Elevate Your Game in Paradise!
Join your friends from WinLine Pickleball for six unforgettable nights of pickleball, paradise, and fun at the newly redesigned Sandals South Coast in beautiful Whitehouse, Jamaica!
Led by pickleball pros Juliana Ruggiero and Lauren Belk, this exclusive getaway combines fantastic pickleball, friendly competition, and plenty of opportunities to relax, reconnect, and make incredible memories together.
Trade your everyday routine for Caribbean waters, swaying palm trees, and warm tropical sunshine. Imagine starting your mornings on the pickleball courts with friends and spending your afternoons lounging by the pool, strolling along the white-sand beach, or sipping your favorite tropical cocktail. This is what pickleball in paradise is all about!
From relaxing afternoons in the sunshine to lively evenings with friends, every day offers something new to enjoy!
Meet Your Pros
Juliana Ruggiero
After discovering pickleball, Juliana quickly fell in love with its energy, community, and strategic depth, ultimately becoming a Club Pro and certified coach at Creekside Sports Club. Now, she spends nearly every day coaching players of all levels, combining technical expertise with genuine enthusiasm to help others unlock their potential on the court. A young entrepreneur- a multifaceted force both on and off the court.
Lauren Belk
Lauren Belk played tennis for 14 years before discovering pickleball and quickly embracing its intensity, strategy, and social energy. Now a certified coach, she focuses on creating a fun, engaging environment where players can build skills, confidence, and a genuine love for the game.
Included in Your Stay
- Pickleball Mixers, Round Robins Shootouts, Open Play and More!
- 5 Star All-inclusive luxury resort accommodations
- Gourmet Dining: all food and beverages
- Unlimited premium drinks and cocktails
- Water and Land sports
- Fitness center
- Multiple restaurants
- Daily activities and nightly entertainment
- Transfers to and from the airport
- Private Cocktail Party
- Private Beach Farewell Dinner
- Most Gratuities
NOT Included in Your Stay
- Airfare
- Travel Insurance
- Gratuities for Butlers and shuttle drivers
Location and Accommodations
PLEASE NOTE: Most rooms at Sandals Resorts only contain one king bed. Rollaway can be requested, if desired. Rooms are the same rate whether there are one or two occupants.
A limited number of rooms at Sandals South Coast have two queen beds. Book early if you would like to reserve one of these, as they fill up fast!
Experience a part of Jamaica that remains pure and undeveloped. It’s like Jamaica in its original form. Set along a 2-mile stretch of the pristine south coast of Jamaica, this entire all-inclusive resort has been designed to embrace the coastline. Even our innovations are influenced by water.
Longbeach Beachfront Club Level Suite w/ Balcony Tranquility Soaking Tub
Rate – $5298 ($2649 per person based on double occupancy)
We’ve got palm trees and Caribbean vibes – both outside and inside our beachfront club level rooms. With balconies that face out towards the beach, pool or tropical gardens, every view is a sight to see. Enjoy the ocean breeze while taking a dip in your private Tranquility soaking tub or sink into your spacious king-size bed after taking in everything the resort has to offer.
- View: Beachfront, Oceanview, Pool, Tropical Garden
- Bedding: 1 King Bed
Silver Sun Beachfront Club Two Queen Junior Suite
Rate – $5998 ($2999 per person based on double occupancy)
A bright second or third floor room with a fresh Sandals first: two queen beds. From your balcony in the Silver Sun buildings at Sandals South Coast, take in ocean views over coffee, cocktails, or that quiet hour before dinner. Inside, a sofa, stocked bar, smart TV, long vanity, walk-in shower, and separate soaking tub give you a calm, comfortable place to come back to after a day on South Coast’s wide-open shore. Plus, enjoy all the exclusive perks that come with being part of Club Sandals. For arrivals as of November 18, 2026.
- View: Oceanview, Pool
- Bedding: 2 Queen Beds
Optional Upgrades
- Room upgrades (based on availability)
- Butler service
- Private airport transfer
- Expedited airport services
- Extra nights at the resort at a discounted rate
- Island excursions
Trip FAQ’s
Yes! Many of our guests arrive early or stay late to enjoy all the amenities our gorgeous resorts offer. We are pleased to help you save some money, too, by offering you the group rate we have negotiated with the resort.
Sandals Resorts offer only one king bed in all of their rooms. However, we can request a rollaway for your room.
We highly encourage you to purchase travel insurance. After you have made your deposit and completed your client tasks on our portal, we send you travel insurance quotes from Allianz, a highly respected agency.
Yes! The resorts we use are luxury resorts that cater to anyone who is looking for fun in the sun. There is so much to do at the resort that you can easily fill your day and night without stepping foot on the pickleball court. Those looking for some relaxing down time will find that here too! The lounge chairs throughout the properties, both on the beach and at the pools, offer plenty of places for some R&R.
Our rates are designed to deliver an exceptional, all-inclusive group experience, so we do not offer discounts for non-players. Every guest enjoys a thoughtfully curated program featuring exclusive events like a private dinner on the beach, a private cocktail reception, a Meet & Greet, and a Welcome Bag—along with access to our signature pickleball clinics and tournaments.
A deposit of $400 is required to secure your room for your Pickleball in Paradise vacation.
- In the event that you need to cancel your trip, $200 of the deposit is refundable 95 days before your departure. Or, if you are unable to keep the reservation for your originally booked dates but would like to change to a different trip, the full deposit amount may be transferred to another Pickleball in Paradise trip through Straight Away Travel in the same calendar year.
- 95 days before the trip – the full balance for the trip is due.
- 95 days before the trip – all payments are nonrefundable.
VIP Extras Included with Every Pickleball in Paradise Trip
- Discounted group rate for a luxury all-inclusive vacation
- Stress-free planning at no cost to you (when you book through Pickleball in Paradise we take care of every detail)
- Private cocktail reception with a selection of appetizers
- Private beach dinner for the group
- 5 X 7 group photo
- and so much more!
