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...
Customizable Itinerary
Day 1
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:
Day 2
Argentario – Visit Ancient Cerveteri and Tarquinia en route to Argentario
Day 3
Argentario – Enjoy a Round of Golf and Visit the Settlement of Orbetello
Day 4
Castiglion del Bosco – Bask in the Tuscan Scenery with a Wine Tour and a Half-Round of Afternoon Golf
Day 5
Murlo – Relish Wine Tasting and a Private Lunch before Venturing to Murlo
Day 6
Murlo – Enjoy a Round of Golf in Umbria and Explore the Town of Assisi
Day 7
Murlo – Play a Local Umbrian Club before Visiting Wine Cellars of Torgiano
Day 8
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.
Reviews of Zicasso's Referral Service
4.9 stars based on 5939 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
Reviewed By tasmia S.