Multi-generational family walking on the beach while on vacation in Wales

Multi-Generational Travel Vacations & Tours

Ratings of Zicasso's Service
<p>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.</p>

Traveling across generations can give your family a completely different experience...

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.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
The ruins of Pompeii in Italy.

Family Trip to Italy: Nature, Ancient Temples, and Cuisine

Places Visited: Rome, Agrigento +2 more
Places Visited: Rome, Agrigento, Taormina, Amalfi 

12 Day Custom Tour

From $5,400

Piazza Venezia in Rome, Italy

Family Exploration of Italy's Historic Cities & Enchanting Countryside

Places Visited: Venice, Tuscany +6 more
Places Visited: Venice, Tuscany, Florence, Chianti, Siena +3 more

9 Day Custom Tour

From $4,100

Navagio beach with shipwreck and flowers on Zakynthos island in Greece.

17-Day Family Vacation in Athens and Western Greece

Places Visited: Athens, Zakynthos +4 more
Places Visited: Athens, Zakynthos, Olympia, Costa Navarino, Nafplio +1 more

17 Day Custom Tour

From $7,800

Sea front view to Hell's Island from Hvar, Croatia

9-Day Family Vacation to Croatia

Places Visited: Split, Veli Drvenik +5 more
Places Visited: Split, Veli Drvenik, Hvar, Krka National Park, Cetina River +2 more

9 Day Custom Tour

From $7,400

Elephants in Amboseli National Park, Kenya

Kenya With Kids: 7 Day Family Safari

Places Visited: Amboseli National Park, Samburu National Reserve +1 more
Places Visited: Amboseli National Park, Samburu National Reserve, Maasai Mara National Reserve 

7 Day Custom Tour

From $5,200

Hacienda Bambusa in Quindío Colombia.  Photo courtesy of Hacienda Bambusa

The Real Encanto Tour in Colombia

Places Visited: Medellin, Santa Elena +2 more
Places Visited: Medellin, Santa Elena, Armenia, Salento 

8 Day Custom Tour

From $4,900

Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.
Kilkenny Castle in Ireland

Family Trip to Ireland: Culture, Castles and Folklores

Places Visited: Kilkenny, Cork +2 more
Places Visited: Kilkenny, Cork, Kerry, Dromoland 

8 Day Custom Tour

From $5,200

London city view from the London Eye pod in England

Family Vacation Tour to England & Scotland

Places Visited: London, Edinburgh +6 more
Places Visited: London, Edinburgh, Perthshire, Fort William, Loch Ness +3 more

11 Day Custom Tour

From $5,900

The headland at Cape Cornwall in England

Simply Splendid Southern England Tour

Places Visited: Portsmouth, Bath +2 more
Places Visited: Portsmouth, Bath, Isle of Wight, Cornwall 

10 Day Custom Tour

From $5,900

Mother and daughter walk in Paris Tuileries Garden, France

A Perfect Family Getaway to France Tour: History, Culture & Cooking Class

Places Visited: Paris, Giverny +3 more
Places Visited: Paris, Giverny, Versailles, Mont St-Michel, Normandy 

8 Day Custom Tour

From $3,600

View of São Jorge Castle in Lisbon, Portugal

10-Day Family-Friendly Vacation to Spain & Portugal

Places Visited: Lisbon, Albufeira +2 more
Places Visited: Lisbon, Albufeira, Barcelona, Madrid 

10 Day Custom Tour

From $8,500

Beautiful view of the resort on le morne peninusala mauritius with clear ocean, white sand, palms and blue sky on the

Family Friendly South Africa Safari & Mauritius Vacation

Places Visited: Cape Town, Johannesburg +2 more
Places Visited: Cape Town, Johannesburg, Sabi Sands Game Reserve, Mauritius 

15 Day Custom Tour

From $19,100

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Reviews of Zicasso's Referral Service

4.89 stars based on 27241 reviews.

Australia, New Zealand Trip Review: Tasmania, Rotorua, Uluru,...

We absolutely loved so much of our trip! My kids’ (ages 11 and eight) favorite activities were luging in Rotorua, NZ, and the sunset camel ride in Uluru, AU, while my husband and I were enchanted by Hobbiton and enjoyed exploring a glowworm cave with the owner's father! We all loved Tasmania.

There were a few hiccups. However, we were very happy with all the support the Zicasso travel company's team provided in real time to help us get back on track. 

The overall trip was fantastic. My husband and I appreciated having the team support our adventures, both the highs and the lows. The team members were detailed-oriented. This trip exceeded our expectations and we’re incredibly grateful for their expertise in curating such memorable experiences.

Reviewed By Sivly R.

Japan, South Korea Vacation Review: History, Culture, Local...

The trip was fantastic. The communication with Zicasso's travel agency was excellent. Everything worked out as planned and all expectations were exceeded.

Reviewed By Kenneth A.

France Multigenerational Travel Review: Orleans, Paris,...

Zicasso's travel company provided a tailored package that perfectly fit the travel needs of our multigenerational group of 18.

Reviewed By Ute S.

Spain Trip Review: Toledo, San Sebastian, Wine Tasting,...

We have been very happy with everything Zicasso's travel agent planned for us. All of the days were good, but some were just amazing. We enjoyed all of it.

Reviewed By Lauren S.

Greece Tour Review: Athens, Santorini, Mykonos, History,...

If you're considering a trip to Greece, look no further than Zicasso. Our travel expert planned an unforgettable journey for our family; Athens, Mykonos, and Santorini, and every detail was executed with care, expertise, and passion. 

From the moment we arrived in Athens, we were immersed in the country’s warm hospitality. Our agent made sure we had the perfect balance of sightseeing and relaxation. The historical sites in Athens, like the Acropolis and the ancient Agora, were must-sees.

Mykonos is vibrant yet relaxed. The beaches were beautiful. Every meal on this trip was a highlight. Fresh seafood, local cheeses, olive oil, and delicious pastries—each bite told a story of Greece’s deep culinary heritage.

In Santorini, we were captivated by the island’s charm—whitewashed buildings, breathtaking sunsets, and the deep blue Aegean Sea. We visited traditional villages, giving us a glimpse into the rich cultural traditions that are still very much alive.

Throughout the trip, what stood out most—beyond the stunning landscapes and ancient history—was the friendliness of the Greek people. Their warmth and pride in their culture made every moment feel welcoming and genuine.

Our agent didn’t just plan a vacation—he created an experience rooted in history, tradition, and hospitality. I can’t recommend him and Zicasso highly enough.

Reviewed By Vicki P.

Greece Vacation Review: History, Culture, Biking, Cuisine,...

We had an amazing experience working with Zicasso's travel specialist and her company's team for our two-week trip to Greece. The itinerary was thoughtful, family-friendly, and beautifully balanced, with just the right mix of cultural experiences, local flavor, recreation, and downtime. It was clear from the start that a great deal of care and collaboration went into planning this journey and the result was a trip perfectly suited to our family. Every stop, activity, and transition reflected a deep understanding of what would engage and inspire us.

What truly set our tour company apart was the exceptional Traveler Care team. Throughout the entire trip, they were consistently attentive, warm, and impressively responsive, often going above and beyond, even outside regular hours. Their real-time guidance and reassuring presence gave us complete peace of mind, allowing us to fully relax and enjoy the journey without ever feeling uncertain or unsupported.

We never once felt unsure or alone while navigating a multi-stop itinerary across several islands and regions. Thanks to the travel company, we were able to focus entirely on what mattered most: being present and making lifelong memories with our children.

If you’re planning a trip to Greece and want something truly unforgettable — not just a vacation, but a seamlessly orchestrated, soul-stirring, memory-making journey — you must work with this company! They took the time to truly understand our family and crafted an experience that felt uniquely ours at every step. Their combination of deep local expertise, personalized care, and flawless execution is nothing short of world-class. Every family should be so fortunate — the company is, quite simply, in a league of its own.

Reviewed By Chris T.