1 Month Italy Adventure: Itinterary of Classic Cities, Coastlines & More
A full 30 day Italy itinerary with cities, coastal escapes, small towns, and islands for a month-long Italian adventure.
This 1 month Italy itinerary (30 days) begins in Rome with the timeless classics, then continues through Florence and Tuscany, Venice and northern highlights, the Amalfi Coast, and finally Sicily.
Along the way, you’ll balance world-famous landmarks with charming villages, scenic coastal drives, and time on the islands. At the end, we’ll also share alternative route options so you can adjust the plan to fit your flights and travel style.
| Day | Location | Main Focus |
|---|---|---|
| 1 | Rome | Arrival & Ancient Rome |
| 2 | Rome | Vatican City & Trastevere |
| 3 | Rome | Piazzas, Pantheon & Villa Borghese |
| 4 | Rome → Florence | Morning in Rome, train to Florence |
| 5 | Florence | Duomo & Uffizi Gallery |
| 6 | Tuscany | Day Trip: Siena & Chianti |
| 7 | Florence | Accademia Gallery & Oltrarno |
| 8 | Pisa / Lucca | Optional Day Trip |
| 9 | Cinque Terre | Arrival & Explore Villages |
| 10 | Cinque Terre | Hike Between Towns or Ferry |
| 11 | Cinque Terre | Relaxed Beach Day |
| 12 | Venice | St. Mark’s Basilica & Doge’s Palace |
| 13 | Venice | Rialto Bridge & Gondola Ride |
| 14 | Venice | Murano & Burano Day Trip |
| 15 | Venice | Hidden Corners & Cannaregio |
| 16 | Milan | Duomo & The Last Supper |
| 17 | Lake Como | Bellagio & Varenna Day Trip |
| 18 | Milan | Shopping & Aperitivo Culture |
| 19 | Verona / Bergamo | Optional Side Trip |
| 20 | Naples | Historic Center & Pizza |
| 21 | Amalfi Coast | Arrival & Relax in Positano |
| 22 | Amalfi Coast | Explore Amalfi & Ravello |
| 23 | Amalfi Coast | Capri or Pompeii Day Trip |
| 24 | Amalfi Coast | Beach Time & Coastal Drive |
| 25 | Palermo (Sicily) | Arrival & Street Food Tour |
| 26 | Cefalù | Seaside Day Trip |
| 27 | Agrigento | Valley of the Temples |
| 28 | Taormina | Greek Theatre & Seaside Charm |
| 29 | Mount Etna / Catania | Volcano Excursion & Markets |
| 30 | Catania / Palermo | Departure |
Days 1–4: Rome
Rome feels like walking through a living museum, where ancient ruins sit beside lively piazzas and family-run trattorias. Days are filled with exploring landmarks like the Colosseum and Vatican City, while evenings bring leisurely strolls, gelato in hand, and the glow of streetlamps reflecting on centuries-old stone.
Highlights
Ancient ruins, Vatican City, piazzas, espresso culture.
Daily Itinerary:
- Day 1: Arrival + Colosseum area
- Day 2: Vatican City + Trastevere dinner
- Day 3: Borghese Gallery + shopping
- Day 4: Leisure morning, train to Florence
Days 5–9: Florence & Tuscany
Florence is the heart of Renaissance Italy, filled with world-class art, elegant architecture, and winding streets that lead to cozy cafes and wine bars. It’s also the perfect base for exploring Tuscany, where rolling hills, vineyards, and medieval towns create some of Italy’s most memorable experiences.
Highlights
Florence’s Duomo, Renaissance art, Tuscan wine country, medieval hill towns.
Daily Itinerary
- Day 5: Florence’s Duomo & Uffizi Gallery
- Day 6: Day trip to Siena & Chianti wine country
- Day 7: Accademia Gallery + Oltrarno nightlife
- Day 8: Optional Pisa or Lucca day trip
- Day 9: Relaxed morning, train to Cinque Terre
Days 10–12: Cinque Terre
The Cinque Terre offers postcard-perfect coastal views, colorful fishing villages, and cliffside trails overlooking the Ligurian Sea. Whether you’re hiking between towns, taking the ferry, or simply relaxing on the beach with fresh seafood and local wine, these days give you a slower pace after the big cities.
Highlights
Colorful seaside villages, coastal hikes, seafood pasta, sunsets over the sea.
Daily Itinerary
- Day 10: Travel to Cinque Terre + explore Monterosso or Vernazza
- Day 11: Hike between villages or ferry ride along the coast
- Day 12: Relaxed beach day + seafood dinner
Days 13–16: Venice
Venice feels like a dream with its winding canals, gondolas gliding past elegant palaces, and hidden alleyways leading to cozy cafes. The city is best enjoyed at a slower pace, wandering on foot, taking water taxis, and soaking up the unique charm that makes it unlike anywhere else in the world.
Highlights
Grand Canal, gondola rides, St. Mark’s Square, Murano & Burano.
Daily Itinerary
- Day 13: Arrival in Venice + St. Mark’s Basilica & Doge’s Palace
- Day 14: Rialto Bridge + gondola ride along the canals
- Day 15: Day trip to Murano & Burano
- Day 16: Explore Cannaregio or Dorsoduro + leisure evening
Days 17–20: Milan & Lake Como
Northern Italy blends modern style with natural beauty. Milan is known for its fashion, Gothic cathedral, and world-class art, while the nearby lakes offer peaceful towns surrounded by mountains. It’s the perfect mix of city sophistication and relaxing day trips along the water.
Highlights
Milan’s Duomo, The Last Supper, Lake Como, charming lake towns.
Daily Itinerary
- Day 17: Train to Milan + visit the Duomo & Galleria Vittorio Emanuele II
- Day 18: Day trip to Lake Como (Bellagio & Varenna)
- Day 19: Optional side trip to Verona or Bergamo
- Day 20: Leisure in Milan + evening train south
Days 21–24: Amalfi Coast & Naples
This stretch of the trip combines the energy of Naples with the laid-back beauty of the Amalfi Coast. Expect dramatic cliffs, colorful seaside villages, and some of the best food in Italy. Between historic ruins, coastal drives, and lazy afternoons by the sea, these days offer a mix of adventure and relaxation.
Highlights
Neapolitan pizza, Pompeii, Positano, Amalfi, Ravello, Capri.
Daily Itinerary
- Day 21: Train to Naples + pizza lunch + transfer to Positano
- Day 22: Explore Amalfi & Ravello
- Day 23: Day trip to Capri or Pompeii
- Day 24: Relaxed beach day + farewell coastal dinner
Days 25–30: Sicily
Sicily is a world of its own, with ancient Greek ruins, volcanic landscapes, charming coastal towns, and food that rivals anywhere in Italy. From Palermo’s lively streets to Taormina’s sea views and Mount Etna’s dramatic slopes, the island offers an unforgettable finale to your month-long journey.
Highlights
Palermo markets, Valley of the Temples, Taormina, Mount Etna, Sicilian cuisine.
Daily Itinerary
- Day 25: Fly to Palermo + explore the city
- Day 26: Day trip to Cefalù for seaside charm
- Day 27: Visit Agrigento’s Valley of the Temples
- Day 28: Travel to Taormina + views of Mount Etna
- Day 29: Catania food markets + local culture
- Day 30: Departure from Catania or Palermo
Additional Tips
Flights:
Use an open-jaw setup if possible: Fly into Rome, out of Palermo or Catania.
Transport:
High-speed trains are best for Rome–Florence–Venice–Milan. For Amalfi, use a train to Naples, then transfer by car or ferry. In Sicily, renting a car gives you flexibility.
Food to Try by Region:
- Rome: Carbonara & supplì
- Tuscany: Chianti wines & ribollita
- Liguria: Pesto & focaccia
- Venice: Cicchetti & seafood risotto
- Amalfi: Lemon pasta & scialatielli ai frutti di mare
- Sicily: Cannoli & arancini
Pro Tip: Split Your Stays
Instead of rushing, plan 3–4 nights per stop. It reduces packing/unpacking and gives you breathing room to enjoy each place.
This itinerary highlights Rome, Venice, and Florence, with time for the Amalfi Coast at the end, giving you a mix of history, art, food, and seaside charm in just over a week.
This itinerary covers Rome, Florence, and Venice, with time in Tuscany and the Amalfi Coast, blending history, art, food, and scenic coastlines into a well-rounded trip.
This itinerary balances Rome, Florence, Venice, and the Amalfi Coast with time in Tuscany and Cinque Terre, giving you a mix of history, art, food, and seaside relaxation. It’s the perfect amount of time for a first full trip to Italy.
This 20 day Italy itinerary is designed for travelers who’ve already seen Rome, Florence, and Venice and are ready for something new. It balances food-focused cities like Bologna and Parma with quiet hill towns in Umbria, the whitewashed villages of Puglia, and the dramatic coastlines of Sicily and the Dolomites.
Discover everything you need to know to help you plan your trip to Italy! The best cities, parks, beach destinations, and more.
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