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Best Tennis Resorts in the Caribbean

  • Writer: GirlWellTravelled
    GirlWellTravelled
  • Jul 13
  • 2 min read

Updated: Jul 15

Tennis is back in the spotlight—and there's no better place to combine leisure and elite-level play than the Caribbean’s top tennis resorts. From the casual player to the competitive doubles duo, these sun-soaked getaways offer court-side excellence.


Top Pick: Round Hill Hotel & Villas — Montego Bay, Jamaica

Voted one of the World’s Best Tennis Hotels by Vogue (2024)


Why We Love It:

  • 5 tennis courts (3 Har-Tru clay, 2 lighted hard) framed by palm trees and sea views

  • Private lessons, mixed doubles, round-robin tournaments

  • “Stay & Play Tennis” packages with unlimited court time + pro instruction

  • Clinics previously hosted by international stars like Bianca Andreescu


Pro Tip: Book private lessons early and catch a magical night match under the stars.


Recommendations by Play Style

Play Style

Resort

🏛 Historic charm + elite tennis

Round Hill Hotel & Villas (Jamaica)

🏆Tournament-grade facilities

Casa de Campo, Dominican Republic

Tennis coaching

Half Moon, Jamaica

💎Luxury tennis training

Ritz‑Carlton Grand Cayman

🏟 Court variety & quantity

Palmas del Mar, Puerto Rico

Quick Comparison Chart

Resort

Courts (Clay/Hard)

Lighted?

Pro Clinics & Staff

Round Hill (Jamaica)

3 Har‑Tru / 2 Hard

Casa de Campo (DR)

11 Har‑Tru

Four Seasons Nevis

6 Hard / 4 Red Clay

Half Moon (Jamaica)

9 + Pickleball

Curtain Bluff (Antigua)

4 Hard

Carlisle Bay (Antigua)

7 + Pickleball


Ritz‑Carlton Grand Cayman

2 TitanTrax / 2 Hard Courts


✅ Bollettieri Tennis Program

Palmas del Mar (Puerto Rico)

20+ Mixed


Tortuga Bay (DR)

12 Mixed


✅ Oscar de La Renta Tennis Center


Planning Tips for Tennis Afficionados

  • Bring your own gear: Racquets and balls are available but seasoned players prefer their own setup.

  • Book evening matches: Resorts like Round Hill offer lighted courts for starlit games.

  • Schedule early: Private lessons and clinics fill quickly. Especially during peak seasons.

  • Tailor your stay: Choose between a romantic tennis retreat or a competitive training week.


First Serve

With world-class courts, pro-level coaching and Caribbean charm, these resorts deliver the idyllic tennis vacation. Whether you're swinging for fun or training like a pro, now is the best time to pack your racquet and hit paradise.


Ready to rally? Drop a comment or reach out for insider booking tips, court reservations, or romantic getaway packages with a tennis twist.

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