Cappella di Vitaleta on the hills of Val d'Orcia in Tuscany, Italy.
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Italy & Greece Trip Planner

Design My Dream Trip
Verified Traveler Reviews

The draw of the Mediterranean is palpable, from the ancient mythology and intriguing culture to delectable cuisine and enchanting landscapes. With the Italy and Greece trip planner from Zicasso, you can have your dream vacation brought to life by local specialists. When you submit a trip request, your fantasy will be encapsulated with the aid of an expert.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Beautiful windmill villa in Oia, Santorini, Greece

15 Day Trip IdeaFrom $7,495

Highlights of Greece and Italy Tour

Naples, Sorrento, Isle of Capri, Pompeii, Rome +7 more
San Marco Square in Venice, Italy

14 Day Trip IdeaFrom $13,645

Romantic Getaway to Italy & Greece

Venice,  Lake Como, Cinque Terre, Florence, Santorini 
Architecture of landmark Duomo in Florence, Italy

16 Day Trip IdeaFrom $7,995

Tale of Two Empires: Italy & Greece Historical Tour

Rome, Vatican City, Trastevere, Pisa, Florence +9 more
Romantic Santorini island at sunset, Greece

12 Day Trip IdeaFrom $5,119

From Eros to Cupid: A Romantic Tour of Greece and Italy

Athens, Santorini, Florence, Vatican City, Venice +1 more
Colorful town of Varenna on Lake Como, Italy

22 Day Trip IdeaFrom $9,389

Adventure and Romance Tour of Italy & Greece

Venice, Lake Como, Bellagio, Portofino, Italian Riviera +5 more
Santorini, Greece

14 Day Trip IdeaFrom $6,995

Gems of the Mediterranean: 14-Day Italy and Greece Tour

Rome, Florence, Venice, Athens, Mykonos +1 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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4.9

Reviews of Zicasso's Italy & Greece Trip Planner

Based on 9800 verified traveler reviews.

kavita A.
Italy Tour Review: Rome, Venice, Tuscany, Chianti, Vespa Tour, Boat Ride, Cooking Class, 20 Days

Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.

The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.

The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!

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Carles P.
Italy Travel Review: Assisi, Tuscany, 15-Day Trip

Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.

I was able to add an additional city on short notice!

We had knowledgeable local city guides and all drivers were professional.

We had a wonderful family trip!

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Jeff S.
Italy, France Vacation Review: Rome, Florence, Venice, Paris, Bayeux, Normandy, 18 Nights

We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.

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Dorothy K.
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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Laura M.
Italy Trip Review: Florence, Amalfi Coast, Uffizi Gallery, 9 Nights

The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.

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Lori W.
Greece Tour Review: Athens, Naxos, Santorini, Akrotiri, Winery, Volcano, Walking Food Tour, 8 Nights

We had a wonderful experience with our Zicasso travel specialist while planning our vacation in Greece. We had a group that consisted of two families; in total, eight people. Our travel specialist gave us recommendations based on the types of activities we wanted to do and the types of islands we were hoping to experience.

We stayed two nights in Athens, three nights on Naxos, and three nights in Santorini. The accommodations were fantastic! Every tour guide and driver was helpful and so kind.

When we wanted to add a stop in Naxos for an impromptu lunch, our guide was happy to detour and bring us to a place with the best gyros that the locals really enjoy! Everyone made us feel at home. Thank you for a beautiful trip and all the lovely memories!

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