Sick Golf Trips

Kerry Hew & Berkley Hoagland
  • 5.0 (1)
  • Places & Travel

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.

  1. 3h ago

    Sand Valley: Bandon Dunes Sister Resort | Sick Golf Trips Podcast Ep. 14

    Pete flew from Long Island to Madison, Wisconsin, waited over a year on the waitlist, and finally got his college crew onto one of the most talked-about golf destinations in the country — Sand Valley. Spoiler: it lived up to the hype. This week we're joined by Pete, a software sales pro and golf app founder from Long Island, New York. Pete and 7 of his college buddies have been doing an annual golf trip for 5+ years — and Sand Valley was their white whale. He breaks down the entire trip: the 36-hole days, the caddy experience, the 8-man cabin, the $1 taco shack, and how the draft format keeps the competition alive all weekend long. We cover: Getting on the waitlist — expect at least a year out (maybe two)Flying into Madison and vanning up to the middle of nowhereSand Valley, Mammoth Dunes, Sedge Valley, and The Lido — all four coursesWhy you absolutely need caddies and how to get the same looper for multiple roundsThe snake draft format that keeps 8 guys locked in all weekendMatch play rules: team play vs. Sunday singlesWhy the 8-man cabin beats hotels every single timeFull cost breakdown: ~$300/round + $120-150 caddy tipsThe legendary $1 taco shack right on propertyHow Sand Valley stacks up vs. Pinehurst, Streamsong, and Bandon DunesPete's new golf app — Golfed — to track every course you've ever played

  2. Jul 21

    The Perfect Ireland Golf Trip: Do It Before You Can't | Sick Golf Trips Podcast Ep. 13

    This week we’re joined by Greg Johnson, a Chicago golfer who met Berkeley on a local course and casually mentioned he’d just returned from a 7-day Ireland trip with 12 guys. One thing led to another, and here we are. Greg breaks down the entire journey: how they planned it through Fairways & Fun Days, why they picked Ireland over Scotland, and what it’s like walking some of the most iconic links in the world with your oldest friends.

  3. Jul 14

    He Played 580 Courses in 1-Year! | Sick Golf Trips Podcast Ep. 12

    This week we’re joined by Patrick Koenig — a former software salesman turned golf course photographer who set the world record by playing 580 different 18-hole golf courses in a single calendar year. Patrick tells us how he went from a comfortable corporate gig to living in an RV, driving across 41 states, and turning his passion for golf photography into a full-time career.

  4. Jul 7

    The Ultimate Guide to a Wisconsin Golf Trip | Sick Golf Trips Ep. 11

    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

  5. Jun 30

    Golf, Guinness, and Good Craic in Ireland | Sick Golf Trips Ep. 10

    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.

  6. Jun 23

    Put Pinehurst on the Golf Trip Bucket List | Sick Golf Trips Ep. 9

    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.

  7. Jun 16

    Is There a Better Mens Locker Room Than Kiawah Island Club? | Sick Golf Trips Ep. 8

    In Episode 8, we welcome Ryan Berger to talk about his annual college crew golf trip. In 2024, they went to Kiawah Island in South Carolina. This group of guys met in their freshman year of college in 1998 and their 2024 trip to Kiawah was one for the books. Ryan breaks down how an unofficial "golf trip committee" plans everything from courses to Airbnbs, why they timed it around NFL Draft weekend, and the unforgettable experience of having dinner inside a private country club's men's locker room (yes, really). They played Cougar Point and two private courses at Kiawah Island Country Club, had a private chef cook at their rental house, and split into "fat guys vs skinny guys" for a hilarious team competition. We also dig into the caddy experience at Kiawah, the travel logistics of flying into Charlotte and driving down, crew dynamics across married/single/divorced guys, and Ryan's incredible hole-in-one witness story from Monarch Beach.

  8. Jun 9

    Would You Brave the Desert Heat at PGA West in Palm Springs? | Sick Golf Trips Ep. 7

    In Episode 7, we welcome Tam Nguyen to talk about his legendary 19-year-running golf tournament at TPC Stadium Course at La Quinta Resort in Palm Springs. What started as a post-college guys' getaway morphed into a full-fledged annual competition with stroke play, a Ryder Cup-style team event, a 3-foot trophy, and the infamous "Nibe Award."

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About

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.

Information

  • Creator
    Kerry Hew & Berkley Hoagland
  • Years Active
    2026
  • Episodes
    14
  • Rating
    Explicit
  • Copyright
    © 2026 Kerry Hew & Berkley Hoagland
  • Show Website
    Sick Golf Trips

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