The Heart of Siena - One of Italy’s most stunning squares, shaped like a shell. Sit at a café, enjoy a gelato or aperitivo, and people-watch, admire the Fonte Gaia fountain and the Torre del Mangia.
400 steps to a breathtaking 360° view of Siena and the Tuscan hills. Time your visit for sunset-incredibly romantic.
A Gothic masterpiece with black-and-white marble architecture. Don’t miss the Piccolomini Library and its Renaissance frescoes. Consider the OPA Si Pass to access the cathedral, crypt, museum, and panoramic view from the unfinished façade (“Facciatone”).
Art museum next to the cathedral with medieval masterpieces. Climb up to the panoramic terrace for another amazing view of the city.
A former medieval hospital, now a unique museum. Offers a fascinating mix of history, sacred art, and archaeology.
Tuscany is world-famous for its wines: Chianti, Brunello, Nobile di Montepulciano - so don’t miss a tasting! Recommended Wine Bars & Tasting Spots: Enoteca Italiana: Located inside the Medici Fortress; offers a vast selection of Italian wines with a focus on Tuscan producers. Cantina in Piazza: Cozy wine bar right on Piazza del Campo. Great for tasting local wines with a view. Enoteca I Terzi: Chic, modern wine bar with excellent food pairings. La Bottega del Chianti: Small shop and tasting room specializing in Chianti Classico. Tre Filari Wine Bar: Local favorite with a relaxed atmosphere and top-notch wine list.
You can’t leave Siena without experiencing a candlelit dinner with local food and wine! Top picks for a romantic evening: La Taverna di San Giuseppe - Iconic and atmospheric, located in a 13th-century cellar. Osteria Le Logge - Elegant but relaxed, just steps from Piazza del Campo. Ristorante Tar-Tufo - Sophisticated, with a focus on truffle-based dishes. Antica Osteria da Divo - Historic setting inside Etruscan caves.
Book a wine tour at: Castello di Ama (art + wine) Castello di Brolio Felsina Castello di Volpaia Montalcino – Home of Brunello Visit Caparzo, Castello Banfi, or Poggio Antico for tastings. Pienza – Cheese & wine paradise Try Pecorino di Pienza with local wines. Very romantic hilltop town. San Gimignano - Medieval towers, Vernaccia wine, and beautiful streets.