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Discover Italy Together!
Custom Italy Group Trips – Planned Personally For You

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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.

Let Us Plan The Perfect Italy Vacation For Your Group

Imagine wandering through Tuscan vineyards with your favorite people, sailing along the Amalfi Coast on a private boat, or sharing a pasta making class outside Florence, all perfectly organized for your group.

Trips 2 Italy specializes in creating thoughtfully crafted journeys based on your group size, dates, interests, and budget.

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Live Italy, Don't Just See It!

How It Works – A Journey Crafted With Heart

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.

  • Share Your Group's Dream Italy Experience With Us

    Tell us about your group: who you are, how you like to travel, and what Italy means to you. We’ll discuss must see sights, preferred pace, and any additional considerations so we can design the right experience for your travelers.

  • We Design Your Authentic Italian Experience

    With over 22 years of expertise, our team crafts each itinerary with passion and precision. We don’t believe in “one size fits all”. From handpicked hotels to immersive experiences, every detail reflects our commitment to authenticity, quality, and genuine connection.

  • Relax — We Take Care of Everything

    We coordinate accommodations, private transportation, and select experiences so your group can simply arrive and enjoy. For extra large groups, additional on the ground support can be arranged when needed.

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Why People Love Our Custom Italy Group Trips

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.

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