PINEHURST, NORTH CAROLINA · EST. 1895

The Boys Are Going
to Pinehurst

7 courses · 4 days · 1 legendary trip — October 21–25, 2026

“apes together golf”

40ANOOP'S BDAY
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Pinehurst Right Now
THE CALL FOR TRIP WEEK: crisp ~45° mornings · golden ~68° afternoons · October is Pinehurst's best month — pack layers, expect sun, zero weather excuses
LIVE TRIP-WEEK FORECAST APPEARS HERE ~10 DAYS OUT

Who's Coming

8 players · 2 tee times
Anoop "Shooter"Birthday boy · San Diego
Dan "Knicks Nation"Heavy hitter · 160-yard 8 iron · in search of more rings · NYC & San Diego
Butch "No Bammer"Lefty — wrong-handed menace · 90+ rounds last year · San Mateo
Deven "Dre Country"Nashville through and through · Spring Hill, TN
Mini "Gilmore"Has successfully hammered a Happy Gilmore drive · Austin, TX
Jaewon "The Hook"Loves hooks — on the boat and off the tee · weapons cache if we need backup · Boise, ID
Darshan "Captain Chapman"Chapman or nothing · watch your heads · Bay Area
Jason "Main Street" Finer things in life · Tuscany villas & Disney Magic Key VIP energy · Dodger blue · OC

The Plan

Wed → Sun · full scorecard

TWO TEE TIMES PER SLOT · SPLIT INTO TWO GROUPS OF FOUR

DateTimeWhat's Happening
WED 10/21by 6:00 PM Wheels down at RDUEveryone In By 6 Shared van ~6:30 (all bags fit) · ~1.5 hrs to the resort · check in ~8:00. Bonus for early landers or free windows all week: the USGA Experience & World Golf Hall of Fame is right by the resort clubhouse.
~8:30 PM Dinner — The TavernHolly InnProposed Easy landing after a travel day — casual plates around the Holly Inn's antique Scottish bar
THU 10/226:45 AM Breakfast & Warmup40-Min Cushion Southern buffet, then range balls & putts — at the course by 7:25 for the 8:08
8:08 / 8:16⏱ 3.5 hrs → ~11:38 / 11:46 Pinehurst No. 32-Man Scramble Short course, 5,200 yds — warmup round, shake off the flight
12:50 / 1:00⏱ 5 hrs → ~5:50 / 6:00 PM Pinehurst No. 8Serious RoundShared Caddie Tom Fazio design · among the most scenic at Pinehurst
7:30 PM Dinner — Carolina Dining RoomCarolina HotelProposed Southern gourmet under the grand hotel's chandeliers · first scorecards get litigated
FRI 10/238:00 AM Breakfast & Warmup40-Min Cushion Buffet, then range by 8:50 — nobody steps on No. 2 cold
9:30 / 9:40⏱ 5 hrs → ~2:30 / 2:40 PM Pinehurst No. 2Serious RoundCart Path Only #3 public course in the US · more USGA championships than anywhere in America · 2024 US Open
3:50 / 4:00⏱ 2 hrs → ~5:50 / 6:00 PM The CradleWalking · Par 3Shoes Off — MandatoryT-Shirt Casual3–4 Clubs Max Two groups of four, back-to-back times — ten yards apart on a 789-yard course, so it's one party either way. Longest hole is 127 yds — leave the ego at the villa. T-shirts, shorts, whatever. The club provides free small bags — just bring wedges, a putter, and one club you actually trust. Shoes come OFF — no exceptions, no excuses. And everybody orders a Transfusion — the Cradle's signature drink (vodka, grape juice, ginger ale; virgin version counts, Main Street). Loser of the round buys.
~6:00 PM Thistle Dhu18-Hole Putting CourseFree The famous putting course right by the Cradle — first-come, no tee time, putter only. Golden-hour warmdown before dinner, and secretly the best No. 2 green practice on property. Putt for who buys the first round.
7:30 PM Dinner — Pinehurst Brewing CoT-Shirt FriendlyProposed Roll straight from Thistle Dhu in whatever you're wearing — BBQ & house beers in the historic steam plant. No dress code, no changing, Transfusion buzz intact.
SAT 10/248:00 AM Breakfast & Warmup40-Min Cushion Buffet, then loosen up by 8:55 — big walking day ahead
9:36 / 9:48⏱ 5 hrs → ~2:36 / 2:48 PM Pinehurst No. 10Serious RoundWalking · Shared Caddie #20 public course in the US · biggest mover in the 2025 rankings (↑60)
3:04 / 3:12 Pinehurst No. 5Optional / TBC Victory lap for whoever's still standing — call it on the day
7:30 PM Dinner in the VillaGames Night 🃏Catan FinaleLast Full Night In-villa dinner for the final night — cards, trash talk, and settling the week's bets. The Catan tournament runs every evening at the villa; standings carry, championship decided tonight. Nobody has to put on real shoes.
SUN 10/258:15 AM Breakfast · Pack · Check Out40-Min Cushion Buffet, bags packed and out — bell stand or straight into the van — then warmup by 9:30 for the closer
10:10 / 10:20⏱ 5 hrs → ~3:10 / 3:20 PM Pinehurst No. 4Serious RoundCart Path · Shared Caddie #28 public course in the US · Gil Hanse renovation · the closer
4:00 PM Van to RDUFlights 7 PM+ Arrive ~5:30 · change at the airport if needed · book Sunday departures 7:00 PM or later (or fly Monday). Earlier departures: shared ride out — TBC soon.

Serious Round = 10, 2, 8, 4 — scores count. Chips = format & logistics notes. Pace plan: ~3.5 hrs on No. 3 · ~5 hrs on 2, 8, 10 & 4 · ~2 hrs at the Cradle. Walking total: ~22–24 miles. Break in your shoes now.

The Chimp's Cup

Format · quotas · groupings · stakes

① The Serious Rounds

Serious Round = No. 8 (Thu), No. 2 (Fri), No. 10 (Sat), No. 4 (Sun).

Each player has a quota (see below). Score points every hole: bogey 1 · par 2 · birdie 4 · eagle 8. Your day = points scored minus your quota. Cumulative +/- across all four rounds crowns the champion.

② Thursday Scramble

No. 3 · two-man teams. Both players hit, pick the better ball, both play from there — repeat until it's holed. Winning team: +2 each toward the overall.

STRICTLY NO MULLIGANS.

③ The Cradle

Low gross — no quotas on 127-yard holes. Winner +2. Cousins vs The Rest for the Transfusion tab — loser bloodline buys (house rule, already law).

④ Thistle Dhu

18-hole putting title, Friday evening. Winner +1 and bragging rights on every green for the rest of the trip.

⑤ Bonus Points

Gross birdie anywhere: +1. That’s it — no markers to plant, nothing to track. Make a birdie, take your point.

⑥ Quota Adjustments

Beat your quota by 4 or more → quota goes up 2 the next day. Miss it by 4 or more → quota comes down 2. Works both ways, so a bad opening guess corrects itself by Friday.

Example Round

Friday on No. 2, four made-up handicaps. Points every hole: bogey 1 · par 2 · birdie 4 · eagle 8, worse than bogey 0. Day result = points − quota.

PlayerHcp → QuotaThe RoundPointsDay
Butch8 → 28 2 birdies · 8 pars · 7 bogeys · 1 blowup 8 + 16 + 7 + 0 = 31+3
Mini20 → 16 3 pars · 11 bogeys · 4 doubles 6 + 11 + 0 = 17+1
Dan12 → 24 1 birdie · 6 pars · 8 bogeys · 3 others 4 + 12 + 8 = 24E
Jason22 → 14 2 pars · 8 bogeys · 8 others 4 + 8 = 12−2

READ IT: BUTCH WINS THE DAY AT +3 — BUT MINI BEAT DAN AND JASON STRAIGHT UP AT A 20 HANDICAP. THAT'S THE SYSTEM: EVERY HOLE COUNTS, BLOWUPS COST NOTHING EXTRA (PICK UP, TAKE THE ZERO), AND ANYONE CAN WIN THE CUP. SUM YOUR +/- ACROSS ALL FOUR SERIOUS ROUNDS.

Player Quotas — Quota = 36 − Handicap

PlayerHandicap / Typical ScoreOpening Quota
Anoop "Shooter"[hcp][quota]
Dan "Knicks Nation"[hcp][quota]
Butch "No Bammer"[hcp][quota]
Deven "Dre Country"[hcp][quota]
Mini "Gilmore"[hcp][quota]
Jaewon "The Hook"[hcp][quota]
Darshan "Captain Chapman"[hcp][quota]
Jason "Main Street"[hcp][quota]

NO OFFICIAL HANDICAP? USE TYPICAL 18-HOLE SCORE: QUOTA ≈ 36 − (SCORE − 72). SHOOTS ~90 → QUOTA 18. LIKELY HIGH-HANDICAP SEEDS: MINI · DEVEN · JASON · JAEWON.

Groupings — Two Groups Per Round

RoundGroup 1 (first tee time)Group 2 (second tee time)
Thu AM — No. 3Scramble · 2-Man Teams Anoop + Jason vs Butch + Jaewon Dan + Deven vs Darshan + Mini
Thu PM — No. 8BUT ONE 🇿🇼 Butch · Jaewon · Dan · Jason BUT ONE: Anoop · Mini · Darshan · Deven — the grew-up-in-Zim group
Fri — No. 2The Crown Jewel Deven · Jaewon · Jason · Darshan Anoop · Mini · Butch · Dan
Fri — The CradleLoser Bloodline Buys Cousins: Anoop · Butch · Deven · Darshan The Rest: Dan · Jason · Jaewon · Mini
Sat — No. 10Mixed Butch · Deven · Darshan · Jaewon (three Niners + The Hook, honorary) Anoop · Mini · Dan · Jason
Sat — No. 5Optional / TBC~9 Holes Anoop · Butch · Jaewon · Mini (provisional) Dan · Deven · Darshan · Jason (provisional)
Sun — No. 4The CloserEarly Flights Off 1st Mini · Jason · Butch · Dan — first off (Mini & Jason may have earlier flights) Anoop · Darshan · Deven · Jaewon

Prizes & Stakes

🏆 The Chimp's Cup

The trophy has a name. [Buy-in per player: $__ · winner takes __ / dinner on the losers / etc.]

🥈 Side Bets

[Skins? Wolf on the back nine? Scramble side pot? — list them here]

🍺 Guzzlers

Fail to make it past the ladies' tee off the box and that's a round of drinks on you. No appeals. The wiregrass doesn't count as distance.

🍹 Standing Laws

Cradle loser buys Transfusions. Thistle Dhu loser buys the first round at dinner. [Add more]

The Damage

Per person · confirmed
Premier Golf Package$3,520.00
Tax*$348.91
Resort fee$447.00
Shared caddie budget (No. 4, 8 & 10)~ $200.00
Drinks, merch & misc allowance ($50/day)~ $200.00
Balance per person~ $4,700

What's included

4 nights in a Carolina Villa · three-course dinner nightly — good at any resort restaurant · Southern buffet breakfast daily · carts & practice facilities · all golf: No. 2, 4, 8, 10 & The Cradle.

The ~$200 allowance ($50/day) covers on-course & 19th-hole drinks and misc — tips are largely handled (see below). Pro-shop merch is on you. No cash on property — cards only.

All-in: ~$4,700

*Tax subject to change per local & state laws. Resort balance is due at checkout; caddie tips & drinks settle as you go.

The resort fee covers: on-property shuttle to everything · valet & self-parking · gratuities for package meals, Bell, Golf Operations & Housekeeping · Wellness Wave sessions at the Spa fitness center · unlimited play on Thistle Dhu.

Logistics

Read before booking

✈ Flights In

Fly into RDU (Raleigh-Durham). Land by 6:00 PM Wednesday 10/21 — van leaves ~6:30.

Target 4:00–5:30 PM landings for a buffer.

✈ Flights Out

Sunday: van leaves the resort at 4:00 PM, RDU by ~5:30.

Book departures 7:00 PM or later — or fly Monday and nobody rushes.

⛳ Clubs & Bags

Clubs will be on property — tee off straight from the villa Thursday.

Shipping ahead? Ship Sticks is recommended — Pinehurst receives and stores clubs, and will accommodate as needed.

Carry bags must be under 24 lbs on No. 2, 4 & 10. Pack light.

🚐 Getting Around

Free resort shuttle to everything — call (910) 235-8403 or ext. 58403.

Sunday morning: pack + check out before the 10:10 round.

The Film Room

Required viewing

Course Study

Know the battlefield before you get there.

Course Study

More homework — watch on the plane.

Course Study

The more you watch, the fewer excuses in October.

Course Study

Steal a line or two for the serious rounds.

Course Study

Extra credit for the leaderboard hopefuls.

What to Practice

You have until October

① The Turtleback Greens

No. 2's crowned greens shrug balls off the edges all day. Practice putting and chipping from off the green — the bump-and-run and the putter-from-20-yards-off are your best friends. High flop shots will betray you.

② Lag Putting

Fast, sloped surfaces everywhere. Spend range sessions on 30–50 foot lag putts — the guy who three-putts least wins the serious rounds. Speed over line.

③ Sandy Waste Areas

Miss a fairway and you're in hardpan sand and wiregrass, not rough. Practice picking the ball clean off tight/sandy lies — and accept that punching out sideways is a real strategy.

④ Wedge Distances

Domed greens mean small effective targets. Dial in your carry numbers from 60–120 yards — knowing your exact wedge yardages matters more here than 10 extra yards off the tee (sorry, Dan).

⑤ Walking Legs

~22–24 miles across the week, with No. 10 the longest hike. No training plan needed — just break in your shoes before October and maybe don't take the cart every single round between now and then.

⑥ Par-3 Sharpness

Between No. 3, the Cradle, and the short holes on the big courses, you'll hit a lot of scoring-iron tee shots. Groove your 7-iron-and-down — that's where the trip's bragging rights live.

Packing List

First draft — flag gaps

⛳ On the Course

Two pairs of golf shoes, both broken in — alternate days, 23 miles of walking.

A dozen balls provided — bring another dozen of your own; the wiregrass and waste areas keep what they catch.

Gloves ×2 · rangefinder · divot tool & markers (or wait for the gift bags 👀).

Carry bag under 24 lbs if you're walking 2, 4, or 10 — strip it down before you fly.

🧥 Clothes & Layers

The whole trip is a layers game: ~45° at breakfast, ~68° by the turn.

Collared shirts for the big courses + Carolina Dining Room (smart casual Thursday).

T-shirts for Friday — Cradle + Thistle Dhu + brewery, zero dress code.

Vest or light pullover · one rain shell (just in case) · pants and shorts both.

🎒 The Little Things

Sunscreen & sunglasses — October sun is sneaky in the sandhills.

Blister pads / body glide — future you on Saturday's back nine says thanks.

Portable charger (long days, scoring apps, trash-talk group chat).

Advil & electrolytes for the villa · sharpie for marking balls.

🚫 Leave at Home

Cash — the resort is cards-only everywhere.

Extra clubs for the Cradle — small bags provided, 3–4 clubs max.

Your ego — the turtleback greens will take it anyway.