Unforgettable Group Journeys Through Italy
Tailored For Your Troupe

Bring your group to Italy without the stress. We design fully custom itineraries for any type of group so you can just show up and experience Italy together.

Discover Italy Together, Your Way

Planning a group trip to Italy is an art, and with over 20 years of experience, Trips 2 Italy is your trusted partner for seamless, immersive travel. Whether you’re gathering family, friends, or fellow enthusiasts, we design personalized itineraries that let your group experience Italy’s beauty, culture, and cuisine, without the stress.

We Create Custom Italian Adventures For:

No group is too unique, if you can dream it, we can plan it.

Why Group Travel in Italy Needs an Expert

Italy’s unique character lies in its intimate streets, independent hotels, and intimate trattorias, but these can pose challenges for larger groups. Our local expertise ensures:

  • Smooth navigation through cities and countryside
  • Handpicked accommodations and restaurants that welcome groups
  • Private tours and exclusive experiences tailored to your interests
  • Stress-free logistics, from transport to reservations
Live Italy, Don't Just See It!

Our Process: Effortless, Personalized, Memorable

With Trips 2 Italy, you’re not just booking a group tour, you’re unlocking the soul of Italy, guided by passionate experts who treat your group like family. Every itinerary is custom-made for your group’s interests, pace, and comfort.

  • Consultation

    We listen to your group’s needs, interests, and travel style.

  • Custom Itinerary

    Our experts craft a unique journey, balancing must-see sights with hidden gems.

  • Seamless Logistics

    We take care of everything: accommodations, entry tickets, curated tours, and all your group’s transportation needs.

  • On-the-Ground Support

    Enjoy 24/7 assistance and a dedicated tour director, so you can focus on making memories.

Tuscany_Chianti_People_Small_Group_Friends

Why Choose Trips 2 Italy?

100% Private Tours

Your group, your tour. No strangers, no generic bus routes. Travel at your own pace with people you know and trust.

Pace Designed For Your Group

We design each day around your group’s comfort level and desires. No rushed schedules and plenty of time to explore and enjoy Italy.

Authentic Italian Experiences

Foodies, history buffs, wine lovers, and shoppers can all be happy on the same trip. We balance the itinerary so your whole group enjoys each day.

First Hand Knowledge & Local Insight

We live and breathe Italy. Our planning is based on real experience and trusted local partners, so your group can travel with confidence and enjoy truly memorable experiences.

Fully Customizable

Prefer more wine tastings? Want to focus on art, history, or culinary experiences? Need extra downtime built into the itinerary? We customize every detail to match your group’s interests, comfort level, and energy.

Dedicated Tour Director

An English-speaking Italian tour director travels with your larger group, bringing Italy to life through stories, local insight, and on-the-ground support. Their role is to keep everyone comfortable, informed, and enjoying each day.

Thank you for the wonderful trip to Sicily planned for the Daughters of Italian Heritage. We all had such a wonderful time…the trip was amazing. The time and detail that was put into connecting a lot of us with our families and heritage while in Sicily was something we will all remember for a long time.

E. & M. Rumore

The customized itinerary far exceeded my personal expectations, and I loved every moment of this trip. I especially want to thank you for being sure that I was given ample time for photos and for always guiding me to the right spots to capture the great memories.

Bessie & Andrew G.

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.

Ready To Start Planning Your Group Vacation?

Let’s bring your group’s Italian dream to life.
Contact us today for a consultation and discover how effortless and inspiring your next group adventure can be.

Still Have Questions About Your Italy Group Trip?

Common Questions From Group Trip Organizers

We expertly manage groups of all sizes, from small gatherings to large reunions or club adventures.

Absolutely. Every itinerary is custom-built around your group’s preferences, interests, and requirements.

Our local roots, deep expertise, and personal touch ensure your group experiences the real Italy together.