If you’ve bought the printable Italy road trip itinerary and you’re looking for trip planning information, resources, and hotel recommendations, you’re in the right place!
This page does include affiliate links which means that, at no cost to you, we make a small commission when you book something we have recommened.
Getting to Italy
Flying
Fly into Milan Malpensa Airport, a good starting point for your roadtrip in Italy. With direct international flights from North America, the Middle East, Europe, and UK, we recommend booking through Skyscanner for live deals and the best prices.
Car Hire
Are you planning to rent a car in Italy? As one of the largest rental car aggregator companies in the world, we recommend Rentalcars.com because they have massive purchasing power which enables them to secure the best rental prices, which benefits you when you’re planning a road trip.
For a real adventure, hire a motorhome or campervan in Italy. We recommend Motorhome Republic, an aggregate booking site who pull together all the best deals from a number of rental agencies, to offer you a wide choice of options alongside an excellent English speaking expert motorhome Concierge Team.
Use the Park4Night app to find overnight spots and campsites as your travel around Italy, and sleep on a high mountain pass, next to a beautiful lake, or in a wildflower meadow.
Travel Insurance
Make sure you have travel insurance you can trust when visiting Italy. We recommend True Traveller for their 5-star TrustPilot reviews, variety of cover options, best activities cover as standard, great prices, and excellent service.
Tours & Activities
We always recommend Get Your Guide for guided tours, activities, tickets and day trips. They have the widest selection and the best prices and we use them whenever we’re planning a trip or visiting a new place.
Mobile Internet
Don’t rely on your normal contracted provider, they’ll probably charge you extra to use your data internationally, and it might be a LOT extra! We recommend the Airalo eSIM which you can organise before you leave to activate on arrivel – no medding about buying a SIM card at the airport! Use code IZZY9131 to get US$3 discount.
Interactive Map
Milan – Portofino – Cinque Terre – Pisa – San Gimignano – Siena – Montepulciano – Rome – Spoleto – Assisi – Florence – Bologna – Venice – Lake Garda
How to use this map – Use your fingers (or computer mouse) to zoom in and out. Click or touch the icons to get more info about a place, and click the arrow in the box top left to open the index. To add to your own Google Maps account, click the star next to the title of the map.
Hotel Recommendations
Milan
If you decide to spend the night, stay at the Moxy Milan Malpensa Airport, the best of Milan’s airport hotels, and get the train or bus directly into the center of Milan. It will take around 30 minutes and cost €10-15. If you’re splashing out, get a cab for around €100.
Portofino
Upmarket: Splendido, A Belmond Hotel – Booking.com
Mid-Range: Hotel Piccolo Portofino – Booking.com
Budget: Albergo Annabella, Santa Margherita Ligure – Booking.com
Cinque Terre
Upmarket: Sesta Terra – Booking.com
Mid-Range: Ca’ D’Andrean – Booking.com
Budget: La Taverna del Metallo Rooms – Booking.com
Pisa
Upmarket: Palazzo Cini – Booking.com
Mid-Range: Hotel Di Stefano – Booking.com
Budget: Hotel La Pace – Booking.com
San Gimignano
Upmarket: Agriturismo Mormoraia – Booking.com
Mid-Range: Hotel Bel Soggiorno – Booking.com
Budget: Relais Cappuccina – Booking.com
Siena
Upmarket: Palazzetto Rosso – Art Hotel – Booking.com
Mid-Range: Hotel Athena – Booking.com
Budget: Hotel Palazzo di Valli – Booking.com
Montepulciano
Upmarket: Palazzo Carletti – Booking.com
Mid-Range: Il Rondò Boutique Hotel – Booking.com
Budget: Albergo Duomo – Booking.com
Rome
Upmarket: Casa Fabbrini – Booking.com
Mid-Range: Tree Charme Augusto Luxury Suites – Booking.com
Budget: Viminale View Hotel – Booking.com
Spoleto
Upmarket: Palazzo Leti Residenza d’Epoca – Booking.com
Mid-Range: Hotel dei Duchi – Booking.com
Budget: Hotel Vecchio Forno – Booking.com
Assisi
Upmarket: Nun Assisi Relais & Spa Museum – Booking.com
Mid-Range: Le Silve di Armenzano – Booking.com
Budget: Hotel Cladan – Booking.com
Florence
Upmarket: Hotel Spadai – Booking.com
Mid-Range: Soprarno Suites – Booking.com
Budget: Hotel Perseo – Booking.com
Bologna
Upmarket: Grand Hotel Majestic Gia Baglioni – Booking.com
Mid-Range: PHI Hotel Al Cappello Rosso – Booking.com
Budget: The Social Hub Bologna – Booking.com
Venice
Upmarket: Sina Centurian Palace – Booking.com
Mid-Range: Palazzo Veneziano – Booking.com
Budget: Hotel Saturnia & International – Booking.com
Lake Garda
Upmarket: LLAC Living Nature Hotel – Booking.com
Mid-Range: Resort Casino di Caccia – Booking.com
Budget: Hotel La Terrazzina – Booking.com