Join Ascent Pickleball and Justin Umbs for Pickleball in Paradise!
Pickleball in Paradise Vacations invites Ascent Pickleball players to experience the ultimate tropical pickleball getaway at Sandals Regency La Toc in beautiful Saint Lucia, April 10-17, 2027.
Escape the lingering chill of winter and trade it for warm Caribbean sunshine, swaying palm trees, and breathtaking ocean views. Set on 220 secluded acres and nestled along a stunning half-mile crescent-shaped beach, Sandals Regency La Toc offers the perfect backdrop for an unforgettable week of pickleball, relaxation, and fun.
Designed exclusively for our group, this all-inclusive experience combines world-class pickleball with luxury resort amenities. Enjoy dedicated courts reserved exclusively for our players, white-sand beaches, premium cocktails and mocktails, five-star gourmet dining, exciting island activities, and plenty of time to relax and recharge.
During your seven-night stay, you’ll enjoy daily pickleball sessions on courts reserved just for our group for three hours each morning. Whether you’re looking to improve your game, connect with fellow players, or simply enjoy the sport you love in a spectacular setting, this trip offers the perfect balance of play and paradise.
The Pickleball in Paradise Vacations team will be with you every step of the way, providing detailed guidance before your trip, including airport information, resort transfer instructions, packing recommendations, and tips for making the most of everything Saint Lucia has to offer.
Join us for an incredible week of pickleball, friendship, luxury, and Caribbean sunshine—we can’t wait to welcome you to paradise!
Meet Your Pro
Justin Umbs
Born and raised in New Castle, Justin graduated from Slippery Rock University with a degree in health and physical education. He discovered his love of pickleball in his job as a YMCA executive director. He began playing pickleball in 2016 and teaching pickleball full time in 2019. He has played at the 5.0/pro level ever since and at times had a DUPR over 6.0+ .and coached over 70 pickleball camps nationwide. He was the Club Pro at Woodfield Country Club in Boca Raton and is now the Director of Pickleball at Ascent Pickleball in New Castle.
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
Set on a sprawling 220-acre estate of rolling hillside, Sandals Regency La Toc is a stunner. This is a resort that inspires from every angle — whether you’re peering down at the shore from the private pool of your oceanview villa or enjoying a glass of wine on your beachfront patio. Swim up to the bar or dine by the water — and savor all the dining at two nearby Sandals Resorts in Saint Lucia. If you’re into putting around, our nearby Cap Estate Golf & Country Club offers an 18-hole course with breathtaking ocean vistas.
Luxury Poolside $6598 ($3299 per person based on double occupancy)
These elegant poolside rooms overlook the resort pool and have partial ocean views. All rooms feature a custom crafted king-size bed, flat screen TV, sitting area and a bathroom with a walk-in shower and back-lit mirror. Accented with a decorative French balcony with floor-to-ceiling sliding glass doors. These rooms are located at the heart of the resort in the Esperance building on the second & third floors. For your refreshment, your room includes Robert Mondavi varietal wines and a refrigerator stocked with bottled water, juice, soda and local beer.
View: Partial Oceanview, Pool, Tropical Garden
Bedding: 1 King Bed
Emerald Honeymoon Oceanview $6798 ($3399 per person based on double occupancy)
Located in the heart of the resort, these classically elegant island-style rooms offer a range of beautiful views overlooking the resort’s iconic main pool, the crystalline sea or the lavishly landscaped grounds. Romantic and serene, with all the touches of modernity, each is appointed with dark crown moldings, mahogany furnishings and cool stone floors set against a palette of soft cream and ivory. Enjoy the scents and sounds of the Caribbean from a decorative French balcony of floor-to-ceiling sliding glass doors protected by a white wrought-iron rail in all other rooms. For your refreshment, your room includes Robert Mondavi varietal wines and a refrigerator stocked with bottled water, juice, soda and local beer.
View: Oceanview, Pool, Tropical Garden
Bedding: 1 King Bed
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.
No! Vaccination requirements have been lifted for all of our current destinations.
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!
