Mediterranean cuisine, unique yacht-based tours, and the chance to combine multiple countries in one trip.
5. Spain
Spain rounds out our top five with tours in both the cosmopolitan north and the sun-drenched south. Pickleball is exploding in popularity across Spain, and the infrastructure is catching up fast.
Choose between Barcelona & Madrid for a city-focused experience with Gaudí, tapas, and urban courts, or head to Southern Spain for Malaga, Granada, Ronda, and Seville—flamenco, Alhambra, and Andalusian sunshine.
Why go: World-class food and wine, rich history, affordable compared to other European destinations, and a growing local pickleball community to play with.
Honorable mentions
A few more destinations worth watching: Portugal (Algarve coast), Switzerland (Zurich to Interlaken), Greece (Athens to Santorini), the Mexican Riviera cruise, and European river cruises along the Danube through Hungary, Slovakia, Austria, and Germany. All have active tours on Courtside Living.
Ready to book?
Browse all available tours on our Tours page, filter by destination, and connect directly with the operator. Every listing includes skill levels, pricing, dates, and what's included—so you can find the perfect trip without the guesswork.