by Elizabeth Higginbottom
Let me tell you about one of our favorite new places to bring a group. Sandals Regency La Toc sits on 220 acres of rolling hillside above the Caribbean Sea in Castries, Saint Lucia, and we’re kicking off our very first Pickleball in Paradise trip there in December 2026 with a private trip for the MidWest Pickleball group: great pickleball all morning, long dinners and new friendships all evening. If you’ve been thinking about a St. Lucia pickleball vacation, this is the one I’d point you to first.
Our Pickleball in Paradise trips at La Toc bring together reserved court time, coaching with top notch Pros, all-inclusive resort comforts and a group of players who quickly stop being strangers. We’ve sent more than 2,000 players to the Caribbean since 2021, and we can’t wait to add Saint Lucia to the list of places our players return to year after year.
Sandals La Toc pickleball: play, learn and connect
Here’s how a week with us usually goes. You arrive, unpack once, and from the next morning on, the courts are yours with the group: clinics, round robin or team tournaments and open play, all on time we reserve exclusively for Pickleball in Paradise guests. No negotiating for court space with the whole resort — we’ve already handled that.
Our trips are designed for players who already know the game and want to play it better. With top notch Pros leading every clinic, coaching is geared toward refining skills, not covering the basics. Depending on the clinic and your goals, that can mean working on shot selection, court positioning, consistency at the non-volley zone or a more confident third shot drop.
Away from the court, the group experience is where the week really clicks. You’ll share a private cocktail reception, a private beach farewell dinner and a lot of laughter in between — it’s how a pickleball trip turns into a pickleball community. And a word to the wise: our first La Toc week hasn’t even happened yet, and it’s already spoken for. The Midwest Pickleball Club private trip in December 2026 sold out in advance, and so did our January and February 2027 getaways. Some trips are private and invite-only, so check each listing for its booking details.
A picturesque resort with room to relax
Set on a 220-acre hillside estate in Castries, Sandals Regency La Toc pairs tropical scenery with the convenience of an all-inclusive stay. The resort is adults-only and designed for couples. Three pools, four whirlpools and a beach give you a choice of places to slow down between games.
The resort lists 10 specialty restaurants and eight bars, including a swim-up bar. Your stay includes meals, snacks, drinks, in-room minibars and Robert Mondavi Twin Oaks wines. For guests who like to mix active days with downtime, resort activities include snorkeling, PADI-certified scuba diving, paddleboarding, kayaking, Hobie Cats, beach volleyball and use of the fitness center. Daily activities and evening entertainment add more options beyond the courts.
Some island experiences are optional extras rather than part of the trip package. Ask us about excursions to the Pitons, Sulphur Springs or Soufriere, or consider adding time at the Red Lane Spa. The resort also includes green fees at nearby Cap Estate Golf & Country Club, an 18-hole course with ocean views.
The VIP touches that make the trip feel special
This is the part I love most about my job. Every guest gets a welcome bag, a first-evening Meet & Greet with the Pros, a private cocktail reception and a private beach farewell dinner to close out the week — plus a 5-by-7 group photo that somehow always ends up framed. And because we plan everything at no cost to you when you book through Pickleball in Paradise, your only job is to show up with your paddle.
Rooms, travel and what to know before you go
The featured packages list the Emerald Honeymoon Oceanview category, with starting prices based on two people sharing a room. In addition to the standard room categories, room upgrades may be available for an additional cost and are subject to availability; butler service is also an optional upgrade, not a standard feature of every booking.
The trip price includes resort accommodations, all-inclusive dining and drinks, airport transfers, water and land sports, fitness center access, resort activities and most gratuities. Airfare and travel insurance are not included. Gratuities for butlers and shuttle drivers may also be extra. Private airport transfers, expedited airport services, extra nights and island excursions are optional add-ons.
- Deposit: $400 to reserve your place.
- Final payment: Due 95 days before the trip.
- Airport: Hewanorra International Airport (UVF); the resort is about a 34-mile scenic drive away, and shared round-trip airport transfers are included in the packages.
- Room notes: Sandals rooms have one king bed; a rollaway may be requested.
- Planning: We can help you explore room options, add extra nights and arrange eligible upgrades.
Review the trip page’s payment and cancellation terms before booking, and consider travel insurance to protect your plans.
Upcoming Pickleball in Paradise trips at Sandals La Toc
Right now we have two 2027 trips open at La Toc. Prices are per person based on double occupancy and subject to availability — and with how quickly our first La Toc weeks filled, I wouldn’t wait long to raise your hand.
March 7–13, 2027: John and Leesa Walker
Join IPTPA Master Certified instructors John and Leesa Walker for a week of coaching, group play and island time. John is Director of instructional programming at Pickleball Charlotte and a frequent tournament medalist. Leesa oversees Pickleball Charlotte programming. Both hold the highest IPTPA instructor certification available and are Paddletek Brand Ambassadors.
Prices start at $3,699 per person, double occupancy.
View the March 2027 trip and inquire
November 7–14, 2027: Mary Helen Atkins and Jodie Merrill
Spend the week with Suncoast Pelicans co-owners Mary Helen Atkins and Jodie Merrill. Mary Helen is a Champion/Senior Pro player, a top-ten player in the world, an APP Tour competitor since the tour began, an IPTPA-certified instructor and an IPTPA Director. Jodie has four years of teaching experience and has earned multiple 4.5 medals, including bronze at the US Open.
Prices start at $3,349 per person, double occupancy.
View the November 2027 trip and inquire
Rates, room availability and trip details can change, so contact us to confirm current options. Secure your spot early if one of these dates fits your calendar!
St. Lucia pickleball vacation: frequently asked questions
Is pickleball part of the Sandals La Toc experience?
Yes. Sandals offers dedicated pickleball courts, open play and USA Pickleball-approved equipment. Our group trips add reserved court time and a planned program of clinics, round robin or team tournaments and open play.
Is airfare included in the listed trip price?
No. Airfare and travel insurance are not included. Round-trip airport transfers between Hewanorra International Airport and the resort are included in the group package.
Can I add extra nights or an upgraded room?
Often, yes, subject to availability and additional cost. In addition to the standard room categories, optional room upgrades, butler service and extra nights may be available; ask us to check the details for your preferred trip.
What should I pack for the courts?
Bring your paddles, court shoes, comfortable playwear and any personal gear you prefer. Contact us if you’d like to confirm equipment arrangements for your specific dates.
Ready to plan your luxury pickleball vacation?
If a week of coaching, court time and Caribbean sunsets sounds like your kind of trip, we’d love to have you. Explore our upcoming Pickleball in Paradise trips or reach out directly — helping with the details is what we do, and it costs you nothing.
Would you rather be part of our first-ever La Toc class or join one of the 2027 weeks? And which would you choose: March with John and Leesa Walker or November with Mary Helen Atkins and Jodie Merrill? Tell us in the comments — I read every one!
Contact Us!
Elizabeth Higginbottom
Director, Pickleball in Paradise
Email: [email protected]
Phone: 843-331-6955
Website: www.pickleballinparadise.com
