Cultural Tours of ItalyCrafted Just for You
With more destinations, accommodations & things to do, you'll experience Italy like a local, not a tourist.
100% custom itineraries
Crafted by native Italians
More locations & things to do
Cultural Tours of ItalyCrafted Just for You
Experience the beauty & culture of Italy like a local, not a tourist.
100% custom itineraries
Crafted by native Italians
More locations & things to do
Why lovers of Italian travel
love Trips 2 Italy
We don't just plan vacations; we craft once-in-a-lifetime experiences.
Personalized Vacations
No two vacations are alike, which is why we start by listening, and then tailor each trip into the most unique Italian travel experience.
Custom Itineraries
We plan your perfect Italian vacation down to the smallest detail, including hidden dining suggestions and sites that only an Italian would know.
Italy Obessed
Our founder Tommaso De Poi was born and raised in Lake Como, and he has made it his life work to share the wonders of Italy with the world.
Decades of Experience
For over 20 years, Trips 2 Italy has perfected the art of creating the most memorable Italian vacations for our thousands of happy clients.
Cultural 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 tour
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 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
First-class
Accommodations
Accommodations
Authentic
Food & Wine
Food & Wine
Local
Guided Tours
Guided Tours
Effortless
Connections
Connections
Flexible
Planning
Planning
We take care of every detail
You get the perfect trip
Custom
Itineraries
First-class
Accommodations
Authentic
Food & Wine
Local
Guided Tours
Effortless
Connections
Flexible
Planning
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
Cultural Trips to Italy
At Trips 2 Italy, we believe that every traveler is wonderfully unique, and that belief extends to our approach in curating cultural trips to Italy. We are committed to crafting personalized vacation packages that are as distinctive as each individual's desires and interests. While standard travel options may offer enjoyable experiences, they pale in comparison to the truly bespoke adventures that a custom trip can provide. When planning a personalized itinerary with us, every detail is taken into account, ensuring that each day is meticulously tailored to match your diverse interests and dreams. Embrace the joy of discovering Italy's cultural riches, savor its culinary delights, and immerse yourself in its breathtaking scenery, all at a pace that suits your preferences, creating indelible memories that will be cherished for a lifetime.
Discover One of a Kind
Crafted by a Team
That specializes in Italian travel
Embarking on a cultural trip to Italy with Trips2Italy is a heartfelt undertaking that we approach with utmost dedication from the very beginning. Our commitment lies in curating your ideal vacation experience, meticulously selecting destinations, activities, and tours that resonate with your preferences and passion for cultural immersion. Our custom packages offer a diverse array of choices, whether you prefer to explore a captivating singular destination or embark on a journey through multiple vibrant cities and regions across Italy. You have the freedom to incorporate exciting touring experiences or allocate leisure time for relaxation and personal exploration. Immerse yourself in Italy's rich culinary culture through food and wine tours or indulge in exquisite dining experiences—the decision is entirely yours. Throughout your trip, our 24/7 assistance is available to ensure that every aspect of your journey receives personalized attention. With Trips2Italy, your cultural vacation transcends the ordinary; it becomes a meticulously crafted adventure, designed with careful attention to detail, creating cherished and enduring memories.
Discover Crafted by a TeamBook your Cultural Trip
With complete peace of mind
Exclusively from Trips 2 Italy, we introduce our new flexible travel plan, meticulously designed to provide peace of mind for our travelers seeking cultural immersion. This plan offers the freedom to reschedule your vacation up to 30 days before your scheduled departure date, completely free of fees or costs. We understand that circumstances can change, and we want to ensure that your travel experience remains stress-free. In the event of any alterations to your itinerary or changes in the international travel landscape, our dedicated team will promptly reach out to discuss options and potential modifications, including the possibility of postponing your trip. Should you decide to delay your journey, Trips 2 Italy will issue a letter of credit, preserving 100% of your payment towards the booking. With this flexibility and our unwavering commitment to care, you can embark on your cultural exploration of Italy with confidence, knowing that you are in capable and considerate hands.
Discover Book your Cultural Trip
Cultural Tours
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.
Cultural Trips to Italy
At Trips 2 Italy, we understand that most travel sites offer pre-packaged honeymoons that lack personalization and uniqueness. That's why we take pride in our approach of custom designing each honeymoon, especially tailored to your preferences and desires. With a meticulous selection of destinations, activities, and itineraries, we ensure that your cultural trip to Italy is nothing short of a dream come true. Leave behind the cookie-cutter experiences and embark on a journey where every moment is crafted to reflect your individuality and passion for immersing in the vibrant cultural tapestry of Italy.
By Experts in Italian Vacations
When it comes to cultural trips to Italy, you don't simply want to see the country, you want to live it, and there's no one better suited to make that a reality than Trips 2 Italy. Led by our founder Tommaso and his 100% Italian-born team, we have dedicated our lives to creating the most extraordinary and unparalleled cultural experiences in Italy. Our passion lies in building immersive journeys that go beyond the ordinary, allowing you to truly engage with Italy's rich heritage and vibrant traditions. From exploring iconic historical landmarks to participating in traditional art and culinary workshops, every aspect of our meticulously crafted itineraries reflects our commitment to providing one-of-a-kind cultural experiences. With Trips 2 Italy, you won't just witness the beauty of Italy, but you will become an active participant in its captivating cultural tapestry, forging lasting memories that will stay with you long after your journey ends.
Offering the Most Destinations
At Trips 2 Italy, we design immersive cultural trips that take you to both the iconic destinations and the hidden gems of Italy. From the architectural marvels of Rome and Florence to the pastoral tranquility of Piedmont and Umbria, we offer a tapestry of experiences that truly encompass Italy's rich cultural heritage. Whether your interests lie in lazing on sun-kissed beaches, exploring the rolling countryside, delving into the world of Italian wine in picturesque vineyards, or learning about Italy's past through its awe-inspiring monuments, we've got you covered. With us, your cultural journey is customized to your unique preferences, ensuring an Italian experience that is as engaging and diverse as the country itself.
Cultural Tour packages
We've crafted for clients
Curious about what a custom itinerary from Trips 2 Italy is like? Explore these Cultural Tour packages to see what we do.