Caddyshanks Golf Trips
In Partnership with Golf Trips by Ty
Just Show Up.
We Handle the Rest.
You tell us where you want to play, how many of your golf buddies are tagging along, and we’ll take it from there.
Where Do You Want to Go?
Pinehurst. Pebble. Bandon. Scotland. Ireland.
Or somewhere your buddy swears is “the best muni in the Midwest.”We plan trips around your bucket list — not someone else’s pre-packaged itinerary.This is your trip. We're just the guys who make it happen.
Why Use Caddyshanks?
Because you're not looking to chase down golf directors, track deposits, or figure out which Airbnb has enough beds and a place to store 8 golf bags.
You're here to play golf, make memories, and talk trash on the 18th tee.We’ll handle:Booking courses & lodgingReserving tee timesGroup transportationDinner reservationsSide games (yes, really)
All you have to do is swing.
Golf trips should be fun to plan — not feel like organizing a wedding.
Let us book the tee times, wrangle the lodging, and coordinate the chaos.
You just focus on who’s bringing the speaker and who’s buying the first round.
Trips for Any Crew Size
Whether it’s a last-minute weekend foursome or a 16-guy Ryder Cup-style battle, we build the trip around your crew.- The annual golf trip of 8-16 guys
- The last-minute foursome who needs to get away
- The corporate retreat of 80+
- Bachelor parties, presidents clubs, and more!
Trip Inspiration
Need some ideas? Here’s a taste of what we’ve planned:Bandon Blitz: 6 guys, 4 days, unlimited golf.Scotland Sampler: 10 guys, St. Andrews + whisky tour.Desert Duel: 12 guys, Scottsdale, party bus, 3 nights.Midwest Masters: 8 guys, 5 states, 5 rounds, 1 epic group chat.We build trips like these (and better) every week.
“We told them we wanted Pinehurst, good food, and one night of chaos. They nailed it. Every tee time was dialed in, the Airbnb had a putting green, and we didn’t lift a finger. Already planning the next one.”
— Jake M., Charlotte, NC
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