Pickleball Travel

Play Somewhere Worth
Traveling For

The fastest-growing sport in the world has outgrown your local park. Schwan Travel Group plans pickleball trips for groups of any size, from resort weeks built around the game to tournament travel and destination getaways where the courts are as good as the company.

All Journeys
The Idea

Your Game Deserves a Better Backdrop

You've mastered the strategy. You know your partners. You play three times a week and you're still hungry for more. The next step isn't a new paddle. It's a new destination.

Schwan Travel Group plans pickleball travel for groups of every kind: club getaways to destinations built for the sport, tournament trips for competitive players, and resort weeks where the game is the centerpiece rather than an afterthought. From Naples in January to Portugal in October, there are courts worth planning a trip around.

Two players facing off across the net at an urban outdoor pickleball court
Where to Play

Courts Worth Booking a Flight For

Pickleball has gone global. These destinations have the courts, the climate, and the culture to turn a good trip into an unforgettable one.

Players competing at an outdoor pickleball court with a city skyline backdrop
Florida Gulf Coast
The Pickleball Capital

Naples has more dedicated courts per capita than anywhere else in the United States, and its East Naples Community Park hosts the US Open Pickleball Championships every spring. The culture here is built around the sport, with organized ladders, daily open play, clinics, and a winter season that draws serious players from across the country. For groups who want to play multiple sessions a day in the most pickleball-dense city in the world, nowhere compares.

East Naples Community Park (64 courts), US Open Pickleball Championships, Naples Pickleball Center, Cove Inn on Naples Bay, Olde Naples Pickleball Club

Neon yellow pickleball resting at the corner of a blue and green court
California Desert
Resort Pickleball Done Right

The Coachella Valley has fully embraced the sport, with multiple luxury resorts adding dedicated court complexes alongside pools, spas, and world-class dining. The warm, dry climate makes year-round play viable, and the instruction and programming available here rivals anything in the country. Play in the morning, take a clinic in the afternoon, and still have time for a sunset dinner. Palm Springs rewards groups who want the full resort experience built around the game.

Rancho Las Palmas Resort, The Westin Mission Hills, Desert Princess Country Club, Indian Wells Tennis Garden, Agua Caliente Casino Resort

Pickleball court framed by palm trees with a coastal city skyline in the background
Mexico
Courts at the Ocean's Edge

Cabo's resort corridor has added pickleball courts to properties that already offered world-class fishing, whale watching, and beach access. Oceanfront play in January, with full resort infrastructure, is exactly what a group trip is supposed to feel like. Several properties now offer private court access, organized group play, and instruction alongside the dining and activities that make Cabo one of the most complete travel destinations in the Americas.

Grand Velas Los Cabos, Pueblo Bonito Sunset Beach, Paradisus Los Cabos, Dreams Los Cabos, Cabo Azul Resort

JOOLA pickleball paddle resting beside a neon ball on a vivid blue court surface
Portugal
Europe's Emerging Home Court

Portugal's Algarve was built for outdoor racket sports, and its world-class tennis infrastructure has made the transition to pickleball the most natural in Europe. Quinta do Lago, Vale do Lobo, and the surrounding resort corridor now offer dedicated courts alongside the golf, beaches, and seafood that already made the Algarve one of the continent's great travel destinations. An April or October trip here combines serious play with one of the best travel experiences in Europe.

Quinta do Lago Sport, Vale do Lobo Tennis Academy, Cascade Wellness Resort, Vilamoura Tennis & Pickleball, Dom Pedro Golf & Beach Resort

Some people play pickleball. Some people travel for it.
Who Goes on Pickleball Trips

Built for Groups Who Take the Game Seriously

Pickleball travel works best when everyone is already invested in the sport and someone else handles the logistics. We plan these trips for groups like these.

Clubs & Leagues

Take the League on the Road

Your weekly games are great. Your annual club trip to a destination built for the sport is better. We coordinate group bookings for pickleball clubs and leagues of 8 to 80, with court access, clinic time, organized play, and accommodations that keep the group together. A repeatable format that members look forward to booking every year.

Corporate & Team Events

Smarter Than a Golf Outing

Pickleball works for groups of mixed skill levels, any gender, and every fitness level, and it creates conversation the way few shared activities do. We build corporate pickleball retreats that feel like a team trip rather than an obligation: actual play, friendly competition, and the kind of offsite that people actually talk about afterward.

Friends, Couples & Families

Everybody Can Play

Pickleball is rare in that a 20-year player and a first-timer can share a court and both have a genuinely good time. Friend groups, couples retreats, multigenerational families, and anyone who wants to combine an active getaway with an actual vacation will find that pickleball travel fits in a way that few sport-focused trips do.

Pickleball player raising a paddle dramatically against a bright sky
What We Handle

All You Need to Focus On Is Your Dink Game

Organizing a pickleball trip for a group is more work than it looks. Court availability, instruction scheduling, mixed skill levels, companions who don't play, travel timing. We've done this before, and we handle all of it.

  • Court reservations at top facilities and private clubs
  • Group clinic scheduling and certified instruction
  • Accommodations at or adjacent to dedicated pickleball resorts
  • Tournament registration and competitive event coordination
  • Airport transfers and on-site ground transportation
  • Off-court activities, dining, and group excursion planning
  • Itinerary planning for non-players traveling with the group
  • Flights, arrival logistics, and on-trip support

Your Group Has the Players. We Have the Destination.

Tell us the size of your group, how competitive you want to get, and what kind of experience you're after. We'll plan the rest.