Rome and Positano Deluxe Private Tour

A small cafe in Positano, Italy

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.

Countries Visited

Italy

Places Visited

Rome, Positano, Pompeii, Amalfi Coast, Capri

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Day 2

Rome - The Heart of an Empire, the Heart of a Faith

Day 3

Rome - The Untold Stories of the Eternal City

Day 4

Positano - The Wonders of Southern Italy

Day 5

Positano - Amazing Amalfi and Captivating Capri

Day 6

Positano - Relaxing and Reconnecting

Day 7

Positano - Cruising the Coast

Day 8

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.

4.9

Verified Traveler Reviews

Based on 1250 reviews

Italy Vacation Review: Venice, Florence, Tuscan Hills, Pompeii, Rome, Amalfi Coast, Sorrento, Capri, Cooking Class, Lemon Farm, Wine Tasting, Olive Oil Tasting, 2 Weeks

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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Italy Travel Review: Rome, Ravello, Amalfi Coast, Positano, Sorrento, Naples, Pompeii, Capri, Mount Vesuvius, Cooking Class, Local Cuisine, 20 Days

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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Italy Tour Review: Private Guides, Rome, Colosseum, Vatican City, Positano, Capri, Tuscany, Venice, Medieval Towns, Winery Tour, Cooking Class, Boat Ride, 2-Week Trip

Our Zicasso travel agent and her team created the most incredible experience for us. She tailored our trip to match exactly what we asked for. Every personal guide was exceptionally kind and knowledgeable. Every transport pick-up was seamless; our driver was waiting for us with our name on a plaque, so we had absolutely zero stress.

We enjoyed Rome, with personal guides to the Colosseum and Vatican City. We then went to Positano and got to experience a private boat ride to the Island of Capri, and the next day, we had a private cooking lesson with our chef, with door-to-door service.

Next was Tuscany, where we had the most amazing day touring medieval towns and wineries with our exceptional guide. And, finally, we ended in Venice, with no plans... we just got lost wandering the beautiful streets, enjoying the food, drinks, and shopping.

I highly recommend using Zicasso and our travel agent's team. We had an absolutely life-changing vacation and will use her again!

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Italy Tour Review: Rome, Florence, Amalfi Coast, Pompeii, Mount Vesuvius, Ancient Sites, Cooking Class, 1 Week

I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.

Here are some highlights:

Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!

Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.

Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.

While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.

This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!

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Italy Travel Review: Capri, Amalfi Coast, Positano, Cooking Class, Private Boat Tour, Scenery, 6 Nights

The trip was perfect. We only booked everything about two to three weeks prior to our vacation. To make it more difficult, we are a family of five. Zicasso's tour company took care of everything! We didn't have to stress over any details. The hotels were better than expected and the excursions were beyond expectations.

The two highlights for our family (kids 17, 14, and 12) were the private cooking lesson and the private boat tour of Capri and the Amalfi Coast.

The cooking class with a local at her home was a night to remember. (Amazing family and the view was perfection.) Even my kids said it was perfect. We cooked, we ate, we laughed, and had a magical evening, all with the picturesque backdrop of the Amalfi Coast beneath us.

The boat ride was equally spectacular. We enjoyed the day swimming in the sea and touring all of the grottos and legends of the area. I couldn't have asked for a more relaxing way to see the sites.

The trip was a little more than I originally wanted to spend, but was well worth every penny at the end of the day. I've already forgotten the cost, but will savor the memories with my family forever. The tour company really did an excellent job of planning every detail to ensure we had an amazing time. The regular communication and check-ins provided a stress-free vacation.

Another really nice touch was the chaperone to and from the boat docks in Capri to the hotel. She was lovely and extremely helpful. Overall, I was extremely happy with the experience and would reach out to them again when traveling to Italy.

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Italy Tour Review: Sorrento, Florence, Rome, Pompeii, Winery, Private Tours and Guides, 13 Nights

Zicasso’s travel specialist was a fantastic travel advisor. This tour operator helped us plan our perfect Italian vacation by listening to our desires, from wanting boutique hotels with a view to private tours. They secured transportation from Sorrento to Florence to Rome.

Our driver to the winery was exceptional. He went above and beyond to find a quaint restaurant that served my favorite meal: white-truffle pasta. We also had an amazing guide in Pompeii. He was very informative and even surprised us with his beautiful singing voice in the amphitheater inside Pompeii. This trip was magical. We could not have asked for a better organized, non-stress trip.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews