Tuscany Italy rolling hills
🇮🇹
Italy
Ruins, Renaissance & La Dolce Vita
Duration
14 days
Best Time
Apr–Jun & Sep–Oct
Daily Budget
$120–220
Difficulty
Easy
✨ Why Visit Italy
The case for going
Italy is the world's greatest open-air museum — and also its greatest kitchen. From the Dolomites to the Amalfi Coast, ancient Rome to Venice's canals, nowhere packs more beauty, history, and flavour into a single country.
📅 Day-by-Day Itinerary
📅 Rome
The Colosseum, Roman Forum, Vatican Museums, Sistine Chapel, and Trevi Fountain. Book Vatican skip-the-line tickets weeks ahead. Eat cacio e pepe in Trastevere and suppli from a street fryer. Sunrise at the Spanish Steps before anyone else arrives.
📅 Florence
The Uffizi Gallery (Botticelli's Birth of Venus), Michelangelo's David, and the Duomo's terracotta dome. Climb Giotto's bell tower for the best view. Day trip to Siena or San Gimignano — medieval hilltop towns unchanged since 1400.
📅 Tuscany
Rent a car and drive the Val d'Orcia — the most photogenic landscape in Europe. Wine tasting in Chianti, truffle hunting in San Miniato, and a long lunch at an agriturismo. Sleep in a farmhouse surrounded by cypress trees.
📅 Venice
The Grand Canal, St. Mark's Basilica, Doge's Palace, and the Rialto Bridge. Get completely lost — that's the point. Take the vaporetto to Burano (coloured fishing houses) and Murano (glassblowing). Cicchetti and Aperol Spritz at a bacaro at 6pm.
📅 Cinque Terre & Amalfi
Hike the coastal trail between five cliffside villages above the Ligurian Sea. Then drive south to the Amalfi Coast — Positano, Ravello, and Amalfi town. Limoncello, fresh anchovies, and cliff-jumping into turquoise water.
📅 Sicily
Fly to Palermo — the most layered food culture in Europe. Arab-Norman architecture, street food at the Ballarò market, and a day trip to the Valley of the Temples at Agrigento (2,500-year-old Greek ruins in perfect condition).
🏨 Where to Stay
Hotel de Russie, Rome
Hotel de Russie, Rome
⭐⭐⭐⭐⭐
Garden oasis steps from the Piazza del Popolo
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Portrait Firenze, Florence
Portrait Firenze, Florence
⭐⭐⭐⭐⭐
Boutique luxury on the Arno river, rooftop terrace
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Belmond Hotel Cipriani, Venice
Belmond Hotel Cipriani, Venice
⭐⭐⭐⭐⭐
Private island hotel, boat transfer from St Mark's
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🎫 Top Tours & Experiences
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Alta Via 1 Dolomites Trek
Alta Via 1 Dolomites Trek
Multi-day hike through the most dramatic mountain scenery in Europe — orange rock spires and alpine rifugio huts.
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Mount Etna Crater Hike
Mount Etna Crater Hike
Guided ascent to the active summit crater of Europe's largest volcano — lunar landscapes and sulphur vents.
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Stelvio Pass Cycling
Stelvio Pass Cycling
One of the world's greatest cycling climbs — 48 hairpin bends to 2,757m through the Italian Alps.
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Gondola at Dusk, Venice Backwaters
Gondola at Dusk, Venice Backwaters
Private gondola through Venice's secret canals at golden hour — away from the tourist routes, into the real city.
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Sunday Lunch with a Nonna, Bologna
Sunday Lunch with a Nonna, Bologna
A Bolognese grandmother teaches you to make fresh tagliatelle and ragù from scratch — then you eat it together.
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💡 Insider Tips
💡 Key tips: Book Vatican and Uffizi tickets 3–4 weeks ahead — they sell out completely. Avoid August — it's swelteringly hot and overwhelmingly crowded. Validate your train ticket before boarding or face a fine. Tipping is not expected but rounding up is appreciated. The best gelato is served from a metal container with a lid, never a mountain of coloured fluff.