10 Tennis Resorts in the Caribbean for the Perfect Winter Escape

Are you dreaming of escaping the winter chill while indulging in your passion for tennis? Look no further than the Caribbean, where world-class tennis facilities meet luxurious accommodations and breathtaking scenery. The tennis resorts in the Caribbean boast some of the most exceptional facilities globally, offering a perfect blend of relaxation and athletic pursuits.

Tennis Resorts Online, a trusted source for tennis travel recommendations, has curated a list of the top tennis resorts in the Caribbean. Whether you’re a seasoned player looking to improve your game or a beginner seeking to learn the basics in a picturesque setting, these resorts cater to all skill levels. From family-friendly destinations to exclusive retreats with pro-level coaching, these tennis resorts in the Caribbean promise an unforgettable vacation experience.

Why Choose a Tennis Resort in the Caribbean for Your Next Vacation?

Opting to visit a  tennis resort in the Caribbean offers a unique vacation experience that blends invigorating outdoor activity with luxurious relaxation. These resorts cater to tennis enthusiasts of all levels, from beginners to advanced players, with state-of-the-art courts, professional coaching, and specialized clinics designed to help you elevate your game.

But the allure of the tennis resorts in the Caribbean extends far beyond the courts. Many of these destinations offer diverse amenities and activities, ensuring that even non-tennis players in your group will have plenty to enjoy. From world-class spas and gourmet dining to thrilling water sports and cultural excursions, these resorts deliver a well-rounded vacation experience.

Moreover, the flexibility of the tennis resorts in the Caribbean allows you to tailor your stay to your exact preferences. Whether you want to focus intently on improving your game or simply wish to enjoy a casual match between lounging on the beach, the choice is yours. With a tropical climate, stunning landscapes, and top-notch facilities, these tennis resorts in the Caribbean are the perfect choice for those seeking an active yet relaxing getaway.

Four Seasons Resort Nevis (Charlestown, St. Kitts Nevis) 

Four Seasons Resort Nevis is a luxurious Caribbean retreat set on the serene island of Nevis, offering guests an intimate blend of tropical beauty, world-class amenities, and warm, attentive service. Surrounded by pristine beaches and lush landscapes, the resort caters to relaxation and adventure with its exceptional tennis and programs, wellness facilities, and a range of activities for all ages, creating an ideal getaway in an unspoiled paradise.

TRO Reader Review:

I took three private lessons with Eric Thorel two weeks ago. I have already implemented the great tips he provided and have recommended him to many friends. Playing with Eric was the highlight of my stay at the Four Seasons in Nevis!DR

Key Features

  • Comprehensive Tennis & Pickleball Programs
  • Sports Pavilion
  • Junior Tennis Development
  • Ideal for families and couples seeking a luxury tennis getaway

Tennis Programs & Clinics: Four Seasons Resort Nevis offers a range of tennis programs suitable for players of all ages and abilities. Daily clinics cover various aspects of the game, from serve and volley techniques to doubles strategy. The resort also hosts regular tennis socials, allowing guests to mingle and play with fellow enthusiasts. Private lessons with certified pros are available for those seeking personalized attention to fine-tune specific skills.

Resort’s Standout Feature: What sets Four Seasons Resort Nevis apart is its unique “Extreme Tennis” experience. This program takes players out of their comfort zone, challenging them with unconventional drills and matches in various locations around the resort, including the beach and even partially submerged in the Caribbean Sea. This innovative approach not only improves agility and adaptability but also adds an element of fun and adventure to the traditional tennis experience.

The Buccaneer (Christiansted, St Croix)

Located on the stunning island of St. Croix, The Buccaneer is a family-owned resort that combines rich history with modern tennis facilities. The resort features eight tennis courts, including two lit for night play, set against the backdrop of the Caribbean Sea.

TRO Reader Review:

Excellent tennis program and beautiful courts right on the beach in a beautiful setting. Courts are beautifully maintained and tennis pro is an EXCELLENT teacher and coach and played high level tennis in United States. Highly recommend for experienced and complete beginner tennis and junior tennis. Will definitely go back!.”LM

Key Features:

  • Complimentary tennis clinics and ball machine use
  • Family-friendly atmosphere with various activities
  • Rich historic setting dating back to the 17th century

Tennis Programs & Clinics: The Buccaneer offers a comprehensive tennis program with six courts and daily clinics for all skill levels, led by experienced pros. Guests can enjoy private lessons, group clinics, and round-robin tournaments amidst stunning Caribbean views, making it an ideal setting for players looking to improve or compete in a relaxed, scenic environment.

Resort’s Standout Feature: What makes The Buccaneer truly special is its historical charm and modern amenities. The resort dates back to the 17th century and allows guests to play tennis surrounded by remnants of colonial architecture and lush tropical landscapes. This unique setting provides a one-of-a-kind tennis experience that combines sport with a journey through Caribbean history.

Rosewood Little Dix Bay (Virgin Gorda, Spanish Town)

Rosewood Little Dix Bay, located on Virgin Gorda in the British Virgin Islands, is a secluded 500-acre paradise blending low-key luxury with pristine natural beauty. Originally founded by conservationist Laurence S. Rockefeller, this newly renovated resort offers an exclusive escape with just 80 cottages, suites, and villas nestled in lush gardens along a half-mile white-sand beach. Tennis enthusiasts will find top-tier facilities with six courts, two pickleball courts, and tailored programs, all enhanced by personalized butler service.

TRO Reader Review:

Little Dix Bay tennis experience ranks high on my list.It is an unusual opportunity to feel like you have your private tennis coach in a glorious setting. Variety of courts from omni courts to hard courts. Leon, the ‘Burwash’ tennis pro, is one of the best instructors I’ve had. I returned home an improved player — and that’s unusual from a ‘beach vacation’. I go back every year and look forward to my tennis time most of all. Quality for sure.AG

Key Features:

  • Professional Instruction – A resident pro offers private lessons
  • Stunning beachfront location with luxurious accommodations
  • Ideal for couples and tennis enthusiasts seeking a secluded getaway

Tennis Programs & Clinics: The resort’s tennis facilities include six courts and two pickleball courts, with programs tailored to all levels. Guests can enjoy private lessons with a resident pro, clinics, player match-ups, and weekly round robins that often attract local players. Complimentary court access, demo rackets, and balls enhance the experience, fostering a welcoming atmosphere for players.

Resort’s Standout Feature: Set on a protected, crescent-shaped beach, Rosewood Little Dix Bay offers guests an unspoiled Caribbean experience. Its dedication to conservation, paired with a sense of privacy and exceptional service, make it an ideal getaway for those seeking indulgent comfort and natural beauty.

Baha Mar (Nassau, Bahamas)

Located on the pristine beaches of Nassau, Bahamas, Baha Mar is a sprawling resort complex that offers an unparalleled tennis experience. The resort boasts nine tennis courts, including six professional hard courts and three Har-Tru clay courts, all maintained to the highest standards.

TRO Reader Review:

The resort at Baha Mar was a wonderful experience for me and my friend with great food, a fun casino and of course outstanding tennis. We did the doubles boot camp which was high energy, had great instruction, and most of all so much fun. I plan on doing another Cliff Drysdale tennis week-end as it is very well run and organized, with exceptional pros. It is a five star experience!!”  SH

Key Features:

  • State-of-the-art racquet club and pro shop
  • Luxurious accommodations with multiple dining options
  • Suitable for players and families alike

Tennis Programs & Clinics: Baha Mar’s Racquet Club offers a comprehensive tennis program to cater to players of all levels. Daily clinics cover various aspects of the game, from serving techniques to match strategy. The resort also hosts regular tournaments and exhibitions, allowing guests to watch high-level play or participate themselves. Private lessons with certified pros are available for those seeking personalized attention to fine-tune specific skills.

Resort’s Standout Feature: The Baha Mar Racquet Club stands out as a world-class venue, offering nine courts with a variety of surfaces, including hard, Har-Tru clay, and grass. It features top-notch amenities such as full-court lighting for night play, a well-equipped pro shop, and personalized instruction from skilled professionals.

Couples Swept Away (Miramar, Negril)

Nestled on the famous Seven Mile Beach in Negril, Jamaica, Couples Swept Away offers an all-inclusive tennis experience in a romantic setting. The resort features 9 clay tennis courts and four pickleball courts

TRO Reader Review:

Swept Away, Negril Jamaica is a must for tennis, reading and great beach. Excellent food and entertainment before and after dinner. Good variety of entertainment as well. Very relaxing with outstanding service at Sports Complex where they cater to making sure guests are happy. They have a great smoothie bar as a must do.JB

Key Features:

  • Complimentary clinics and unlimited court time
  • Adults-only, all-inclusive resort
  • Ideal for couples seeking a tennis-focused romantic getaway

Tennis Programs & Clinics: Couples Swept Away offers complimentary tennis lessons on its ten courts (five clay, five hard), led by seasoned tennis pros. Guests can opt for private PTR instruction, join lively group clinics held twice daily, or enjoy indoor racquetball, squash, and table tennis, making it a well-rounded choice for all levels of play.

Resort’s Standout Feature: What sets Couples Swept Away apart is its 10-acre sports and fitness complex, one of the largest in Jamaica. This facility houses the tennis courts and includes a fully equipped fitness center, lap pool, and basketball courts. This comprehensive approach to sports and wellness allows tennis enthusiasts to complement their on-court activities with various fitness options, ensuring a well-rounded and invigorating vacation experience.

The Tryall Club (Montego Bay, St. James)

Located on a 2,200-acre estate in Montego Bay, Jamaica, The Tryall Club offers a luxurious and exclusive tennis experience. The resort features nine tennis courts, including four Har-Tru clay courts and five hard courts, all set against the backdrop of lush tropical landscapes.

TRO Reader Review:

I love coming to the Tryall Club every November to play tennis with professional tennis players like Jan Micheal Gambil, Irina Falconi, Mike Russell and CoCo Vandeweghe every year. This is my fifth year coming and I don’t plan on missing it this year. Not only is the Tryall club beautiful, you get the best possible training from the pros there. They are so interactive and work with all skill levels, from beginner to experienced. The pros are so nice and kind. I love following them on tv throughout the year, knowing that they personal help me every year. The tennis at the Tryall resort is the best around..TH

Key Features:

  • Private villa accommodations with personalized service
  • Stunning ocean and mountain views
  • Ideal for families and groups seeking a private, luxury tennis retreat

Tennis Programs & Clinics: The Tryall Club offers a comprehensive tennis program to cater to players of all levels. Daily clinics cover various aspects of the game, from serving techniques to doubles strategy. The resort’s Tennis Academy provides intensive training sessions for those looking to improve their game significantly. A unique feature is the Junior Tennis Camp, which offers specialized instruction for young players, making it an excellent choice for families.

Resort’s Standout Feature: What makes The Tryall Club truly special is its “Tennis in Paradise” experience. This program combines on-court sessions with exploring the resort’s vast estate. Players can enjoy matches on courts with breathtaking ocean views, followed by guided nature walks through the property’s lush landscapes. This unique approach allows guests to fully immerse themselves in Jamaica’s natural beauty while pursuing their passion for tennis.

Wyndham Grand Rio Mar Puerto Rico Golf & Beach Resort (Rio Grande, Puerto Rico)

Situated on a mile-long stretch of golden beach in Rio Grande, Puerto Rico, the Wyndham Grand Rio Mar offers an exceptional tennis experience. The resort boasts 11 tennis courts, including two Har-Tru clay courts and nine hard courts, all overlooking the stunning El Yunque rainforest.

TRO Reader Review:

Just finished 5 days of tennis during the “low” season and had a great time. Called ahead as I am a single player and Debby arranged for matches with a couple of enthusiastic and friendly locals. I also took a couple of lessons with Bolitari grad Louis who tuned me up for a great week of tennis. Pro shop is fully stocked and fees are reasonable, facilities are showing their age, but courts were well maintained, har-tru was deep, swept, courts were watered, hats off to the grounds crew. Had a great time.BC

Key Features:

  • Comprehensive tennis programs for all skill levels
  • Stunning location between beach and rainforest
  • Suitable for families, couples, and serious tennis players

Tennis Programs & Clinics: The Wyndham Grand Rio Mar Puerto Rico offers extensive tennis programs on 13 courts (11 Har-Tru® and two Laykold®), with four courts lit for night play. Players can join clinics, private lessons, or tournaments and access a fully stocked Pro Shop with equipment rentals and accessories, making it a premier choice for all tennis enthusiasts.

Resort’s Standout Feature: What sets Wyndham Grand Rio Mar apart is its vast 481-acre beachfront property offering sweeping ocean and mountain views, two renowned 18-hole golf courses, an expansive tennis center with 13 courts, a Balinese-inspired Mandara Spa, 12 dining options, and a casino, all just 19 miles from San Juan Airport.

The Ritz-Carlton, Grand Cayman (George Town, Grand Cayman)

The Ritz-Carlton Grand Cayman, set on 144 acres along the famous Seven Mile Beach, offers guests a luxurious Caribbean retreat with a full spectrum of upscale amenities. This 365-room resort spans from beach to North Sound, where tropical adventures, world-class tennis facilities, and impeccable service await.

TRO Reader Review:

Absolute luxury hotel, luxury beach, and yes luxury tennis. The impeccable red clay,the golf cart escort to The Courts, as well as someone to pick up balls during your lesson is enough to spoil you rotten. Do not mistake however, Uli and Thomas will run you through a true Bollettieri clinic that is sure to impress even a higher level player. I will certainly be back!!!JM

Key Features:

  • Tennis & Pickleball Center
  • “Blue Tip” Golf Course
  • La Prairie Spa
  • Ambassadors of the Environment Program

Tennis Programs & Clinics: The resort’s tennis center features four tennis courts (two with TitanTrax for added comfort and two hard courts) and five pickleball courts, providing professional instruction for all skill levels. Programs include private lessons, game matching, Cardio Tennis, youth summer camps, and tailored group clinics. A dedicated pro shop offers the island’s only tennis apparel and equipment, ensuring a complete tennis experience.

Resort’s Standout Feature:

Set on 144 acres from Seven Mile Beach to North Sound, The Ritz-Carlton Grand Cayman offers a luxurious escape with exclusive access to the island’s only La Prairie Spa, a Greg Norman-designed 9-hole golf course, and two Eric Ripert restaurants. The Ritz Kids program, in collaboration with Jean-Michel Cousteau’s Ambassadors of the Environment, provides unique eco-adventures for young guests.

Casa de Campo Resort & Villas (La Romana, Dominican Republic)

Sprawling across 7,000 acres in La Romana, Dominican Republic, Casa de Campo Resort & Villas offers an unparalleled tennis experience. The resort boasts 13 tennis courts, including 10 Har-Tru clay courts and three hard courts, all set within the lush tropical landscape.

TRO Reader Review:

In February, we always look for a warm, sunny place with good tennis and beaches. We agreed that our stay at Casa De Campo was the best February break we have had so far! After locating the resort because of the beautiful clay court tennis facility, we found an airbnb that was more beautiful than the pictures! The pools and beach were outstanding, and everyone was so gracious. We usually play tennis with each other, so finding a game was not a problem. There were several lessons going on and many families playing. It was not very crowded, but they were gearing up for a tournament over the weekend. We will be back!MS

Key Features: 

  • La Terraza Tennis Center with stadium court
  • Luxury villa accommodations with private pools
  • Ideal for players and families seeking a comprehensive resort experience

Tennis Programs & Clinics: Casa de Campo’s renowned Racquet Center, the largest in the Caribbean, features 11 Har-Tru courts, 1 hard court, 4 padel courts, and 4 pickleball courts. With over 25 pros and junior professionals on hand, the center offers private lessons, group clinics, and game-matching services. International tournaments and a welcoming community make it ideal for all levels, providing world-class instruction and an array of racquet sports in a vibrant Caribbean setting.

Resort’s Standout Feature: Casa de Campo spans an impressive 7,000 acres of subtropical beauty with unrivaled amenities, including three iconic Pete Dye golf courses (notably the acclaimed “Teeth of the Dog”), a full-service marina, equestrian center with polo fields, a 16th-century artisan village, and a luxurious spa. Accessible within an hour’s drive from three international airports, this resort offers an extraordinary experience where guests explore by personal golf cart and enjoy a harmonious blend of sport, art, and unpretentious Dominican hospitality.

tennis resorts in the Caribbean

Club Med Punta Cana (La Atla, Punta Cana)

Located on the stunning beaches of Punta Cana, Dominican Republic, Club Med offers an all-inclusive tennis experience for the whole family. The resort features 12 tennis courts, including hard and clay courts, catering to players of all preferences.

TRO Reader Review:

Loved the tennis at Club Med Punta Cana. 12 courts, fun pros who spoke English, French, and Spanish. The other players were at a high level. They provided clinics and round robins. enough tennis to tire you out, and then you could have a cold beer on the beach!!!.”DV

Key Features:

  • 12 tennis courts (mix of hard and clay surfaces)
  • All-inclusive package with unlimited tennis
  • Family-friendly atmosphere with activities for all ages
  • It is ideal for families and groups seeking an active, tennis-focused vacation

Tennis Programs & Clinics: Club Med Punta Cana’s tennis center includes 13 hard courts (6 lit for evening play) and 8 pickleball courts. The adult program offers daily clinics, private lessons, and open court access, while younger guests enjoy mini tennis as part of their activities. Kids 11+ can participate in the adult program, providing an inclusive, accessible approach to tennis for all ages.

Resort’s Standout Feature: Club Med Punta Cana occupies 75 acres of prime beachfront, offering nearly 2,000 feet of protected, pristine sand and a wealth of unique amenities, including an on-site circus school, upscale family suites, and expanded programs for children as young as four months. Its proximity to the airport (just a 10-minute drive) makes it an easily accessible and lively family-friendly destination in the Caribbean.

Best Time to Visit These Tennis Resorts in Caribbean

When planning your Caribbean tennis getaway, timing can significantly enhance your experience. The region generally enjoys warm temperatures year-round, making it an ideal destination for tennis enthusiasts seeking to escape colder climates. However, each season offers its unique advantages.

The peak season for Caribbean travel typically runs from mid-December to mid-April, coinciding with winter in the Northern Hemisphere. During this time, you can expect perfect weather conditions for tennis, with warm temperatures and low humidity. Many resorts also host special tennis events and tournaments during this period, offering exciting opportunities for spectators and participants.

However, to avoid crowds and save on accommodation costs, consider visiting during the shoulder season (April to June or November to mid-December). The weather remains favorable for tennis, and you might find more court availability and personalized attention from tennis pros.

While the hurricane season officially runs from June to November, September and October are typically the most active months. Some resorts offer hurricane guarantees during this period, providing peace of mind for your booking. Additionally, this off-peak season often features attractive rates and less crowded facilities.

Ultimately, the best time to visit these Caribbean tennis resorts depends on your preferences for weather, crowd levels, and potential cost savings. Regardless of when you choose to visit, you’re sure to enjoy world-class tennis facilities in stunning tropical settings.

How to Choose the Right Tennis Resort in the Caribbean for You

Selecting the perfect Caribbean tennis resort for your vacation requires the consideration of  several factors to ensure your experience meets your expectations and needs. Here are some key points to consider:

  1. Skill Level and Tennis Goals: Assess your current tennis level and what you hope to achieve during your stay. Choose a resort with comprehensive instructional programs if you’re a beginner looking to learn the basics. For intermediate or advanced players seeking to refine their skills, look for resorts offering specialized clinics or access to high-level coaching.
  2. Court Variety: Consider the type and number of courts available. For instance, prioritize resorts with clay courts if you prefer playing on clay. Having a mix of surfaces can also enhance your overall tennis experience.
  3. Resort Atmosphere: Determine whether you want a family-friendly environment or an adults-only retreat. Resorts like The Buccaneer and Club Med Punta Cana are excellent for families, while Couples Swept Away offers an adults-only experience.
  4. Additional Amenities: Look beyond the tennis facilities. Consider what other activities or amenities are important to you, such as spa services, gourmet dining, or water sports.
  5. Location and Accessibility: Factor in the resort’s location and how easy it is to reach from your home. Some may require additional boat or small plane transfers after arriving at the main airport.
  6. Budget: Tennis resorts in the Caribbean cater to various price points. Determine your budget and look for resorts that offer the best value for your money.
  7. Special Programs: If you’re interested in unique experiences, look for resorts offering special tennis packages or events, like The Ritz-Carlton, Grand Cayman’s “Legends Tennis Weekend.”

By carefully considering these factors, you can choose a Caribbean tennis resort that satisfies your passion for the sport and provides the perfect backdrop for an unforgettable vacation.

The Caribbean offers a perfect blend of world-class tennis facilities, luxurious accommodations, and stunning tropical settings. From the family-friendly Buccaneer to the exclusive Ritz-Carlton, Grand Cayman, the tennis resorts in the Caribbean cater to all levels of tennis enthusiasts.

Whether you want to improve your game, enjoy a family tennis trip, or simply relax in paradise, the Caribbean’s premier tennis destinations are ready to serve an unforgettable experience. Visit Tennis Resorts Online to explore reviews and plan your ideal Caribbean tennis getaway.




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With a career enriched by collaborations with renowned brands like Four Seasons and Ritz-Carlton, our admin staff brings a wealth of expertise to Tennis Resorts Online in writing about and promoting tennis destinations worldwide. As life long tennis and sports fans, our team has over four decades of combined experience and brings invaluable insights to our readers.

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