Rome and Positano Deluxe Private Tour

What to expect on this itinerary
This trip will take you from the banks of the Tiber to the shores of the Mediterranean Sea, back through years of history and centuries of culture, from the frenetic vigor of a Roman morning to the easy languor of an Amalfi afternoon. It’s for lovers and adventurers, gourmands and museum buffs, Italian veterans and first-time visitors. It’s a trip – much like the country itself – with something for everyone: and there’s never been a better time to book it.
Customizable Itinerary
Rome - Hello, Italy!
Welcome to resplendent Rome, the center of Italy and the capital of the West’s most famous Empire, home to some of the most incredible architecture, entrancing art and irresistible food. After a private drive to your hotel, set out to explore the highlights of this incomparable metropolis, from the immense neoclassical monument to Victor Emmanuel II to the otherworldly serenity of the gardens of the Villa Borghese, enjoying the pace of life in this urban center and the undeniable charm of its vivacious population.
Gaze upon the complex of the Roman Forum from the reaches of Palatine Hill before returning to street level to explore some of the best-known structures here, like the triumphant Arch of Constantine and the inspiring and imposing Colosseum.
What's Included:
Rome - The Heart of an Empire, the Heart of a Faith
Rome - The Untold Stories of the Eternal City
Positano - The Wonders of Southern Italy
Positano - Amazing Amalfi and Captivating Capri
Positano - Relaxing and Reconnecting
Positano - Cruising the Coast
Positano - Arrivederci to Italy’s South
Trip Highlights
- Visit the iconic Colosseum in Rome to explore 2,000 years of history, culture, and architectural grandeur
- Delight in the sounds of trickling water and coins splashing into the pool at the incomparable Trevi Fountain
- Discover the collection of artistic splendor, architectural marvels, and religious devotion during a private tour of Vatican City
- Make your way through some of the most scenic countryside in all of Italy, cruising past historic Mount Vesuvius and the Bay of Naples
- Revel in the natural beauty of coastal cliffs edging the Tyrrhenian Sea when cruising the celebrated Amalfi Coast
- Explore the best sights and cities that line the Mediterranean, like the cliff-clinging houses that make up Minori
- WItness the incredible attractions on Capri that have been enticing tourists to visit for millennia
- Experience the bountiful life of southern Italy, from the hearty and comforting food to the scintillating weather, from the charm of its people to the majesty of its past
Detailed Description
From the bustling streets of Rome to the serene Amalfi Coast, the south of Italy offers sights and attractions that you have been dreaming about. Your 8-day Italy tour will take you to the best of this enchanting and engaging region, introducing you to fascinating, warm-hearted locals who are sure to make you feel right at home in this inimitable slice of the world.
Live the big city life in Rome for three nights when touring the amazing museums and eating at the finest restaurants in the city. Be sure to take in the sensational art that can be found on every street corner and in the center of every piazza. When in Rome, you will do as the Romans by exploring the depths of the city's history and marvelous culture with private guided tours taking you inside the highlights like the Colosseum. You will discover the beauty of the Trevi Fountain and the elaborate galleries of the Vatican Museum leading to the famous Sistine Chapel. From St. Peter's Basilica to Pizza Navona, you will embrace the majesty of the historic aesthetic decorating the Eternal City.
As you travel to Positano on the Amalfi Coast for four nights, you can stop by some of Italy’s best-known sites, like the famous remains of Pompeii and the splendid gardens of Caserta Palace. And experience a truly imperial Italy vacation as you turn to the legendary Amalfi Coast, home to scenic shore side villages and the remains of the summer villas of emperors as far back as Augustus. During your time in Southern Italy, you will use Positano as a base to explore the beauty of the scenery and the inviting ambiance of the local culture. You can visit the island of Capri to view the home of Emperor Augustus and indulge in the view of the coastline while sipping tart limoncello. You will visit local towns, embrace the local flavors, and bask in the glow of the Mediterranean sun.
So come on – revel in a Roman holiday, send yourself to the Resort of the Caesars, live it up in southern Italy like you never knew you could. After all – they’ve been doing hospitality in this part of the world for more than two millennia.
Starting Price
$7,800 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
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
Based on 776 reviews
We had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.
Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.
From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings.
Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!
Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.
Summary:
Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.
Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.
Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)
Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.
We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.
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My husband and I were thrilled with our recent trip to Italy that Zicasso’s travel designer put together. We began by attending a family friend’s wedding, held in Ravello, on the Amalfi Coast. Due to my husband’s mobility issues, we were met by a driver and headed to the Amalfi Coast. The driver was first class and the trip was very comfortable.
After the wedding festivities, we were able to have the most wonderful experiences visiting the towns of Amalfi and Positano, and our base for one week was in beautiful Sorrento. We attended a cooking class and enjoyed eating what we prepared. We had in-depth learning opportunities in Naples and Sorrento. Every guide we had spoke excellent English and was so knowledgeable. We especially enjoyed Pompeii! A super-fun day was had on the small group tour of Capri. The crew was fantastic and very accommodating in consideration of my husband’s mobility issues.
From beginning to end everything went well. The use of a messaging app was great for making sure everyone was on the same page.
The only thing that was a disappointment was the pizza in Naples. It wasn’t the best.
The hotel in Sorrento was phenomenal - it couldn’t have been better. The view of Mt. Vesuvius from our balcony helped create memories we will have forever. The hotel in Rome was also very nice. It was right in the middle of the main attractions.
We are very happy with our experience with this travel company and would not hesitate to recommend it!
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Overall, the trip was great. We loved the Amalfi Coast trip with our driver and our guide. Our guide was great. I highly recommend her! The boat ride to Capri was in just the right-sized boat, with 12 people. We liked our hotel location, which was right by the town. But note that a third of the hotel was closed, so the dining area is now just a small alley on the side of the hotel. We loved the proximity to the beach area.
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Hello there.
This was our fourth trip with Zicasso. We would consider this trip more of a tour not a curated travel experience. Felt more like tourists than travelers.
Not sure if we received great value working with an extra layer of operators.
Although we would rate logistics and client interaction 10/10 (staff of the travel company were very lovely and professional) not sure there were any great special "treasures" other tourists wouldn't have seen.
Additionally, the descriptions of expectations were way off on a few occasions and totally touristy when local staff suggested alternatives that were what we expected in the first place.
Examples of this were firstly in Bled, Slovenia.
No guide was necessary and we spent a lot of money unnecessarily. It was touristy and should have been a suggested quick stop. The much better choice was a lovely 20-minute drive away (we had our own car at this point) to Lake Bohinj.
Our very sweet bellman in Ljubljana suggested we visit here. It wasn't crowded and spectacular. We would have had a picnic packed for the day and enjoyed the hike here.
Another example is Capri. It was described by the travel company as beginning with an easy motorboat ride with a group (which was fine) a leisurely half-day on the island with shopping and lunch in a romantic cafe.
This was life in Capri maybe 30 years ago. Today it is a shoulder-to-shoulder nightmare.
We were greeted by a guide who informed us that this day was like Formula One. Every second counts! Don't be late for anything!
What anything we thought? Isn't today about just a romantic lunch and leisurely shopping?
We were loaded onto a ferry with 400 people (everyone seemingly much more informed about what lay ahead), then shown cue cards for where to meet and when.
Confused, we were then loaded onto a bus and off to the Grotto. What is the Grotto?
Thankfully my husband and I are good sports and went with the flow. We were ushered into yet another line and lay down flat in a rowboat and ventured through the cave. Although an adventure, the point is we were not informed of this. Next was the chairlift up the mountain. Beautiful. Yes, but more unexpected lines and waiting.
Group lunch next.
Crowded funicular ride down and another 398 people on the ferry home.
No romantic lunch and leisurely shopping for us.
It was all fine in the end. Our guide was excellent. But, you see my point. The travel company needed to explain this. I do believe I suggested Capri as part of our itinerary, but the expectation was as to how it was presented by the travel company. We would have either skipped this and chosen a different way to spend a beautiful day on the Amalfi Coast or been better prepared.
Our hotel in the in Vienna was lovely in an excellent location. The restaurant however was only open for breakfast. Very disappointing. When traveling we like to have the option of having dinner in the hotel and a nice drink in the bar after a day of discovering or a nightcap before bed. All said, in Vienna it felt like we had only a partial home base. Not a great beginning to the trip.
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We had a wonderful trip. We started off dealing with a canceled train on the arrival day due to a strike, but you had back-up train tickets even before we arrived in Rome. The drivers were all on time and very courteous. The drivers in Tuscany and the Amalfi Coast were exceptional. The driver from Naples to Sorrento was very nice and helpful; however, his car smelled of smoke and was not very clean. The hotels in Florence and Rome were great, but the Sorrento hotel was not as nice. You spoiled us with the standards in Florence and Rome.
Our one suggestion for Capri involves time management. While no one can predict the crowds, I would suggest notifying your travelers that getting to Anacapri will take a long time, either by taxi or bus. Our group from the boat took an hour and 20 minutes to get to Anacapri by bus. The trip back to Marina Grande was an hour. There are no direct buses to and from Anacapri and Marina Piccola. My wife and I then walked to Marina Piccola since waiting for a bus would have made us late for the boat. The others in the group waited for taxis in Anacapri and we still beat them back to the boat, even though we walked from Marina Grande to Marina Piccola. Four hours is just not enough time to go up to Anacapri to ride the chair lift and get back. This was the only time we felt rushed during our trip.
We would like to thank you for a wonderful trip and would recommend your agency to others.
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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!
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