Italy Luxury Travel: Custom Vacation Package

Traditional Venetian gondola, Italy

What to expect on this itinerary

This 10-day Italy food tour is for those who love fine cuisine, from southern Italian specialties to the seafood of the Adriatic. With a focus on absolute luxury, from a lakeside resort that was the home of royalty to a hotel that houses a Michelin-starred restaurant, you can embrace the opulence and beauty in Italy at its best for a trip you can remember forever.

Countries Visited

Italy

Places Visited

Rome, Positano, Capri, Sorrento, Ravello, Pompeii, Milan, Villa d’Este, Bellagio, Venice, Verona

Suggested Duration

10 Days

Customizable Itinerary

Expand All
Day 1

Rome - Arriving in Italy

Land in Rome, the capital of Italy and one of the most famous cities on Earth, where a private driver will transfer you to your elegant hotel in the picturesque village of Positano, gracefully perched along the hills that lead down to the surf of the famed Amalfi Coast. You’ll stop for lunch at Le Sirenuse, a Michelin-starred restaurant that features fresh seafood and produce presented in a dashing and elegant way, before checking in at your hotel in Positano, where you’ll have the rest of the afternoon at your leisure. A stroll along the beach is always an enjoyable and festive one, and the church of Santa Maria Assunta offers a magnificent dome composed of majolica tiles; inside is a Byzantine icon of a black Madonna that dates from the 1200s.  Dinner this evening is at the sumptuous Ristorante Max, where the terrace beckons you with its perfect weather and one-of-a-kind dining experience.

What's Included:

Transfer
Accommodation
Dinner
Day 2

Positano - A Resort Town Fit for an Emperor

Day 3

Positano - A Day on the Coast, A Night of Elegance

Day 4

Positano - The Remarkable Ruins of Famous Pompeii

Day 5

Lake Como - The Shores of Lake Como

Day 6

Lake Como - An Unforgettable Day on the Lake

Day 7

Lake Como - Discovering the Mecca of Italian Fashion

Day 8

Lake Como - Back for More in the Italian Countryside

Day 9

Venice - Venice and the Veneto

Day 10

Venice - Saying Goodbye

Trip Highlights

  • Experience the Italian life of luxury as you spend three days in some of southern Italy’s greatest resort spots, from Positano and Sorrento to Capri, a place so beautiful emperors vacationed here
  • Enjoy a day of endless indulgence as you cruise through the towns and scenery of the Amalfi Coast and a night of incomparable elegance as you dine at one of Ravello’s finest restaurants and take in a concert at the inspiring Villa Rufolo
  • Walk the ancient streets of famous Pompeii, where you can discover the incredible elegance of the House of the Faun and the ruins of once-mighty temples
  • Discover the magic of enchanting Lake Como, from its spectacular natural scenery to the incomparable luxury of Bellagio and Villa d’Este
  • Get your haute couture fix as you’re led on a privately-guided shopping tour of marvelous Milan, the fashion center of Italy and one of the most important fashion cities on the planet
  • Make your way through the amazing scenery of northern Italy, from the ancient Roman amphitheater at Verona to the romantic canals of one-of-a-kind Venice

Detailed Description

From the resort island of Capri to the shores of Lake Como, from the ancient remains of Pompeii to the fashionable streets of Milan to the labyrinthine waterways of Venice, Italy is a country filled with magic from every corner. This 10-day vacation will show you Italy in truly luxurious fashion, from the poshest hotels and hottest restaurants to a session with a personal shopping assistant in incomparable Milan. If you’ve ever wanted to do Italy right, this is the trip for you.

Spend some time in Capri, where you’ll revel in relaxation and serenity so complete that emperors made the island a getaway of their own. Cruise the brilliant waters of Lake Como and explore the quaint and charming lakeside towns of Varenna and Bellagio. Experience high fashion and high art in Milan, and lose yourself in the inestimable romance of spellbinding Venice, where the easy rocking of a gondola ride offers the perfect rhythm to an evening of excitement.

This is the country that has inspired artists for centuries and moved musicians to works of mind-blowing brilliance; it is the nation that gave us astounding art and phenomenal food; it is a place where the good life is synonymous with the sweet life. People have been vacationing in Italy for centuries: Isn’t it time you made it there?

Starting Price

$9,800 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 1057 reviews

Italy Trip Review: Naples, Amalfi Coast, Sorrento, Capri, Positano, Rome, Boat Ride, Cooking Class, Wine Tasting, Colosseum, 12 Days

I recently completed an incredible 12-day vacation in Italy, arranged by Zicasso’s travel company, and it was one of the best vacations I have ever had. From the initial planning with the travel specialist and her team to the seamless execution on the ground, everything exceeded my expectations for a luxury custom trip.

We started in Italy, where we were immediately met at the airport by a hostess who got us through all the lines in record time and into a Mercedes Sprinter van that took us to Naples. Naples offered us a really vibrant, authentic Italian feel, and the incredible food that the travel specialist recommended from the movie "Eat Pray Love" was the best pizza I’ve ever eaten in my life. I don’t think I can eat pizza in the United States anymore. The private drivers and guides made this whole trip stress-free.

Our next incredible experience was the dream-like Amalfi, Sorrento, and the Isle of Capri. The hotel in Positano was beautiful. We were enchanted with all the colorful cliffs, the boutique shopping, and the stunning view from our balcony room. Sorrento was my favorite city of all. It was very relaxed, with lemon groves everywhere and beautiful sunsets, and our hotel had balconies that opened up on the Mediterranean. The highlight of our trip was the island of Capri. The boat ride was just fantastic and we started at the top of the mountain and did the chairlift so we had a whole view of the city.

The highlights of the trip for me were the boat ride along the Amalfi Coast, the cooking class and wine experience at the female venture, and the wine by Mount Vesuvius.

Our last two nights were back in Rome and it was kind of hard to go from the low-key vibes of Sorrento to the action-packed atmosphere of Rome, but the hotel the travel specialist picked was just perfect. It was 10 minutes from the Spanish Steps and she arranged a tour of the underground Colosseum. I learned so much about everything in that area. All the guides, the drivers, everything was magical. I would highly recommend this travel specialist and the travel company.

See more

Italy Trip Review: Venice, Amalfi, Capri, Sorrento, Pompeii, Rome, Colosseum, Roman Forum, 12 Days

Italy was fantastic! We visited Venice, Amalfi, Capri, Sorrento, Pompeii, and Rome.

Zicasso’s travel specialist was knowledgeable and patient with me when planning the trip. She was amazing at taking in the information I shared about my family and creating an itinerary that worked well for our family of five (our three children, ages 20, 20, and 22), including food-allergy limitations.

The chosen tours and tour guides were incredible, knowledgeable, engaging, attentive, thoughtful, and a pleasure with which to spend the day or half-day.

When we were in Italy, our travel specialists quickly responded to inquiries and to new requests for transportation needs resulting from unanticipated and good “extra” opportunities.

I highly recommend the travel company and our travel specialists.

See more

Italy Tour Review: Sorrento, Pompeii, Capri, Amalfi Coast, 2 Weeks

We had a beautiful week in Sorrento, with days in Pompeii, Capri, and the Amalfi Coast. Zicasso’s travel specialist planned the trip exactly as we discussed and we loved every minute!

The one thing that was a bit challenging was that all of our excursions were booked under my middle name, which I do not use, and we had to explain several times to the trip operators.

The hotel was lovely, our room was perfect, and the pool was excellent. Unfortunately, there was a very long ramp required to walk up and down every time we left the hotel, and even though all of the rest of the hotel was excellent, we would have preferred a little less of a distance from the lobby to the street. These items were not at all a big deal, but we are learning what sorts of things to be sure to discuss when planning the next trip.

The travel company was very responsive throughout the trip and communicated with us regularly, which we appreciated!! Overall, I highly recommend this trip and can't wait for the next one!

See more

Italy Vacation Review: Sorrento, Rome, Capri, Amalfi Coast, Positano, Ravello, Schiazzano, Pompeii, Vatican, Colosseum, Forum, Boat Ride, Limoncello Tasting, Pizza Making, 1 Week

We had an incredible time in Italy! Thank you to Zicasso’s travel company! You thoughtfully planned our time in Sorrento and Rome to ensure we had the best experiences, while allowing for some free time to explore.

Our day-trip boat ride around Capri was beyond perfect. The boat captain and guide were very professional and truly charming. He gave us options on how to take in the sights and provided great commentary about the history and culture of the island. We selected to go to Marina Piccola for lunch, which was a great experience. The view from the restaurant was enchanting and the food was delicious. The grottos, Faraglioni rocks, and swimming in the Mediterranean were experiences of a lifetime.

We spent a day driving along the Amalfi Coast. We had a great driver on the mountainous winding roads. We visited charming Positano and beautiful Ravello. Our driver had great advice about where to visit and what to see. We enjoyed an amazing lunch, with a beautiful view, in Ravello.

On day three we enjoyed free time on the beach in the morning. Then we headed out for our limoncello experience! And it was a wonderful experience. The people we met in Schiazzano were very special. We loved the goal of the family businesses to keep and honor their traditions. Our pickup was prompt and we were served a drink at their general store. It is very touching that they began the tour in their church and shared the pride in their community. Then we were off up the hill, along narrow streets to the lemon groves. We learned about farming lemons from two enthusiastic young farmers, we smelled the lemon zest, and they served us fresh lemonade. Then we all got an exciting tuk-tuk ride up and down the very narrow streets to the hilltop farm, where we tasted olive oils, had a cheese-making demonstration, and tasted all the phases of cheese. Then we tasted the limoncello! We really enjoyed the spectacular view. Last, but certainly not least, we enjoyed making our own pizza using tomato sauce that was prepared by grandma that morning using freshly picked tomatoes. We tossed our pizza dough and used fresh mozzarella. The wood-fired oven cooked the pizzas perfectly. We enjoyed eating every bite. When we were planning our trip, I asked for limoncello tasting, but this experience was so much more!

We also had a wonderful time in Pompeii and at the Vatican, Colosseum, and Forum in Rome. All the history is so fascinating. There were many tourists in Pompeii and Rome, and all of our guides were terrific, energetic, and skilled at navigating the crowds.

All of the private transfers, train travel, and hotels were perfect. Thank you for your help and expertise with planning this once-in-a-lifetime trip!

We hope to travel to Italy in the future and would love to work with this travel company again to help us plan that next trip.

See more

Italy Trip Review: Rome, Sorrento, Positano, Ravello, Florence, Venice, 10 Nights

We recently returned from an incredible trip to Italy, planned by Zicasso’s travel company, and I can honestly say it exceeded every expectation.

From the moment we arrived until the day we returned home, every detail was thoughtfully planned and flawlessly executed. We visited Rome, Sorrento, Positano, Ravello, Florence, and Venice, traveling between destinations by train. Every transition was seamless, making it easy for us to relax and enjoy the experience rather than worry about logistics.

The hotels were wonderful, with our accommodations in Sorrento being especially exceptional. The locations were perfect, allowing us to fully experience each destination and make the most of our time.

The curated excursions and guided tours were outstanding. Our guides were always punctual, knowledgeable, engaging, and genuinely passionate about sharing the history and culture of each region. Every outing felt carefully selected and added something special to our trip.

What impressed me most was the level of service provided by the travel company. They checked in with us several times throughout the trip to ensure everything was going smoothly and that we were enjoying ourselves. That personal attention made us feel valued and well cared for.

This was one of the best travel experiences I have ever had. If you are considering a trip to Italy, I highly recommend this travel company. Their expertise, attention to detail, and commitment to customer satisfaction made this vacation truly unforgettable. I will absolutely be using them for future travel.

See more

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!

See more

Customizable Itinerary

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

32,000+ Verified Traveler Reviews