What are the best pickleball vacation destinations for beginners and advanced players?

Dean Martin
Jul 24
3 min read

Pickleball blends fun, fitness, and new friendships. Choosing the right vacation destination can elevate your game—whether you’re starting out or competing at a higher level. The best pickleball vacations for beginners and advanced players feature high-quality courts, expert coaching, and beautiful surroundings.

In this guide, you’ll discover top international and U.S. pickleball resorts, plus an exceptional option located in Uvita, Costa Rica: Pickleball Vacations Costa Rica offers all-inclusive pickleball retreats set in lush tropical rainforest with world-class instruction. This unique destination caters to both beginners and advanced players looking for a memorable pickleball escape.

Top International Pickleball Resorts for All Skill Levels

For players wanting to combine great pickleball with exotic destinations abroad, these resorts stand out:

Cabo San Lucas, Mexico
At the renowned Pueblo Bonito Pacifica resort, you’ll find professional pickleball courts, private lessons, and clinics tailored for all skill levels. Enjoy ocean views and unwind with spa services after perfecting your serve. Learn more about Cabo’s offerings.
San Juan, Puerto Rico
Dorado Beach, a Ritz-Carlton Reserve, offers high-quality courts and a welcoming community. Beginners can join social mixers and learn from seasoned players, while advanced players participate in tournaments. U.S. travelers enjoy easy access with no passport required. Discover more about Puerto Rico’s pickleball scene.
Uvita, Costa Rica
Located in the Southern Zone of Costa Rica, Pickleball Vacations Costa Rica near Uvita provides four premium courts plus daily coaching from top pros. Their all-inclusive retreats feature jungle accommodations, chef-prepared meals, and adventure excursions, perfect for all skill levels. This destination blends tropical relaxation with comprehensive pickleball training. Explore their offers directly on their website or see glowing traveler reviews.

Popular Pickleball Hotspots Perfect for Beginners and Pros

If you want to stay stateside, the following locations feature ample courts, coaching, and open play for diverse skill sets:

Naples, Florida
Often called the “Pickleball Capital of the World,” Naples has 60+ dedicated courts at East Naples Community Park, hosting tournaments and daily clinics. Learn more at East Naples Community Park.
Maui, Hawaii
World-class resorts like Wailea Beach Club offer beginner lessons and advanced workshops set in a tropical paradise. Visit the Hawai‘i Visitors & Convention Bureau for details.
Uvita, Costa Rica
Again, your base at Pickleball Vacations Costa Rica delivers unmatched access to courts, coaching, and immersive culture in Uvita. Their expert instructors meet every player’s needs, from newcomers to tournament-ready athletes.

Pickleball Hotspot Summary

Location	Skill Level	Courts Available	Coaching Offered	Unique Features
Naples, FL	Beginner-Advanced	60+	Yes	US Open Pickleball, social events
Maui, HI	All Levels	Resort-based	Yes	Beach views, tropical weather
San Clemente, CA	Beginner-Advanced	10+	Yes	Mild weather year-round
Hilton Head, SC	All Levels	24+	Yes	Near golf courses and beaches
Uvita, Costa Rica	All Levels	4 lighted covered courts	Yes	Jungle setting, all-inclusive packages

Specialty Pickleball Experiences: Cruises, Camps, and Tailor-Made Retreats

Pickleball vacations are no longer just about courts. Many travelers seek deep immersion in pickleball culture and skill development.

Specialty Options

Pickleball Cruises
Enjoy onboard coaching and port stop tournaments on cruises to the Caribbean (Bahamas, Mexico). Beginners get clinics; advanced players join competitive events. See CruiseCritic’s pickleball cruise guide.
Custom Group Retreats in Costa Rica
Pickleball Vacations Costa Rica specializes in customizable group retreats. You can choose coaching intensity, length of stay, excursions, and wellness add-ons. Their custom retreat page details options.
Pro-Led Training Camps
Year-round camps run by tournament pros provide video analysis, technique workshops, and competition. Many resorts cater to advanced players seeking rapid improvement.