DeRay Davis turned a hard South Side Chicago upbringing into streetwise, personal stand-up, then parlayed it into roles in 21 Jump Street and Barbershop and a Showtime hour. Four shows across two nights at City Winery means a seated, dinner-and-wine format on the Hudson. If you want a comedy night that doubles as a date night, this is the grown-up option.
What to expect
A seated supper-club setup on City Winery's main stage, where you can order food and wine before and during the show. Expect a headline set drawing on the subjects he is known for: race, family, poverty and growing up in Chicago.
Good to know
- A/C/E or L to 14 St–8 Av, then walk west to the Hudson River piers.
- Food and wine service is part of the experience, so budget beyond the ticket.
- Late shows are the looser, rowdier sets.
- City Winery members get ticket perks.
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Common questions
How many shows are there?
Four: an early and late show on each of the two nights.
Where is City Winery NYC?
At Pier 57, 25 11th Avenue on the Hudson River in Chelsea.
