Get ready to rev your engines and discover Italy's breathtaking scenic roads. Why settle for highways when you can cruise through stunning landscapes, charming villages, and jaw-dropping coastlines? Buckle up and let’s explore Italy’s top self-drive routes!
A calm, harmonious route through Tuscany’s classic wine hills and stone hamlets.
If you imagine Tuscany as rolling hills and vineyards stitched together with stone hamlets, this is the road that turns that picture into reality. The Chiantigiana is not dramatic; it is harmonious. Every curve feels measured, every village purposeful.
The pleasure of this drive lies in its balance: gentle gradients, well-spaced stops and a sense that you are moving through a working landscape rather than a stage set.
Why this drive works:
Best for:
Travellers who appreciate balance, calmness and an agricultural elegance that never tries too hard.
Local tip:
If you can travel in early October, time your Chiantigiana drive with L’Eroica in Gaiole in Chianti — the world-famous vintage cycling festival where thousands of riders take to the “strade bianche” on classic steel bikes.
The village becomes a lively open-air fair of music, markets, and riders in retro wool jerseys.
Even if you don’t cycle, it’s one of the most atmospheric weekends to experience the Chianti hills.

A hand-drawn map of the Chiantigiana — a charming reminder that SR 222 is best explored slowly.

L’Eroica transforms Gaiole in Chianti into a living celebration of vintage cycling — a uniquely atmospheric moment along the Chiantigiana.
Wide horizons, quiet roads and Renaissance towns set within Tuscany’s most cinematic landscape.
Perhaps Italy’s most composed landscape. Long straight roads cut through wheat and clay hills, cypress-lined drives rise like punctuation marks and Renaissance towns sit with deliberate poise on distant ridges.
This is a place where you rarely rush. The pleasure is in the spacing of views, the way towns like Pienza and San Quirico appear slowly, and how the road itself feels designed for contemplation.
Why this drive works:
Best for:
Travellers seeking a drive that feels cinematic yet serene — Italy in its most classical form.
Local tip:
Visit in late June to experience the Orcia Music Festival, when Renaissance churches, rural courtyards and small village squares across the Val d’Orcia host intimate classical concerts.
The landscape feels different during these evenings — quieter, cultural, and deeply atmospheric.

San Quirico d’Orcia at first light — a quiet, timeless viewpoint at the heart of the valley.
Whitewashed towns, rolling olive groves and the distinctive architecture of southern Puglia.
A bright, generous landscape dotted with trulli, whitewashed towns and olive groves.
The driving here is easy and gently rolling, inviting you to stop often rather than push on.
It’s a route where the architecture, countryside and pace of life all harmonise naturally.
Alberobello, Locorotondo and Martina Franca each offer a different expression of the valley — from iconic conical-roofed houses to elegant palazzi and relaxed piazzas filled with local life.
Why this drive works:
Best for:
Travellers who value authenticity wrapped in simplicity — a day out rich in texture, flavour and character.
Local tip:
From late November through December, plan at least one evening in Locorotondo, when the historic centre transforms into a series of living nativity scenes and open-air Christmas tableaux.
The alleyways fill with local performers, handmade decorations and soft lighting — a wonderfully atmospheric way to experience the Itria Valley in winter.

Locorotondo’s lanes take on a quiet festive charm in winter — an atmospheric glimpse of the Itria Valley at Christmas.
Golden-stone cities, short scenic drives and some of Sicily’s most atmospheric townscapes.
Between Noto, Modica, Scicli and Ragusa Ibla lies one of Europe’s most coherent architectural landscapes.
Golden stone, soft hills, chocolate traditions and dramatic town silhouettes give this area a distinctive, deeply Sicilian character.
Distances are short, and each stop reveals a different expression of Baroque culture — theatrical piazzas in Noto, intricate alleys in Modica, sunlit staircases in Scicli and the tiered elegance of Ragusa Ibla. It’s a drive rich in contrast, craftsmanship and atmosphere.
Why this drive works:
Best for:
Travellers who appreciate beauty shaped by history — elegant, atmospheric and unmistakably Sicilian.
Local tip:
Include a stop in Marzamemi, one of Sicily’s most picturesque fishing villages, and book ahead for lunch or dinner at La Cialoma. Set directly on the old stone piazza overlooking the sea, it combines exceptional seafood with a slow, cinematic atmosphere — a setting that captures the southern soul of the Val di Noto.

Marzamemi at dusk — stone walls, warm light and slow, coastal elegance at the edge of the Val di Noto.
Cliff-edge views, luminous water and a route that blends Alpine drama with lakeside calm.
Carved between dramatic cliffs and the deep blue of Lake Garda, the Western Gardesana Road is one of Italy’s most cinematic lakeside drives. Tunnels open suddenly onto wide, luminous views, and the rock walls rise almost vertically above the road, giving the route a strikingly Alpine character.
Small bays, citrus-scented villages and cliff-top terraces appear throughout the journey, inviting frequent stops.
Limone, Tremosine and Riva del Garda each add their own atmosphere — from waterfront promenades to mountain-edge viewpoints.
Why this drive works:
Best for:
Travellers who enjoy a blend of drama and tranquillity — a route where every few kilometres bring a new, surprising view.
Local tip:
Time your drive to finish in Limone sul Garda and walk a stretch of the Ciclabile sospesa — the panoramic, cliff-side path suspended directly above the lake.
In the hour before sunset, the mountains turn gold and the water becomes mirror-still.
It’s one of the most memorable ways to end a day on the Gardesana.

The suspended walkway at Limone — a peaceful, panoramic pause along the Western Gardesana Road.
Steep cliffs, pastel villages and one of the Mediterranean’s most iconic coastal drives.
The Amalfi Coast’s SS163 is one of the world’s most recognisable coastal roads, yet it still surprises when you see it in person.
Cliffs plunge straight into the sea, pastel villages cling improbably to the rock and every bend reveals a new angle on the coastline.
It’s intense, spectacular and best enjoyed with a clear plan for where to pause.
Positano, Praiano, Amalfi, Ravello (via the hill road) and Minori/Maiori each add a different mood to the journey — from beach clubs and steep lanes to quieter promenades and lofty garden terraces.
With thought about timing and parking, the drive becomes a curated sequence of viewpoints rather than a stress test.
Why this drive works:
Best for:
Travellers who want beauty with intensity — a drive that becomes unforgettable when paired with the right pauses and a calm base.
Local tip:
If you enjoy open-road driving, consider hiring a convertible for the Amalfi Coast.
The cliffside stretches feel completely different with the roof down, and the airflow makes summer driving far more comfortable.
Whatever you drive, plan parking ahead — each village has designated car parks, and reserving your spot can turn a busy day into a calm, well-paced journey.

A convertible above Positano — an unforgettable way to experience the curves and views of the Amalfi Coast.
Every drive tells a different story — what matters is choosing the one that matches how you like to travel.
Whether you prefer dramatic coastlines, quiet country roads or a mix of landscapes, we can help you shape a route that fits your timing, your pace and the kind of holiday you want.
Tell us your dates and interests, and we’ll build a journey that feels effortless and thoughtfully designed.
Clients often mention what matters most — care, precision, and the sense of travelling with someone who knows the way.
EXCELLENT Based on 74 reviews Posted on Anne Fenton22 September 2025Trustindex verifies that the original source of the review is Google. Antonio was a delight to deal with. He was knowledgable, friendly and very patient when we changed our plans several times! His choices of hotels were exceptionally good and he was very responsive when we had a little hiccup with the car rental. Highly recommend his services.Posted on Teresa Oliveira25 August 2025Trustindex verifies that the original source of the review is Google. We used ExpertoItaly to help us with our two-week holiday in Sicily. We had a couple of interactions with Antonio, and were very fast to close on our itinerary and hotels. Everyting was very well organized and suitable to our requirements. Antonio chose very good accommodations: small beautiful, full of character and well located. He also booked our bus trips as we did not want to rent a car. That worked really well. It was a great help and gave us great confidence for our trip. We strongly recommend ExpertoItaly if you want customised holidays in Italy. We will use it again for future traveling in Italy!Posted on IzzieD21 August 2025Trustindex verifies that the original source of the review is Google. Antonio is an expert on Italy so if you are planning a trip then you should definitely use ExpertoItaly. He helped us plan the perfect family trip and we cannot fault any of his recommendations. From car hire, to the perfect hotels and apartments, he is highly knowledgeable and it doesn't stop with planning. He was on hand to be available if we needed his help while on the trip. His customer service is first class. Thank you so so much and we look forward to planning our next trip with you.Posted on David Wise12 August 2025Trustindex verifies that the original source of the review is Google. Antonio was really helpful in planning our trip to Italy. We wanted to visit 3 locations, he provided recommendations on accomodations which were great - really good locations for each booking. He also coordinated taxis and trains and provided a load of suggestions for each location for places to eat and sites to visit. He was readily available to answer any questions we had by email or WhatsApp. His assistance really helped us in planning this trip and saved us a lot of stress in trying to coordinate this ourselves. All in all we had a great holidayPosted on Simon Tanner8 July 2025Trustindex verifies that the original source of the review is Google. Antonio organised a wonderful two-centre trip for us. He listened to our requirements and designed an itinerary that fulfilled our needs perfectly. All the arrangements (hotels, transfers, bike hire, train tickets etc.) went smoothly and Antonio was available before and during the holiday to answer any queries. He is helpful and charming. The pricing was very competitive and the holiday good value for money. I would recommend ExpertoItaly to anyone looking for knowledgeable, excellent customer service and look forward to using Antonio’s services again in the future.Posted on Paul Bowtell2 July 2025Trustindex verifies that the original source of the review is Google. Would recommend ExpertoItaly to anyone. Antonio's expertise and great customer service combined to make our Sicily holiday a 100% hit. We had a rough idea of where and what we wanted to do, but Antonio fine tuned our ideas into a fabulous itinerary (Syracusa and Savoca based). He helped smooth any problems, gently reminded us to fill in the needed forms/provide info and made sure all was going well. Can't praise him enough, especially as he is a very small operation.Posted on Anna Connor24 June 2025Trustindex verifies that the original source of the review is Google. Would not hesitate to recommend Antonio - who planned our perfect honeymoon. I got in touch asking for advice on Italy 3-week itineraries, he sent a few options and I picked one and we worked together to adapt and perfect the locations we wanted to visit. Antonio then booked accommodation in each place, even being so specific to choose exact rooms he thought were the best in each hotel. He reserved cars, ferries and private transfers throughout the trip and took all the stress away and everything went seamlessly. His knowledge of every place and the activities to do / restaurants to visit was so helpful too. We ended up experiencing such a varied and beautiful Italy and visited places we would not have known about if not for Antonio. He is always available on whatsapp or for a phone call and was so helpful in changing our plans slightly when our flight got cancelled, and always available whilst we were away if we had any questions. If you are thinking of an Italian holiday do it! Who better to help plan than an Italian that is passionate about all his country has to offer?Posted on Adam R20 June 2025Trustindex verifies that the original source of the review is Google. From the moment we were introduced to Antonio, we knew we were about to embark on a fabulous holiday. We simply told him that we wanted a week away in Sicily. He did the rest.. from arranging top quality transfers to planning the trip incorporating two fabulous hotels. Focused on the minute detail, to setting up a WhatsApp group so that we could keep in touch whilst we were away, his service was impeccable. Without doubt, when we next venture to Italy, he will be our first call and I suggest you do the same!Posted on Mike Girling (No nickname)31 May 2025Trustindex verifies that the original source of the review is Google. Just back from 10 wonderful days in Sicily a fantastic trip made possible by the sheer expertise of Antonio. We had considered going to Sicily on 3 separate occasions but it was only when we spent time talking to Antonio that the magic of a trip to Sicily became a reality. His choice of accommodation has enabled us to experience genuine Sicilian hospitality at its best in fantastic locations and with expert guides to ensure we fully appreciated our surroundings. We didn't want to drive so Antonio organized drivers to transport us between locations. We have had a memorable experience and will use Antonio again to ensure we have further great times in Italy. Thank you Antonio Mike & DianePosted on Elaine Yeoh8 November 2024Trustindex verifies that the original source of the review is Google. We engaged Antonio Cresce to plan and manage our 2.5 week holiday in Italy - covering regions around Turin, Lake Maggiore and Verona. He was amazing from the planning stages, helping us to pick towns as bases, according to our needs and interests . We had video calls with him where he listened to what we wanted and we planned the details together. When we were in Italy, he kept in close contact and was readily available for any questions or issues we came across . The hotels he chose were incredible , and the excursions from the towns we stayed in were interesting and great experiences. His contacts, his experience and his professionalism made our holiday in Italy seamless and a truly wonderful experience! We would highly recommend Antonio from Expert to Italy !
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