Start the morning at Tatte Bakery & Cafe's lovely patio. Enjoy freshly baked pastries, a hearty breakfast plate, or a sandwich alongside your coffee. Their gluten-free options make it easy for all dietary needs. The relaxed, contemporary atmosphere sets a perfect tone for the day.

Head to Grazie Nonna for a relaxed Italian lunch right in the heart of DC. This well-rated neighbourhood restaurant serves classic Italian fare in a comfortable setting. Arrive close to their 11:30 AM opening to beat the midday crowd and take your time over a leisurely meal.

Dinner at The Crown & Crow.

Start your morning at Tatte Bakery & Café in Dupont Circle — a beloved DC staple for freshly baked pastries, strong coffee, and a relaxed café atmosphere. Grab a window seat and ease into the day.

Dinner at WILD DAYS — a rooftop restaurant at 1201 K St NW with a fun, outdoor atmosphere. Arrives when it opens at 4:00 PM for the best seat on the rooftop. Unwind over dinner as the city lights begin to glow.

End the evening at The Hamilton Live, one of DC's premier live music venues just a short walk away. Catch a jazz performance or live act in this celebrated 600-capacity concert venue open until 2 AM. Check their schedule ahead of time to see who's playing — a perfect jazz night out to close Day 2.

Breakfast at Le Diplomate.

Just a 3-minute stroll from ala, Boqueria Dupont is a beautiful wood-paneled Spanish tapas bar with an extensive wine list. Perfect for a relaxed midday meal — order a spread of tapas and pair them with a glass of Spanish wine. Great outdoor-dining energy in the Dupont area.

Tonight's splurge highlight: Kitchen + Kocktails by Kevin Kelley, a celebrated soul food and fine dining destination with inventive cocktails. Save room for the full experience — this is a special send-off dinner for the last night of the trip. Open until 11 PM, so no rush.

Cap the trip with live jazz and soul music at Takoma Station Tavern — a cozy neighborhood venue 7.6 km from the city center where local artists play on an intimate stage. Note: this requires a transit or driving leg north to Takoma. Worth it for jazz lovers on the final night! Open until midnight.