Spain to Italy Vacation

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.
Customizable Itinerary
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:
Madrid – Exploring El Greco’s Toledo
Seville – The Extravagant Old Moorish Capital
Seville – Tapas and Flamenco and So Much More
Barcelona – Catalan Flair and Charming Histories
Barcelona – Discovering Gaudi’s Barcelona
Sorrento – Perched On the Cliffs Above the Coast
Sorrento – Exploring the Isle of Capri
Rome – The Roman Empire to Modern-Day Rome
Rome – All the Classics in the Italian Capital
Florence – Vatican City Art and Into the Hills of Tuscany
Florence – Art and Atmosphere in Renaissance Florence
Florence – Day Trip to Tuscan Vineyards and San Gimignano
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
$4,700 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 2091 reviews
We visited Madrid, Toledo, San Sebastián, Bayonne, Biarritz, Saint-Jean-de-Luz, Hondarribia, La Rioja, Barcelona, Montserrat, and the Penedes (Cava) region.
We loved our private guides, private wine tastings, and day trips outside of the big cities.
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This trip was the best vacation my husband and I have ever taken! Zicasso's travel designer was excellent; he was very knowledgeable and planned the perfect itinerary. I would book another trip with him in a heartbeat! I told him we wanted to go to Barcelona and the activities we wanted to do. He was spot-on with the initial itinerary and we only needed to make minor adjustments based on additional recommendations he had.
The entire trip was very well planned out and everything went off perfectly. I wish I could do this trip all over again!
We stayed the first three nights in Llafranc, Costa Brava, which is a very lovely seaside town that our travel designer suggested. The hotel there was beautiful, pristine, and right on the beach. We went for a wonderful hike, took a day trip to the Dalí Museum, and had a wine tasting at a smaller vineyard that he suggested rather than a large, touristy one. Here, we had a private tour and tasting with the host. On our way to Barcelona we had a tour of Girona, where it was very interesting to see and learn about the history. We loved the hotel in Barcelona. It was in a great location, with many good restaurants nearby, and was also beautiful and pristine. The first night in Barcelona we saw a flamenco show that was incredible and the next day we saw Park Güell and La Sagrada Família. In the evening, we did a tapas tour through five restaurants that was so much fun. The next day, we had a cooking class, which was one of our favorite activities of the trip. The last day, we took a bus trip out to Montserrat, which is well worth seeing and only about an hour outside the city.
I was able to be in communication with our agent throughout the trip. He was always available for questions and also gave us recommendations for restaurants and bars to go to. He also made dinner/lunch reservations as needed.
All of the private guides that were hired were excellent: our guide who did our hike, our guide who took us to the Dalí Museum and Girona, and our guide who showed us Park Güell and La Família Sagrada. They were all so knowledgeable and enjoyable to be with. Even the guides when doing group activities were amazing: our guide who did the cooking class, our guide who took us to Montserrat, and our guide who did the tapas tour.
I appreciated that although our itinerary was busy, our travel designer made sure there was still free time to explore on our own. He was a pleasure to work with and made this vacation so special. The whole process of planning was very easy because of his expertise. I will definitely use him and the tour company for future trips!
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Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.
Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.
Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.
Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.
Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.
We travel a bunch and I would highly recommend using Zicasso's travel partner.
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We were very happy to be matched with Zicasso’s travel consultant to arrange our travel plans. His expertise and thoughtfulness were obvious through every detail, and his suggestions proved to be the right ones in nearly every case. The transfers made the travel stress-free and smooth. The drivers were professional and most engaging, with only one slight mix-up on the location when departing Mallorca, but this caused no issue.
We returned to Zicasso because of our wonderful experience they arranged for our trip to Italy a few years ago, and this experience was equally fantastic. It was very assuring for my wife and I to receive the notices and updates from our travel consultant while our travel was in progress. He was prompt and detailed from start to finish. My wife speaks Spanish very well and loved the opportunity to interact and rebuild her vocabulary.
All hotels selected were excellent. The service quality was a standout at the hotel on Plaza de las Cortes in Madrid and the resort on Carrer de les Molins in Mallorca, in particular. The accommodation in Granada was beautiful, although just for feedback, the room location was not so good, having a full window wall at nearly ground level looking at people at a cafe — which meant keeping the blackout drapes pulled the entire time — and, consequently, a little noisy. That is just meant as a note if you book this hotel in the future. The lower levels at the back of the hotel should be avoided. That probably had more to do with what was available at check-in time, but just a note.
As we mentioned to our travel consultant during the trip, all four private tour guides we had were wonderful and very knowledgeable. The day trip to Toledo was a standout, as was the Alhambra in Granada. The horse show at the Spanish riding school fulfilled my wife's wish over many years and it didn't disappoint. Our guide in Granada stayed with us nearly an hour beyond her time (even though we mentioned the time to her). She replied that she enjoyed spending time with those who appreciated her city – and we did. We enjoyed her historical perspective very much and she seemed to enjoy it too. Our other guides were all terrific and it was evident they all enjoy their work and are proud of their cities and heritage.
We loved the horseback riding at the ranch with our guide in Mallorca. The staff there went above and beyond when my wife lost a bracelet on the trail (unknown where or when). We were nearly back at the hotel when we got a call that one of their staff had found the bracelet. The manager offered and dropped off the bracelet at the hotel that night on her way home, before we left for Barcelona. Great people!
The crowning point was ending our travel at the Sagrada Família at sunset — awe-inspiring! We really don't have any complaints or things we would change. There is much we would add, however, had we had more time (and money).
Thank you, Zicasso, and Zicasso’s travel company, for helping make a great memory for my wife and me.
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Zicasso's tour company did a wonderful job of planning our dream honeymoon! Our travel agent took into consideration our wants and wishes, and created half- and full-day activities for us throughout the trip. We were able to visit four locations (Rome, Sorrento, Florence, and Venice) while in Italy. The trip was a perfect mix of relaxation and exploration. The tour company took away the stress of traveling and allowed us to enjoy the days without worries.
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My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
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