10 Italy Destinations We Love! Looking for some fresh destinations for your 2022 vacation to Italy? We’ve put together a list of timeless classics and lesser-known gems located throughout Italy. First-time travelers to Italy might consider pairing one of these destinations with Rome, Florence, or Venice. Those who have been...Read More
Crafting Your One Of A Kind Italy Vacation
Our team consists of first-generation Italians who know where to go, what to do, and how to truly experience Italy like a local.
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Choose Your Italy Destination
No matter what type of Italy vacation you are looking for, Trips 2 Italy is able to create that unique travel experience, customized just for you.
02
Create A Custom Itinerary
As Italians, we know all those unique places to show you throughout Italy that make a one of a kind memorable Italy vacation experience. Our handcrafted custom itinerary creates memories that will last a lifetime.
03
Book Your Trip To Italy
Book your trip with peace of mind. Trips 2 Italy locks in your price and guarantees that there will be no unexpected price changes. Complete peace of mind that allows you to book today, only available from Trips 2 Italy.
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Popular Italy Vacation Destinations
Venice
Rome
Tuscany
Pisa
Florence
Milan
Como
Amalfi Coast
Venice
Rome
Tuscany
Pisa
Florence
Milan
Como
Amalfi Coast
Explore Our Italian Vacation Packages
The Perfect gift for your Graduate Christmas is upon us and you might still be looking for the perfect gift to give your new or soon-to-be graduate. Whether he or she is a high school or university graduate, the option to travel abroad and explore a new culture can be...Read More
While Christmas might be more famous worldwide, Italian children have another special holiday to look forward to in early January. On the night of January 5, the eve of the Epiphany, an old woman riding a broomstick is said to deliver gifts to good children throughout Italy. Though elements of...Read More
Related posts: Uncovering the Treasures of Umbria Exploring Italy’s Off the Beaten Path Art Cities Italy’s La Befana Celebration Italy Makes for the perfect graduation gift
Sample Italy Vacation Itineraries
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Italy Honeymoons Vacations
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Group Travel To Italy
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Family Vacations To Italy
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Escorted Group Tours Of Italy
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Food And Wine Trips To Italy
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Italy Outdoors
Planning an Italy honeymoon is not like planning any other trip. If done right is an experience that will last a lifetime. For that reason, planning an Italy honeymoon trips needs to be done with extra planning and care. It is not the type of trip that you can copy an itinerary and expect to have the travel experience that should accompany such an important trip. Being specific at the types of experiences you want will help Trips2Italy we work with our couples to create a custom vacation tailored right to their dreams.
When traveling as a group, whether with business colleagues, with friends, or as part of an organization or club – one of the most difficult tasks can be organizing a travel itinerary that fulfills the needs of everyone while maintaining the group’s central goal. And when it comes to international travel, ensuring all the arrangements are made correctly can be a struggle.
Luckily, Trips 2 Italy organized group travel to Italy and custom escorted group tour packages that alleviate the tremendous stress of planning and allows for a relaxing, exciting, and unforgettable vacation for all. We get to know what aspects of your vacation are most important and plan tours and activities based on the exact desires of the group. Our custom escorted group tour packages are fully customizable and allow for the entire group to fully immerse themselves and enjoy the wealth of culture that Italy is so famous for!
Just like families, family vacations come in all types and sizes. From a heritage tour, to a graduation trip that will create memories of a lifetime, Trips 2 Italy will create the perfect Italy family vacation. Have smaller children or babies? We are experts at traveling with children and creating things that both parents and children can enjoy. From the deep history and culture of Italy to the experiencing the foods, that let children know italian food is more than pizza, we can create the perfect travel experience for your family.
When traveling as a group, whether with business colleagues, with friends, or as part of an organization or club – one of the most difficult tasks can be organizing a travel itinerary that fulfills the needs of everyone while maintaining the group’s central goal. And when it comes to international travel, ensuring all the arrangements are made correctly can be a struggle.
Luckily, Trips 2 Italy organized group travel to Italy and custom escorted group tour packages that alleviate the tremendous stress of planning and allows for a relaxing, exciting, and unforgettable vacation for all. We get to know what aspects of your vacation are most important and plan tours and activities based on the exact desires of the group. Our custom escorted group tour packages are fully customizable and allow for the entire group to fully immerse themselves and enjoy the wealth of culture that Italy is so famous for!
Nothing encapsulates the true heart and spirit of Italy quite like exploring the high-quality wines and native cuisine that has made Italy legendary. Meals in Italy are crafted with time and attention to every detail. The average meal in Italy can last up to three hours, giving diners the chance to truly enjoy every single bite. The crown jewel of the culinary world, Italy offers travelers a food-centric experience unlike any other.
From boating to hiking to skiing, Italy offers so many opportunities for those who like the great outdoors. Our beaches are known world wide. The Italian Alps offers world class skiing and snowboarding. And, as you travel the hidden gems throughout the countryside, our hand crafted custom Italy vacation packages give each of our outdoor enthusiasts the perfect vacation experience.
Italy Honeymoon Vacations
Planning an Italy honeymoon is not like planning any other trip. If done right is an experience that will last a lifetime. For that reason, planning an Italy honeymoon trips needs to be done with extra planning and care. It is not the type of trip that you can copy an itinerary and expect to have the travel experience that should accompany such an important trip. Being specific at the types of experiences you want will help Trips2Italy we work with our couples to create a custom vacation tailored right to their dreams.
Group Travel To Italy
When traveling as a group, whether with business colleagues, with friends, or as part of an organization or club – one of the most difficult tasks can be organizing a travel itinerary that fulfills the needs of everyone while maintaining the group’s central goal. And when it comes to international travel, ensuring all the arrangements are made correctly can be a struggle.
Luckily, Trips 2 Italy organized group travel to Italy and custom escorted group tour packages that alleviate the tremendous stress of planning and allows for a relaxing, exciting, and unforgettable vacation for all. We get to know what aspects of your vacation are most important and plan tours and activities based on the exact desires of the group. Our custom escorted group tour packages are fully customizable and allow for the entire group to fully immerse themselves and enjoy the wealth of culture that Italy is so famous for!
Family Vacations To Italy
Just like families, family vacations come in all types and sizes. From a heritage tour, to a graduation trip that will create memories of a lifetime, Trips 2 Italy will create the perfect Italy family vacation. Have smaller children or babies? We are experts at traveling with children and creating things that both parents and children can enjoy. From the deep history and culture of Italy to the experiencing the foods, that let children know italian food is more than pizza, we can create the perfect travel experience for your family.
Escorted Group Tours Of Italy
When traveling as a group, whether with business colleagues, with friends, or as part of an organization or club – one of the most difficult tasks can be organizing a travel itinerary that fulfills the needs of everyone while maintaining the group’s central goal. And when it comes to international travel, ensuring all the arrangements are made correctly can be a struggle.
Luckily, Trips 2 Italy organized group travel to Italy and custom escorted group tour packages that alleviate the tremendous stress of planning and allows for a relaxing, exciting, and unforgettable vacation for all. We get to know what aspects of your vacation are most important and plan tours and activities based on the exact desires of the group. Our custom escorted group tour packages are fully customizable and allow for the entire group to fully immerse themselves and enjoy the wealth of culture that Italy is so famous for!
Food And Wine Trips To Italy
Nothing encapsulates the true heart and spirit of Italy quite like exploring the high-quality wines and native cuisine that has made Italy legendary. Meals in Italy are crafted with time and attention to every detail. The average meal in Italy can last up to three hours, giving diners the chance to truly enjoy every single bite. The crown jewel of the culinary world, Italy offers travelers a food-centric experience unlike any other.
Italy Outdoors
From boating to hiking to skiing, Italy offers so many opportunities for those who like the great outdoors. Our beaches are known world wide. The Italian Alps offers world class skiing and snowboarding. And, as you travel the hidden gems throughout the countryside, our hand crafted custom Italy vacation packages give each of our outdoor enthusiasts the perfect vacation experience.
What Our Clients Say
See Italy Through Our Eyes
They say all roads lead to Rome, unless of course you had the privileged to grow up there and call Italy simply home. As children we walked the cobblestone streets. As adults we married in the vineyards of Tuscany; prayed in the Sistine Chapel; sailed Lake Como and skied the Italian Alps. Italy has made us who we are. As any Italian knows, there is a passion for what we love. And, our love of Italy is the ingredient we craft each vacation we create with. Our goal for our guests is simple really; experience Italy with the same passion we do.
For nearly two decades we have been working with brides, grandparents, friends, parents or anyone with an adventurous spirit to plan the ultimate Italian vacation. From the encounter, with us, you will feel our commitment to providing the best Italy vacation and our pride in designing it uniquely for you. Unlike internet travel sites or even our competitors, our team is comprised of first generation Italians who know where to go and what to do. Don’t just see Italy. Live it.
Why Choose Trips2Italy?
Experience The Trips 2 Italy Difference
There are many ways to plan a customized trip to Italy and many different choices; what sets Trips 2 Italy apart is our passion for both our country and our clients. As Italians, we are the ultimate insiders. We are proud of our country and want to share that with each of our guests. We believe that everyone should experience Italy the way we do when we travel back home; this means we customize each Italian vacation to allow our clients to not just see Italy the way any tourist would, but to live it!

Italy Customized To You

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Experience Our Italian Experts
Recent Blogs
10 Italy Destinations We Love! Looking for some fresh destinations for your 2022 vacation to Italy? We’ve put together a list of timeless classics and lesser-known gems located throughout Italy. First-time travelers to Italy might consider pairing one of these destinations with Rome, Florence, or Venice. Those who have been...Read More
The Perfect gift for your Graduate Christmas is upon us and you might still be looking for the perfect gift to give your new or soon-to-be graduate. Whether he or she is a high school or university graduate, the option to travel abroad and explore a new culture can be...Read More
While Christmas might be more famous worldwide, Italian children have another special holiday to look forward to in early January. On the night of January 5, the eve of the Epiphany, an old woman riding a broomstick is said to deliver gifts to good children throughout Italy. Though elements of...Read More
Related posts: Uncovering the Treasures of Umbria Exploring Italy’s Off the Beaten Path Art Cities Italy’s La Befana Celebration Italy Makes for the perfect graduation gift