about The Caddie & Compass club
The Caddie’s Eye.
The Concierge’s Touch.
Founded in Pebble Beach, CA, The Caddie & Compass Club is a boutique golf travel advisory for players who value craft over volume. After years caddying and hosting groups, we built a service around one idea: world-class golf should feel effortless — and unforgettable.
We’ve Been. You Win.
Every recommendation is field-tested: courses, lodging, drivers, dining. It’s not hearsay — it’s our playbook.
What we do
The Secret of Success
We plan and host fully custom trips across the U.S. (Pebble Beach, Bandon Dunes, Scottsdale, TPC Sawgrass, Pinehurst, Whistling Straits) and overseas (Scotland, Ireland, England). Every itinerary is built from scratch: tee times, lodging, caddies, drivers, pacing, dining, and non-golf experiences that fit your group’s vibe.
HOW WE’RE DIFFERENT
Insider knowledge
Doors opened by relationships, not algorithms.
Signature experiences
Private dinners, local culture, and club-to-club moments beyond tee times.
Right-sized client list
Fewer groups = better access and attention
Transparent planning
Clear budgets and vendor options — no guesswork
From the heart
A Note to our Clients
You want a trip that feels effortless on the day and unforgettable after it. That’s why we built The Caddie & Compass Club: real people who know the lay of the land and care about the tiny things that make a round — and a week — flow.
We do the miles first. We’ve stood on those first tees at dawn, learned which rooms save you ten minutes in the morning, timed drives when traffic bites, and found the places where a late dinner becomes a story. We stitch all of that into a plan that fits your crew — no templates, no filler, nothing buried in fine print.
Tell us who’s coming, what you want the last toast to feel like, and the dates you can swing. We’ll build a clear plan, share straight pricing, and handle the moving parts so you can show up, swing freely, and look like a genius.
— The Caddie & Compass Club