Italian-Inspiration. American-owned.
Small Group Journeys up to 16 Guests, or Go Private.
Italy Small Group Tours in 2026: High-End, Curated Experiences with Now Journey
Luxury Italy Small Group Tours 2026 — Travel Differently with Now Journey Experience Italy the way discerning travelers prefer: in small groups of no more than 16 guests, led by expert Tour Captains and local guides. Now Journey's luxury Italy tours are curated for authenticity and ease — no big buses, no long lines, just beautifully crafted itineraries that include exclusive rooftop aperitivos, private after-hours visits, and seamless connections from Venice to Rome and beyond. Every Journey is designed to deliver the Italy you've dreamed of — intimate, personalized, and unforgettable.
Plan Your Tour to Italy and Beyond with Now Journey's Style of Travel to Match Your Preferences: Fully-Hosted, Private Now Journey or Self-Guided
Whether you prefer a fully hosted small group or a bespoke private journey, Now Journey crafts experiences that match your style. From start to finish, our travel planners handle the details — hotels, guides, transfers, and tickets — so you can simply enjoy. Discover the art of effortless travel with Now Journey.
Chat to Start Planning here.
The Modern Traveler with Now Journey
At Now Journey, travel isn't just about where you go — it's how you go. Our guests travel intentionally: to experience new rhythms, embrace local life, and discover meaning in every moment. From Venice's canals to Tuscany's vineyards, things may look or feel different from home — and that's where the beauty lies. Our travelers understand that true luxury is found in connection, gratitude, and the wonder of exploring the world together.
Compare our Favorite Small Group Tours of Italy.
There are places that stay with you not because you remember every detail, but because something inside you shifted while you were there. Italy has a way of doing that. Happiness comes easier here, in the rise of church bells over a quiet piazza, the first sip of a perfect espresso, or the way sunlight touches ancient stone and timeless art.
It is a country that feeds every sense. You linger over long lunches that become memories, wander through galleries filled with masterpieces, and drift into restful afternoons under cypress trees or beside bright blue seas. And when evening arrives, Italy rises to meet you, whether it is an open-air opera in Verona, a candlelit palazzo in Venice, or a warm and welcoming osteria in Naples.
Italy offers beauty, serenity, and nourishment for the spirit. And once you have felt it, you never forget it.
"The itinerary was meticulously crafted, with every detail seamlessly planned and executed, ensuring that our journey was not only smooth but also filled with unforgettable experiences."
—
Mikki on the Bella Northern Italy Adventure
"From the moment we embarked on our journey to the final farewell, the quality of service was unmatched, with every need anticipated and every expectation exceeded."
— Australia Adventurers
"The itinerary was flawless, with every detail perfectly planned and executed." — Italian Lakes Adventure
Read TripAdvisor Reviews from guests who have experienced traveling with Now Journey.
Reviews from Now Journey guests on TripAdvisor highlight exceptional service, well-organized itineraries, and memorable experiences. Guests praise the knowledgeable guides, comfortable accommodations, and personalized touches. Travelers consistently rate Now Journey as a top choice for unforgettable trips.
"The restaurant selection was a culinary dream, with each meal surpassing the last."
— Keith & Marla on the Amalfi Coast and Italy's Great Cities Tour
Read TripAdvisor Reviews from guests who have experienced traveling with Now Journey.
"Our Tour Captain's expertise turned a great trip into an unforgettable adventure."
— Italy's Great Cities Guests
"Traveling with such a well-curated itinerary elevated the entire experience."
— Georgia Brown on Private Adventure
"Our small group experience made the journey intimate and personalized." —
Italy Private Adventures
"From start to finish, the quality of service was unmatched." —
Teresa on Italy's Great Cities Tour
"Each day brought new discoveries and unforgettable moments, all thanks to the meticulous planning and local insights that were clearly woven into every aspect of the itinerary." —
Misti on Italian Private Villa
"Traveling in a small, exclusive group made the entire experience feel incredibly intimate and personalized, allowing us to truly connect with each destination in a meaningful way."
— Leah on Italy's Great Cities
Start Your Journey!
1. Chat to discuss your trip with a Now Journey Trip Planner:
Avoiding the traditional large tour model was where we began and we didn't stop there.
Creating an enhanced Journey for the Modern Traveler became our passion and is our guiding principle.
Prefer to avoid the big tour operator's large buses, long lines and touristic restaurants?
Yes, that's our preference, too. With Now Journey's approach you'll feel special,
set apart from the touristic mobs, and you will want to travel again and again as a Modern Traveler.
Book with Risk-Free Assurance.
Book your Now Journey with assurance: $100 to $700 per person deposit*
Cancellations outside of 60 days of departure will receive a full refund less transferable deposit and any unrecoverable costs.
Amazing Journeys for Your Consideration
Select Adventures from Small Group Itineraries to Private Villa Experiences
Many of our small group adventures feature once-in-a-lifetime departures with our Now Journey Tour Captains and other notable personalities. Look for these specially-noted departures and expand your Journey.
Your Now Journey Tour Captain
The Perfect Balance of Personality and Service
Now Journey conducts thorough auditions each year to find just the right type of person to become a Now Journey Tour Captain.
The 'cream of the crop' is our objective with each Now Journey Tour Captain. We know an over-bearing personality can ruin a
Journey, and that's why we work so hard to find the right people. Are you interested in auditioning?
Over 50 Years of Combined Trip Planning Experience
Now Journey's team of experienced trip planners combine 50+ years of professional trip planning experience coupled with an unsurpassed commitment to delivering outstanding personal service. Discover how Now Journey is different on your next vacation.
We invite you to peruse our trip offerings and discover your next Journey.
We believe you will fall in love with the team at Journey once you've experienced our approach to travel and adventure. So, consider this your invitation to explore the world with us. We're here to help, answer questions and then lead you to new discoveries, tastes and perspectives. Welcome Modern Traveler!
