
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 $6,800
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 3660 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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Zicasso’s travel professional crafted an unforgettable Sicily trip for our group of seven. After discussing our preferences, she designed a flawless itinerary, incorporating unique experiences that became trip highlights. Her communication was exceptional, with prompt responses to our questions before the trip and daily updates for the next day's activities, including driver and guide details, which were incredibly helpful.
We stayed at superb hotels in Taormina, Agrigento, Palermo, and Cefalù, each with stunning views and private tours. Sicily’s warm, hospitable people stood out compared to other European destinations. At our hotel on Via Leonardo da Vinci in Taormina, the staff greeted us warmly, setting a perfect tone. Other stops included Mount Etna, Erice, Castelbuono, and Savoca. All of these locations were great, but don't miss Castelbuono!
Two standout experiences were private meals with families. Near Erice, a chef and his family welcomed us into their sea-view home, preparing amazing Sicilian meals that felt like dining with family. In Palermo, another home chef and her husband created a similarly memorable evening, with lots of great conversation and stories.
Every driver was professional, friendly, and informative, while our guides — often archaeologists or historians — were engaging and knowledgeable.
Highlights included a welcome dinner in Taormina, a farm cooking class, two wine tours with lunch, a Mount Etna hike, a Valley of the Greek Temples tour, town and village tours, cheese and pastry tastings near Cefalù, and a farewell dinner. The Godfather tour in Savoca was special, with our guide introducing us to a local who played Apollonia’s mother, waving from her balcony.
Our travel professional's meticulous planning and personal touches made this trip extraordinary. Thanks to Zicasso for matching us with the tour company and we highly recommend them for a perfect Sicilian/Italian adventure!
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Everything worked out perfectly, from our first contact with Zicasso, through the planning process with Zicasso’s tour operator (our travel agent was the best!), and onto the trip itself.
We liked the process, the ability to work with a specialist with our wants, concerns, and needs, as well as the actual itinerary and follow-through on the ground. The concierge at each location (Rome and Sicily), as well as the use of WhatsApp, was a great thing to have. Not that we had any issues, but the availability was very comforting.
The guides used were fantastic! They were very knowledgeable and very personable. The drivers were prompt, friendly, and helpful. The accommodations picked were what we wanted, in the middle of things and perfect for our needs. I would just add that explaining the differences within the accommodations on room types would have been helpful. I would have probably gone with a bigger room in Ortigia if we'd been aware of the differences. We did know European rooms were smaller than what we're used to here in the States, but there was little light in the room we had and it was very small. We loved our accommodations in Agrigento and the hotel in Taormina!!!
All in all, we can't say enough; we've been telling our friends all about Zicasso and our travel agency. We would definitely use you again.
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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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