In 2026, Tour Plan International invites you to celebrate a milestone — 60 years of crafting exceptional travel experiences — with a once-in-a-lifetime small group tour of Italy. This curated itinerary highlights some of our all-time favorite destinations across Italy, combining rich history, authentic culture, and immersive culinary experiences.
From the hilltop charm of Orvieto to the artistic heart of Florence, from the scenic shores of Sorrento to the ancient wonders of Rome, this 12-night journey is the perfect blend of comfort, discovery, and celebration. Whether you're a seasoned Italy traveler or exploring the country for the first time, this tour is designed to reveal the soul of Italy — far beyond the guidebooks.
Travel Dates: May 13–26, 2026
What's Included on the 2026 Anniversary Tour?
Orvieto: Hilltop Views and Umbrian Charm (3 nights)
Perched atop a volcanic cliff, Orvieto is a hidden gem in Umbria that blends medieval charm with timeless elegance. Wander cobblestone streets, marvel at the stunning Gothic Duomo, and explore the underground caves carved by Etruscans. Don’t miss the lively local market and a hands-on cooking class with fresh regional ingredients. With sweeping countryside views and authentic Italian flair, Orvieto offers a slower pace perfect for savoring wine, food, and history. Tour Plan International invites you to experience Orvieto's magic as the ideal beginning to your unforgettable Italian adventure.
Florence: The Cradle of the Renaissance (3 nights)
Step into the heart of the Renaissance in Florence, where art, architecture, and culture fill every corner. See Michelangelo’s David, gaze up at the stunning Duomo, and stroll across the Ponte Vecchio. This city is a feast for the senses — from world-class museums to savory Tuscan cuisine and robust Chianti wines. Explore hidden alleyways, visit artisan shops, and lose yourself in centuries of history. With Tour Plan International, you'll enjoy curated experiences that bring Florence to life, making it not just a destination, but a journey through Italy’s rich artistic soul.
Sorrento: Gateway to the Amalfi Coast (3 nights)
With breathtaking coastal views and lemon-scented breezes, Sorrento is the gateway to the Amalfi Coast and a slice of Mediterranean paradise. Relax along dramatic cliffside paths, sip limoncello at sunset, and enjoy fresh seafood while overlooking the Bay of Naples. This charming seaside town is perfect for exploring nearby gems like Pompeii, Capri, and Positano. Tour Plan International includes exclusive experiences like a group pizza dinner and optional boat tours to make your time in Sorrento unforgettable. It’s a place where la dolce vita comes to life—and where every day feels like a dream.
Rome: The Eternal City (3 nights)
Rome, the Eternal City, is a must-see for any traveler seeking history, grandeur, and unforgettable moments. Stand in awe of the Colosseum, toss a coin in the Trevi Fountain, and explore the Vatican’s artistic treasures. From ancient ruins to vibrant piazzas, every corner of Rome tells a story. Enjoy gelato by the Pantheon, dine in Trastevere, and walk in the footsteps of emperors and popes. Tour Plan International makes Rome come alive with expert guides and optional tours that ensure you experience it all. This is more than a city—it’s a world of wonder waiting to be explored.
Plus, we have curated a collection of optional excursions that are ready to add to your Italy experience.
Whether you're a foodie, an art lover, a history buff, or an explorer at heart, these options allow you to tailor your travel to your interests.
Enjoy 12 nights of four-star luxury accommodations in the center of each historic location. We have hand-picked lodging that showcases some of our favorite hotels, inns and B&Bs.
Want to explore on your own? You will find a bounty of local attractions, cafes, museums and restaurants within a quick walk. If you are taking one of our optional excursions, you can relax in beautiful surrounds after a day of adventure.
Tour Plan’s sixty years of experience will shine as we introduce you to some of the best accommodations in Italy.
Italian cooking classes have always been a popular excursion on Tour Plan small group tours. And on this tour, we have included (at no additional cost) a group class which is even more fun!
Plus, we will enjoy wineries, local pizza and special group dinners at some of our favorite locations.
Want to create your own foodie tour in Florence or Rome? Our experience will shine as we tell you about some of the hidden markets, restaurants and gelato gems…where the locals shop and dine.
This tour will be a food and wine experience like no other—with some Limoncello too!
You may want to bring an empty suitcase on this tour!
You will find high-end designer goods and fashion to artisanal crafts, local markets and specialty food items. After 60 years of hosting groups in Italy, Tour Plan International knows where to find that perfect item.
Looking for something specific? How about a scarf, a leather purse or a pair of shoes? Let us know and we will point you in the direction of the best specialty shops and boutiques.
This 60th Anniversary Tour of Italy is not just a vacation — it’s a celebration of everything Tour Plan International stands for: authentic experiences, thoughtful planning, and the joy of discovering the world with a community of fellow travelers.
In view of the excellent price of this tour at $5,000.00 per person based on double occupancy, availability on this exclusive tour is limited, and we expect strong demand from past travelers, wine club friends, and travel enthusiasts from across the country.