The Captain's Kit
The Sandhills Grand Slam
Pinehurst / Southern Pines, NC (Extended)
Play No. 2 with a caddie, survive Tobacco Road, and discover why Mid Pines might be the best Ross course you've never heard of.
4 days · 5 rounds · all-in ~$1600/pp
- The full day-by-day, course by course
- Lodging pick, line-item costs, booking contacts
- The captain's playbook (insider tips, bonus plays, founder note)
Plus weather codes, caddie strategy, and the airport you should actually fly into.
One-time purchase · 7-day refund · no subscription
Verified June 2026
Top courses
Where you'll play
Pinehurst No. 2
The cathedral of American golf. Host of multiple US Opens. Donald Ross's masterpiece, restored by Coore/Crenshaw in 2011 with native sand areas and wire grass. Caddie strongly recommended ($60+tip). Must stay at resort to play.
Pinehurst No. 4
Gil Hanse redesign (2018). Many consider it the best playing experience at Pinehurst now. Wide fairways, strategic bunkering, incredible greens. Host of 2019 US Amateur.
Tobacco Road
Mike Strantz's wild, divisive masterpiece. Blind shots, massive sand waste areas, love-it-or-hate-it design. 20 min from Pinehurst. Not for everyone but unforgettable.
Mid Pines Inn & Golf Club
Donald Ross design restored by Kyle Franz. Sister course to Pine Needles. Classic golden-age golf. Intimate boutique resort feel.
Pine Needles Lodge & Golf Club
Donald Ross design. Hosted 3 US Women's Opens. Sister to Mid Pines. Walking encouraged. Beautiful club with the Peggy Kirk Bell legacy.
From captains who've been
What the captains know
The small things that make or break the trip. Booking windows, weather codes, caddie strategy, the airport you should actually fly into.
6 insider tips · all unlocked in the kit below
The itinerary
What you'll play and when
A captain wrote this. Every tee time has a reason. Here's the first part.
Day 1
Travel + Range
RDU to Pinehurst is 90 minutes. Use arrival day for settling in and range work before No. 2 tomorrow.
Day 2
Pinehurst No. 2
Tee time: 8:00 AM
Book first available morning slot. You want fresh legs for No. 2 and a caddie who isn't burned out from earlier loops.
What's inside the kit
The rest of the trip
Five sections. Everything a captain needs to run this trip — not just dream about it.
Where you'll stay and why
The lodging pick, the rate, the reason it beats the alternatives.
What it really costs (line by line)
The actual number per person. Not a vague range.
Who to call and what to ask
Phone numbers, emails, the exact booking script.
What to do when you're not on the course
The best meal of the trip. The post-round bar. The sneaky par-3.
From the captain
Why this trip, what to expect, the things that make the difference.
4 more days inside
The full day-by-day — including which course to play when the wind picks up, caddie strategy, and the right tee times to book — is in the kit.
The whole trip · one kit · $29
The Sandhills Grand Slam
4 days · 5 rounds · all-in ~$1600/pp
One-time purchase · 7-day refund · no subscription
You're the captain. Show up and run the trip.