Wine Cellar Vertical Tasting

Book tickets to a museum's special after-hours event or late-night opening. Dress up as if you're attending a gallery opening, making the evening feel like a glamorous occasion.

Explore the galleries with fewer crowds, taking time to really discuss pieces that speak to you. Play a game where you each secretly pick your favorite artwork and then try to guess which one the other person chose.

End the night at the museum bar or cafe if available, or find a nearby cocktail lounge. Discuss which artwork you'd steal if you could (hypothetically) and what it would look like in your home.

Book tickets to a museum's special evening event—often they have jazz, wine, and way fewer crowds. Dress up a little; lean into the atmosphere.

Make up backstories for three pieces of art: dramatic, funny, conspiratorial. Try to guess which time period or culture speaks most to each of you and why.

Grab drinks at the museum bar or a sophisticated spot nearby. Discuss which piece you'd steal if you were an art thief and what room you'd put it in.

Plan a route through your city visiting 4-5 different restaurants in one evening, having one course at each. Start with appetizers at a place known for small plates, making reservations or calling ahead when possible.

Move through your courses—soup or salad at spot two, main course at spot three, cheese or another savory at spot four. Walk between restaurants when possible to work up appetite and explore the city.

End with dessert and coffee at a cafe or bakery you've been wanting to try. Rate each course and restaurant, deciding which one you'd return to for a full meal.

Find the unmarked door and whisper the password to enter a 1920s-style speakeasy. Dress the part—vintage attire encouraged but not required.

Sip handcrafted prohibition-era cocktails while a live jazz quartet plays Ella and Duke. Request a song and slow dance between the velvet booths.

End the night with a nightcap at the bar, learning one signature cocktail recipe from the mixologist to recreate at home.