Italy Small Group Guaranteed Departure Escorted Tours
Ensuring your journey is as enriching as it is unforgettable.
Join a small group of just 8–14 travelers, guided by local experts who have been crafting journeys across Italy since 2003.
Start Planning Your TripWhy Small Group Travel?
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.
Small Group Escorted Tours Italy
Experience authentic Italy with our carefully curated small group tours. Limited to just 8-14 travelers, each journey offers intimate access to Italy's hidden gems, expert local guides, and unforgettable cultural immersion.
A Taste of Southern Italy: Naples, the Amalfi Coast, Pompeii & Capri
Southern Italy is a paradise for food lovers, offering a tapestry of flavors influenced by its history, diverse landscapes, and vibrant traditions. This culinary adventure weaves through the region’s most iconic locations, letting you savor its aut...
Kingdom of the Sun Escorted Tour of Italy's Deep South including Puglia, Basilicata and Calabria Departing Spring 2026: May 23, June 6 Fall 2026: Sept 12, Oct 10
Let the sun shine through in our small group tour of Italy's deep south including the regions of Puglia, Basilicata and Calabria. Throughout the tour we visit extraordinary towns, villages and coastal villages and we enjoy some of the very best loca...
Calabria and the Cedri Riviera Fully Private Escorted Experience including Cooking and Exclusive Dino Island Boat Experience with Local Hosts (Weekly Departures from March 2025 - November 2025)
This is an opportunity to stay in a private family home in Praia a Mare, Calabria a beautiful sea-side resort town famous for Dino Island and the Arcomagno caves. During this unique holiday experience you will visit the coast of Maratea, Diamante th...
A Private Journey with Local Hosts through Southern Italy and Malta including the Amalfi Coast, Capri, Pompeii, Sicily and the Island Nation of Malta
This is an exclusive and private journey through some of southern Italy's most remarkable coastal regions and islands. Enjoy the spectacular Amalfi Coast, island of Capri, Pompeii and many of Sicily's most captivating destinations including Mt. Etna...
Absolute Italy Escorted Tour, October 25th - November 5, 2025
Absolute Italy includes The Amalfi Coast, Capri, Pompeii, Rome, Tuscany, Florence & Venice. It's a fantastic way to see the best of Italy in comfort and style with private transfers and a mix of private and small group tours.
Italy's Northern Wine Country: Fine Wines, Food and Incredible Landscapes in Piedmont, Cinque Terre and Tuscany (Personalized Experiences)
This exclusive small group tour allows you to discover some of Northern Italy’s top winemakers and tour their centuries-old wineries—an experience designed to delight both the most knowledgeable wine connoisseur and the novice.
Honor Your Beauty in Italy: A Wellness Experience with full access to the most beautiful spas of central Italy: December 1-10, 2025
10 days of relaxation, ancient wisdom, thermal waters and culinary traditions in the spas of Lazio and Tuscany that will leave you refreshed and rejuvenated.
Secrets of Sicily: Unesco Sites, Wineries, Food and Beaches
This is a totally private and exclusive tour of Sicily with an expert driver-guide, which departs from Catania and includes many of Sicily's World Heritage sites like Siracusa, Mt. Etna and her wineries, Taormina and the Greek Amphitheater, Noto, Pal...
Taste of Southern Italy and Rome: A Gourmet Experience for Food and Wine Lovers including the Amalfi Coast, Naples, Island of Capri and Rome
The flavours of southern Italian and Roman cuisine are unique and savoured the world over. On this unique experience through Naples, the Amalfi Coast, Cilento and the Roman Castles we enjoy not only the beauty of these incredible geographic areas,...
Fast Cars and Fine Food in Emilia Romagna Northern Italy with Optional Pre and Post Tours in Florence and Venice
Explore northern Italy and the land where speed was born on this 8 day epic journey through Emilia Romagna.
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Your Italy Story Starts Here
Tell us about the trip you've been dreaming of. The places, the people, the moments that matter. We'll take it from there and craft something truly yours.
Let's Start PlanningOr reach out personally at team@italyvacationspecialists.com