Itinerary
Let us take care of every detail, so you can simply live Amore Italy.
Discover Italy the way it was meant to be experienced — with friends, freedom, and a private driver leading you through the heart of the country. Amore Italy is designed exclusively for American travelers who want the best of Italy without the crowds, confusion, or hidden costs of traditional tours. For about the same price as a 50-person bus tour, guests enjoy a private, all-inclusive VIP journey where every detail — from your driver to your dining — is handled with care. No stress. No surprises. Just pure Italian joy.
This 10-day escape is a celebration of discovery—crafted with signature experiences, regional flavors, and the intimacy only small-village life can offer.
Day 1
Depart the U.S. tonight and dream of Italy—your overnight flight is the overture to an unforgettable 10-day escape.
Your Italian adventure begins today with an overnight international flight from your selected U.S. gateway city to Rome Fiumicino Airport (FCO).
Whether you’re flying from Chicago, New York, or another major hub, we recommend arriving at the airport at least 3 hours before departure to allow ample time for check-in, security, and some pre-flight relaxation.
Day 2
Touch down in Rome, sip your first espresso, explore Rome, then glide north into the rolling hills of Umbria
Rome, Italy
Morning
Arrive in Rome Italy
Benvenuti in Italia! Upon arrival at Rome’s Fiumicino Airport, you will be greeted by your private driver and escorted to your luxury Mercedes Van.
Afternoon
Lunch at Domiziano Piazza Navona
Your driver will drop you off in Piazza Navona, one of Rome’s most vibrant and storied squares. Enjoy lunch at Domiziano Piazza Navona, perfectly positioned at Piazza Navona 88, just across from the iconic Fountain of the Four Rivers. Settle in, relax, and watch the lively rhythm of the piazza unfold around you—we highly recommend the pizza.
After lunch, meet your driver at the same spot where you were dropped off and begin your journey to the Ancient Wonders of Rome golf cart tour.
Late-Afternoon
Highlights of Rome Tour: A Grand Introduction
Today’s immersive golf cart tour showcases the Eternal City’s most iconic landmarks, guided by a knowledgeable local expert. Highlights include: The Colosseum, Roman Forum, Trevi Fountain, Pantheon, Piazza Navona, and Spanish Steps.
Evening
Check In-(Hotel in Rome)
Arrive at your 4-star boutique hotel and take a moment to unwind.
Orazio Palace, Rose Garden Palace, Aria Palace, Hotel St. Martin *or similar*
Late Evening
Dinner in Rome
After a day spent exploring the lively beauty of Piazza Navona, ease into the evening with a peaceful dinner tucked along one of its charming side streets.
Day 3
Wake to breakfast in Rome, uncover the city’s iconic landmarks, then journey north to Montone where you’ll settle in and enjoy a warm welcome dinner as you ease away the last of the jet lag.
Rome, Italy
Morning
Begin your day with breakfast at the hotel before checking out, as your luggage is seamlessly transferred ahead. Set off on a guided exploration of Vatican City, taking in the Vatican Museums, Sistine Chapel, and the grandeur of St. Peter’s Basilica.
Afternoon
Enjoy a relaxed lunch in Rome before continuing your discovery with a guided visit inside the Colosseum, uncovering its rich history and enduring legacy. Later, depart the city by private transfer, soaking in the scenic countryside as you make your way to Umbria.
Montone, Italy
Evening
Arrive in the hilltop village of Montone and check in to Fortebraccio Hotel & Spa, your home for the week. Settle in before gathering for a welcome dinner at L’Antica Osteria, where regional flavors and local wines offer a warm introduction to Umbria.
Assisi, Italy
Assisi Unveiled: Art, Faith & Timeless Beauty
Explore the birthplace of St. Francis with a guided walk through its medieval streets, rich artistic heritage, and spiritual landmarks.
Mid-Day
Lunch Piazza del Comune
Enjoy lunch in Assisi's lively main square surrounded by historic architecture and charming cafés.
Pick Up From Assisi and Drive to Santa Maria degli Angeli
Your driver will take you to visit one of the region’s most significant religious sites.
Visit Basilica Santa Maria degli Angeli
Discover this magnificent basilica that houses the small chapel where St. Francis began his spiritual journey.
Depart for Hotel
Relax on the scenic drive back to Montone.
Montone, Italy
Amore Moments
Another curated experience celebrating the magic of Italy and the joy of shared travel.
Evening
Enjoy a relaxed evening with a traditional Italian barbecue under the Umbrian night sky.
Barbecue Under the Stars
Day 4
Enjoy a day centered around Umbrian wine and countryside traditions. Visit Cantina Blasi for a wine cellar tour and a leisurely vineyard lunch, then return to Hotel Fortebraccio to relax before ending the day with dinner at L’Antica Osteria in Montone.
Morning
Amore Moments
Begin the day with a special moment designed to immerse you in the lifestyle and beauty of Italy.
Depart Wine Cellar Tour & Grand Lunch at Cantina Blasi
Visit a renowned Umbrian winery for a private cellar tour, wine tastings, and a spectacular vineyard lunch.
Montone, Italy
Return to Hotel Fortebraccio
Enjoy a leisurely return to the hotel to relax and unwind.
Amore Moments
Another memorable curated experience designed to deepen your connection with Italian culture.
Dinner at L'Antica Osteria
Return to this charming restaurant for another evening of authentic Umbrian cuisine.
Day 5
Today you’ll travel to Florence, the heart of the Renaissance, where a guided tour introduces you to the city’s historic landmarks, art, and architecture. After lunch at the historic Gilli’s Restaurant and free time to explore the city’s shops and piazzas, you’ll return to Hotel Fortebraccio for a relaxed evening and pizza at the hotel.
Depart Florence
Travel through Tuscany to the Renaissance jewel of Florence.
Florence, Italy
Tour Guide Through Florence
Discover Florence’s rich history, iconic landmarks, and artistic masterpieces with a knowledgeable local guide.
Lunch at Gilli's Restaurant
Enjoy lunch at one of Florence’s most historic cafés, located in the elegant Piazza della Repubblica.
Free Time in Florence
Stroll through the city, shop for leather goods and artisan treasures, or simply enjoy a cappuccino in one of the piazzas.
Return to Hotel Fortebraccio
Relax on the scenic drive back through Tuscany and Umbria.
Montone, Italy
Pizza at Hotel Fortebraccio
End the evening with a fun and casual pizza night at the hotel.
Day 6
Experience the flavors of Umbria with a guided truffle hunt through the countryside, followed by a picnic among the vineyards. Continue with a hands-on Italian cooking class before enjoying a relaxed evening and dinner featuring the region’s local specialties.
Montone, Italy
Truffle Hunt
Join expert hunters and their trained dogs as you search for prized truffles in the Umbrian countryside.
Picnic in the Vines
Celebrate your truffle adventure with a beautiful picnic among the vineyards.
Signature Experience: Italian Cooking Class
Learn the secrets of Italian cooking as a local chef guides you through preparing traditional regional dishes.
Amore Moments
Another memorable moment celebrating food, culture, and friendship.
Dinner
Enjoy a delicious dinner featuring the flavors of Umbria.
Day 7
Travel into Tuscany to explore the medieval city of Siena with a guided tour of its historic streets and landmarks. After lunch, continue to the charming hilltown of Cortona for a scenic walk and gelato before returning to Montone for a lively evening in the piazza.
Montone, Italy
Morning
Depart for Siena
Travel into Tuscany to visit the stunning medieval city of Siena.
Florence, Italy
Siena, Italy
Tour Guide
Explore Siena’s winding streets, historic architecture, and the famous Piazza del Campo with a local expert.
Florence, Italy
Lunch at La Speranza
Enjoy a traditional Tuscan lunch at this beloved local restaurant.
Florence, Italy
Depart for Cortona for a Tour Under the Tuscan Sun
Continue to the charming hilltown of Cortona, made famous by the film Under the Tuscan Sun.
Florence, Italy
Cortona, Italy
Walk the Cobblestones of Cortona and Gelato
Stroll through Cortona’s picturesque streets and enjoy a refreshing gelato.
Florence, Italy
Depart for Hotel Fortebraccio
Relax on the return journey to Montone.
Florence, Italy
Montone, Italy
Pizza in the Piazza
Enjoy a lively evening with pizza and drinks in the heart of Montone’s beautiful piazza.
Florence, Italy
Day 8
Depart Montone and visit the artisan town of Deruta for a glimpse into Italy’s renowned ceramic craftsmanship before continuing on to Rome. Enjoy lunch in Piazza Navona, explore the city on a guided golf cart tour, and take in some free time before a final dinner and transfer to your hotel for the evening.
Montone, Italy
Morning
Leave Hotel for Deruta
Depart Montone and head to the artisan town of Deruta.
Deruta, Italy
Florence, Italy
Depart for Deruta: The Heart of Umbrian Ceramics
Warm Welcome at El Frate Ceramics with the Giovanna Family
Arrive at the family-run El Frate Ceramics Studio, where you’ll be greeted with morning refreshments and warm Umbrian
hospitality from the Giovanna family. Savor coffee, pastries, and local delights as you settle into the heart of Deruta.
Ceramics Demonstration: From Earth to Art
Watch as skilled artisans bring clay to life before your eyes—shaping, painting, and glazing each piece with precision and
passion. This is true craftsmanship, preserved through generations and proudly shared with guests.
Showroom Tour: A Feast of Color and Tradition
Step into the El Frate showroom, where shelves overflow with exquisite hand-painted plates, tiles, vases, and custom
pieces. This is your chance to browse, ask questions, and even shop for one-of-a-kind souvenirs or gifts that carry the spirit
of Umbria home with you.
Depart for Rome
Continue to the Eternal City.
Rome, Italy
Lunch at Piazza Navona
Enjoy lunch in one of Rome’s most beautiful squares, surrounded by fountains, artists, and historic buildings.
Golf Cart Tour
Experience Rome in comfort with a guided golf cart tour through the city’s iconic landmarks.
Free Time
Enjoy time to explore, shop, or relax in the heart of Rome.
Dinner
Celebrate your final evening in Italy with a memorable Roman dinner.
Driver Pick Up Take to Marriott Park Hotel
Your driver will escort you to the Marriott Park Hotel for your final overnight stay before departure.
Day 9
Rise before dawn for a private transfer through rolling hills back to Rome Fiumicino—arrivederci Italy, until next time.
Rome, Italy
Florence, Italy
Early Morning Pick Up From Hotel & Transfer to FCO
Your driver will take you to Rome’s Fiumicino Airport for your journey home, bringing unforgettable memories of Italy with you.
Florence, Italy
