Nassau Trip Preview
Pinehurst, NC
The cradle of American golf. Nine courses at Pinehurst Resort including #2 — the most famous course in the country. Walking only with caddies. This is a pilgrimage, not just a trip.
Per person / day
$250–$650
Best months
Mar–Nov
Group size
4-8 players
Sample trip
3N · $2,200/pp
Top courses
Where you'll play
Pinehurst No. 2
Must stay at resort to play. Walking only with caddie ($50-100 + tip). Crowned turtle-back greens are the hardest in golf.
Pinehurst No. 4
Redesigned by Gil Hanse 2018. Some say it's better than #2. Hosted 2019 US Amateur.
Pinehurst No. 8
Tom Fazio design — more forgiving than #2 or #4. Great for a 36-hole day complement.
Tobacco Road
Wildest course in America. Blind shots, crazy elevation, sand everywhere. Mike Strantz masterpiece. You'll either love it or hate it — but you'll never forget it.
Sample itinerary
3 nights in Pinehurst, NC
4-8 players · ~$2,200 per person
Arrival & Warm-Up
The Main Event
The Closer
Departure
From captains who've been
Insider tips
Stay at the resort — only way to play #2, #4, #8. Package deals are actually decent value
Play #4 before #2 — some groups like #4 better and it takes pressure off #2
Tip your caddie well ($50-75/bag min) — they'll read every putt and save you 5+ strokes
Thistle Dhu putting course is free and wildly fun. Do it the evening before your #2 round
Tobacco Road is 30 min away and worth the detour — completely different but unforgettable
Plan this trip
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