Sanibel Island, Florida

When we select a destination, we aren’t simply looking for a beautiful beach or great pickleball courts. We’re looking for a place where the entire experience works together. Sanibel gives us that.Sundial Beach Resort & Spa sits directly along the Gulf, with spacious accommodations and plenty to enjoy when we aren’t on the courts.Spend your free time at the beach, relax by the pool, take out a kayak or paddleboard, grab a bicycle or explore the island. There’s plenty to do without needing to fill every minute.

Some women arrive with a friend. Others come on their own. Some are ready to work on their game, while others are equally excited about the destination and meeting new people.You don’t need to know anyone or wonder where you’ll fit. We’ll make introductions, help everyone get settled and take it from there.Here’s a glimpse of how your time in Sanibel unfolds.ARRIVAL DAYYour experience begins when you arrive at Sundial Beach Resort & Spa.Settle into your room, explore the resort and begin meeting the women you’ll be sharing the next five days with. We’ll make sure you know what’s planned and where you need to be.There is no coaching scheduled on arrival day.TIME ON THE COURTEach coaching day includes up to four hours of reserved court time on four courts set aside for The 16 Society.The courts are scheduled to be fully refurbished by the end of 2026, just before our arrival.Coaching is customized around the women attending within our reserved court time. You’ll learn through live play, real-game situation and feedback you can actually use.We’ll focus on strategy, positioning, shot selection, partner movement, court awareness and making smarter decisions during play.Everyone does not need to arrive with the same skill level or goals. That’s the advantage of keeping the group small and coaching the players in front of us.AFTERNOONS & EVENINGS ARE YOURSOnce coaching and lunch are finished, the rest of the day is yours. Hunt for shells along Sanibel's mile-long beach, relax by the pool, book a spa treatment, take out a kayak or paddleboard, grab a bicycle and explore - or do absolutely nothing.Dinner is your choice. Join women from the group, dine with those you came with, or enjoy a quiet evening on your own. We'll share dining option, but there are no assigned tables and no packed evening schedule.A SANIBEL GOLF CART ADVENTUREOne day after pickleball, we’re trading court shoes for golf carts and heading out to explore Sanibel together. We’ll cruise the island, make a few fun stops and roll into the original Cheeburger Cheeburger. Come hungry... your hardest decision may be choosing the shake.Lunch includes your choice from a special group menu, which will be shared before the experience.BEFORE YOU KNOW IT...You’ll leave with a better understanding of your pickleball game, a phone full of pictures and a group of women who no longer feel like strangers.Departure is January 15. There is no coaching scheduled on departure day.

COACHING BUILT AROUND THE GROUPUp to four hours of reserved court time each coaching dayFour courts reserved for The 16 Society during coachingSmall-group coaching with Becki Wheeler and Laura OuelletteLive play with real-time coaching and feedbackStrategy, positioning, shot selection, partner movement and court awarenessOrganized play designed around the groupYOUR SANIBEL EXPERIENCEFour nights at Sundial Beach Resort & SpaGarden-view accommodations based on the room selectedBreakfast and lunches during your stayResort fees and applicable lodging taxesAccess to the Gulf-front beach and poolsBeach chair and umbrella serviceResort bicycles, kayaks, paddleboards and other included activitiesSANIBEL BY GOLF CARTGroup golf cart adventure with stops around the islandHosted lunch at the original Cheeburger CheeburgerNOT INCLUDEDAirfaretransportation between the airport and resortDinnersAlcoholic beveragesSpa servicesPersonal purchasesActivities outside the published itineraryTravel insurance. Life doesn’t always go according to plan. We strongly encourage every guest to purchase comprehensive travel insurance.

Investment begins at $2950 per person, double occupancy. Room selections and current availability will be shown during the reservation process.A $750 non-refundable reservation deposit secures your place and is applied toward the total price.The remaining balance will be divided into two scheduled installments, due on or before:October 20, 2026November 20, 2026Anyone registering after a scheduled payment date will be responsible for all payments due as of the date of registration. More information about payment installments and complete experience details will be provided after registration.No refunds will be issued for cancellations made within 30 days of the experience. See Terms for full details.