Handcrafted Trips to Italy Crafted Just For Your Group

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

Our clients say

The nicest things

We've helped thousands of happy travelers experience the beauty and culture of Italy

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    "Thank you, thank you, thank you - the trip was fabulous! The plans were set up perfectly and everything went off like clockwork. The cooking class in Florence was an amazing, small-group group experience. The chefs were entertaining and really made the cooking a joy."

    Robin and Michael C.

    Rome Florence Venice

  • testimonial

    "Bless you, Tommaso, for planning the honeymoon of a lifetime. We can't imagine a more perfect way to start our life together! From the beaches of Sorrento to the history of Rome and the streets of Florence, everything has been absolutely perfect! You all are the dream team!"

    Charlie & James

    Capri Naples Amalfi Coast

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    "Thank you all so much for creating such an unforgettable experience. It was full of flavor and wonder and was just what we wanted. You helped create the best first impression of Italy. We are already discussing what we want to do the next time we visit."

    Megan and Stephen H.

    Florence Naples

  • testimonial

    "Thank you, once again, for another unforgettable trip to Italy! We don’t know how you do it, but you designed this trip to be exactly what we wanted. The food, wine, sites, drivers and tour guides made for the most amazing trip."

    Barbara & Michael B.

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    Custom
    Itineraries

    Explore Italy your way with personalized, bespoke travel itineraries

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    First-class
    Accommodations

    Exceptional lodging options when it's time to unwind & relax

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    Incredible
    Food & Wine

    Indulge in the best regional cuisine & award-winning wines

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    Local
    Guided Tours

    Intimately explore Italy's most renowned and iconic sites

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    Effortless
    Travel

    Relax knowing flights and transportation are seamlessly coordinated

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    Flexible
    Planning

    Effortlessly modify and customize your travel itinerary

Get your Itinerary

Based entirely on how you want to see Italy

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We make it easy

1

You tell us What you want to see and do Rather than trying to sell you a "package" designed for the masses, we start every trip by discovering exactly how you want to see Italy.

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A vacation to Italy designed exclusively for you Every detail of your trip, including the cities, food, tours, and nightlife, will be crafted to your exact preferences

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Helping you discover the hidden wonders of Italy We want you to see Italy from a local's perspective. Our native team will help you avoid tourist traps and uncover the authentic Italy.

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By the team that does travel to Italy And nothing else You deserve a unique, one-of-a-kind honeymoon experience from a company focused exclusively on Italian travel - not a pre-built "package".

The Italy vacation of your dreams

Starts Right Here

Just tell us your preferences and must-do's. Our Italian-born travel experts will take care of the rest.

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  • Food & Wine Trips

  • Active Italian Adventures

  • Cultural & Historical 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.

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.

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.

Get your perfect trip

Custom, one-of-a-kind vacations to Italy made easy

8,444

Trips Booked

We have over 20 years of experience crafting custom Italian travel packages.

130+

Unique Destinations

We've crafted vacations and honeymoons to over 100 locations in Italy just this year.

24/7

Trip Support

Our staff is on call 24/7 during your trip, so you can relax and enjoy Italy.

Trips 2 Italy | Custom Italian Vacations | Est. 2003

Copyright © Trips 2 Italy LLC.

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.