
Multi-Generational Travel Vacations & Tours
Traveling across generations can give your family a completely different experience and perspective as you bring the dream of new destinations to life. Grow closer with personalized excursions, create trips of a lifetime for every generation, and find new ways to surprise family members young and old. Whether eager to trek tropical trails, interested in visiting ancient ruins, or fascinated by the flavors of a private cooking class, working with a travel specialist can help customize each day to the preferences of every family member. Find more inspiration for your trip with our sample multi-generational travel itineraries below.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

12 Day Trip IdeaFrom $5,400
Family Trip to Italy: Nature, Ancient Temples, and Cuisine

9 Day Trip IdeaFrom $4,100
Family Exploration of Italy's Historic Cities & Enchanting Countryside

17 Day Trip IdeaFrom $7,800
17-Day Family Vacation in Athens and Western Greece

9 Day Trip IdeaFrom $7,400
9-Day Family Vacation to Croatia

7 Day Trip IdeaFrom $5,200
Kenya With Kids: 7 Day Family Safari
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
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.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.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.

8 Day Trip IdeaFrom $5,200
Family Trip to Ireland: Culture, Castles and Folklores

11 Day Trip IdeaFrom $5,900
Family Vacation Tour to England & Scotland

10 Day Trip IdeaFrom $5,900
Simply Splendid Southern England Tour

8 Day Trip IdeaFrom $3,600
A Perfect Family Getaway to France Tour: History, Culture & Cooking Class

10 Day Trip IdeaFrom $8,500
10-Day Family-Friendly Vacation to Spain & Portugal

15 Day Trip IdeaFrom $19,100
Family Friendly South Africa Safari & Mauritius Vacation
Reviews of Zicasso's Multi-Generational Travel Vacations & Tours
Based on 2944 verified traveler reviews.
Overall, our trip was well planned and brought different views to Croatia with each destination we visited. The 3 destinations (Dubrovnik, Hvar, Split) provided us with a different view that allowed us to truly experience the country's culture and highlights.
Zicasso's travel agency had wonderful activities that allowed for a more personable experience. We particularly enjoyed the Karaka boat tour, Hvar wine tasting and island tour and Krka park tour. The tour guides were experienced, interactive, and knowledgeable.
Overall, it was easy to communicate our needs and questions. Would be easier to just use email instead of the portal.
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Zicasso's tour company is fantastic. They designed a perfect custom itinerary for us that included boating, hiking, biking, wine tasting, and much more. Our days were filled with interesting activities and meeting some of the most lovely people as our guides.
Though there were too many highlights to list them all, a few unexpected ones were a cooking class near Split that included shopping for fresh ingredients, snorkeling, lunching off a luxury boat near Hvar, and lunch at an oyster farm.
We had the most lovely guide in Dubrovnik who works for the tourist board and gave us the insider's guide to places in the old town. We even had an authentic meal, one that takes days to prepare, outside of Hvar. There is so much to love about Croatia. This tour company will help you find it.
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My wife and I consulted with a handful of travel agencies in order to pick the right one for us to curate our dream honeymoon, and I could not be happier with our final decision to trust Zicasso’s tour company with this task.
Our travel agent was amazing throughout the process of building our itinerary, choosing experiences that fit exactly what we were looking for in an Italy honeymoon.
Start to finish, our overall experience was seamless. We decided to pack a lot into 10 nights, visiting Tuscany, Venice, Sorrento, and finishing the trip with one night in Rome. The tour company perfectly constructed our itinerary in a way that did not make our experience feel rushed in any of these locations. We had ample time to relax and explore these beautiful places on our own, while also fitting in world-class experiences specific to the region in which we were staying, all hand-selected by the tour company and their local expertise.
Every experience we had was incredible. From a private pasta cooking class and wine tasting in Tuscany to a limoncello tour in a quiet, picturesque village along the Amalfi Coast, each will be an experience my wife and I will never forget.
I would recommend this travel company to anyone visiting Italy for the first time or even those who have been to Italy, but want to experience breathtaking excursions curated by a local team of experts.
Our honeymoon was all we dreamed of and more, and I look forward to having the opportunity to use them for our next adventure.
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Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.
Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.
Our tour guides and drivers were excellent.
My only regret is that we only had 10 days to explore Sicily as there was so much more to see!
Our agent did a yeoman's job helping us plan this trip.
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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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