Picklebilly Presents:
TAMARINDO, COSTA RICA
ARRIVE — CONNECT — PLAY — REFLECT — CELEBRATE
With Sarah Bowman
February 1-8, 2027
An Elevated Pickleball Escape
Trade your routine for sun, great play, and a private villa in Tamarindo.
Train with Senior Pickleball Pro Sarah Bowman, 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 | Feb. 1-8, 2027
$3,799
per person with double occupancy: airfare not included.
→ Pickleball Training with Coach Sarah Bowman
→ 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.
-
Fly into Liberia International Airport (LIR)
Private transportation to the villa (approx. 1 hour 30 minutes)
Settle in and unwind
Welcome appetizers/ meet and greet
Welcome gathering and dinner at the villa
-
Breakfast at the villa
Pickleball coaching, training, and open play
Lunch
Games/poker tournament
Dinner at the Villa with live music
-
Breakfast
Adventure excursion: ziplining, horseback riding, hot springs, tubing, and lunch
Dinner back at the Villa
-
Breakfast
Pickleball clinic and play
Afternoon massages/facials at villa
Sunset beach dinner
-
Breakfast
Pickleball coaching, training, and play
Lunch
Shopping in Tamarindo, ladder play at 15 Love Tamarindo
Dinner at Caprichos
Dessert back at the villa
-
Breakfast
Guided nature hike
Lunch
Sunset catamaran cruise
Dessert at the Villa
-
Breakfast
Pickleball coaching, training, and play
Lunch
Optional bike rentals or free time
Final farewell dinner with local musicians
-
Breakfast
Check-out
Private transportation to Liberia International Airport (LIR)
About Sarah Bowman
About Sarah Bowman
Sarah Bowman didn't stumble into pickleball — she was drawn to it at exactly the right moment. A former Division I varsity tennis player at Princeton, Sarah spent decades channeling her competitive fire into law, legal recruiting, and raising two strong daughters. Then, in 2019, she closed a difficult chapter and started a new one. She found pickleball through a local rec catalog, showed up one night a week, and within a few years was competing on the national pro circuit. That trajectory — from rock bottom to ranked No. 7 in women's senior pro singles on the APP Tour — isn't just impressive. It's the foundation of everything she teaches.
What makes Sarah exceptional on court is what makes her extraordinary off it: she's lived the transformation she coaches. She knows what it feels like to rebuild yourself from the ground up, and she brings that understanding into every lesson — whether she's working with a brand-new player or an aspiring tournament competitor. As a USA Pickleball Ambassador, podcast co-host, and life coach, Sarah doesn't just teach technique. She holds space for the person behind the paddle. For a Picklebilly retreat — where great coaching meets genuine human connection — there is no better fit.
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.
