Come Experience Italy With Us
Join Jamie and I for an unforgettable small-group journey through Italy, thoughtfully designed so you can relax, explore, and enjoy every moment—without worrying about the logistics.
Imagine traveling from one incredible destination to the next without hauling your luggage through crowded train stations, across cobblestone streets, or between hotels. With private experiences, high-speed train travel, and hotel-to-hotel luggage service included, the details—and your bags—are taken care of for you.
Four incredible destinations. Private experiences. Beautiful hotels. And absolutely no stress.
Your Italian Journey:
Venice
Begin your adventure among Venice’s enchanting canals and timeless architecture. Glide through the city on a classic gondola ride and meet your fellow travelers during a special welcome dinner.
Florence & Tuscany
Travel by high-speed train to Florence while your luggage is transferred directly to your hotel. Experience beautiful Siena on a private walking tour, followed by a countryside wine tasting as the sun sets over Tuscany.
Rome
Discover the history and energy of the Eternal City. Step inside the Colosseum during a guided tour featuring exclusive Arena Floor access, with free time included to explore Rome your way.
Pompeii & Sorrento
Walk through the remarkably preserved ruins of Pompeii with a knowledgeable guide. Then experience the beauty of the Sorrentine Peninsula and the breathtaking Amalfi Coast.
Experiences Included
Classic Venetian gondola ride
Special welcome dinner
Private walking tour of Siena
Tuscan countryside wine tasting at sunset
Guided Colosseum tour with Arena Floor access
Guided exploration of ancient Pompeii
Sorrentine Peninsula and Amalfi Coast experience
High-speed train travel between destinations
Hotel-to-hotel luggage service
Carefully planned free time for personal exploration
Italy, Your Way
One of the things I love most about this itinerary is its balance. You’ll enjoy thoughtfully planned private experiences while still having free time to shop, dine, explore, or simply slow down and take in your surroundings.
You’ll have the convenience and connection of traveling with a small group—without feeling as though every minute of your vacation is scheduled.
A Truly Small-Group Experience
To preserve the personal and private feel of this journey, Jamie and I are accepting reservations for only seven double-occupancy rooms.
Reservations are available on a first-come, first-served basis.
A $300 deposit per person secures your place.
This is more than a vacation. It’s Italy done beautifully—and we would love for you to experience it with us.