All-Inclusive Resort Destinations 

Pickleball in Paradise All-Inclusive Resorts and Destinations

Caribbean All-Inclusive Resorts

Our pickleball trips are the perfect combination of improving your pickleball game and relaxing on the white sandy beach; swimming in the pool, enjoying a cocktail/mocktail, meeting new friends or reconnecting with old ones! We have partnered with the best all-inclusive resorts in the Caribbean to bring you the most epic pickleball vacation of your dreams!

Why Pickleball in Paradise?

We are the best in the business. Pickleball in Paradise started in 2021. With the owner having 14 years in the travel industry and the director having 14 years in the pickleball world, we have you covered for the very best pickleball vacation. We ONLY work with the best resorts with great gastronomy, service, accommodations, and location. We ONLY send clients to resorts with dedicated courts and places that we have been to and love. We have almost 20 trips a year with our coaches for pickleball enthusiasts from everyone and we also create private trips for friends group or pickleball clubs. When we built a private trip for your group, we help you with the perfect location, create a website for you, and do all of the leg work. You pay nothing more than trying to piece it together on your own and don’t have the stress of all of the logostics. Whichever type of trip you decide, you are sure to enjoy Pickleball in Paradise.

Couple enjoying a pickleball vacation at an all-inclusive resort in Curacao

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 Gourmetâ„¢ 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 of

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

Planning Your Pickleball in Paradise Vacation is Super Easy!

There is no such thing as stress in paradise. That is why booking your vacation with Pickleball in Paradise is always easy and stress-free!

Choose a Trip

Check out our pickleball vacation trip calendar to find the perfect dates for your dream getaway. You can also contact us about booking a private trip for your group.

credit-card-front Secure Your Spot

Submit a deposit to secure your spot on the trip. Our trips fill up fast and we don’t want you to miss out on your dream vacation!

Pack Your Bags

Pack your bags and get ready for a pickleball getaway vacation experience like no other!