Start the morning at The Pink Hermit, a cozy café steps from downtown Nashville. Grab coffee and a light breakfast to ease into the day. Great spot for two to settle in and plan the adventures ahead.

Lunch at The Twelve Thirty Club on iconic Broadway — a stylish venue serving modern regional American cuisine with a bar and live music. Enjoy rooftop dining with your travel partner for a memorable midday experience. This is the day's one splurge stop ($$$).

Dinner at The Stillery — a lively Nashville staple with mason jar cocktails, burgers, and brick-oven pizza in a modern space. Weekend evenings feature live music, making this a great fit for jazz and live-sound lovers. Outdoor and bar-adjacent seating adds to the atmosphere. Moderately priced and perfect for two.

Kick off the morning at Puckett's, a beloved Southern bar and grill with an old-general-store charm. Enjoy a relaxed breakfast in a warm, characterful setting — a great way to ease into Day 2.

Head to the Nashville Jazz Workshop — a premier jazz education and performance institution. Explore their programming, sit in on an open session or workshop, and immerse yourselves in Nashville's vibrant jazz culture. Note: located ~2.8 km from downtown; confirm hours in advance as they vary.

Settle in at The Diner Nashville for a satisfying midday meal. This large, modern diner serves American classics alongside sushi and oysters — a fun, eclectic spread perfect for two. Great value and plenty of variety.

Tonight's splurge: dinner at Harper's, a top-rated steakhouse and brunch restaurant just 1.2 km from downtown Nashville. With a 4.8 rating, this is the special highlight of Day 2 — expect an exceptional meal in a refined atmosphere. (Note: $$$$ — one permitted splurge for the trip.)