Handcrafted Trips to ItalyCrafted Just For Your Group

With our insider knowledge of everything Italy, your group will experience Italy like locals, not tourists.

  • 100% custom itineraries

  • Crafted by native Italians

  • More locations & things to do

Group Vacations from Trips 2 Italy

Perfectly planned, 100% unique

Just tell us where you want to go, or what you'd like to do. Our Italian travel experts will do the rest.

Describe your ideal group trip

Start with a simple, 4 question survey that takes just 2 minutes to complete

We’ll design a custom itinerary based on your group’s interests and no one else’s.

Get a custom itinerary

Including everything your group will need for the perfect Italian vacation

Crafted by experts in Italian travel with over 30 years of experience

Take the perfect vacation

One of kind experiences you can’t get anywhere else

Backed by our exclusive Flexible Travel guarantee

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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

Group trips to Italy

At Trips 2 Italy, we firmly believe that every group embarking on a journey possesses a distinct dynamic and shared interests, and that their travel experiences should be equally distinctive. Our area of expertise is creating unique group travel itineraries to Italy that reflect the distinct preferences of our customers. We pay close attention to every detail when designing a custom group journey with you, making sure that every itinerary is carefully planned to suit the various interests, desires, and aspirations of our group travelers. Immerse yourself in the rich culture of Italy, indulge in the nation's world-famous culinary wonders, and take in the breathtaking scenery. With Trips 2 Italy, groups can anticipate making priceless memories that will last a lifetime.

Discover One of a Kind

Crafted by a Team

That specializes in Italian travel

At Trips 2 Italy, we curate exclusively tailored group trips to Italy, ensuring your dream experience from planning to your return home. As esteemed guests, your comfort and pleasure are our top priorities. We handle all the details, from flights and accommodations to restaurant reservations and sightseeing. With our specialized group trips, you'll enjoy an intimate experience supported by 24/7 assistance. Whether you prefer to immerse your group in a single captivating location or explore vibrant cities and regions, we cater to your desires. Choose from romantic excursions, food and wine tours, unique dining experiences, or simply unwind and embrace the Italian atmosphere. Your group trip to Italy is a meticulously crafted journey, marking the beginning of your collective story.

Discover Crafted by a Team

Book your group trip to Italy

With complete peace of mind

We're pleased to introduce our recently released flexible travel itinerary, available only from Trips 2 Italy. With this option, you can change the departure date of your Italian group trip up to 30 days in advance without incurring any penalties or registration costs. We recognize that circumstances are subject to change and that flexibility is essential, particularly for our group travelers. If your itinerary or the travel conditions around the world change, we'll get in touch with you to discuss any necessary schedule adjustments and your options, which may include canceling or rescheduling the trip. Trips 2 Italy will offer a letter of credit covering the entire amount paid toward your reservation if you decide to postpone, protecting your investment completely.

Discover Book your group trip to Italy

Group Trips

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.

Food & Wine Trips

Italy entices culinary groups and food enthusiasts with its renowned cuisine and exceptional wines. From Rome's street food to Florence's indulgent steaks, Naples' iconic pizza, and Emilia Romagna's gastronomic treasures, each region offers a unique culinary experience. Amidst Tuscany's scenic hills and the Amalfi Coast's coastal charm, savor delectable flavors and local specialties. Discover the passion for winemaking in Tuscany, Piedmont, and Veneto through tastings and vineyard tours. A culinary adventure in Italy promises unforgettable moments for culinary groups, foodies, and wine enthusiasts alike.

Active Italian Adventures

Italy captivates nature-loving groups with its diverse landscapes, including miles of coastline, majestic mountains, and endless hiking paths, creating the perfect setting for unforgettable outdoor-focused vacations. From epic ski adventures in the Italian Alps to hiking trails along Cinque Terre and the Amalfi Coast, there are options for all skill levels and breathtaking views. Horseback rides through the Tuscan countryside offer a unique perspective, while walking and biking tours are available throughout Italy, providing opportunities to explore cities and embrace the beauty of the outdoors. Whether skiing, biking, hiking, or strolling, Italy offers an array of active vacation options to suit every group's desires.

Cultural & Historical Trips

Embark on an enchanting group journey through Italy, a land filled with captivating culture, rich history, and breathtaking architectural marvels. Marvel at Rome's Colosseum, Florence's Uffizi Gallery, and the picturesque canals of Venice as your group immerses themselves in Italy's architectural wonders. Delight in vibrant festivals that showcase the country's rich traditions, from the world-renowned Venice Carnival to the thrilling Palio di Siena. Explore the intriguing ruins of Pompeii and be awed by the grandeur of the Vatican City. Italy's cultural tapestry awaits, offering a remarkable blend of history and celebration that will create unforgettable memories for your group.

Group Trip packages

We've crafted for clients

Curious about what a custom itinerary from Trips 2 Italy is like? Explore these Group Trip packages to see what we do.

Your dream vacation starts here

No more endless scrolling through travel sites looking for the perfect fit. Tell us about your ideal trip and preferences, and let our Italian-born travel experts do the rest.

Your dream vacation starts here

Just share a few details about your ideal trip & let our travel experts do the rest.