Experience the Ultimate

The Caddie & Compass Club

Luxury travel for passionate golfers.

Exclusive Golfing Experiences

Unforgettable tee times at luxurious destinations.

Seamless Booking Process

Hassle-free reservations with our expert team.

All-Inclusive Packages

Indulge in award-winning dining and transportation services.

Customized Experiences

Explore beyond the course with personalized itineraries.

For the avid golfer.

We believe that the love of golf deserves to be paired with unforgettable experiences.

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

We understand that golfers approach travel differently, each with their own priorities, habits, and expectations when planning the ideal trip.

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.

Book your next golf getaway now.

Take your golf game to the next level and indulge in luxury travel and curated experiences.

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 Information

Let’s Have a Chat

We’d love to talk to you about our exclusive golf experiences!

  • (831) 257-2345
  • ken@caddiecompassclub.com
  • Pebble Beach, CA
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