Play Where Others Dream

Luxurious Scotland, Ireland, and U.S. trips layered with local touches

Explore the Best Courses

Discover top golfing destinations, and hidden gems.

Insider
Knowledge

What you can’t Google, we already know.

Curated Experiences

Indulge in the best of golf and travel with our bespoke packages.

For the passionate golfer.

At The Caddie & Compass Club, we believe that the love of golf deserves to be paired with unforgettable experiences.

You chase the perfect swing.
We chase the perfect journey.

At The Caddie & Compass Club, we understand that avid golfers have specific needs and preferences when it comes to planning their trips.

What We Do – And Why It Matters

Luxury, bespoke trips — plus insider touches through each club.

Custom-designed Trips

We plan, book, and quarterback your entire golf journey — routing, hotels, coaches, and realistic 36-hole days.

Tee Times That Play Great

We request preferred windows and sequence courses for wind, daylight, and pace — through each club’s policies and availability..

Caddie Concierge

Player profiles to the caddie master, on-course brief, tip guidance, and wet-weather pivots. Requested, not guaranteed.

On-Trip Care

Daily check-ins, quick adjustments when plans change, and clear answers — so you just play.

Make every round a story.

Client Testimonials

Don’t take our word for it – here’s what our clients say:

From the first call to the last toast, they handled everything: routing, deposits, caddies, even the perfect 36-hole day. All I had to do was swing.”

Ryan E.

Los Angeles

Easiest trip we’ve ever planned — every deadline handled and every reminder on time. Our job was to pack the clubs and play.”

Sean and Kathy S.

Pebble Beach, CA

Southwest Ireland was a dream — Lahinch, Ballybunion, Waterville — and it never felt rushed. We came home already planning the next one.”

Aaron G. and Robin D.

Carmel Valley, CA

Contact Info

Let’s Chat

Get in touch with us to discuss your future trip.

  • 831-254-2345
  • ken@caddiecompassclub.com
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