Best Date Night Restaurants in Downtown Crossing

We had a fantastic experience at Amber Road! The Valentine’s prefix menu was absolutely wonderful, with delicious dishes that were thoughtfully prepared. Our server was amazing—attentive, friendly, and made our evening even more enjoyable. The restaurant itself is beautiful, creating a warm and elegant atmosphere perfect for a special night out. The only drawback was the large screens playing sports, which felt out of place and took away from the otherwise sophisticated aesthetic. It would have been nice to fully immerse in the ambiance without that distraction. Overall, a great dining experience, and we’d definitely return!

This is the second time for us at Estella’s. We loved it so much the first time we brought back the entire family. Our experience was even better the second time around. Food is delicious and the staff is so attentive and sweet! A big shout out to our waiter for the evening, Issman! He was wonderful. Definitely going back again and again!

The staff and the food were amazing. Its just very dark in the restaurant. Maybe I am just getting old, lol. Hard to see menu. My wife pulled out her cell to see better and the waiter dropped a little night light on our table. It was funny and fantastic at the same time.

Wonderful experience overall. Atmosphere was on point for the holiday, food was well chosen and well prepared, service was excellent. Will be back.

This was our fourth visit to the Vermilion Club, I believe, and it has recently become a favorite restaurant of ours. The location is unusual, on the second floor of a large office building in the financial district. Above the large island bar is a gorgeous Chihuly glass sculpture, and the vibe of the place is urban cool yet warm and inviting. The food is excellent…on this visit we had the prime rib and filet mignon, which were tender and flavorful, and the appetizers beforehand were superb as well. The service is always excellent here, professional and efficient without being stuffy. Our server on this visit, Nimi, was exemplary…always there when needed, but not intrusive. She also guided us to a couple menu choices that were perfect. We will definitely be back again, and look forward to seeing the Vermilion Club flourish!