Italy and Spain Tour for Families

What to expect on this itinerary
Imagine your kids circling the Colosseum and attending Gladiator school, and then wandering the Tuscan vineyards and climbing the Leaning Tower of Pisa. Be inspired as a family by Gaudi’s child-like imagination and then relax on the best city beach in Europe. This four-destination family tour takes a relaxed journey through Italy and Spain to mix world-famous icons with space and freedom to come together as a family. Your guided exploration of Rome and Barcelona combines with quiet family experiences in Tuscany and San Sebastian bringing something for all ages and interests in four sublime destinations.
Customizable Itinerary
Rome – Looking Around as a Family
Rome is great with kids, as while it may be big and at times chaotic, the sheer abundance of historical sights and inspiring stories never fail to keep everyone entertained. A smart location is essential, so you will sidestep the busy streets and rarely leave the historic old center thanks to your well-placed hotel that will overlook the Pantheon, standing on a pedestrianized piazza lined with cafes and restaurants. Street musicians play solo acoustic guitar, statues glimpse of an ancient time, and the coffee aromas drift between townhouses and churches. Check-in, and then rest and relax. Take a walk around the area, and you will find the Rome of past centuries, likely keeping the jet lag at bay as you settle in for a fantastic family adventure.
What's Included:
Rome – Exploring the Vatican and an Afternoon on the Piazzas
Rome – Ancient Rome and Gladiator School for the Afternoon
Tuscany – Pedicab and Trastevere, and then Into the Countryside
Tuscany – A Relaxed Villa Retreat With Rental Car and Your Own Adventures
Barcelona – Spain’s Most Child-Friendly City
Barcelona – Wax, Chocolate, Ice and Magical Architecture
Barcelona – Flexible Day Discovering Barcelona
San Sebastian – Swapping Catalonia for Basque
San Sebastian – A City Beach Retreat With Rental Car and So Much Nearby
San Sebastian – Departure
Trip Highlights
- Escape into the hills of Chianti with several nights spent in a quiet Tuscan villa where the kids can splash around the pool. and you can plan a day spent exploring vineyards and old towns
- Evoke ancient Rome along the modern streets with your local guide, and then take the kids to Gladiator school for an imaginative afternoon
- Find architecture from a child’s imagination as you tour the works of Gaudi in Barcelona
- Combine city with beach during several days in San Sebastian, a charming and cultivated place where everyone in the family can find something inspiring
- People watch on Rome’s piazzas, see icons like Pisa’s leaning tower, find chocolate in Barcelona and spend an afternoon in an old-world Rioja town
- Craft your own adventures with family vehicles at your disposal to use as you would like to explore
- Traipse through each city alongside a local who will introduce their streets with engaging tales and enjoyable activities that will capture the interest of all ages
Detailed Description
You could spend six months in either Italy or Spain and never come close to seeing it all, so this two-week adventure is handcrafted to give your family unique adventures in both. With four distinctive bases you can minimize travel time and keep your vacation soft and easy-going, and yet still have all the space and freedom you need to adventure as a family. Less unpacking, more exploring at leisure and plenty of extras will show both Italy and Spain through different eyes.
There is a week spent in each country split between three days of guided exploration and then four nights with a rental car with a dreamy location to create your own route. Rome is Italy’s most family-friendly city, and while the traffic and crowds may be well known, it is also a city where there is so much to do and see without walking far from your hotel. Rome effortlessly sparks the imagination, and there is so much joy to be had merely in loitering around the piazzas after a morning of guided touring. Likewise, Barcelona is the best city in Spain for kids with an incredible diversity of attractions to keep everyone interested, along with a beauty and charm best experienced rather than just glimpsed in photos.
Vineyards stretch out through the hills of Tuscany as villages cling to hilltops, both medieval and mystical when explored on foot. So many delightful towns are within a short drive – Pisa, Lucca, San Gimignano – so you can pick your path dependent on your mood. So relax into a quiet villa with swimming pool top give your kids space to run around and create your own adventure on an exquisite land. Florence is another option, a city to visit for the day before you cruise back to the villa, watching the landscape turn golden in the sunset light.
Your family tour will end in San Sebastian, a stylish late 19th-century town that is set in a bay above a wide golden beach. Your time spent on the sand is complemented by Basque and Spanish pleasures, like art, architecture and culinary treats. From San Sebastian, you’ are less than an hour from Bilbao and the Guggenheim, La Rioja’s old wine cellar villages, and Basque’s fishing villages and mountains – even French Basque and Pamplona, of bull running fame, are possible day trip options for these last few days of the vacation.
Starting Price
$5,100 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 1997 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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When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.
Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.
Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.
A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.
Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.
When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.
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Kudos to Zicasso’s tour operator! This is our second time using them, and they didn’t disappoint us. They had to deal with two families, seven in all, all adults, with two separate trips. One trip for all seven to Rome and Florence. Two for Naples and Ischia.
The apartment in Rome was in a good location for us, as we usually stay near there. The only problem I found in this apartment was the smaller unit had a step down into the living room. The floors are dark, and the step needs to be highlighted so one remembers to step down. Several of us kept missing it, and luckily no one fell. Other than that, it was a nice apartment.
In Florence, our apartment was perfect. My husband and I would stay there again; however, it has four bedrooms, four baths, a nice kitchen, and a large living room, so it would be a little big for two people. It was perfect for families. It is on the third floor.
Since my husband and I have been to Rome and Florence many times, we did not have too many requests for tours. My cousin and her family were first-time visitors. I suggested a tour of the Vatican Museums, Ancient Rome, the Accademia Gallery, the Duomo Skywalk, a private tour of the Uffizi Gallery, the Vasari Corridor, and the Boboli Gardens. In Rome, all seven of us did a golf cart ride at night, which seemed to be a big hit. We also had a wine tasting and olive oil sampling in Chianti, which was very nice.
At one point, we thought we were going to have a wedding proposal. A place was planned for the proposal at one of the wineries. Unfortunately, the groom-to-be decided not to do it there since the future bride’s parents would not be there. I felt bad with all the work the travel company did to make this day special for the couple.
Since we were two families, all adults, sharing vacation rentals, the tour operator found two apartments to meet our needs. All of our drivers and guides were on time and very knowledgeable.
We made some last-minute changes on our trip from Florence to Ischia. Changes to the train tickets were made, but we were asked to check with the ferry service to see if they could take us earlier. Our driver went with us to the ticket office and was able to exchange our ferry tickets. Then we notified our travel agent, so they could call the hotel to send our driver earlier than planned.
We have used this tour operator before and would highly recommend them. The hotels they selected were excellent. We stayed at our hotel in Naples last year and asked for the same hotel again. The views were fantastic from our room, and the rooftop bar had views of Mount Vesuvius and the Bay of Naples. The staff were superb, and there was a wonderful breakfast.
We also asked for the same hotel in Ischia, but that hotel closed earlier this year. Another property was selected, our resort in Ischia. Unfortunately, we did not get a chance to use the spa this time, but the hotel had beautiful views from the restaurant, terrace, and our room. Both hotels were beautiful, and the staff were very attentive. Our resort in Ischia was not far from Ischia Porto. A bus stop was a short walk away, and the return stop was right in front of the hotel. The food and drinks were great, and we even walked into town one night, which took about 15 minutes.
I can’t wait to use the travel company again next year.
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Zicasso's travel company planned the most amazing trip to Venice, Verona, Florence, Tuscany, Siena, and Rome for our family of five. It was the best trip I've ever taken, and having all the details covered by them and plans and tickets sent to us via WhatsApp allowed us to really live in the moment and not have to think about what was next. I loved every second. I cannot wait to plan another trip to Italy to experience the southern half of the country.
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We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.
I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.
Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.
As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.
I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.
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We enjoyed all of the planned tours in Italy and Greece. Favorites included the Vatican, Colosseum, Roman walking food tour, and a day exploring the Tuscany wine region.
We loved all of our hotels (favorites being our hotel on Via Emilia in Rome and then our hotel on Nikodimou Street in Athens). All of our drivers at our various locales were always on time, even early, and were friendly and engaging.
We did have various questions come up and any time of day/night, Zicasso's travel professional and the tour company were responsive and so helpful.
Our long-awaited 45th anniversary trip came off seamlessly. I appreciate all of the time and planning that went into planning our venture. I will happily recommend you to our friends and family.
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