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SIENA • PIAZZA DEL CAMPO

SIENA • PIAZZA DEL CAMPO

Begin in the fan-shaped Piazza del Campo, then wander from the striped Duomo and the storied Santa Maria della Scala to the Fortezza Medicea and the green hush of Orto de’ Pecci. Trace Siena’s sacred and secular soul at San Domenico before drifting into Chianti’s vineyards and the cinematic curves of the Val d’Orcia.

🧭 DAY-BY-DAY ITINERARY

Ready-made country and city routes with daily plans, sights, transport and accommodation. Buy PDF guides for independent travel.

🧭 DAY-BY-DAY ITINERARY


Day 1 — Piazza del Campo and the city’s “shell”

  • 🚶 Start from the heart of Siena — Piazza del Campo. The shell-shaped square gently slopes down toward the Palazzo Pubblico with the Torre del Mangia: brick, Gothic lines, and semicircles of paving stones pull the city together. Walk along the edges of the square’s “petals,” sit by the Fonte Gaia, then slip into the alleys toward the Loggia della Mercanzia and the narrow streets of Banchi di Sotto: here you can hear the city speaking in a half-whisper — through shutters, bells, and footsteps on stone.

Day 2 — Palazzo Pubblico and the Museo Civico

  • 🏛️ Head up into the Palazzo Pubblico: the Museo Civico is Siena’s “memory,” with Ambrogio Lorenzetti’s frescoes of Good and Bad Government and halls where politics was once an art. Don’t rush — the paintings read like 14th-century comics. Afterward, a short climb up the Torre del Mangia (with timed booking) for the panorama: waves of terracotta roofs and bell towers draw your eye toward the Chianti hills. In the evening — dinner on Via di Città: Tuscan pasta, game, and a glass of Chianti Classico.

Day 3 — The Duomo, Museo dell’Opera, and marble patterns

  • ⛪ Duomo Square is Siena’s second pole. The cathedral is a concentration of black-and-white marble, inlaid floors, and sculptures by Giovanni Pisano. At the Opera del Duomo museum — Duccio di Buoninsegna’s “Maestà” and the rose stained-glass window: it brings you close to the nerve of the Sienese school of painting. From the Facciatone balustrade (if the climb is open) there’s a view of the center’s “peaks” — from San Domenico to Piazza del Campo.

Day 4 — Santa Maria della Scala and the city’s underground levels

  • 🏥 The former hospital Santa Maria della Scala is an entire “vertical city” beneath Duomo Square: walk-through galleries, chapels, archaeological finds, the children’s nursery of the past. It’s one of Europe’s largest museum complexes, where the history of charity and art is written in everything from frescoes to apothecary jars. By day — coffee in the shade of the contrasting façades of the Cathedral complex and an unhurried stroll along Via del Capitano.

Day 5 — Fortezza Medicea and the La Lizza gardens: a day of air

  • 🌿 Climb up to the Fortezza Medicea — the 16th-century brick bastions have become a walking terrace for Sienese locals today: runners, dogs, sunsets over the hills. Down the slope are the La Lizza gardens with the Garibaldi monument: it’s a great place to “switch” pace between museums. In the evening — an aperitivo on one of the bastions with a view of the towers of the historic center.

Day 6 — Orto de’ Pecci and “rural” Siena

  • 🍃 Just a couple of steps from Piazza del Campo, Orto de’ Pecci is tucked away — a green basin with vegetable plots, herbs, and a little restaurant among meadows. Here you hear crickets, not engines, and the city suddenly turns into a village. Perfect for a lazy lunch, reading, and a slow walk along the paths toward Porta Giustizia.

Day 7 — Basilica of San Domenico and the contrada quarters

  • ⛪ The massive brick Basilica Cateriniana di San Domenico houses the relics of Saint Catherine and frescoes by Sodoma. From here, go down to Fontebranda and wander the streets of the contrade — Siena’s small “republics” that converge at the Palio every July and August. Notice the coats of arms and flags on doors — the Dragon, the Goose, the Owl, the Panther, and other “living” totems of the city.

Day 8 — Pinacoteca Nazionale and the gardens of the university botanical garden

  • 🖼️ The Pinacoteca Nazionale brings together the gold backgrounds and fine lines of the Sienese school — Simone Martini, the Lorenzetti brothers, Sassetta. After the visual “gold” — greenery at the Orto Botanico dell’Università di Siena on the slopes of Via P.A. Mattioli: terraces with collections of Mediterranean plants, cacti, and shady paths for a breather.

Day 9 — Chianti day: Castellina and Radda

  • 🍷 A trip out to Chianti Classico. In the morning, take a bus to Castellina in Chianti: stone streets and wine shops under arcades. In the afternoon — Radda: scenic trails and a glass of Chianti to the sound of bells. Return to Siena by evening. Budget time for tastings and unhurried connections — Tuscany loves taking its time.

Day 10 — San Gimignano: the city of towers

  • 🏰 Take line 130 via Colle di Val d’Elsa to San Gimignano: medieval “skyscrapers” and cobbled streets where the air smells of saffron. Climb up to the Rocca fortress, try the white Vernaccia, pop into small museums, but leave time just to wander. Return to Siena for dinner.

Day 11 — Monteriggioni: the “crown” of fortress walls

  • 🛡️ A midday outing to Monteriggioni — a perfect semicircle of walls above olive groves. The fortress town is compact; the walk takes 2–3 hours with lunch on the square and a climb onto the walls. In the evening — back to Siena and a promenade along Via di Pantaneto with gelato to go.

Day 12 — Val d’Orcia: Montalcino, Pienza, Bagno Vignoni

  • 🌾 The big Tuscan loop. In the morning — Montalcino: the fortress and a glass of Brunello. Then — Pienza (Pius II’s ideal Renaissance town) and the thermal Bagno Vignoni with its “pool-square.” It’s a packed day: plan for connections and time for lunch with a view of the hills. In the evening — Siena and an early night.

Day 13 — Siena’s “little joys”: shops, courtyards, views

  • 🛍️ Spend the day unhurried: bookstores on Via di Città, vintage on the narrow lanes between Banchi di Sopra and Banchi di Sotto, hidden courtyards with laundry overhead. Stop by the viewpoint at San Domenico, return to your favorite views of Piazza del Campo, and have dinner with what you ended up loving in the city.

Day 14 — Finale: one last lap around the Campo and a farewell aperitivo

  • 🌇 Take a “lap of respect”: Campo → Duomo → your favorite little street → Fortezza Medicea at sunset. A final aperitivo and a warm look back at a city where stone and time speak very softly — in a way that makes you want to return.

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Buy PDF guide — 29.99 USD

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