Group Accommodation & Trips in Italy

Celebrate, explore, and travel together with tailor-made group trips and accommodation in Italy – designed for friends, families, and special occasions.

Design My Trip

Group Trips & Accommodation in Italy

Travelling together is one of the best ways to experience Italy’s culture, food, and landscapes. Our group trips to Italy are designed to make every moment seamless, with personalised itineraries, private transport, and expert guides to keep things stress-free. Whether you’re celebrating a milestone birthday, organising a family reunion, or planning a corporate retreat, Italy Charme takes care of every detail.

Finding the right place to stay is just as important as the activities themselves. From spacious countryside villas in Tuscany to luxury hotels in Rome and private coastal properties on the Amalfi Coast, we arrange group accommodation in Italy that combines comfort, style, and plenty of shared space. Many properties feature private pools, gardens, and communal areas perfect for gatherings, celebrations, or team-building.

Because no two groups are the same, we design tailor-made itineraries around your preferences. Mix cultural sightseeing with food and wine tours, add outdoor adventures, or build in time to unwind. With Italy Charme, every group trip – from multi-generational holidays to business events – is created to ensure all ages, interests, and goals are catered for.

Tours in Italy for Groups

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Milan

From €7,900 per person

Private Tour of the Three Italian Lakes

Sardinia

From €6,900 per person

Self Drive Gourmet Sardinia

Tailor-made

Abruzzo & Le Marche

From €5,150 per person

Secret Italy – Abruzzo and Le Marche

Milan & Turin

From €5,900 per person

North Italy Fashion and Gourmet

Milan & Trentino

From €6,500 per person

Italian Lake District Gourmet Tour

Tailor-made

Multi-destination

From €3,500 per person

Highlights of Italy

Puglia

From €3,990 per person

Highlights of Apulia

Tailor-made

Calabria

From €3,100 per person

Handcrafted Calabria

Le Marche

From €1,900 per person

Gourmet Le Marche & Truffle Hunting

Piedmont & Venice

From €4,800 per person

Gardens and Gourmet Tour

Trentino

From €4,900 per person

Dolomites Active Tour

Puglia

From €3,330 per person

A Taste of Puglia

Piedmont

From €3,290 per person

A Taste of Northern Italy

Tailor-made

Multi-destination

From €2,590 per person

A Journey Through Italy

Sicily

From €5,100 per person

A Taste of Gourmet Sicily

Accommodation in Italy for Groups

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Le Marche

Stay at Castello di Luco, Le Marche

Piedmont

Castel Garrone

Le Marche

From €450 per person

Villa Le Volte – A Luxury Retreat in Le Marche

Tuscany

From €1,900 per person

Ville Splendida

Tuscany

Tuscan Monastery

Umbria

From €1,200 per person

Villa in winery

Le Marche

From €560 per person

Villa Casale Melissa

Why book with Italy Charme?

Planning a group holiday in Italy deserves more than just a standard itinerary – it calls for thoughtful organisation, insider access, and experiences that everyone can enjoy together. With Italy Charme, every group journey is designed to be seamless, social, and memorable.

Tailored Itineraries: We design group trips around your needs, whether it’s a family celebration, a reunion with friends, or a corporate retreat.
Local Expertise: Our team knows Italy inside out, working with trusted guides and hosts to make every activity engaging and effortless.
Shared Experiences: From private vineyard tastings and cooking classes to guided tours and boat trips, we create moments that bring groups closer together.
Seamless Logistics: With private transfers, group-friendly accommodation, and expert coordination, the details are handled so you can focus on enjoying the trip.
Authentic Italy: Beyond the well-known highlights, we connect your group with genuine Italian culture, people, and traditions.

With Italy Charme, a group trip isn’t just about travelling together, it’s about creating shared memories in Italy that last a lifetime.

Design My GROUP Trip

Italy Charme - Bespoke Trips to Italy

5.0

Based on 9 reviews

review us on

peter intermaggio

19:24 24 Sep 25

I have just completed a 14 day trip in Sicily visiting ancestral towns, all arranged by ItalyCharme. The trip was outstanding, with amazing experiences and thoughtful, knowledgeable guides at each location. The level of support from ItalyCharme was top notch. Will definitely use ItalyCharme again. Outstanding.

Mario Bruno

13:37 02 Sep 25

We are in the final stages of planning our dream vacation to Pulia -Moreno and Alessandra have been wonderfull so far looking forward to our trip in October...they are very prompt and attentive to our needs

Laura Carmine

18:41 26 Jul 19

My experience with this travel agent was superb! Our agent and his team exceeded my expectations. Communication was prompt and responsive and every detail was well thought out and organized. Being new to Italy, we really appreciated our travel agent's insight and suggestions as he helped us tweak our itinerary to exactly what we wanted. He took into account things that weren't immediately obvious to us, like weather, traffic conditions, and local business operations during the holiday month for most Italians.
I really loved that the only thing I had to worry about was buying our plane tickets. Literally, our travel agent and this company took care of every detail afterwards. We just hopped on the flight to Italy and were met every step of the way by friendly and knowledgeable people at every transfer, connection, and tour.
I would gladly work with this company again in the future and have already strongly recommended them to my colleagues.

Julija Kryziute

14:21 26 Jul 19

I love this company. They responded immediately to any questions or needs while we were preparing for the trip and while we were on the trip too! I can’t tell enough about their attention to detail and fabulous tours they set up for us! They are amazing! 🙂

Iulia

08:43 24 Jul 19

We had a wonderful family vacation in Venice, Tuscan countryside, and Florence. They did a great job organizing our transportation, hotels, and a number of activities. The transportation help really cut down on stressful travel days and allowed us to relax. Our trip planner was very responsive and helpful over the whole course of our vacation. Can’t wait to go back!

paula dipietro

00:55 22 Jul 19

We had an amazing vacation in Italy 🇮🇹 and the Italy charm team arranged everything for us to have the most amazing time in central Italy.
They really exceeded our expectations. From the most beautiful charming B&B to the excursions, to the rustic restaurants, to the mom and pops local bars( breakfast -cappuccino and cornettò)
All the drivers and guides were super friendly and enabling us to have a great time.
We strongly recommends to use this local Agency to organize your next trip ! 🇮🇹

Lori King

12:10 20 Jul 19

Moreno and his team put together a wonderful and luxurious experience for me. It was arranged including small details and fun surprises, like they knew me personally. It was an amazing experience, one that I will never forget. He made my first trip to Italy a perfect experience and I knew it would not be my last trip. I have told my friends and associates, Italy Charme is the way to truly feel Italy.

Egle Aleksandraviciute

10:42 16 Jul 19

Had an amazing vacation and Italy Charme team made everyting for us to have the most amazing 2 weeks in south of Italy (Amalfi coast and Puglia). Would definitely recommend their services, from exquisite and unique hotel bookings, transfers to day experiences.

Barbara Rumi

02:09 29 Dec 17

ItalyCharme created the itinerary for my first holiday trip to Italy, last month. They really exceeded my expectations!! The hotels were all great, the (private) excursions were excellently organized and provided authentic experiences of the most beautiful corners of Italy. Exactly where we were looking for. All drivers and guides were super friendly and enabling us to enjoy fully our trips. I recommend everyone to use this local agency to organize your Italy trip. By the way, they are located in Italy, and the owner is always available for any questions.

Why Choose Italy for Group Trips?

Italy offers everything needed for the perfect group holiday: world-class food, diverse regions, and endless experiences suited to all ages and interests. From guided tours of iconic landmarks to private vineyard tastings and coastal boat trips, Italy’s variety makes it an ideal destination for friends and families travelling together.

EXPLORE ALL ITALY TOURS

Where to go in Italy on a Group Trip

Italy is an incredible destination for group travel, offering a wealth of experiences that cater to diverse interests and group types. Whether you’re traveling with friends, family, or colleagues, Italy’s blend of culture, natural beauty, and world-class cuisine creates the perfect setting for unforgettable adventures. From exploring ancient cities and charming villages to relaxing along its stunning coastlines, Italy has something for every group. With Italy Charme’s customisable itineraries, you can enjoy authentic villa stays that provide the ideal base for your group to immerse themselves in the beauty and charm of Italy.

Puglia

Puglia offers an unforgettable group experience, with its rugged coastline, iconic Trulli houses, and delicious local cuisine. Groups can enjoy time together exploring the ancient towns of Alberobello, Ostuni, and Lecce, soaking up the local atmosphere, and sampling Puglia’s fresh and flavoursome dishes. Families, friends, and corporate groups alike will appreciate the region’s relaxed pace and inviting charm.

Puglia’s beaches are ideal for group activities, with shallow waters perfect for children or simply relaxing by the sea. For those who prefer a more active holiday, bike tours through the countryside and hikes in the Gargano National Park are great ways to experience the region’s natural beauty. Stay in comfortable villas that offer spacious settings for group gatherings, making this an ideal spot for socialising and creating lasting memories.

Sicily

Sicily is a vibrant and diverse destination that offers groups an exciting mix of culture, history, and outdoor adventure. From the dramatic slopes of Mount Etna to the ancient ruins of the Valley of the Temples, there’s no shortage of things to see and do. Groups can enjoy guided tours of historical sites, embark on a boat trip around the island, or take part in traditional cooking classes to learn about Sicilian cuisine.

Whether you’re relaxing on the beaches of Taormina, exploring the historic centre of Palermo, or discovering the island’s rich cultural heritage, Sicily is perfect for all types of groups. Family-friendly villas offer ample space for everyone to gather and unwind after a day of exploration, making it a top choice for group getaways.

Lombardy

The Lombardy region, home to some of Italy’s most famous lakes, is an exceptional destination for group travel. With the beauty of Lake Como, Lake Garda, and Lake Maggiore, Lombardy offers a mix of outdoor adventure and cultural exploration. Groups can enjoy boating on the crystal-clear waters, cycling along the lakeside, or hiking in the surrounding mountains for panoramic views.

Lombardy also has a rich cultural scene, with Milan offering world-class museums, shopping, and dining. Groups can visit iconic landmarks like the Duomo or take a guided tour of the Last Supper. After a day of exploration, relax in a lakeside villa, where you can enjoy the serene atmosphere and spend quality time with your group in beautiful surroundings.

Whether you’re a family, group of friends, or corporate team, Lombardy’s combination of stunning landscapes, charming towns, and cultural experiences makes it the perfect destination for group trips that mix relaxation and adventure.

Tuscany

Tuscany’s rolling hills, historical cities, and vineyards make it a must-visit destination for groups of all kinds. Whether you’re part of a family, a group of friends, or a work retreat, Tuscany offers a mix of cultural exploration and outdoor activities. Wander through Florence’s art-filled museums, cycle through the vineyards of Chianti, or unwind with a wine-tasting experience at a family-run vineyard. The region’s picturesque landscapes and charming villages, such as San Gimignano, offer the perfect atmosphere for relaxation and fun.

Tuscany also boasts a variety of group-friendly villas where you can relax and enjoy the tranquillity of the countryside, all while being close to key sights, engaging in team-building activities, or learning the secrets of Tuscan cuisine in a hands-on cooking class.

Group Travel FAQs

What size groups can you accommodate in Italy?

We cater for small groups of friends as well as large multi-generation families or corporate retreats, tailoring each trip to the group size.

Can group accommodation include private chefs or catering?

Yes. Many villas and properties can be arranged with private chefs or catered dining, making mealtimes a highlight of your stay.

Do you arrange group activities as part of the trip?

Absolutely. We can organise vineyard visits, cooking classes, private boat trips, guided city tours, or adventure activities to suit your group’s interests.

Is transport included in group trips?

Yes. We arrange private transfers, coaches, or minibuses to ensure your group travels together smoothly and comfortably.

Can trips be designed for special occasions?

Of course. From milestone birthdays and anniversaries to weddings and reunions, we create group trips that make your celebration truly memorable.

Is it possible to combine multiple destinations in one group trip?

Absolutely. Many groups choose to split their stay between regions, for example a villa in Tuscany followed by a few days in Rome or along the Amalfi Coast.

Other Italy Trip Types

Italy Charme Featured In…

Forbes

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Travel Stylo

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The Life Voyager

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Testimonials For Italy Charme

Italy Charme curated an unforgettable culinary journey for Jamie Magazine in the Ascoli Piceno region, showcasing the finest artisan producers and their craft. From truffle hunting to traditional olive all’ascolana tastings, every experience was thoughtfully planned. The highlight? A remarkable dinner at Agriturismo Ramuse, hosted by the talented Paolo Ciccioli. A truly authentic and immersive food tour.

Jamie Oliver, Jamie Magazine (May/June 2012 Edition)

Italy Charme crafted an exceptional wine and food tour in the stunning city of Pesaro, guiding me through the region’s finest culinary treasures. From sampling exquisite local cheeses to savouring the renowned Lacrima di Morro d’Alba, every moment was a delight. The truffle hunting experience and hands-on pasta-making class with fresh herbs made this journey truly immersive and unforgettable.

Maud Onnermark, Swedish TV Chef