Wine and Golf Tour of Italy: An Escape to Vineyards & Fairways

What to expect on this itinerary
Only in the Italian countryside can the game of golf and exquisite wine tasting go hand-in-hand as you indulge in both throughout your vacation. Your custom tailored tour will combine the pleasures of the serene fairways with the flavors of celebrated wineries in the heart of Italy. See the treasures of Rome and sip a beautiful glass of wine in view of the famous Tuscan hills. Relax in a private villa and practice your swing on a driving range that overlooks the Tyrrhenian Sea. From the historical cellars to the championship courses, you will find the perfect combination of luxury and activity in the beautiful towns, the ancient monuments, and the secluded greens.
Customizable Itinerary
Rome – Arrive in the Marvelous Eternal City with an Introductory Tour
The splendor of Rome transcends time as the contemporary city maintains an ambiance of classic elegance, accentuated by the ruins and the Baroque and Renaissance embellishments. Your private transfer will meet you at Fiumicino Airport and escort you into the historical center of Rome. The city bustles with excitement around the cobblestones as students and couples linger on the marble staircase known as the Spanish Steps which connect Piazza de Espana to the upper level of the Trinita dei Monti Church.
You will find the comforts of your luxurious hotel that border the open public square of Piazza Repubblica truly refreshing in the midst of the city. Via Nazionale, one of the main streets of Rome, begins in the Piazza adorned by the Fountain of the Naiads was erected in the 19th century under the commission of Pope Pius IX. The fountain and it’s characters depict the Nymphs of the lakes, rivers, and oceans, as shown through the animals, such as the swan, horse, and dragon. Your guide will meet you in the hotel lobby eager to lead you on an intimate introductory tour of Rome, and take you along the iconic monuments connected to the Eternal City, ending in the charming Piazza Navona.
Along the way, you will stop at the Pantheon, a gorgeous structure built in the 2nd century AD after the original temple was damaged in a fire. A magnificent dome rests atop the masonry walls erected in a cylindrical shape as the entrance features 16 granite columns topped with Corinthian capitals to create a dramatic and unforgettable welcome to the Pantheon and the city of Rome. At the end of your tour, you will have a delicious dinner in a local, celebrated restaurant with a glass of wine accompanying each dish to accentuate the flavors of the meal.
What's Included:
Argentario – Visit Ancient Cerveteri and Tarquinia en route to Argentario
Argentario – Enjoy a Round of Golf and Visit the Settlement of Orbetello
Castiglion del Bosco – Bask in the Tuscan Scenery with a Wine Tour and a Half-Round of Afternoon Golf
Murlo – Relish Wine Tasting and a Private Lunch before Venturing to Murlo
Murlo – Enjoy a Round of Golf in Umbria and Explore the Town of Assisi
Murlo – Play a Local Umbrian Club before Visiting Wine Cellars of Torgiano
Murlo – Depart for Home
Trip Highlights
- Enjoy a full round of golf with views of the serene Orbetello Peninsula in the region of Tuscany
- Relish a challenging course with a championship layout at Antognolla Golf Club in Umbria
- Indulge in the unique and luxurious characteristics of the wines of Montalcino during a wine tour of the Tuscan province
- Delight in the flavors of Vino Nobile during a wine tour of the province of Montepulciano including a delectable gourmet lunch
- Relax in the comforts of a private villa in the countryside of Umbria
- Wander through Rome on a guided tour of the Eternal City’s famous icons, including the Trevi Fountain and Piazza Navona
- Witness the impressive architecture and artwork of the Basilica of St. Francis of Assisi, the saint’s birthplace
- Explore an ancient Etruscan city of the dead on a guided tour of preserved, decorated catacombs
- Visit private wine cellars in the province of Torgiano to sample the rewarding, flavorful wines of Umbria
Detailed Description
Greenery surrounds the manicured fairway that guides your eye to the green. Red wine swirls in the opulent glass, reflecting the layers of ruby hues produced on a private vineyard. Your 8-day tour will encompass golf and grapes, fabulous cuisine and delicate history as you are led from Rome to Tuscany, and into the Umbrian countryside. Your tour will begin with your arrival in Rome, often referred to as the Eternal City. Your private transfer will escort you into the heart of the historical city where you will settle in at your luxurious hotel. Your guide will lead you through the streets of Rome on an engaging introductory tour of the iconic monuments ranging from the Spanish Steps to the Colosseum.
You will wake the next day, and your private transfer will meet you at your hotel and take you into the Lazio countryside as you head north to the edge of Tuscany. En route to the Argentario Peninsula, you will stop at the ancient sites of Cerveteri and Tarquinia, both remnants of the Etruscan-Italic tribe. The next day, you will step onto the golf course that edges up to the nature reserve of Laguna di Orbetello. Enjoy a full round of golf before you visit the small, historical town of Orbetello. Continue to travel deeper into the heart of Tuscany as you visit the vineyards around Montalcino, home to the celebrated Brunello wines. After a chance to sample all of the remarkable wines, you can play nine holes at a club who just offer rounds to guests staying at the resort.
The next day, you will give your body and mind a rest with a luxury wine tasting tour of Montepulciano, home to the Vino Nobile. Enjoy a gourmet lunch paired with the flavors of the wine before you stroll through the historical town of Cortona en route to your private Umbrian villa. Continue the next day with a tremendous opportunity to play the championship layout course at Antognolla Golf Club for a complete round. In the afternoon, you will visit the charming hilltop town of Assisi to enjoy the Basilica, the frescoes, and the beautiful medieval architecture.
Next, you will play the uniquely designed course of Perugia Golf Club before you enjoy a wine cellar tour around the famous vineyards of Torgiano. Conclude the next morning as your private transfer will meet you at your private villa. If you have time, you can explore the marvelous city of Perugia before you continue to Umbria’s International Airport for your flight home. You can also opt to return to Rome and delight in more time to discover the layers of a city redesigned throughout the millennia.
Starting Price
$3,600 per person (excluding international flights)
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
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I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.
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It was a great pleasure working with Zicasso's tour agency. Our travel designer and her staff were attentive to the kind of trip we wanted and planned a great itinerary. The hotels, restaurants, and drivers were all top-notch. For us, the acid test was the quality of the guides, and they excelled there as well. We would happily have them plan another trip for us.
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The trip was absolutely beautiful and well planned. Zicasso's travel expert did a fantastic job and she was on top of everything. She texted me every night with the next day's plans. The only negative aspect of the trip was that the Sorrento hotel had no air conditioning. The rooms and lobby were extremely hot, hovering around 80° day and night.
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The trip of a lifetime–thanks to Zicasso's travel company!
We recently had the absolute best travel experience of our lives, and it’s all thanks to the incredible team at this travel company. Words can hardly capture how grateful we are for the magic they created for our trip to Greece.
We were headed to a friend’s wedding on Paros and trying to plan the logistics ourselves quickly became overwhelming; figuring out how to get there, what to do, and where to stay felt impossible. That’s when my husband found this company and, from the very first interaction, we knew we were in good hands. They took the time to really get to know us, what we enjoy, our travel style, our budget, and how hands-on we wanted them to be.
After a few thoughtful conversations and a video call, they crafted multiple itinerary options tailored exactly to our preferences. In the end, we landed on a perfect blend of history, fun, and relaxation. They even helped us work everything around the wedding, ensuring we didn’t miss a thing.
We started our journey in Athens, landing early in the morning and diving straight into the day. Then came one of the highlights of the trip—meeting our travel agent in person. She met us with the warmest welcome, walked us through our itinerary, personally showed us around the city, and gave amazing recommendations for food and shopping. Her kindness, energy, and passion for hospitality were contagious.
But what truly set this company apart was their level of care and communication. Throughout our entire trip, they were just a WhatsApp message away. They proactively checked in before every activity, sent us all the necessary contacts for transport and tours, and made sure we felt supported every step of the way. Every place we stayed at was breathtaking. From Athens to Paros, Milos, and Naxos, each hotel was more stunning than the last. Immaculate rooms, beachfront views, and hosts that treated us like family. The breakfasts were absolutely mouthwatering and gave us the perfect start to each adventure-filled day.
Beyond the wedding festivities, our itinerary included food tours, temple visits, an unforgettable catamaran tour, and a dreamy sunset cruise. Every single moment felt like a dream. The islands are incredibly safe, perfect for solo travelers or a girls’ getaway, and the views? Just… wow!
And the food! I cannot emphasize this enough: the food was out of this world. Every meal was a delight—fresh, flavorful, authentic, and somehow we left feeling better than when we arrived (even after eating three generous meals a day, with snacks in between!). Pure magic.
I’m already counting the seconds until we can go back. This trip exceeded every expectation we had and gave us memories we’ll treasure forever.
To top off this unforgettable trip, we decided to spend a few days in Rome—and the travel company helped with that too! It was the perfect ending to our adventure. We explored the Vatican, the Colosseum, the Roman Forum, and the Pantheon. Every site was awe-inspiring and the city’s energy was just electric. Rome was the cherry on top of a journey we will never forget.
To the entire team—thank you from the bottom of our hearts for the most unforgettable adventure of our lives. We wouldn’t dream of traveling to Greece again without you.
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My husband and I had utilized the services of Zicasso for prior journeys to Italy, Southeast Asia, and Australia/New Zealand. For our recent trip to Matera and Puglia, I requested an agency located in Italy that specializes in travel to Italy. We selected a company that was on a magazine’s A-list of travel advisors.
Our travel consultant listened to and respected my requests for certain activities (private food, historical and boat tours, wine tastings, cheese making) and types of accommodations (properties that offered a shaded area to relax and read). She also emailed answers to my numerous detail-oriented questions (the curse of having personally worked as a tour guide). She sent a lovely gift to our first hotel and called halfway through our vacation to check in with us. Communication via text with WhatsApp was convenient and used frequently. Most importantly, when we had a problem with one of our accommodations, she followed up (even after our trip had ended) and graciously offered some compensation.
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Zicasso's travel specialist was amazing! The trip she planned surpassed all my dreams and expectations. We got to really experience Italy with rare and unique experiences designed just for the two of us, stayed in luxurious hotels, and were pampered and spoiled with 24/7 availability. We loved the experiences, our guides, the drivers, the hotels, and the food. We are definitely going back to Italy and using our travel specialist again! We cannot recommend her highly enough. She is responsive, attentive, and wonderful.
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