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Tennis & Pickleball

Group Clinics
Tournaments
Clinics
Cliff Drysdale Camps
Two people playing pickleball on an outdoor court, with one player hitting the ball while their partner watches.

Find your rhythm on the court at Cliff Drysdale Tennis® at Hawks Cay, a Top 25 Tennis Resort in the Tennis Resorts 2025 Online Rankings. The program combines skill-building, match play, strategy, and friendly competition in a relaxed Florida Keys setting.

Tennis and pickleball courts are also open for guest use, with racquets and equipment available to rent for a nominal fee from the clubhouse during operating hours. Clubhouse hours are seasonal and subject to change.

 

Backed by more than four decades of leadership from tennis legend Cliff Drysdale, founder and former president of the Association of Tennis Professionals (ATP), longtime ESPN analyst, and global tennis executive, the experience reflects a deep commitment to the sport at every level.

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Tennis & PickleballPrograms

Planning your next corporate event or group outing? Rally the team for a friendly tennis or pickleball tournament with a Cliff Drysdale Pro or mix it up with a lively clinic that’s part skill session, part team-building fun for players of all ages and abilities.

July 4th Special Events

Pickleball Mixer
The revolutionary spirit never dies—it just moves to the courts. Join us for an adult pickleball tournament, kids racket games, and a touch of friendly rivalry. Meet 15 min prior at the Hawks Cay Tennis & Pickleball Courts.

9 AM – 1 PM | Adults Round Robin Tournament | $60 pp
Prizes and Medals will be awarded to the top teams!
$125 Resort Gift Certificate to both players of the winning team!
REGISTER HERE

1 PM – 2 PM | Junior Racket Games & Popsicles | $50 pp
REGISTER HERE

Tennis 101

Designed for beginner adults, Tennis 101 gives you the essential skills and knowledge to hit the court with confidence. This class is a fun introduction to a sport you can enjoy for a lifetime, even if it’s your first time.

Availability: Tuesday & Thursday | 11:00am–12:00pm
Rates: $55 per clinic (Resort Guests)
Tennis Drill & Play Clinic

Tennis Drill & Play Clinics are open sessions featuring doubles-focused instruction, drills, fun games, and live point play. Each day centers around a new theme, making every session even more exciting than the last. These clinics are a fantastic way to get plenty of court time and level up your game.

Availability: Monday–Saturday | 10:00am–11:00am
Rates: $55 per clinic (Resort Guests)
Pickleball 101

Join Pickleball 101 to get in on the action of America’s fastest-growing sport. The theme of each clinic varies, but always includes drills and instruction to boost your skills and knowledge of the game.

Availability: Tuesday & Thursday | 12:00pm–1:00pm
Rates: $55 per clinic (Resort Guests)
Pickleball Drop-In Clinic

Drop in our daily open clinic for faster serves, sharper volleys, and increased bragging rights. Each session mixes drills, games, and themed instruction to keep you moving and improving as you go.

Availability: Monday–Saturday | 9:00am–10:00am
Rates: $55 per clinic (Resort Guests)
Private Tennis Lessons

Elevate your game with personalized tennis instruction, where expert guidance transforms your skills into a winning edge both on and off the court.

Rates Per Hour:
$125 per player (private)
$80 per player (2 people semi-private)
$65 per player (3 people semi-private)
$50 per player (4 people semi-private)
Private Pickleball Lessons

Punch up your pickleball skills with personalized private lessons, where a pro guides you through technique, strategy, and game play to help you dominate the court.

Rates Per Hour:
$125 per player (private)
$80 per player (2 people semi-private)
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CLIFF DRYSDALE CAMPS

Tennis Matchplay Camp

TENNIS MATCHPLAY

OCTOBER 16-18, 2026

Join the Cliff Drysdale Matchplay Series at Hawks Cay Resort, an exciting weekend of doubles competition, team camaraderie, and expert instruction designed for players who love the energy of our signature Retreat experience.

Built around spirited team play, strategic coaching, and social events, participants will take part in doubles-focused clinics, a live team draft, team practice sessions, and a competitive USTA-style team match that puts their skills to the test.

The weekend culminates with a festive awards dinner celebrating standout performances and new friendships. Designed for coed players rated 3.5 and above, the camp welcomes individuals, couples, and groups, with participants grouped by ability and receiving personalized instruction from world-class Cliff Drysdale Tennis professionals.

Pickleball Camp

PICKLEBALL BOOTCAMP

NOVEMBER 13-15, 2026

Experience the inaugural Pickleball Boot Camp at Hawks Cay Resort, a fun and immersive getaway designed to elevate your game while enjoying the best of the Florida Keys.

This coed camp combines expert instruction, group clinics, coached match play, social events, and a memorable sunset cruise, creating the perfect balance of on-court improvement and resort relaxation.

Open to individuals, couples, and groups of all skill levels who regularly play pickleball, the camp focuses on tactical and strategic development, with participants grouped by ability and the opportunity to work with all of our pros and play alongside a variety of fellow enthusiasts.

Tennis Doubles

DOUBLES BOOTCAMP

DECEMBER 4-6, 2026

Elevate your doubles game with the Cliff Drysdale Tennis Team’s Doubles Boot Camp at Hawks Cay Resort. Designed for players of all levels who regularly play doubles, this coed weekend combines 10.5 hours of instruction and match play focused on strategy, shot selection, court positioning, and aggressive doubles tactics.

Participants will train with multiple pros and players grouped by ability while enjoying resort accommodations, a welcome drink, Friday happy hour, Saturday sunset cruise, and a special welcome gift.

Racquets Director

Patrick Castronovo

For more information or to schedule a lesson or private clinic, contact Patrick Castronova, our Racquets Director.

Patrick has been an Elite USPTA (United States Professional Tennis Association) Professional for over 12 years, indicating a high level of coaching certification, experience and professional recognition. Known for staying current with racquet technologies and evolving teaching practices, with an emphasis on excellence and individualized player success.

CALL (305) 743-7000 x1571

Smiling tennis instructor holding a racket on an outdoor court with palm trees and blue sky.