The Italy Road Trip

The Italy Road Trip was planned for quite some time. The dilemma was how do you see all of what Italy has to offer in 2 weeks? Well the answer is you don’t. It’s just not possible in 2 weeks. So what do you see? And where do you start? Well right here.

The Italy Road Trip – Getting There

Choose your airline (it’s Air Canada for me from Canada). In order to hit the ground running (with a 6 hour time difference), I need to fly Business Class (sometimes) or Premium Economy (this time). The extra room and increased comfort make the long flight enjoyable. I absolutely have to sleep so I bring along my new travel friend, my Palmate Travel Pillow, to get to sleep and stay asleep. I want to be ready to go and awake on Day 1!

The Italy Road Trip – Venice

Arriving in Venice, we leave the airport in a water taxi and begin the short journey into the historic canals of Venice. After checking into our hotel, we grab an espresso and head out to explore the streets of Venice. Tourists are absolutely everywhere and the streets are packed. Walking along main walking routes and over bridges, we manage to find side routes and squares where the locals are. Small neighbourhoods with cafes, restaurants, shops and Venetian homes are a lot more interesting than the main streets. On Day 2, we jump on the public water taxi (Venice transit) to get around easily and give into the main tourist areas. There’s a lot to see in Venice including Piazza San Marco, the Rialto Bridge, the Bridge of Sighs and the Doges’ Palace. But take the time to get off the main paths and explore!

Italy Road Trip - Venice

The Italy Road Trip – Prosecco

We leave Venice in a rental car and head up to the Prosecco Region (the hills between Conegliano and Valdobbiadene in the province of Treviso). It’s mid-September and we manage to hit full grape harvest. The area is alive with extra workers and tractors with grape packed trailers. There are many wineries to visit and wines to drink. We are looking for Prosecco Superiore DOCG. Most wineries will have a fee based tasting (5-10 Euro per person) and will provide a generous sample of their product (3-5 wine samples). If you choose to buy a bottle or 2, the wine fee will be reduced or waived (depending on your purchase amount). Among the best wineries to visit: San Gregorio (family owned- you’ll meet father, mother and sisters);  Col Vetoraz (with a wine vending machine on the small road leading to the winery); and Villa Sandi (great wine and restaurant).

Italy Road Trip - Prosecco Region

The Italy Road Trip – Tuscany

There are so many reasons to include Tuscany in your Italian Road Trip. The wine; the food; the scenery and the people. Among the many wines, the Classico Chianti (with the black rooster on the bottle neck) stands out. The Classico label is only available to Chiantis produced from grapes in the the Chianti Classico subregion. The area covers approximately 260 km2 (100 square miles) between the city of Florence to the north and Siena to the south. The other more well known wine in the area is the “Super Tuscan”. The American name for a deep red wine blended from Syrah, Cabernet Sauvignon and Merlot grapes. It’s priced to take advantage of the aura in the marketplace. Among the very best wineries to get a Super Tuscan (and other quality wines) is Villa San Andrea. The small 400 year old winery is right next door to the well known Antinori. They provide an intimate tour and wine tasting for 10 Euro. Villa San Andrea’s Super Tuscan is far cheaper than the winery next door. They also have 7 other high quality and affordable wines.

Italy Road Trip - Villa San Andrea, Tuscany

Italy Road Trip - Tuscany

Among the many towns/places to visit in Tuscany are – Siena, San Gimignano, Lucca, Montalcino and of course Florence. You really can’t go wrong wherever you go, but San Gimignano stands near the top. It’s an amazing, well preserved medieval village with several small hotels, shops, museums, and Tuscan restaurants. My favourite restaurants “Le Vecchie Mura“. It has both an inside restaurant and an outside terrace area across the lane. Authentic dishes feature pasta, steak, rabbit, deer, wild boar and of course local wine. Eating a Tuscan dinner overlooking Tuscany is pretty hard to beat.

Italy Road Trip - San Gimignano, Tuscany

Italy Road Trip - Pasta with Truffles

The Italy Road Trip – Amalfi Coast

The Amalfi Coast is all about the views. And getting to the coast just adds to the anticipation. Heading south, we drive along the highway through Naples, then onto the winding roads of  Sorrento and its long mountain tunnel. Positano is our destination and our base for 3 days on the Amalfi Coast. Positano has some incredible coastal views. It also has great hotels (Le Sirenuse, Villa Rosa); some great restaurants down on the beach (Chez Black and Le Tre Sorelle – both highly rated and right beside each other) and lots of small boutiques for shopping. From Positano, you can easily make day trips to Amalfi, Ravello, Scala and others.

Italy Road Trip - Positano

Italy Road Trip - Villa Cimbrone, Ravello

We drive to Rome Airport and overnight at a Rome Airport hotel before leaving the next day. Except for the return flight, the trip is over. The Italy Road Trip was among my top trips ever. And that’s saying a lot given the amount of travelling that I have done over the years. Each area/stop well worth the visit to immerse yourself in the history, culture, food and wine of Italy. The biggest issue is when is the next Italy Road Trip?

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