7:00 AM
Leave Rochester (~5 hr drive)
12:00 PM
White Plains Metro-North → Grand Central
2:30 PM
Check in, Romer Hell's Kitchen
5:00 PM
On the Rocks — scotch intro
9:00 PM
Five Iron Golf — main event
11:00 PM
Rudy's Bar — quick closer
10:30 AM
Danny's Vintage Watches (appt)
11:45 AM
Roman Malakov · Vookum (Diamond District)
12:40 PM
Chen's · Yan's — Chinatown, cash only
2:10 PM
House of Joy — lunch · Mango Mango
3:15 PM
Windup Watch Shop, Park Slope Brooklyn
5:30 PM
Back to hotel, shower, regroup
7:00 PM
Dinner, The Flatiron Room
Per person subtotal
$743 – $1,045
Everything except the watch.
Nick's realistic total
$2,185 – $3,138
Incl. half Ryan's + $1,500+ watch, minus Duncan's $430.
Duncan's realistic total
$1,545 – $1,998
Incl. half Ryan's + $430 to Nick.
Ryan's share, split
$372 – $523
Each, between Nick and Duncan.
Watch budget / person
$500 – $2,000
Personal, not in the group split.
Trip runs Wednesday 8/5 through Saturday 8/8, drive home Saturday.
Golf is Wednesday at 9:00pm — the main event of the first night, after the drive, downtime, and dinner.
Watch budget is $500–2,000 per person, personal, not in the group split.
No adult entertainment is part of this plan.
All addresses, hours, and phone numbers were verified live July 20, 2026. Traffic times are estimates with buffer.