Custom Guided Tours of ItalyCrafted Just for You

With our in-depth insider knowledge, you'll experience the beauty of Italy like a local, not a tourist.

  • 100% custom itineraries

  • Crafted by native Italians

  • Local tour guides

A completely fresh take on

Traveling to Italy

Experience Italy like a local with our personalized travel plans tailored just for you.

Your next Italy vacation

Easy as 1, 2, 3

Tell us where you want to go

1. Describe your ideal trip

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

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

Designed exclusively for you

2. 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 every detail handled

3. Take the perfect vacation

One of kind experiences you can’t get anywhere else

Backed by our exclusive Flexible Travel guarantee

Guided 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.

Architecture & History Tours

Italy's diverse regions offer captivating architectural and historical tours. In Rome, visit iconic sites like the Colosseum and Pantheon, and explore hidden areas of Castel Sant'Angelo. Florence's Renaissance treasures include the Cathedral of Santa Maria del Fiore and Giotto's Bell Tower. Venice offers walks through the Doge's Palace and St. Mark's Basilica, while Verona and Siena boast literary and architectural highlights. In Milan, explore La Scala Theater and the Galleria of Vittorio Emanuele II. Private guides enhance these experiences throughout Italy, making your journey truly extraordinary.

Religious Tours

Discover the profound spiritual heritage of Italy through a religious guided tour that encompasses the captivating wonders of the Vatican City and beyond. With Trips 2 Italy, our expert tour guides will lead you on an enlightening journey, exploring sacred sites like St. Peter's Basilica, the Vatican Museums, and the Sistine Chapel, where remarkable artistry and centuries of religious history converge. From the grandeur of Florence's Basilica of Santa Maria del Fiore to the timeless charm of Assisi's Basilica of Saint Francis, our guided tours offer a deep dive into Italy's religious legacy. Immerse yourself in the reverence of iconic cathedrals, ancient churches, and revered landmarks in Rome, Siena, Milan, and beyond, as our knowledgeable guides provide insightful commentary to enhance your spiritual exploration. Experience the profound connection between faith, culture, and art, creating cherished memories that will resonate long after your journey ends.

Food & Wine Tours

Indulge in the culinary delights of Italy through a captivating food and wine tour, carefully curated by Trips 2 Italy. Our expert guides will take you on a gastronomic adventure, where you'll savor the authentic flavors of Italian cuisine and explore renowned wine regions. From the bustling food markets of Rome to the charming vineyards of Tuscany, our tours offer an immersive experience into Italy's rich culinary heritage. Taste traditional dishes, sample exquisite wines, and learn about the art of pairing flavors. Whether you're discovering the secrets of authentic pizza in Naples, indulging in truffle delicacies in Piedmont, or enjoying the finest seafood on the Amalfi Coast, our knowledgeable guides will provide insights into the regional specialties and the stories behind them. Immerse yourself in the vibrant food culture of Italy, meet local producers, and create lasting memories as you embark on a culinary journey unlike any other.

More couples honeymoon with

Trips 2 Italy

One of a Kind

Guided Tours of Italy

Italy is a country that offers an abundance of sights, activities, and culinary delights to explore. With Trips2Italy, you can immerse yourself in the richness of Italian culture and indulge in all it has to offer. From iconic landmarks to hidden gems, our tours cover a wide range of attractions, ensuring that you don't miss a thing. With the option of private drivers and tour guides, you can navigate the cities and countryside with ease, receiving personalized attention and insider knowledge along the way. Whether you're exploring the ancient ruins of Rome, marveling at the art in Florence, or cruising along the picturesque Amalfi Coast, our tours cater to your interests and preferences. And let's not forget the culinary experiences! Italy is a paradise for food and drink enthusiasts, and our itineraries include visits to local markets, wine tastings, and authentic dining experiences that will tantalize your taste buds. With Trips2Italy, you can savor the best of Italy, guided by experts who ensure that every moment is memorable and enriching.

Crafted by a Team

That Specalizes in Italian Travel

With our unparalleled Italian-born expertise, Trips 2 Italy specializes in hassle-free vacations covering every aspect of your journey. From flights and transportation to handpicked accommodations and restaurant reservations, we ensure a seamless travel experience. Whether it's a romantic honeymoon, group trip, beach getaway, or ski adventure, our curated itineraries cater to your desires. Enhance your trip with private tour guides and drivers who provide insightful commentary and navigate you through Italy's treasures. Enjoy the peace of mind of our 24/7 assistance as you create cherished memories.

Book Your Guided Tour

With Complete Peace of Mind

Introducing our new flexible travel itinerary, exclusively offered by Trips 2 Italy. With this option, enjoy the freedom to change your departure date for your Italian vacation up to 30 days in advance, without incurring any penalties or registration costs. We understand that circumstances can change, and we prioritize flexibility to meet the needs of every traveler. If there are any changes to your itinerary or travel conditions, our dedicated team will proactively reach out to discuss necessary adjustments and explore various options, including rescheduling or canceling the trip. You can rest assured that Trips 2 Italy values your investment, as we will provide a letter of credit that covers the full amount paid for your reservation if you choose to postpone, ensuring comprehensive protection for your valuable travel plans.

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.