Itineraries
Routes and days
Days and weeks that hold together — built around real distances and opening times rather than a map's convenience.
11 guides
Itineraries
The Val d'Orcia Itinerary
A three-day Val d'Orcia itinerary through Pienza, Montalcino and San Quirico — at a pace that allows genuine engagement with the UNESCO landscape.
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A Luxury Weekend in Tuscany: The Two-and-a-Half-Day Itinerary
A realistic long-weekend itinerary in Tuscany — one base, one Siena day, one countryside day, structured around how the region actually works.
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Siena in a Day from Florence: Doing It Properly
The best single day out Florence has — if you do it right. Early coach, Duomo first, a real lunch, and the late-afternoon hour most day-trippers miss.
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Day Trips from Siena: Twelve, Ranked Honestly
The twelve day trips from Siena worth your time — hill towns, wine country, San Galgano and the springs — with an honest answer on which need a car.
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Two Days in Siena: The Itinerary That Fits the City
The vertical city on day one, the horizontal city on day two, both evenings used properly — a two-day Siena itinerary built by local editors.
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Harvest Season Around Siena: The Vendemmia, Planned Properly
September and October are wine country's working weeks — the best season here, and the trickiest for winery visits. How to plan the vendemmia properly.
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Florence in a Day from Siena: The Compression, Managed
Base in Siena, strike Florence once — the coach logistics, the two-slot gallery rule, and why the enoteca hour belongs to your return.
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One Week in Tuscany, Based in Siena
Seven days, one bed: the city, the wine day, the Val d'Orcia, towers or clay, and a slow exit — a week designed around Siena as the region's centre.
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San Gimignano and Volterra in One Day: The Western Double
The classic western double from Siena — the order that beats the crowds, the car-free truth, and who should split it over two days instead.
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Fitting Siena Into a Rome–Florence Trip
The classic itinerary's flaw: two capitals, same exhaustion. How to wedge two Sienese nights between them — designs, logistics, the honest fallback.
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September in Tuscany: The Month the Insiders Keep
The Palio's dust settles, the vendemmia begins, and the Duomo floor is bare all month. A portrait of September around Siena, with its 2026 dates.
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