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Sick Golf Trips

Sick Golf Trips

By: Kerry Hew & Berkley Hoagland
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Real golfers. Real budgets. Really sick trips. The stories, formats, budgets, and traditions behind unforgettable golf trips for everyday golfers. We dissect the trip your buddy group is actually capable of pulling off — and the small choices that turn it from "fine" into a story you'll tell for the rest of your life.

2026 Kerry Hew & Berkley Hoagland
Golf Social Sciences Travel Writing & Commentary
Episodes
  • The Ultimate Guide to a Wisconsin Golf Trip | Sick Golf Trips Ep. 11
    Jul 7 2026

    Jason Kauflin of Wisconsin Golf Trips joins us to break down everything you need to know about planning a Wisconsin golf trip — the courses, the costs, the logistics, and why Wisconsin quietly has the best public golf in America.

    We cover:
    • How Jason went from stay-at-home dad to running golf trips for 84-person groups
    • The Kohler "requirement" and how to navigate their package maze
    • Whistling Straits, Erin Hills, Sand Valley, Blackwolf Run — what to play and when
    • Group sizes: 4, 12, 44 — what's actually manageable
    • Walking courses, caddies, and why Erin Hills will test your knees
    • Hickory golf — yes, Jason plays 105-year-old clubs full time
    • Scotland vs Ireland from a guy who books both
    • Booking timelines: when to plan and how far out

    Find Jason at www.wisconsingolftrips.com and https://x.com/WIGolfTrips

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    51 mins
  • Golf, Guinness, and Good Craic in Ireland | Sick Golf Trips Ep. 10
    Jun 30 2026

    This week we're joined by Joe (@golftravelerjoe), a Pinehurst member who has played 483 golf courses and counting. Joe breaks down his epic 8-day Ireland golf trip where he brought 20 Twitter followers together to play 7 rounds across the West and East coasts of Ireland.

    We cover everything: the courses, logistics, caddies, costs, group dynamics, weather, pub culture, and why you should never try to self-drive your first Ireland golf trip.

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    54 mins
  • Put Pinehurst on the Golf Trip Bucket List | Sick Golf Trips Ep. 9
    Jun 23 2026

    In Episode 9, we welcome Tony Rudy to the Sick Golf Trips podcast to break down his annual Pinehurst golf trip — 15 guys, caddies, gambling, and some of the most diabolical greens in golf.

    They dive deep into what makes Pinehurst No. 2 special, why No. 4's greens might actually be harder, the legendary caddy stories, and the wild drainage that gets greens tournament-ready 10 minutes after a storm.

    You'll also get the full cost breakdown, the ideal 5-day/4-night itinerary, best team formats, where to eat (Beehawk, the new distillery from a Black Hawk Down veteran), and how to book tee times without needing a member hookup.

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    37 mins
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