In Tuscany, Rachel enjoys a fresh lunch at a Tuscan farmhouse. Her next stop is the home of a winery called Castello Verrazzano. In Siena, Italy Rachael finds a no-frills trattoria. She ventures into one of Siena's priciest restaurants for dessert.

She starts her day with a free meal in her historic B&B. Her next stop is Mrs. Wilkes Boarding House for lunch, and then complimentary high tea at her hotel. After satisfying her sweet tooth in town, she heads to The Crab Shack for dinner.

Breakfast at the Flying Biscuit; lunch at the city's oldest restaurant; Fat Matt's Rib Shack for dinner.