Book A Caddy

Your Game. Our Caddies.

Find experienced caddies who know your course inside and out.

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4
Verified Caddies
70+
Ontario Courses
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Available Caddies

Top-rated caddies ready for your next round — view all & filter →

Dave Kaplan
Available
⛳ Tour
Dave Kaplan
Greater Toronto Area
⛳ Home Course: Station Creek Golf Club
Low handicap player with deep course knowledge. Knows every break on the greens.
Course Strategy Club Selection
Handicap 4
Rate $300
Rounds 0
★★★★★ New caddy
Book Dave →
Sam Zebib
Available
💰 Value
Sam Zebib
Greater Toronto Area
⛳ Home Course: Cardinal Golf Complex
Trained by some of the game's finest instructors, I bring deep course knowledge and a calm, strategic approach to every round. Whether you're a seasoned player or just starting out, I'll create a relaxed, welcoming atmosphere while helping you manage your game smarter and shoot your lowest score yet.
Course Management Score Improvement
Handicap 10
Rate $250/round
Rounds 1,000
★★★★★ New caddy
Book Sam →
Jason Esmail
Available
🎉 Entertainment
Jason Esmail
Greater Toronto Area
⛳ Home Course: Station Creek
16+ years in the game. Knows the GTA courses like the back of his hand. Great with all skill levels.
Beginner Friendly GTA Expert
Handicap 20
Rate $800/round
Rounds 490
★★★★★ New caddy
Book Jason →

How It Works

1

Browse

Search by course, handicap, and caddy type. Read bios and find the right fit for your round.

2

Book

Select your caddy, date, and tee time. Pay a $50 deposit to lock it in — no full payment upfront.

3

Play

Meet at the course. Get expert reads, club advice, and course strategy. Pay the balance after your round.

Why Book A Caddy?

More than just carrying your bag

🎯

Course Strategy

Local knowledge of every hole — where to aim, what to avoid, and how to play smart.

📐

Club Selection

Get the right club for every shot based on distance, wind, and conditions.

🏌️

Green Reading

Every break, every speed. Your caddy knows the greens better than the superintendent.

⚡

Faster Rounds

No searching for balls, no standing over the yardage book. Keep the pace up.

🎓

Learn & Improve

Pick up tips throughout your round from someone who plays the game at a high level.

🤝

Impress Clients

Corporate round? A caddy elevates the experience and lets you focus on the conversation.

Ready to play your best round?

Book a caddy who knows the course inside and out. No membership required.

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