Italian Wine Tour with Castles

Piedmont- Tuscany- Sicily

Italian Wine Tour with Castles

Welcome to Italy


Your Italian Wine Tour with Castles is an excellent way to experience Italy. From sophisticated cuisine and delicate wines to extraordinary scenery, this tour has it all. 


Consult with your Destination Specialist. We will ensure that the highlights of your trip are booked in advance so you won’t miss out on the fun! A good amount of leisure will be built in so you can explore on your own, and at your own pace. Let the journey guide you. 

Read more about why we love the Italian Wine Tour with Castles- 7 Days.

Make it Yours

  • Accommodationtaly offers a wide range of accommodation styles but we highly suggest luxurious castle hotels for this tour. If looking for something different, boutique hotels and charming B&B’s are also available. Juniper will select where you stay based on your preferences.
  • Transportation – All of the dots will be connected based on your preferences and budget.  Airport transfers, car rentals, train passes, even private chauffeurs!
  • Day tours and entrance tickets – pre-scheduled tours and experiences for a seamless and enriching travel experience!
self drive tour of Ireland map

Italian Wine Tour with Castles (7 Days) Day-by-day Itinerary

Day 1: Piedmont

Welcome to the Piedmont region of Italy! Upon arrival a private driver will pick you up from the airport Arrivals Hall and take you to Villa Crespi, your castle accommodation on beautiful Orta Lake. Spend the remaining part of the day relaxing in luxury at the enchanted haven.

Overnight in Piedmont

Day 2: Piedmont

Spend the day wine tasting through a region known for its sophisticated wines. This region typically uses Nebbiolo grapes and is known for its Barolo and Barbaresco wines. A private driver will escort you to various vineyards where you will be guided on a tasting tour through history.

Overnight in Piedmont

Day 3: Piedmont to Tuscany

On the way to Tuscany, enjoy a day trip to either Milan or Florence. Speak with your Destination Specialist to discuss which option suits your preferences better. Both cities are filled with culinary delights and fascinating history so no matter what you choose, you can’t go wrong. Once done exploring, continue your journey on to Montalcino. You will be staying at Castello di Velona, an elegant fortress overlooking the entire Val d’Orcia.

Overnight in Tuscany

Day 5: Tuscany to Sicily

Today you will be heading to the Sicily region of Italy! A private driver will take you to Rome where you can spend a few hours delving into history before heading to the airport for a hopper flight to Sicily. Once in Sicily a private driver will escort you to your luxury castle accommodations at Castello di San Marco.

Overnight in Sicily

Day 5: Kilkenny to Dingle

Check out of your Kilkenny hotel and head west to Dingle.  Along the way, you’ll have lots of opportunities for sightseeing and touring.  Blarney Castle, the Rock of Cashel, the original Jameson Distillery, and more are all along the way.  Your Destination Specialist can help you organize your time!

Overnight in Dingle

Day 6: Sicily

Sicily is best known for the fortified wine, Marsala. Today you can spend the morning sightseeing on the largest Mediterranean island. Enjoy the afternoon wine tasting or relaxing on Castello di San Marco’s private beach before you head home.

Overnight in Sicily

Day 7: Depart for Home

After breakfast, a private driver will transfer you to the airport Departures Hall for your flight home. Hopefully, you purchased some of Italy’s most incredible wines that will bring back the memories from this extraordinary trip when you’re at home.

Get Ready to Travel!

Your Italian Wine Tour with Castles at a glance:

Italian Wine Tour with Castles - 7 Day Highlights:

Selected activities based on your interests

Why We Love this Tour

This Italian Wine Tour with Castles is a perfect introduction to Tuscany, the region of romance and wine. We love this itinerary because it allows you to see and experience the tasty highlights of Tuscany and Sicily. As a first time visitor, it will leave you in awe. As a return visitor, you can pick up where you left off. This tour has so much to offer. 

Why We Love Piedmont

Sitting at the foot of the Alps bordering France and Switzerland, Piedmont is the perfect setting to enjoy sophisticated cuisine and wines. The scenery refines luxury. Tour through the local wineries tasting some of the best wines Italy has to offer.

Why We Love Tuscany

Nothing says romance like Tuscany. Taste some of the finest wines while soaking in the glamorous landscape. Castello di Velona offers the most amazing scenery filled with olive trees and vineyards. It is the best place to experience some of the world’s best olive oil and wine. 

Why We Love Sicily

Rich in history, Sicily is a great setting to complete your tour. On the largest Mediterranean island you’ll see Doric-style temples, Byzantine mosaics and Mt. Etna. You’ll taste select wine while relaxing on a private beach. There couldn’t be a better way to end your Italian Wine Tour with Castles experience. 

Nights can be added or reduced, your route can be changed. Tours and activity options can be selected based on your interests and purpose of travel. Your Destination Specialist know Italy and will take the time to learn what’s important to you. Your itinerary will be designed just for you, to make the most of your time and experience the best in Italian wine and castles.

Let our travel experts craft a once in a lifetime experience for you

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