Spain to Italy Vacation

Park Guell in Barcelona, Spain.

What to expect on this itinerary

Such wide contrasts, such beautiful charms, and such incredible experiences are found across the countries of Italy and Spain. Andalusian tapas and flamenco, Roman history and icons, Florence’s Renaissance, Barcelona’s Modernistas, the cliffs on the coast and so much regional flair are all a part of your vacation. With six overnight stops and a dozen unique destinations, this “best-of” tour will explore the rich tapestry of culture and experience found across Italy and Spain.

Countries Visited

Italy, Spain

Places Visited

Madrid, Toledo, Cordoba, Seville, Andalusia, Barcelona, Catalonia, Naples, Sorrento, Tuscany, Florence, San Gimignano

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

Madrid – Regal Welcomes in the Spanish Capital

Madrid is very different from what most visitors expect. Madrid is the capital city of a major country, but it feels more like a colorful town.  Plazas are lined with cafes, and there is a soulful vibe to contradict the corporate monotony found in other large cities. You will immediately feel as though you have stepped back in time, the 16th century to be precise, when Madrid was the heart of the Western world. Check into your hotel and walk around the neighborhood to find tapas joints down pedestrianized streets, chocolate fumes spilling over a plaza, a statue of Don Quixote looking down and corners that take on quixotic properties. Madrid is a city that loves life and encourages you to get involved. Of course, there are attractions, but Madrid is a wonderful city to discover without a guide, great for taking it easy and overcoming any travel fatigue.

What's Included:

Transfer
Accommodation
Day 2

Madrid – Exploring El Greco’s Toledo

Day 3

Seville – The Extravagant Old Moorish Capital

Day 4

Seville – Tapas and Flamenco and So Much More

Day 5

Barcelona – Catalan Flair and Charming Histories

Day 6

Barcelona – Discovering Gaudi’s Barcelona

Day 7

Sorrento – Perched On the Cliffs Above the Coast

Day 8

Sorrento – Exploring the Isle of Capri

Day 9

Rome – The Roman Empire to Modern-Day Rome

Day 10

Rome – All the Classics in the Italian Capital

Day 11

Florence – Vatican City Art and Into the Hills of Tuscany

Day 12

Florence – Art and Atmosphere in Renaissance Florence

Day 13

Florence – Day Trip to Tuscan Vineyards and San Gimignano

Day 14

Florence – Departure

Trip Highlights

  • Immerse yourself in the Renaissance with several nights in Florence, a city with beauty that has never faded
  • Discover the world of Antoni Gaudi and the Catalan Modernistas, their extravagant architectural style a highlight of your time in Barcelona
  • Feel the rhythm and energy of Andalusia in Seville, a city that carries you off with its pride and passion
  • Escape to the cliffs and the coast with a couple of nights in Sorrento for the start of your Italian journey
  • Spend a day in Toledo to see a grand medieval city that is made even more special by the works of El Greco
  • Lose yourself in the history of Rome, from the Colosseum and old Empire memoirs to artworks in the Vatican Museums
  • Explore the ancient Roman ruins of Pompeii, go wine tasting in Tuscany, and spend a day on the Isle of Capri
  • Relax in the Spanish capital Madrid, discover flamenco in Andalusia, and cast your eyes on Cordoba’s incredible Mezquita
  • Eat and eat some more as you savor pizza in the home of pizza, Naples, and tapas in the home of tapas, Andalusia

Detailed Description

Spain and Italy are not just two countries, and in many ways, they are dozens of countries rolled into two. Most of the regions of both have held sway and prominence over the last 2.000 years, and most have known independence before unified nations were realized. This dynamic is the real highlight when you explore the best of Spain and Italy. Andalusia, Catalonia, and Castile celebrate the contrasts of yesteryear Spain and demonstrate how regional inimitability has been brought into the 21stcentury. Move into Italy to see how Florence, Naples, and Rome are so different from each other, just as Tuscany and the Amalfi Coast bring travel experiences that are entirely distinct from each other. 

This vacation will bring the best of Spain and Italy, as your handcrafted tour will take you through the regions, continuing until it may feel as if you have had a half a dozen vacations in one. Spend two nights in each of six destinations, connected by flights and high-speed trains. Local tour guides will evoke the distinctive of each region, and you will go deep into the secrets and subtleties of their homelands, from the streets of sublime tapas to the offbeat places usually hidden from the world. With your guide alongside, you can be fully immersed in everything each destination has to offer.

Your week in Spain is spread across Madrid, Seville, and Barcelona. You will begin in the Spanish capital, settling into a quiet and gregarious city, where Don Quixote looks down over a plaza. Spend the next day exploring nearby Toledo, where you can go El Greco treasure hunting in the great medieval city. Next, take the train to Andalusia, a half-day stop in Cordoba revealing an old Moorish capital – the Mezquita here must rank as one of the world’s most beautiful buildings. A full day in Seville brings tapas and flamenco, and then you fly to Barcelona, land of Gaudi and the Modernistas, but also another 2,000 years of history, art, and architecture. 

Fly direct to Naples next, and you can take explore this masterpiece of a city as one that is quite different to most Italian preconceptions. It is then a short drive for a couple of nights spent in Sorrento, perched on the cliffs above the Isle of Capri, your day-trip destination the following day. Explore old Roman ruins at Pompeii, and then lose yourself in the wonder of Rome itself with enough time to see the Colosseum and other iconic monuments, along with all the art of the Vatican City. Florence is your final stop, and you have several nights, leaving one day for the city and one day for the surrounding Tuscan countryside. Looking back on the adventure, you might find that Florence seems more similar to Seville than it does Naples, which is all part of the experience when you experience such regional distinctiveness. 

Starting Price

$5,900 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 1386 reviews

Italy Travel Review: Tuscany, Siena, Montepulciano, Pienza, San Gimignano, Florence, Farm-to-Table Experience, 6 Nights

We had a fantastic trip, all thanks to our travel specialist. We spent a few days in Siena, touring different Tuscan towns like Montepulciano, Pienza, and San Gimignano, and then we spent a couple of nights in Florence. All of our drivers and guides were very thoughtful that we had my two-year-old nephew with us.

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Italy Trip Review: Rome, Florence, Tuscany, Cinque Terre, Venice, Pizza-Making Class, 2 Weeks

We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.

The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.

The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.

One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.

Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.

While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!

Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.

Every experience felt personal, meaningful, and special.

This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!

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Italy Travel Review: Venice, Florence, Tuscany, Cortona, Sorrento, Amalfi Coast, Capri, Pompeii, Rome, Vatican, Lagoon Boat Trip, Wine Tasting, Cooking Class, 2 Weeks

Our 16-day trip through Venice, Florence, Tuscany, Sorrento and the Amalfi Coast, and Rome was outstanding in every detail. Every transfer ran on time, every guide was knowledgeable and warm, and every hotel was a great choice.

Our favorites were the private lagoon boat trip in Venice, the Brunello wine and cheese tour, the pasta class at a Tuscan farm, Pompeii, the Capri cruise, and the Vatican tour. We couldn’t have asked for better planning or support. We highly recommend Zicasso's travel company.

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Italy Travel Review: Tuscany, Cinque Terre, Florence, Sunset Cruise, Truffle Hunting, Hiking, Cooking Classes, Olive Oil Mill, Wine Tasting, Museums, 10 Nights

We can't say enough good things about the trip planned for us in Tuscany and Cinque Terre. It was the perfect balance of cultural (museums, artwork, architecture), historical (tours of towns, churches), food (culinary classes, olive oil mill, winemaking/vineyards), and outdoor activities (hiking, truffle hunting, sunset boating cruise). The uniqueness of some of the activities made this vacation one of the best European vacations we have ever experienced.

The guidance of Zicasso's travel specialists was so appreciated and was spot on for planning meals and when to leave open time. The guides and drivers they provided were extremely knowledgeable, helpful, and very friendly. Even when we had major air travel issues getting to Italy, they immediately came to our rescue when we had to arrive in Florence instead of Pisa.

Also, all of the accommodations which they booked for us were comfortable, spacious, and within easy walking distance of local attractions. We highly recommend Zicasso. We are looking forward to being able to plan our next Italian adventure with them.

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Italy Vacation Review: Milan, Bologna, Florence, Venice, Codroipo, Prosecco Hills, Cooking Class, Ravioli, Wine Tasting, History, Culture, 12 Days

The cities we visited were wonderful. We really enjoyed the tours, especially the cooking class with our chef! I will be making homemade ravioli over the holidays.

The hotels were located close to the city centers. But the hotel in Bologna was very close to the university, with lots of graffiti and live music late into the night. The hotel, however, was quaint and very nice. The hotel staff was very friendly and accommodating.

The hotel in Florence was just weird. Our travel companions' room had no windows and was small. Ours was oddly laid out but much bigger. The desk person told us both rooms were the same when we first checked in. If we came back after 9 p.m., there was no hotel staff, and we had to use a code to walk through an apartment lobby.

The hotel in Venice was situated right in the middle of lots of restaurants and gelato! The hotel was by far the best one, with much nicer amenities and rooms. It had a bar and restaurant on-site. It was a good way to end our trip.

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Italy Travel Review: Rome, Sorrento, Florence, Tuscany, 2 Weeks

Zicasso's travel company was beyond exceptional in the planning and execution of our customized 12-day trip to Rome, Sorrento, Florence, and Tuscany. From the creation of our initial itinerary through the entirety of our travels, they were extremely thoughtful and delivered incredible client service. Every activity, tour, driver, tasting, hotel, etc., planned by the team was amazing. We highly recommend the company to anyone interested in elevating their travel experience in Italy.

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Customizable Itinerary

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

37,000+ Verified Traveler Reviews