TAMARINDO, COSTA RICA
ARRIVE — CONNECT — PLAY — REFLECT — CELEBRATE
JANUARY 12-19, 2027
An Elevated Pickleball Escape
Trade your routine for sun, great play, and a private villa in Tamarindo.
Train with Coach Scott, then unwind poolside, at the beach, or over chef-prepared meals with a small, easygoing group.
This is a week of better pickleball, effortless connection, and just enough adventure to make it unforgettable.
Come for the game. Stay for everything else.
What’s Included | January 12–19, 2027
→ Daily Pickleball Training with Coach Scott Fliegelman
→ 7 Nights in a Private Luxury Tamarindo Villa
→ Chef-Prepared Meals Daily (breakfast plus one additional meal each day)
→ Round-Trip Private Airport Transfers (Liberia – LIR)
→ Private Ensuite Accommodations with A/C and Wi-Fi
→ Snorkeling and Sunset Dinner Cruise along the Pacific Coast
→ Adventure Day: Ziplining, Horseback Riding, Tubing, and Volcanic Hot Springs
→ Beach Club Access with Pool, Restaurant, and Bar
→ Morning Yoga on Select Days
→ Live Music during Select Dinners
→ Daily Housekeeping
→ On-Site Host Support Throughout the Week
→ Free Time for Beach Walks and Poolside Relaxation
→ Airfare NOT included
Pickleball Training
This isn’t endless drilling—it’s training that sticks.
Four days of focused sessions (three hours each) on private courts, dialing in the shots and strategies that matter most.
Then you take it straight into play—coached games, competitive matchups, and real points that sharpen your instincts fast.
You’ll leave playing smarter, more confident, and more in control.
Luxury Villa Accommodation
Stay at Villa Encantada, a spacious private estate in Tamarindo designed for comfort, relaxation, and connection. With expansive suites, shared living spaces, and an on-site chef, it offers a seamless and elevated retreat experience just minutes from the beach and courts.
Tamarindo, Costa Rica
Sample Itinerary
Every retreat follows a thoughtfully curated rhythm of coaching, play, adventure, and time to relax. Activities may shift slightly based on weather, group preferences, and local opportunities — but the spirit of the experience remains the same.
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Fly into Liberia International Airport (LIR)
Private transportation to the villa (approx. 1 hour 30 minutes)
Settle in and unwind
Afternoon pickleball coaching, training and open play
Welcome gathering and dinner at the villa
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Breakfast at the villa
Early morning yoga
Pickleball coaching, training, and open play
Lunch
Relax by the pool (massages available)
Explore Tamarindo night market
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Breakfast
Pickleball coaching, training, and play
Lunch
Massages by pool
local hike
Enjoy the villa’s resort-style pool
Dinner at a beach club
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Breakfast
Tour: Zipline, horseback ride, tubing, hot spring soak and lunch
Dinner at the villa with live local musicians
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Breakfast
Pickleball coaching, training, and play
Lunch
Shopping in Tamarindo, Catamaran, snorkeling, and sunset dinner tour
Dessert back at the villa
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Breakfast
Guided nature hike
Lunch
Optional massages or spa time
Pickleball in Tamarindo with local players
Relax and enjoy the villa
Group dinner
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Breakfast
Pickleball coaching, training, and play
Lunch
Optional bike rentals or free time
Final farewell dinner with local musicians
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Breakfast
Check-out
Private transportation to Liberia International Airport (LIR)
About Coach Scott Fliegelman
About Coach Scott Fliegelman
Scott Fliegelman brings a lifetime of high-level competition, deep athletic experience, and a genuine love of the game to every court he steps on. A former Division I tennis player who competed professionally, Scott spent years immersed in endurance sports and high-performance training before discovering pickleball in 2019 — and quickly rising to become a top-10 senior player in both doubles and singles.
Known for his strategic mind, competitive edge, and passion for continuous improvement, Scott has competed against the best players in the country, including in the National Pickleball League, where he served as a team captain and mentor. What truly sets Scott apart, though, is his ability to connect with players — he believes the heart of pickleball lies in teamwork, trust, and camaraderie, and he brings that philosophy into every coaching session.
Travelers can expect thoughtful instruction, smart strategy insights, and a supportive environment that helps players elevate their game while enjoying the experience. Spending a week on court with Scott means learning from someone who not only understands high-level competition, but also loves helping others grow and have fun along the way.
Testimonials
Simple & Transparent Pricing
Pricing is designed to cover the full retreat experience—from accommodations and organized pickleball sessions to curated activities—so you can focus on enjoying your time. Guests arrange their own travel, while everything on-site is thoughtfully managed.
$3,799
per person with double occupancy and airfare not included.
What Happens After You Reserve
Your deposit holds your place in the retreat and confirms your intent to join us in Tamarindo.
You’ll receive a confirmation with next steps and important trip details.
Trip updates + planning support. We’ll stay in touch with updates, reminders, and helpful planning information as the retreat approaches.
Final payment: Your remaining balance will be invoiced prior to the retreat.
After final payment, you’ll receive a detailed participant form to collect travel details, preferences, and final acknowledgements so we can prepare for your arrival.
Get ready for Costa Rica ☀️🏖️ Pack your paddle — we’ll take care of the rest.
