Antigua

November 7th - 14th, 2026

$7,000 Per Couple ($3,500 Per Person); Limited Availability Single Occupancy $6,000

Antigua Pickleball Getaway | November 7–14, 2026

Immerse yourself in the ultimate pickleball escape at the stunning Pineapple Beach Club, nestled along Antigua’s pristine white-sand shoreline. This adults-only, all-inclusive retreat blends laid-back luxury with vibrant island energy, offering the ideal balance of play, relaxation, and connection.

Throughout the week, enjoy 12+ hours of curated pickleball instruction, open play, and exclusive opportunities to take the court alongside professional players. When you’re not playing, unwind in paradise with six relaxed dining venues, multiple bars, and the unmistakable turquoise waters that define Antigua.

Off the courts, embrace everything the resort has to offer—from serene beach days to thoughtfully scheduled social gatherings designed to connect you with fellow players. Optional off-site excursions provide additional opportunities for adventure, while our themed evening events add a touch of fun and unforgettable island flair.

This is more than a getaway—it’s a world-class pickleball experience set in one of the Caribbean’s most beautiful destinations.

Your perfect blend of sport, relaxation, and unforgettable memories awaits in Antigua.

Elevate Your Pickleball Experience

Get ready for a pickleball getaway like no other! Start your mornings with tailored clinic sessions designed to enhance your skills and elevate your game. Throughout the day, enjoy optional events where you can connect with our team and fellow participants, building friendships that extend beyond the court. In the evenings, take part in coached open play sessions, where expert guidance meets friendly competition to help you refine your strategy and technique. The itinerary below is an outline of what your trip will look like. Please know this itinerary may be subject to change and we desire to make this experience fun, engaging and inviting. As we get closer to the trip’s start date, we will email a final itinerary. We also will provide daily updates via a group chat. This chat will be available to join a week before your trip starts!

Schedule To Be Annouced

David Dutrieuille

Founder

David Dutrieuille – Athlete. Coach. Visionary.

David has proudly served the pickleball community at the local, regional, and national levels, making a lasting impact both on and off the court. His expertise has been recognized by major publications such as CNN, Fortune, Well & Good, LiveStrong, and Men’s Health, where his insights into the sport have been widely featured.

As the former National Pickleball Director of Life Time, David designed training curriculum for the nation’s largest network of pickleball facilities and teaching professionals, influencing the way the sport is taught and experienced across the country. On the competitive stage, he has earned prestigious honors as a U.S. Open Silver Medalist at the 5.0 level and a U.S. Nationals Bronze Medalist, and today he continues to compete at the professional level.

David’s deep knowledge of paddle technology, performance trends, and pickleball business development uniquely positions him at the forefront of the sport’s growth. Yet, his greatest strength lies in his coaching. With a passion for individualized instruction rooted in sound mechanics, David has guided both professional athletes and dedicated enthusiasts toward reaching their fullest potential.

Driven by a genuine love for people and for the game, David’s mission extends beyond teaching pickleball—he inspires a lifestyle transformation, helping players embrace the sport not just as a competition, but as a lifelong journey of growth, community, and joy.

Sydney Sonday

Sydney Sonday – Athlete. Competitor. Coach.

Sydney Sonday brings a rare blend of elite athleticism and professional pickleball experience to every lesson she teaches. A ten-time All-American swimmer, Sydney knows firsthand the discipline, grit, and drive it takes to perform at the highest level. That same competitive spirit carried over to her pickleball journey, where she quickly rose through the ranks and earned a world singles ranking of #15 early in her career.

Along the way, Sydney has had the opportunity to train and teach alongside some of the top touring professionals in the game, including Lea Jansen and AJ Koeller. Learning from and competing with the best has shaped her approach—not just in how she plays, but in how she coaches. Her ability to break down complex mechanics, paired with her energy and passion for the game, makes her an inspiring and approachable teacher for players of all levels.

Whether you’re looking to sharpen your fundamentals, improve your pickleball strategy, or take your competitive game to the next level, Sydney brings the knowledge, intensity, and encouragement that help athletes succeed. She knows what it takes to chase excellence, and she’s dedicated to helping others unlock their potential on the pickleball court.

With Sydney as your coach, you’re not just learning the game—you’re learning how to compete, grow, and play with confidence.

Lawrence Kasay

Lawrence – Athlete. Mentor. Inspirational.

Lawrence is a three-time U.S. Open Medalist, three-time National Medalist, collegiate athlete, and a true Minnesota pickleball legend. Beyond his achievements on the court, he is also a devoted father and a powerful example of resilience and perseverance. His journey from Liberia to the United States is both inspiring and unmatched, a story of determination that continues to motivate those around him.

As a coach, Lawrence brings a unique perspective shaped by his non-racquet sport background, which allows him to connect with players in ways many professionals cannot. His style is direct, practical, and effective, with just the right touch of technical detail to help athletes unlock new levels in their game.

I’ve had the privilege of partnering with Lawrence over the years, and his presence has been nothing short of a blessing in my life. His unwavering dedication—both in life and on the court—makes him not only a one-of-a-kind coach but also a remarkable teammate and role model. I’m proud to have him as part of our team.

Double Occupancy

Standard Room Pool Terrace: $7,000 or $3,500 Per Person

Room Upgrades

Contact for more details

Limited Availability Single Occupancy

$6,000 Per Person

Room Upgrades

Contact for more details

First Payment: March 1st, 2026

Second Payment: July, 1st, 2026

Final Payment: September 1st, 2026

  • Luxurious Accommodations
    • Stay in a beautifully decorated, fully equipped room.
    • Accomodations come standard with a king-size bed or two single-size beds for double occupancy.
  • All-Inclusive Dining
    • Enjoy delicious meals, snacks, and drinks, including alcoholic and non-alcoholic beverages.
  • Exciting Nightlife
    • Participate in optional entertainment and themed events hosted by our team.
  • Pickleball Excellence
    • Engage in daily coached open pickleball play.
    • Improve your skills with tailored clinics led by National Champions.
  • Fun-Filled Activities
    • Take part in resort activities, water sports, beach sports and more.
    • Enjoy non-motorized activities to round out your adventure.
  • Convenient Travel
    • Airport transfers to and from Antigua Airport (ANU) to resort.
    • Complimentary WiFi, taxes, and all tips and gratuities ensure a stress-free experience.

Deposits are NON-refundable.

If canceling 90-120+ days from date of trip:  Loss of the deposit

If canceling 62-90 days from date of trip: 50% refund

If canceling 61 or fewer days from date of trip: No refund

Client testimonials

Vinh Tu

David D has one of the best pickleball program in the Midwest and a great player himself.  Keep up the good work David!!!!

Audrey Keane

David is fabulous to work with and helped my game tremendously!!! I would take more lessons from him.

Lucia Renikoff

Your style was a perfect fit.  Loved your enthusiasm and your ability to break down what we needed to learn into small techniques that built upon each other.  You also were able to incorporate lessons learned from our experiences in other sports to help us understand the “why” that went with the “how”.  Thank you for treating us like athletes and challenging us to learn and get better - all with a big smile on your face.

Todd Olson

David has a positive vibe about him that makes his teaching experience second to none. He knows his stuff and explains it thoroughly. Also, he has the biggest smile in all of pickleball!!

Sammy Lee

Pickleball Pioneers is the real deal! David D is one of the nicest guys you’ll ever meet on and off the court. A very accomplished high level 5.0+ player, and is a fabulous teacher! You will have a great time while also learning and improving new skills and aspects of the game! 💯💯💯

Rhonda Holland

David is both an amazing player and instructor! He is clear with instruction, patient, always encouraging and brings out the best in my playing.

Paul Nobles

My wife and I started working with David/Pickleball Pioneers because we were struggling to get better just playing (and we were playing a lot). David does a good job of NOT going easy on you and exposing areas to work on that give IMMEDIATE results. Literally after our first session we were noticeably better. Really hard to imagine not working with a coach after working with David.

Christopher Wong

You can't go wrong with David. Super friendly, genuine, and very enthusiastic about pickleball, along with high aspirations upon life itself. He's knowledgeable and likes to share his passion of teaching the game to others wanting to learn and become better. Excellent and professionally put together is how to sum up what David does.

Fuyei Xaykaothao

David and his team are top notch players and coaches!  I’ve had the pleasure of working with David for several years now not only as a coach but also as a drilling partner and Pickleball ambassador.  His contagious positive attitude has allowed many players to improve both on and off the courts!  We are super proud to have him as one of our PikNinja Sports ambassadors!

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