First Date·Wynwood·$$ · Moderate·⭐ 7.9

The Sylvester

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Wynwood's open-air bar that does the work for you

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Confirm current hours, menu prices, and availability with the venue before heading out. Scores are DatingDex editorial estimates, not customer review averages.

What DatingDex says

The Sylvester is a breezy, unpretentious outdoor bar in the middle of Wynwood's art-gallery corridor — the kind of place where the neighborhood itself becomes the conversation starter. Two drinks in, you're people-watching, debating the murals outside, and somehow already comfortable.

The Sylvester is one of the top first date spots in Wynwood. At a moderate price point, it fits well when you want a first date feel without guesswork.

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