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.

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.

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."

Mike Preston wanted a special way to ring in his 40th birthday. He arranged a tight foursome with his brothers, they brought the wives for the after-golf festivities and did it right. Mike shares stories, tips and costs that made their experience a Sick Golf Trip.

Kerry and Berkeley welcome guests Danny Roberts and James Ramos to break down Kerry's first-ever organized golf trip to Honey Pond Farms in Middletown Springs, VT. They cover booking a private 18-hole course for 16 guys, the unique scramble format with shared fairways and greens, travel headaches in rural Vermont, total costs, house amenities, and more. This is definitely a unique experience, but who is it best for?

Chris Roach, CEO of Porter Road, joins the pod to share his experiences touring a few courses located on the Great Peconic Bay on Long Island. It's an intimate trip with a very good friend, but they made it a family trip around golf. Unfortunately, his golf game ruined one of his golf experiences, but that's golf!

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Dr. Chris Kurrami joins the pod to break down his annual golf trip to Bay Harbor, Michigan, a hidden gem on the shores of Lake Michigan, north of Traverse City. The good doctor shares how he first got invited, the Stableford scoring format they use, and their legendary player auction where you can bet on the winner of the tournament. We also cover surrounding courses, travel logistics, costs, and why this trip is an annual lock for their crew of 16-24 guys.

Jeff Kaplan joins us to break down his annual guys golf trip. This year, they went to Innisbrook Resort in Palm Harbor, Florida — home of the Copperhead Course, where the PGA Tour's Valspar Championship is played. Jeff has been organizing this group's golf trips for 18 years, and they've got it dialed in with a championship belt called "Live Until You Die," a unique point scoring system, live scoring, and rotating team formats.

We get into the full playbook — how they vet new members, why they prefer to change venue every year, the real cost breakdown ($3K all-in with unlimited golf), and the emotional story of how a friend recovering from a stroke inspired the belt tradition. Plus: how it feels to play a PGA course in full tournament conditions two weeks before the pros arrive.