Small group escorted tours

Discover Authentic Italy

Join our small group escorted tours with expert local guides

11 journeysItaly

Italy Small Group Guaranteed Departure Escorted Tours

Experience Italy not just as a traveler, but as a seeker, forging connections with its landscapes, traditions, and people. Our intimate small group journeys, limited to just 14 guests, take you beyond the ordinary, guided by expert local hosts who bring Italy’s history and soul to life. From the moment you arrive, we handle every detail, allowing you to immerse yourself in the beauty of ancient streets, rolling vineyards, and sun-drenched coastlines. Share laughter over a meal, explore hidden corners, and enjoy the perfect balance of guided discovery and personal time.
Ensuring your journey is as enriching as it is unforgettable.

Join a small group of just 8 to 14 travelers, guided by local experts who have been crafting journeys across Italy since 2003.

Our small group journeys

Small Group Escorted Tours Italy

Experience authentic Italy with our carefully curated small group tours. Limited to just 8 to 14 travelers, each journey offers intimate access to Italy's hidden gems, expert local guides, and unforgettable cultural immersion.

11 journeys

The Soul of Sicily® An Intimate 10 Day Journey Through Sicily 10 days / 9 nights New Journey Small group

The Soul of Sicily® An Intimate 10 Day Journey Through Sicily

4 nights Ortigia 5 nights Castellammare del Golfo Up to 12 guests Dates on request Availability on request Price Ask us View itinerary
A Taste of Southern Italy: Naples, the Amalfi Coast, Pompeii & Capri 7 days / 6 nights New Journey Small group

A Taste of Southern Italy: Naples, the Amalfi Coast, Pompeii & Capri

2 nights Naples 1 night Pompeii 1 night Amalfi Coast 1 night Capri Dates on request Availability on request From €4,600per person View itinerary
Calabria with Local Hosts: Food, Coast & Village Life 5 days / 4 nights New Journey Private journey

Calabria with Local Hosts: Food, Coast & Village Life

2 nights Maratea 1 night Praia a Mare 1 night Diamante Private, your own party Travel on your own dates From €1,460per person View itinerary
A Private Journey with Local Hosts through Southern Italy and Malta including the Amalfi Coast, Capri, Pompeii, Sicily and the Island Nation of Malta 14 days / 13 nights Private journey

A Private Journey with Local Hosts through Southern Italy and Malta including the Amalfi Coast, Capri, Pompeii, Sicily and the Island Nation of Malta

2 nights Amalfi Coast 2 nights Palermo 1 night Capri 1 night Mondello Private, your own party Travel on your own dates From €4,650per person View itinerary
Kingdom of the Sun Escorted Tour of Italy's Deep South including Puglia, Basilicata and Calabria 10 days / 9 nights Small group

Kingdom of the Sun Escorted Tour of Italy's Deep South including Puglia, Basilicata and Calabria

1 night Bari 1 night Alberobello 1 night Grotte di Castellana 1 night Aliano Dates on request Availability on request Price Ask us View itinerary
Absolute Italy Escorted Tour, October 25th - November 5, 2025 12 days / 11 nights Small group

Absolute Italy Escorted Tour, October 25th - November 5, 2025

3 nights Rome 3 nights Venice 1 night Naples 1 night Amalfi Coast Dates on request Availability on request From €4,990per person View itinerary
Italy's Northern Wine Country: Fine Wines, Food and Incredible Landscapes in Piedmont, Cinque Terre and Tuscany (Personalized Experiences) 10 days / 9 nights Private journey

Italy's Northern Wine Country: Fine Wines, Food and Incredible Landscapes in Piedmont, Cinque Terre and Tuscany (Personalized Experiences)

1 night Turin 1 night Santo Stefano Belbo 1 night Cinque Terre 1 night Carrara Private, your own party Travel on your own dates From €5,500per person View itinerary
Honor Your Beauty in Italy: A Wellness Experience with full access to the most beautiful spas of central Italy: December 1-10, 2025 9 days / 8 nights Small group

Honor Your Beauty in Italy: A Wellness Experience with full access to the most beautiful spas of central Italy: December 1-10, 2025

3 nights Florence 1 night Rome Airport (FCO) 1 night Saturnia 1 night Porto Santo Stefano Dates on request Availability on request From €4,650per person View itinerary
Secrets of Sicily: Unesco Sites, Wineries, Food and Beaches 8 days / 7 nights Small group

Secrets of Sicily: Unesco Sites, Wineries, Food and Beaches

1 night Catania 1 night Siracusa 1 night Taormina 1 night Agrigento Dates on request Availability on request From €3,600per person View itinerary
Taste of Southern Italy and Rome: A Gourmet Experience for Food and Wine Lovers including the Amalfi Coast, Naples, Island of Capri and Rome 10 days / 9 nights Private journey

Taste of Southern Italy and Rome: A Gourmet Experience for Food and Wine Lovers including the Amalfi Coast, Naples, Island of Capri and Rome

2 nights Naples 2 nights Rome 1 night Heraculaneum 1 night Ravello Private, your own party Travel on your own dates From €4,200per person View itinerary
Fast Cars and Fine Food in Emilia Romagna Northern Italy with Optional Pre and Post Tours in Florence and Venice 7 days / 6 nights Small group

Fast Cars and Fine Food in Emilia Romagna Northern Italy with Optional Pre and Post Tours in Florence and Venice

2 nights Modena 1 night Bologna Dates on request Availability on request From €4,795per person View itinerary
Travelling together

Why Travel in a Small Group?

There's a moment on every trip when it stops being a vacation and becomes something deeper. It might happen over a long lunch at a family trattoria in Tuscany, or on a quiet walk through a hilltop village where the only sound is church bells and your own footsteps.

You're not rushing from one landmark to the next. You're sitting at the table, sharing a meal, walking through quiet streets, experiencing Italy the way it's meant to be. Slowly, and together.

Travel at your own pace. Real connections. Places larger groups can't reach.

Our guests sharing a long lunch on a terrace in Italy
A long lunch with our guests
What makes us different

The Italy Vacation Specialists Small Group Advantage

Our small group sharing dinner around one table in Italy

Intimate Experiences

Smaller groups allow for more meaningful encounters and personal attention.

A local host teaching our guests to make pasta by hand

Expert Local Hosts

Travel with people who know the destinations, traditions and communities.

Lunch and local wine above the Amalfi Coast

Food, Wine & Culture

Meet producers, enjoy regional cuisine and discover places beyond the usual tourist routes.

A private driver waiting beside the van in Italy

Seamless Transportation

Thoughtfully coordinated journeys with local transportation partners.

Guest testimonials

Words from travellers who came with us

Amazing Italian Christmas Experience! Amazing Italian Christmas Experience! Amazing Italian Christmas Experience! Amazing Italian Christmas Experience!
★ ★ ★ ★ ★

Amazing Italian Christmas Experience!

I hesitated to use a travel agent to book our trip to Italy, because I generally prefer to book/be in charge of my own arrangements. However, I was overwhelmed with all of the options/logistics in traveling with a family group of 7 on a trip involving an older parent and several stops. Alexandra helped plan our trip and was absolutely amazing! She gave many options and price ranges and we were still able to book some of our own things (an AirBnb in Venice, for example). The drivers and guides provided for us were all amazing and did a great job. Having private transfers and guides for our large group was such a relief. While in Italy, Alexandra communicated with us on a daily basis, with regular updates on our next activities/drivers/guides. I have already recommended Alexandra and Italy Vacation Specialists to several people and would not hesitate to use their services again!

Outstanding Support and Seamless Coordination for Our Italy Pilgrimage Outstanding Support and Seamless Coordination for Our Italy Pilgrimage Outstanding Support and Seamless Coordination for Our Italy Pilgrimage Outstanding Support and Seamless Coordination for Our Italy Pilgrimage Outstanding Support and Seamless Coordination for Our Italy Pilgrimage Outstanding Support and Seamless Coordination for Our Italy Pilgrimage
★ ★ ★ ★ ★

Outstanding Support and Seamless Coordination for Our Italy Pilgrimage

Several family members had signed up for a pilgrimage to Croatia, Bosnia, and Rome this summer. When the tour didn't get enough participants, it was cancelled. I declared that we could plan our own but quickly discovered how much was involved. Then, by the grace of God, we were connected with Eleonor from Italy Vacation Specialists, my "earth angel". From our very first conversation, I knew we were in good hands. She took the time to understand our needs, responded quickly despite the time difference, and patiently helped us shape every detail of our Rome itinerary. Eleonor went above and beyond, working late nights, making countless calls on our behalf, and seamlessly adjusting plans when we made last-minute changes. I can't say enough about her dedication and integrity. She doesn't just organize trips. She creates experiences filled with grace, ease, and joy.

Excellent travel agency Excellent travel agency Excellent travel agency
★ ★ ★ ★ ★

Excellent travel agency

We used this agency to plan two days of our trip to northern Italy as well as several transfers between cities. The days and events were designed with our group and interests in mind and everything was perfect! The details were communicated via email and then when we were picked up by the driver, there was a detailed itinerary waiting for us. We explored various towns, visited two different types of wineries, enjoyed a food tour and a cheese tasting. All the events were enjoyable for our whole group (adults and teens). Additionally, the driver (Paolo) that we met through this agency was amazing and so helpful. I would highly recommend this agency.

Real moments

Escorted Tours Gallery

Discover the beauty of Italy through our curated collection

Walking tours through Italian streets
Group enjoying an Italian experience
Privately guided tours in Italy
Group tour in Italy
Family group in Italy
Cycling group tour in Italy
Italian fashion and textiles experience
Small group exploring Italy together
Private group experience in the Italian countryside
Group at an Italian landmark
Group dining experience in Italy
Sunset view over Italian pier
Travelers on an Italian escorted tour
Group exploring Italian streets
Group celebrating at a seaside restaurant in Italy
Authentic group moment in Italy
Talk to our Italy-based team

Not Sure Which Small Group Tour Is Right for You?

Our Italy-based team would be delighted to help you choose the right journey, whether you're travelling solo, as a couple or with friends. Ask us about upcoming departures, group availability and the experiences that make each itinerary special.

Direct In Italy: +39 375 823 5314 Toll Free: 1-866-779-2565
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