Pickleball Resorts for Your Own Getaway
All-inclusive Caribbean vacations with pickleball built in.
Traveling solo, as a couple, or with a few friends? Discover all-inclusive Caribbean resorts where you can enjoy quality pickleball courts alongside the vacation you want. We’ll help you choose the right resort, arrange your stay, and explore the perks available when you book through us.
We Know Pickleball. We Know the Resorts. And We Know How to Make Your Vacation Exceptional.
Looking for a Caribbean getaway where you can enjoy great pickleball and an incredible all-inclusive resort? Whether you’re traveling as a couple, with friends, or on your own, Pickleball in Paradise helps you find the perfect combination of pickleball, luxury, relaxation, and adventure.
But we’re not just another travel agency that happens to book resorts with pickleball courts.
We’re pickleball and Caribbean resort specialists with firsthand experience and relationships that make a difference.
Our team’s involvement in pickleball dates back to 1984, and since launching Pickleball in Paradise in 2021, we’ve sent more than 2,400 pickleball players on vacations. We understand what players want—from quality courts and opportunities to play to the amenities that make a vacation memorable.
We also work directly with Sandals and Beaches Resorts on the development of their pickleball facilities, giving us insight into the courts and resort experiences that you won’t find on a typical booking website.
And our travel expertise goes well beyond the courts.
Our founder, Barb Strait, has worked in travel since 2012, personally visited every Sandals and Beaches resort, and experienced more than 60% of the all-inclusive resorts throughout the Caribbean. We know the differences between properties, which resorts fit different travelers, and how to match you with the right vacation.
Our relationships don’t end when you book. We work directly with resort management teams and introduce our guests before arrival, helping the resort prepare to welcome you and understand what’s important to your stay.
When you book through Pickleball in Paradise and our award-winning travel agency, Straight Away Travel, you’re getting much more than a reservation. You’re getting personalized recommendations, firsthand resort knowledge, trusted relationships, and a team that understands both your love of pickleball and your expectations for a great vacation.
You bring your paddle. We’ll handle the paradise.
Ready to plan your own pickleball getaway? Let us help you find the right resort, the right courts, and the right experience.
Curacao
Sandals Royal Curacao
Where pickleball passion meets paradise perfection!
Sandals Royal Curacao is a luxurious, all-inclusive resort set on the picturesque island of Curacao. With its breathtaking beachfront location, lavish accommodations, and world-class amenities, the resort offers a truly indulgent escape. From gourmet dining experiences and premium spirits to exhilarating water sports and wellness activities, guests can immerse themselves in a paradise of relaxation and entertainment. The resort’s commitment to impeccable service, coupled with its stunning tropical surroundings, creates an unparalleled vacation experience for couples seeking romance and rejuvenation. The island is a great place to explore as well. You can read our recommendations HERE We will get you the best driver on the island and help with any special celebrations while you are here. Watch our resort walkthrough HERE.
This fabulous resort has 8 Brand New Dedicated Pickleball Courts
Jamaica
Sandals Montego Bay
Close to the airport and you can go to Sandals Royal Caribbean too!
This is the flagship of Sandals, the first one in the brand. It’s a luxurious all-inclusive resort located on the stunning shores of Jamaica, offering guests an idyllic getaway immersed in tropical beauty. The resort features a variety of elegant accommodations, ranging from beachfront rooms to lavish suites with private balconies and stunning ocean views. Guests can indulge in gourmet dining at multiple onsite restaurants like Butches Steakhouse pictured to the right and Soy, the best sushi in the Caribbean. The resort also boasts beautiful swimming pools, a private white-sand beach, and vibrant gardens, creating a serene atmosphere for relaxation and unwinding. Amenities at Sandals Montego Bay extend beyond the luxurious accommodations and exquisite dining options. Guests can enjoy a wide array of activities, including water sports such as snorkeling, paddleboarding, and kayaking, as well as land activities. The resort offers a full-service spa for those seeking rejuvenation, along with nightlife entertainment featuring live music and themed parties. All of the amenities are of course, included!
4 Brand New Dedicated Pickleball Courts
Bahamas
Sandals Royal Bahamian
The Bahamas’ most elegant resort with its own offshore island
Easygoing is the spirit that imbues every corner of the re-imagined Sandals Royal Bahamian, the most elegant all-inclusive resort with an exotic offshore island adventure. This beach resort offers two sky-sized pools, the all-new Coconut Grove lounge area, 5-Star Global Gourmet™ dining with 12 dining options, including 2 all-new food trucks, and an award-winning Red Lane Spa. Experience the royal treatment at this glamorous adults-only resort. During your all-inclusive Bahamas vacation, you can escape by launching in minutes to the resort’s exclusive Sandals Barefoot Cay, an authentic offshore adventure with two secluded beaches where you can relax, go for a leisure swim or explore the Bahamas’ best snorkeling. The chic Beach Club is your complimentary membership to a pool, whirlpool, swim-up bar, and the region’s best seafood house. Throughout the natural landscape, you’ll also find shaded hammocks, private cabanas, and a Zen garden with fire pit seating. Paradise: found and included! Watch our walkthrough HERE and our Private Beach video HERE. You will love this place!
4 Brand New Dedicated Pickleball Courts
St. Vincent and the Grenadines
Sandals St. Vincent and the Grenadines
A Stunning Location
This all-inclusive, luxury resort situated on the breathtaking shores of St. Vincent and the Grenadines, offering a perfect blend of beauty and adventure. Surrounded by emerald hills, crystal-clear waters, and a pristine white sand beach, this tropical paradise provides a serene retreat for pickleball players with 4 Brand New deception courts. The accommodations range from romantic beachfront cottages to lavish poolside suites, all designed to elevate the intimate experience with lavish amenities, including private balconies and butler service. The resort’s stunning infinity pools create an inviting atmosphere for relaxation, while the swim-up bars beckon guests to enjoy refreshing cocktails without leaving the water. You must travel by catamaran to see the beauty of the Grenadines and we will arrange all of this for you. The gastronomy is 5 star and the service is exceptional. Add this one to your list! To show you how gorgeous this resort is, this is a video of the entry level room HERE.
4 Brand New Dedicated Pickleball Courts
punta cana, dominican republic
TRS Turquesa Hotel
The adult-only section of Grand Palladium Resort and Spa
Located in the stunning Bavaro region of the Dominican Republic, this is a luxurious adults-only resort and is the perfect place for a pickleball trip with 8 dedicated courts that we reserve for you. Nestled along pristine white sandy beaches and surrounded by lush tropical gardens, the hotel creates a serene ambiance for its guests. Accommodations vary from spacious junior suites to elegant swim-up suites, all equipped with modern amenities, private terraces, and stunning views. Guests can bask in the sun at the expansive pool area, enjoy direct beach access, or pamper themselves at the onsite spa, which offers a variety of rejuvenating treatments. In addition to its picturesque setting, TRS Turquesa boasts an array of exquisite dining options, with several restaurants offering diverse culinary experiences. The hotel also features vibrant bars where patrons can unwind with creative cocktails and live entertainment, including a night club and casino. For those wanting extra fitness, the resort provides a selection of activities, including water sports, fitness classes, basketball, beach volleyball, a soccer field, and more.With a focus on exceptional service, TRS Turquesa Hotel ensures that every guest’s stay is both memorable and rejuvenating.
4 and soon to be 8 Dedicated Pickleball Courts
Riviera Maya
TRS Yucatan Resort
The adult-only section of the Grand Palladium Resort and Spa. Nestled within a tranquil setting, the hotel features elegant accommodations, including spacious suites with private balconies, jacuzzis, and stunning views of the lush gardens or the ocean. The resort’s design beautifully blends modern aesthetics with traditional Mexican architecture, creating a charming and inviting atmosphere.
The amenities at TRS Yucatán Hotel are designed to provide ultimate relaxation and entertainment. Visitors can enjoy a variety of gourmet dining options in several specialty restaurants, offering international cuisine and fresh seafood. The hotel also features multiple infinity pools, a world-class spa with rejuvenating treatments, and access to pristine beach areas with luxurious cabanas. For those seeking adventure, there are numerous activities available, including snorkeling, kayaking, and cultural excursions. There is currently 4 dedicated pickle courts at this location.
4 Brand New Dedicated Pickleball Courts
Turks and Caicos
Beaches Turks and Caicos
The most popular all-inclusive resort in Turks & Caicos on the #1 beach in the world
Dive into a one-of-a-kind, unbelievably exciting Beaches all-inclusive Turks and Caicos vacation! This amazing all-inclusive resort in Turks & Caicos features five magnificent villages boasting the architecture and ambiance of Italy, France, the Caribbean and Key West, a 45,000 square foot waterpark, 21 restaurants, a 12-mile beach lapped by clear turquoise waters, and 10 impressive pools. There are endless fun activities for everyone, all located on Grace Bay, voted the World’s #1 Best Beach by TripAdvisor Travelers. There is a ton to know about the resort and we will have you prepared for not only the best pickleball experience but the best all-inclusive vacation as well. Click HERE to watch our watch through of the resort.
Prepare to Serve & Score: 8 Fresh Pickleball Courts Revealed at Beaches Turks and Caicos!
Jamaica
Sandals South Coast
Close the airport and can use Sandals Royal Caribbean too!
This is the flagship of Sandals, the first one in the brand. It’s a luxurious all-inclusive resort located on the stunning shores of Jamaica, offering guests an idyllic getaway immersed in tropical beauty. The resort features a variety of elegant accommodations, ranging from beachfront rooms to lavish suites with private balconies and stunning ocean views. Guests can indulge in gourmet dining at multiple onsite restaurants, which provide a diverse range of cuisines, including local Jamaican flavors and international dishes. The resort also boasts beautiful swimming pools, a private white-sand beach, and vibrant gardens, creating a serene atmosphere for relaxation and unwinding. Amenities at Sandals Montego Bay extend beyond the luxurious accommodations and exquisite dining options. Guests can enjoy a wide array of activities, including water sports such as snorkeling, paddleboarding, and kayaking, as well as land activities. The resort offers a full-service spa for those seeking rejuvenation, along with nightlife entertainment featuring live music and themed parties.
12 Brand New Dedicated Pickleball Courts. Perfect for a Large Group
Riviera Maya
JOIA Paraíso by Iberostar
Excellence at one of Mexico’s top award-winning hotels
The all-inclusive JOIA Paraíso by Iberostar (formerly Iberostar Grand Paraíso) on the Riviera Maya is located right on the beachfront and has been designed with adults in mind. This superior-category, majestic, elegant, and luxurious hotel is located in the Paraíso Complex along with 4 other hotels. Boasting extraordinary architectural features and spacious suites with high-quality amenities, this hotel imparts tranquility and comfort while immersing you in the surrounding natural landscape.
You are invited to listen to your body and pamper yourself with relaxing treatments or a session at the Spa. Have fun with the wide array of activities offered at the pool or in the entertainment venues: you can even try a bourbon tasting, a cooking or dance class and so much more! Enjoy healthy dining options inspired by local and international gastronomy at 5 themed restaurants and a spectacular buffet. There’s time for it all. Bring your A-game to the 18-hole Golf course designed by P.B. Dye or the 4 dedicated pickleball courts and then take time to relax on the beach or in one of the pools, including an indoor pool with hydrotherapy areas! JOIA Paraíso by Iberostar also offers excellent butler services for select rooms and concierge services to customize your relaxation.
