Custom Vacations to ItalyCrafted for Your Family
With more destinations, accommodations & things to do, your family will experience Italy like a local, not a tourist.
100% custom itineraries
Crafted by native Italians
More locations & things to do
Custom Vacations to ItalyCrafted for Your Family
Experience the beauty of Italy like a local, not a tourist.
100% custom itineraries
Crafted by native Italians
More locations & things to do
Custom Family Vacations from Trips 2 Italy
Perfectly Planned. 100% Unique.
Just tell us where you'd like to go, or what you'd like to do. Our Italy travel experts will do the rest.
Describe your ideal trip
Starts with a simple, 4 question survey that takes only minutes to complete
Designed around your interests like ideal locations, activities & food
Each trip we build is 100% custom-crafted for you, and no one else
Get a custom itinerary
Including everything you’ll need for a perfect trip to Italy
Crafted by experts in Italian travel with over 30 years of experience
With an itinerary designed just for you and your interests
Take the perfect family vacation
One of kind experiences you can’t get anywhere else
A Travel itinerary based on exactly the things you want to do
Backed by our exclusive Flexible Travel guarantee
We take care of every detail
You get the perfect trip
Custom
Itineraries
Itineraries
Boutique
Hotels
Hotels
Local
Food & Wine
Food & Wine
Private
Guided Tours
Guided Tours
Flights +
Transportation
Transportation
Flexible
Scheduling
Scheduling
We take care of every detail
You get the perfect trip
Custom
Itineraries
Boutique
Hotels
Local
Food & Wine
Private
Guided Tours
Flights +
Transportation
Flexible
Scheduling
Why more people travel
With Trips 2 Italy
We know you have options when booking your trip. Find out what truly sets Trips2Italy apart from the rest.
One of a Kind
Family Vacations to Italy
Just as every family is wonderfully unique, so should be their holidays, and that's what we aspire to achieve at Trips 2 Italy. We are dedicated to curating personalized Italy family vacation packages that are as distinctive as your family's dynamic. While standard vacation packages may offer some enjoyable experiences, they fall short of the truly bespoke experiences that a custom Italy family vacation can provide. In planning a custom trip with us, we pay attention to every detail, ensuring that each itinerary is meticulously tailored to match the diverse interests, needs, and dreams of each family member. Embrace the joy of discovering Italy's cultural riches, culinary delights, and scenic beauty, all at a pace that suits your family, creating unforgettable memories to be cherished for a lifetime.
Discover One of a Kind
Crafted by a Team
That Specializes in Italian travel
Trips 2 Italy is fueled by a team of dedicated Italian-born travel experts, all led by our founder, Tommaso. Our intimate, firsthand knowledge of our homeland enables us to offer you exceptional recommendations for hotels, must-visit places, engaging activities, and remarkable sights. We don't just suggest; we personally select and book flights, provide transportation throughout your stay, and manage every detail in between. This hands-off approach is designed to ensure that every moment of your journey is enjoyed without the hassle of logistics. Our commitment is to offer you an Italian experience that reflects our love for the country, while ensuring your trip is as seamless and memorable as possible.
Discover Crafted by a TeamBook your Family Vacation
With Complete Peace of Mind
Exclusively from Trips 2 Italy, we offer our new flexible travel plan, tailored to provide peace of mind for our family travelers. This plan allows you to reschedule your family vacation up to 30 days before your scheduled departure date without incurring any fees or costs. We understand that plans can change, especially when traveling with family, and we want to ensure your experience is stress-free. If changes occur to your itinerary or the international travel situation after your family trip is booked, we will promptly contact you to discuss any alterations and your options, which can include modifying or postponing your trip. Should you decide to delay your journey, Trips 2 Italy will issue a letter of credit, ensuring 100% of your payment towards the booking is preserved. This way, you and your family can look forward to exploring the beauty of Italy, knowing you're in flexible and caring hands.
Discover Book your Family Vacation
Family Vacations
With Trips 2 Italy
Just tell us a little bit about where you'd like to go, and what you'd like to do. Our Italy travel experts will do the rest.
Family Activities in Rome
A family trip to Rome, the 'Eternal City', presents a remarkable blend of historical marvels and engaging activities for all ages. Begin your adventure at the iconic Colosseum, where you can step back into ancient times and imagine the thrilling gladiator battles that once took place. For a hands-on experience, enroll the family in a Roman Gladiator School where you can learn about ancient Roman history and even train in gladiator combat techniques. In Vatican City, make sure to visit the awe-inspiring St Peter's Basilica, an architectural masterpiece that holds centuries of religious significance. The combination of ancient history, timeless architecture, and engaging experiences makes Rome an exceptional destination for a family trip filled with education, adventure, and unforgettable memories.
Family Activities in Florence
Embark on a captivating family trip to Florence, where a wealth of activities awaits. Explore iconic landmarks like the Duomo and Ponte Vecchio, immersing yourselves in the city's rich history. Unleash your creativity in interactive art workshops and indulge in delightful food tours, savoring authentic Tuscan cuisine. Discover artistic treasures in renowned museums such as the Uffizi and Accademia, including Michelangelo's David. Whether strolling through charming streets or enjoying the beauty of Boboli Gardens, Florence offers an unforgettable family adventure filled with history, art, and culinary delights.
Family Activities in Venice
Experience the magic of a family vacation in Venice. Glide along picturesque canals on a gondola, taking in the iconic sights of Rialto Bridge and St. Mark's Square. Immerse yourselves in the rich history at Doge's Palace and Basilica di San Marco. Wander through charming streets, uncovering hidden gems, and indulge in the flavors of Venetian cuisine. Embrace the vibrant culture with a mask-making workshop, capturing the essence of Venice's Carnival tradition. Explore nearby Murano for its glass-blowing heritage and Burano for its colorful houses. Venice promises an enchanting family adventure, creating cherished memories that will last a lifetime.
Family Vacation packages
We've crafted for clients
Curious about what a custom itinerary from Trips 2 Italy is like? Explore these Family Vacation packages to see what we do.