lake como • bellagio • VENICE • FLORENCE • TUSCANY • ROME • SORRENTO • POMPEII • AMALFI COAST
14-Day Italy's Great Cities
TRUE SMALL GROUP TOUR of 8 to 12 Guests, Max 16 Guests
No Big Buses.
No Long Lines. Perfectly-balanced Days.
This is the Italy trip you've heard about on TripAdvisor.
We've done the work.
Now discover the Best Tour to Italy with this 14-Day Italian Adventure.
A TRUE SMALL GROUP TOUR THROUGH AMAZING ITALY.
Why Italy's Great Cities Tour?
This 14-day epic journey through Italy’s Great Cities offers an immersive experience with a true small group, ensuring deeper connections and much better access than traditional tours. From the tranquility of Bellagio on LakeComo to Venice’s mysterious canals, to Florence’s art houses and palaces, and Tuscany’s rustic charm, each stop feels personal and unrushed. Explore ancient Rome, Vatican City, Sistine Chapel, the amazing Colosseum and Roman Forum, before exploring Pompeii and finally unwinding in Sorrento and the AmalfiCoast, all while enjoying handpicked hotels, local flavors, and the freedom to truly experience Italy - unrushed.
It's All Right Here.
★ Everything you need for the perfect Small Group Tour • Max 16 Guests
2025-2026 Trip Departures – 14-Day Small Group Italian Adventure
Just like a great novel, the Italy's Great Cities Tour begins with a special opening on beautiful Lake Como.
14 Days: Lake Como, Venice, Florence, Tuscany, Rome, Pompeii & the Amalfi Coast
★ Italy is Waiting and at Now Journey: We handle everything.
No rushing around. No big buses. Balance of activity and leisure time so you can soak up Italy the right way!
Your Personal Italy Expert: Friendly, entertaining Tour Captain throughout.
Tuscan Wine Experience & Luncheon with tour, and tastings paired with delicious morsels.
Blending local expert Guides with our amazing Tour Captain for the perfect mix of exploration and relaxation – no exhausting, all-day touring, just immersive experiences through Italy.
Did we mention — No Big Buses. No Waiting in Long Lines. No following a flag.
★ Daily Itinerary — All the Inclusions you want!
DAY 1: BELLAGIO on LAKE COMO (Milan MXP Airport)
DAY 2: Bellagio DAY 3: VENICE
DAY 4: Venice Experience DAY 5: FLORENCE
DAY 6: Florence Experience DAY 7: CORTONA, San Gimignano, Winery Estate
DAY 8: TUSCANY at leisure DAY 9: ROME, where all roads lead!
DAY 10: VATICAN CITY Experience DAY 11: COLOSSEUM & Ancient Rome Experience
DAY 12: POMPEII Experience, SORRENTO DAY 13: Sorrento at leisure, Isle of Capri Option
DAY 14: Departure Day (Use Naples NAP Airport)
★ Exclusively with Now Journey: Experience Italy as It Should Be
No Upcharges, No Distractions — With Now Journey, your Italian adventure is thoughtfully curated for an enriching experience — no upsells, just pure immersion. Every detail is designed for you to savor the magic of Italy, effortlessly.
Elevated with Exclusives — Enjoy unexpected moments that bring each destination to life, from hidden-gem stops to rooftop sunset cocktails. Thoughtful touches and delightful surprises turn every journey into an unforgettable experience. And don't forget our included Laundry service!
A True Small Group Experience — With no more than 16 guests, hand-picked central hotels, included tipping, and a dedicated Tour Captain, we deliver a seamless, immersive journey—far beyond the mainstream tour.
★ The perfect, first-time trip to Italy.
Welcome to Now Journey.
Note for 2025 Departures: The Vatican’s Jubilee celebration may bring occasional, last-minute closures beyond Now Journey’s control. If access is affected, we’ll adjust our itinerary to ensure a seamless experience. For any missed visits or experiences, we will provide documentation so you may submit the canceled experience to your Trip Cancellation and Interruption Insurance provider. Rest assured, your time in Rome will still be unforgettable.
Complete Itinerary: Everything.
One of Now Journey's most popular small group adventures begins upon arrival at Milan International Airport (MXP Airport Code).
Begin: Lake Como
Lake Como: 4 Pearls of the Lake —
2 Days, 2 Nights
DAY 1: WELCOME TO BEAUTIFUL LAKE COMO
The adventure begins on the breathtaking shores of Lake Como. Whether arriving from a pre-tour experience in Milan or just stepping onto the scene today, we are delighted to welcome you to the village and its stunning lake views as you embark on the Great Cities of Italy adventure.
Welcome Dinner
Now Journey dinners are more like dining "events" featuring all inclusive premium beverages and ordering from the menu. Tonight, we introduce you to Lake Como's very own Chef Luigi to experience the magic of his culinary arts. (included with the Deluxe and Lotus: Optional with the Classic plan - inquire to add)
NOW JOURNEY'S DINING CONCEPT: THE CUISINE OF ITALY
Now Journey Cuisine is authentically Italian—family-owned, farm-to-table dining. Unlike typical tours, we include premium beverages and let you choose from the menu. Proud local chefs showcase regional specialties, from Lombardy’s Lake Como to Venice, Tuscany, and the Amalfi Coast. Enjoy fresh, seasonal dishes where 'Nostrale' — home-grown — defines every meal.
See Hotel Collections Tab for more details about our Heart-of-City Properties:
Our Deluxe Hotels Collection — Hotel Villa Belvedere, Grand Villa Serbelloni, Grand Hotel Caddenabia or Similar Our Classic Hotel Collection — Hotel Metropole, Hotel Centrale or Similar Our Lotus Hotels Collection — Grand Villa Serbelloni, Hotel Villa Belvedere, Grand Hotel Caddenabia or Similar
Today's Adventure: Lago di Como
After a delightful breakfast, join your Tour Captain for a morning exploring Lake Como. Stroll through Bellagio, uncover its history, and then embark on a private boat tour to admire the lake’s stunning villas. Lago di Como, Italy’s third-largest lake, reaches depths of 1,320 feet, with the Alps often visible on clear days.
Walking on Your Journey
We explore Italy’s cities and villages navigating stairs, cobblestones, boats, and various weather conditions. Expect around two to three hours of casual walking and standing, with a relaxed but steady pace. Physical readiness is essential.
Enjoy the balance of the afternoon and the evening at your leisure.
On free evenings, your Tour Captain will invite you each night to an optional dinner or you may explore at your leisure.
La Serenissima: The Most Serene —
2 Days, 2 Nights
Experience the rooftops of Venice at sunset, the leaning tower of Venice, and amazing cuisine. Oh! And don't forget the 'cellos!
DAY 3: ONWARD TO BEAUTIFUL VENICE
This morning, we bid "Arrivederci" to Lake Como and head to Milano Centrale for our fast train to Venice. On some departures, travel is by micro-coach or sedan. The journey takes about 2.5 hours.
Upon arrival, a private water taxi takes us to our San Marco hotel. Check in, drop off carry-ons (luggage is portaged), and relax before our Discovery Walk.
Discovery Walk
You will enjoy a get-to-know-Venice Discovery Walk as we take in the beautiful sights of Piazza San Marco, the "Campanile" or clock tower, Venice's Grand Canal and more amazing sights.
Afterward, enjoy some time at leisure to soak up Venice before meeting tonight for a special 'Welcome to Venice' evening from one of our exclusive perspectives.
Venice, Italy, is a city that captivates with its unparalleled beauty and mystique. Floating gracefully on a network of canals, the cityscape unfolds like a mesmerizing tapestry, adorned with elegant bridges, ornate palaces, and centuries-old buildings that seem to rise from the water. As the sun sets, Venice's enchanting labyrinth of narrow alleys and historic squares takes on an ethereal quality, casting shadows that whisper tales of a bygone era, leaving visitors spellbound by the timeless allure and enigmatic charm of this unique aquatic city
Welcome to Venice Dinner
We then make our way to our favorite restaurant in Venice where we will be delighted with cuisine from several regions throughout Italy including the Veneto, Lazio and Campania (all paired with delicious wines and premium beverages - and all included with Now Journey).
Where We Stay in Venice, 2 Nights with breakfast
See Hotel Collections Tab for more details about our Heart-of-City Properties:
Our Deluxe Hotels Collection —
Hotel Saturnia & International, Hotel Monaco & Grand Canal or Similar Our Classic Hotels Collection — Hotel Do Pozzi or Similar Our Lotus Hotels Collection — Hotel Nolinski Venezia,
Hotel Violino d'oro, Monaco & Grand Canal or Similar
Venice's Secrets & Treasures is Now Journey’s exclusive tour through this historic port city. Explore its hidden corners while uncovering Venice’s colorful past, from Casanova to Napoleon.
Today's Adventure: Venice Secets & Treasures
With expert commentary from our local guide, explore the stunning St. Mark’s Basilica before stepping back in time at the Doge’s Palace, the Old Prison, and the iconic Bridge of Sighs — including tales of Casanova.
Special sightseeing today includes:
The Doge's Palace: Skip-the-Long-Line Entrance to the Doge's Palace (meaning Duke or Governor's Palace), the seat of the Republic of Venice's historic power.
Venice's Old Prison: The Prisons of Venice: Found inside the Doge's Palace, are the older and new prisons.
Bridge of Sighs: The bridge made famous for its window and last view of blue sky and freedom as prisoners are marched to their sentence.
Basilica San Marco: Enjoy the beautiful mosaics and how they reflect and dance in the light. Your Tour Captain "paints the picture" of the history and opulence that is the Basilica San Marco prior to entering. Once inside, enjoy 'silence' as you observe its beauty encased in Byzantine architecture.
Piazza San Marco: and our "Secret Treasures of Venice:"
Walking Delights: Learn about the Clock Tower (Campanile), Caffé Florian, Napoleon and the Winged Lion
Special Adventure: Venetian Gondola Experience
Later today, just before sunset enjoy our included Gondola ride through the canals of Venice with our professional musicians to make the ambiance perfect. On occasion inclement weather will prevent the gondola ride. In this scenario an alternate activity will be substituted later in the tour.
Enjoy the balance of the afternoon and evening at your leisure.
May We Suggest? • We think simply soaking up Venice this afternoon is a great plan, but if you'd like to fill it up a bit more, consider:
— Isle of Murano Glass Blowing Demonstration: A free visit can be arranged, just ask your Now Journey specialist.
Your Tour Captain will invite you to an optional dinner after the Gondola ride, and they can also help you with dining reservations if you choose to explore lovely Venice on your own.
Our Florence experience takes in the known and the unknown as we explore this amazing city. And our sunset over the river and the city is exceptional.
DAY 5: ONWARD TO FLORENCE: BIRTHPLACE OF THE RENAISSANCE
Today's Adventure: To Florence
Start your day with a leisurely breakfast before transferring by boat to Venezia Santa Lucia Train Station, where you'll enjoy a fast-train journey to Florence. With separate portaged bags, you can relax and appreciate the scenic Italian countryside before reaching Florence.
Discovery Walk: Florence
On our Discovery Walk, explore the heart of historic Florence, passing major landmarks like Giotto’s Campanile, the Baptistery, and the Duomo. Visit Orsanmichele and Via Santa Margherita Church, once home to prominent Florentine families. Conclude at the Ponte Vecchio, the city's only bridge to survive WWII. Enjoy the balance of the afternoon at leisure until our welcome dinner tonight.
Welcome to Florence Dinner: Tuscany's Regional Specialties (included with the Deluxe and Lotus: Optional with the Classic plan - inquire to add)
Your Tour Captain hosts an amazing welcome dinner in Florence with authentic Tuscan cuisine served by Fiorentini who love what they do. Florence welcomes us with a variety of regional culinary tastes, premium beverages, and ample portions of fine local wines from Toscana and Chianti.
Where We Stay in the Heart of Florence, 2 Nights with breakfast
See Hotel Collections Tab for more details about our Heart-of-City Properties:
Our Deluxe Hotels Collection —
Grand Hotel Cavour, Hotel Bernini Palace or Similar Our Classic Hotels Collection — Hotel Rosso 23, Hotel Renaissance or Similar Our Lotus Hotels Collection — Grand Hotel Cavour, Hotel Bernini Palace or Similar
Now Journey's Florence Secrets & Treasures tour boasts a variety of fine sights to see including Santa Maria del Fiore, the Baptistery's Bronze "Gate of
Paradise," Giotto's Bell Tower, Signoria Square, and the Galleria dell'Accademia, where Michelangelo's David is housed.
Today's Adventure: Florence Secrets & Treasures
Our Secrets & Treasures Walking Tour of historic Florence features: We will take our time walking through the Piazza della Repubblica, the famous Piazza Signoria with her old palace, Palazzo Vecchio, and make our way through the portico of the Uffizi complex. We will take our time walking through the Piazza della Repubblica, the famous Piazza Signoria with her old palace, Palazzo Vecchio, and make our way through the portico of the Uffizi complex.
Special sightseeing today includes:
Galleria dell’Accademia: Skip the long lines to witness Michelangelo’s David in Europe’s first art school.
Explore Florence’s historic center, a World Heritage site, including the Baptistery, Campanile, and the Duomo with Brunelleschi’s iconic dome. Admire the Gates of Paradise, named by Michelangelo, as our guide shares insights on Ghiberti’s masterpiece.
Stroll through Piazza della Repubblica and Piazza della Signoria, soaking in Florence’s timeless charm.
Following our Secrets & Treasures adventure the balance of the day is at your leisure.
May we suggest some optional activities to fill up your afternoon?
Exploring More of Florence
May We Suggest? • We think simply soaking up Florence this afternoon is a great plan, but if you'd like to fill it up a bit more, consider:
— Interested in checking out the leather market?
—
What about a climb of the Duomo? We can arrange visits, admissions and more for you in advance.
—
Consider a visit to the Basilica di Santa Croce (Basilica of the Holy Cross) is the principal Franciscan church in Florence and a minor Basilica of the Catholic Church. Many illustrious Italians are buried there including Michelangelo, Galileo, Rossini, Marconi, Machiavelli. Thus it is known as the Temple of the Italian Glories.
Optional Guided Experiences for your afternoon: We usually schedule most of these at around 3PM if possible.
• Uffizi Gallery: Private Tour with Guide: $339 per person (3 Hours).
Guided our licensed guide with a PHD in Art History, as well as a published art books author, you will discover the unique artistic and cultural richness as the cradle of the Renaissance. The Uffizi Gallery is one of the most incredible art collections in the world of Italian and European Paintings. During the tour the guide will tell you the incredible stories of such masterpieces including those made by Giotto, Piero della Francesca, Filippo Lippi, Botticelli, Michelangelo, Raphael, Titian, Leonardo da Vinci and Caravaggio.
• Uffizi Gallery: Small Group Guided Tour: $179 per person.
Enjoy the Gallery in a small group: The art history expert will guide you through the Uffizi Gallery and to the masterpieces contained within. During your tour, the guide will accompany you from hall to hall, taking you on a journey into art and its history as he or she illustrates the most beautiful works of art in the museum. Not only will you learn about the importance of each painting, but also the context in the times when they were made.
• Uffizi Gallery: Admission Ticket Only: $49 per person. Enjoy an admission ticket to the Gallery.
• Climb the Duomo Ticket: $59 per person. Enjoy a climb to the top of the cupola by climbing its 463 steps to get an extraordinary view of Florence.
• A private tour of the Pitti Palace in Florence Ticket: $339 per person (2 hours, 2 guest minimum for this privately guided tour.
Italy, provides a personalized journey through this Renaissance marvel, led by an expert guide. Beginning with an introduction to the palace's rich history and Medici legacy, visitors delve into its opulent interior, admiring frescoes, stuccowork, and masterpieces by artists like Raphael and Caravaggio. The tour navigates grand halls, sumptuous apartments, and private chambers, culminating in exploration of the world-class art collections housed within. Following this, a leisurely stroll through the Boboli Gardens offers panoramic vistas and insights into Renaissance landscape architecture. With flexibility for customization, the experience caters to individual interests, ensuring an enriching encounter with Florence's cultural heritage amidst the palace's splendor.
• Admission only to Pitti Palace and/or Gardens.
Option 1: Pitti Palace only (not including gardens) - admission only (no guide): $32 per person
Option 2: Pitti Palace Gardens (Boboli Gardens) only (not including Palace) - admission only (no guide): $23 per person
Option 3: Pitti Palace & Boboli gardens combo; admission only (no guide): $45 per person
Your Tour Captain will invite you to an optional dinner tonight or you can explore Florence at leisure.
Mainstream tour operators generally don't add time in the Tuscany countryside like we do! Along with laundry service, Winery tour and tastings paired with morsels in our own private setting, and the Manhattan of Tuscany.
Under the Tuscan Sun
DAY 7: GOOD MORNING TUSCANY
Today's Adventure: Fruits of the Tuscan Sun
Our journey begins in San Gimignano, famed for its medieval skyline of 13 towering landmarks. Perched above the Elsa Valley, this hilltop town flourished along the Via Francigena, a key medieval trade and pilgrimage route.
Enjoy free time to explore its historic streets and charming shops before toasting our arrival in Tuscany with a glass of Vernaccia, San Gimignano’s signature white wine.
★ Journey Exclusive: Winery Experience
Experience the beauty of a Tuscan winery estate, where we tour the cellars and production facilities before indulging in a wine tasting paired with a delicious farm-to-table lunch. Savor pecorino, bruschetta, and local specialties, perfectly matched with Chianti and Super Tuscan wines. Buon Appetito!
Special Sightseeing today Includes:
San Gimignano: Sightseeing and free time in the Tuscan hill town known for its towers.
Exclusive Winery: Admission, Tour and Wine Tasting at our Estate located in the heart of Tuscany. Beautiful Property with stunning views, delicious varieties paired with sumptuous delicacies. You won't want to leave.
Tuscany's Wine Road: Winding through the Tuscan hills, the wine road offers remarkable beauty, characterized by vineyards, wine cellars, distant rolling landscapes, and villages up in the hills.
On to Cortona
This afternoon, we take a scenic drive to the charming hill town of Cortona, nestled in the heart of Tuscany. Upon arrival at our villa hotel, your Tour Captain handles check-in, giving you time to relax before gathering for a short walk to our Apericena experience — a perfect start to our stay.
Discovery Walk: Cortona
Stroll through Cortona’s historic heart, uncovering its Etruscan, Roman, and Hollywood ties as your Tour Captain welcomes you to Tuscany. Walk along Via Nazionale to Piazza Garibaldi and Piazza della Repubblica, where we delve into the legendary Battle of Trasimeno. Then, relax and savor a classic Tuscan evening under the warm afternoon sun.
Now Journey Exclusive: Special Apericena Dinner in Cortona (included with the Deluxe and Lotus: Optional with the Classic plan - inquire to add)
Tonight you will join your Tour Captain for a Journey exclusive welcome "aperitivo" called Apericena by the modern Italians.
It's the perfect complement for your palate after a day of great cuisine and wine. Our dinner aperitivo provides a just-right, light meal finale to our beautiful day in the Tuscan countryside and in the magical ambiance of this delightful hill town. Afterwards, enjoy the balance of the evening at your leisure.
Where We Stay in Cortona, 2 Nights with breakfast
See Hotel Collections Tab for more details about our Heart-of-City Properties:
Our Deluxe Hotels Collection —
Villa Marsili, Hotel San Michele, Monastero di Cortona Hotel & Spa or Similar Our Classic Hotels Collection — Hotel Italia or Similar Our Lotus Hotels Collection — Villa Marsili, Hotel San Michele, Monastero di Cortona Hotel & Spa or Similar
Enjoy a full free day at your leisure in beautiful Cortona.
Many options are available from Cooking Classes to a day trip to Siena and more. Today, enjoy Tuscany at your leisure - perhaps it's a thorough exploration of delightful Cortona, a cooking class, horse-back riding, Vespa rental and much more.
May we suggest some optional activites for your day (and night) in Cortona:
Cortona to Explore
Options for Today Might we suggest:
• Cooking Class from Cortona —
Just outside of Cortona, in the company of an expert chef, participants learn how to make several courses including a dessert. It is a different experience where the participants learn to prepare a multiple-course meal and then partake in the sampling of the prepared dishes while enjoying the olive oils and wines of the region! -Duration 3-5 hours. $280 per person.
• Horseback Riding Adventure
— Commences at 9:30/10:00am or 2:00/3:00pm. $99 per person for first 2 hours, $37 per hour for each additional hour. Front desk of hotel will arrange round-trip taxi for you at guest expense. Options available for beginner or experienced riders.
• Tour of Siena — Departs around 9:30am. $465 per person. The tour includes round-trip transfer from Cortona to Siena with a walking tour of Siena in the morning and some free time in the afternoon. Today's tour will walk you through the old Ghetto, the Tower District (Contrada della Torre), and through little alleys, and on to the Basilica dei Servi, from which point you can enjoy an amazing view of the old town. We will take in Orto dei Pecci; a pleasant and easily accessible garden, located just behind the main square: The serenity and tranquility of this green oasis, together with the view of the incredible Torre del Mangia will mesmerize you.
• Morning Tour of Siena with Cooking Class in Afternoon — Departs around 9:30am. $599 per person. Enjoy the morning tour (see description above) and then a special cooking class in the afternoon. Our driver then whisks you to a nearby villa where you will enjoy a tour of the vines, immersion in all things Wine, Balsamic, and Olive Oil followed by a cooking lesson. And, yes, you then enjoy the fruits of your labor. Our chef is capable and entertaining as you enjoy learning more about Tuscan cooking. We then return to the hotel in Cortona for a free evening.
• Cortona and the Franciscan Monastery Le Celle
— $190 per person. A classic private walking tour of Cortona comprises the Garibaldi Square with its magnificent panoramic view over the Valdichiana, the Church of St. Dominic built for the Dominicans with its medieval architecture and paintings by Luca Signorelli e Lorenzo di Niccolò, via Nazionale, the Republic Square with the Town Hall, the Church of St. Francis with its collection of objects owned to St. Francis of Assisi, Piazza Signorelli with Palazzo Casali and the Duomo. Then the tour continues by car outside the city walls of Cortona to the Franciscan Monastery of Le Celle, immersed in a forest and a place of an extraordinary beauty, calm and Franciscan spirituality.
• Cortona Ancient Walls, Fortresses, Convents and Churches
— $190 per person.
This is a walking tour on steep slopes in the oldest part of Cortona leading up to the very top of the hill. For this reason is suitable for guests who enjoy walking (hiking) on slopes. The prize at the end is a fantastic view of Cortona and the valley below and the beauty of this less frequented and untouched part of the town. Above the center, half-way up to the hill of Cortona, are the Church San Francesco and beyond a cypress-lined courtyard, is the 15th century Chiesa di San Niccolò. The 15th-century church has a small porch with slender columns and the interior houses paintings by Luca Signorelli: the two-sided panel-painting, Descent from the Cross and Madonna Enthroned, and a fresco, Madonna with Saints. Passing by the little church San Cristoforo and Porta Montanina we will stop on the top to visit the Sanctuary of Santa Margherita, the town's patron saint. Finally walking down through the old part of town through the narrow alleyways of the quarter called Poggio San Marco you will admire also the beautiful 12 Via Crucis Stations with mosaics by the Futurist artist Gino Severin, a native of Cortona.
• Assisi Privately Guided Tour with round-trip transportation — $279 per person.
Enjoy this special visit to the hometown of Saint Francis, peacefully set on the slopes of the Subasio Mountain. The Basilica of Saint Francis is one of Europe's most important church buildings and undoubtedly the cultural highlight of the entire region. Our guide will show you the most important monuments, the Roman remains, the charming intact medieval town, stunning views of the landscape and the town's hidden treasures. During this guided tour you will see the Basilica of St. Francis*, Piazza del Comune (central square), Minerva temple and other sites.
About Cortona
Cortona is a small but fascinating hill town in the province of Arezzo, Tuscany. It is situated on a commanding hill that overlooks Lake Trasimeno, known for the infamous rout of the Romans by Hannibal and the Carthaginians. Its cyclopean walls, still preserved in great part, are said to be 3000 years old. It was one of the twelve cities of Etruria.
Soak in the morning: enjoy a walk through the vineyards, or a hike up to the castle or a leisurely stroll through the piazza and streets.
Journey is Different: Your Journey Tour Captain will invite you to an optional dinner tonight or choose to enjoy your last night in Cortona at your leisure.
Our hotels located perfectly in the heart of Old Rome, seconds from the Pantheon, our Guide is the best in the city, and our finalé night in Rome is an exclusive to Now Journey and you will never forget it!
DAY 9: TO ROME
Heading south, we approach Rome, a living museum of history and grandeur. Tuscany’s rolling hills fade into Lazio’s storied landscapes, each mile drawing us closer to a city where antiquity and modernity intertwine effortlessly.
There Once was a Dream that Was Rome.
Today, we enter Rome, where history stands still. As the city's energy rises around us, a skyline of domes, ruins, and ancient landmarks unfolds. Soon, we’ll walk among the remnants of an empire—cobblestones, columns, and arches whispering stories of emperors and philosophers. Welcome to the Eternal City.
Discovery Walk: Rome
We arrive at our hotels and check in. The locations of our hotels in Rome are within a minute or so walk of the incredible Pantheon. Conitnue with the Now Journey Tour Captain for a walk through the very heart of Old Rome.
We begin our exploration of Rome beginning with an elephant and continue to immerse ourselves in over 2000 years of history of the 'Empire. We enter the amazing Pantheon and learn of its interesting history and continue our walk to soak up Piazza Navona, once a site where mock naval battles were held. We continue with our Discovery Walk as we pass through Campo de Fiore (field of flowers) - do you know the name of the figure whose likeness is crafted in the statue in this amazing campo? We walk by Largo di Torre Argentina and learn of Julius Caesar's fate. We will also see a village of modern Roman felines.
Welcome to Rome Dinner: The Cuisine of Lazio Kicks Off the Dining Experience (included with the Deluxe and Lotus: Optional with the Classic plan - inquire to add)
Tonight you will join your Journey Tour Captain for a special welcome to Rome dinner complete with premium beverages and wine from the region of Lazio, Campania and Toscana.
Where We Stay in Rome, 3 Nights with breakfast
See Hotel Collections Tab for more details about our Heart-of-City Properties:
Our Deluxe Hotels Collection —
Palazzo Navona, Antico Albergo del Sole al Pantheon, Iconic Pantheon Rome Hotel, L'Orologio or Similar Our Classic Hotels Collection — Hotel Navona, Albergo Abruzzi, Albergo Santa Chiara or Similar Our Lotus Hotels Collection — Orient Express La Minerva, Palazzo Navona, The Pantheon Iconic Rome Hotel or Similar.
With Privileged Entry, explore the Vatican Museums, marvel at the Sistine Chapel, and stand in awe of St. Peter’s Basilica and Square. As we exit into St. Peter’s Square, spot the Swiss Guard in their colorful uniforms. When ready, Now Journey transports await to return us to our hotels.
Special Sightseeing Includes:
St. Peter's Basilica and Square: Admission and Guided Tour to St. Peter's Basilica. Enjoy Skip-the-Long-Line special access with Priviledged Access Admission Included.
Sistine Chapel: Admission and Guided Tour of the Sistine Chapel: You will find inside the chapel The Last Judgment painting by Michelangelo, which he painted during the years 1535 to 1541. The work, designed on a grand scale, spans the entire wall behind the Sistine Chapel altar.
Vatican Museums: Admission and Guided Tour of the Vatican City Museums: The Museums boast some of the most impressive tapestries and other works of art and sculpture found in the world.
Enjoy the balance of the afternoon and evening at your leisure.
Note for 2025 Departures: The Vatican’s Jubilee celebration may bring occasional, last-minute closures beyond Now Journey’s control. If access is affected, we’ll adjust our itinerary to ensure a seamless experience. For any missed visits or experiences, we will provide documentation so you may submit the canceled experience to your Trip Cancellation and Interruption Insurance provider. Rest assured, your time in Rome will still be unforgettable.
Your Tour Captain will invite you to an optional dinner tonight or you can explore Rome at your leisure.
This afternoon may we suggest an optional activity:
May We Suggest? • We think simply soaking up Rome this afternoon is a great plan, but if you'd like to fill it up a bit more, consider:
Consider experiencing the Baths of Caracalla while in Rome. Includes privately guided tour, admissions and roundtrip taxi transfer from hotel. Also includes standard gratuities. $250 per person, minimum 2 guests
DAY 11: Rome: Eternal city, history's living canvas
Today's Adventure: Imperial Rome
Today, we set out on a captivating stroll through Rome, where ancient ruins and modern life blend seamlessly. As we wander, witness history woven into the city's vibrant present, revealing a timeless narrative that still shapes Roman life today.
We make our way to the Colosseum and Roman Forum, the town center of the Roman Empire, for our special access, in-depth touring experience, complete with admissions.
Special Sightseeing Includes:
Colosseo: Flavian's amphitheater known popularly as the Colosseum. Admission and Guided Tour of the Colosseum: Heart of The Empire. Enjoy Skip-the-Long-Line entrance.
Foro Romano: Admission and Guided Tour of the Roman Forum ~ We walk through the archaeological dig for unique perspectives of the Old Town Center of Rome, Palatine Hill, Capitoline Hill, Caesar's Palace, Curia or the Senate House, Temple of the Vestal Virgins, and the Triumphal Arches.
Capitoline Hill: We ascend this amazingly sculptured and architecturally inspirational locale.
Walking Delights: Views of Trajan's Market, Palatine Hill, Caesar's Palace, Curia known as the Senate Building, the Vittorio Emanuele II National Monument, the Jewish Ghetto, and other historic landmarks.
Now Journey Exclusive: A Very Special Evening
Tonight join your Tour Captain for our included 'Farewell to Rome' dinner at a very exclusive location. (included with the Deluxe and Lotus: Optional with the Classic plan - inquire to add)
Our days have been filled with new sights, tastes and discoveries - tonight enjoy reflecting on the incredible journey we've had together. It has been a Journey of Adventure and Discovery, along with making new friends!
Tomorrow we will say, 'Arrivederci Roma!' but tonight we sing and make melody in the very heart of Rome.
Perfectly positioned hotels with amazing terraces, balconies and views of the Bay of Naples, consider our optional private boat with towel service, refreshments and the amazing Island of Capri.
Amalfi Coast & Sorrento Peninsula
Day 12: NAPLES, POMPEII, THE SORRENTO PENINSULA & AMALFI COAST
Say goodbye to Rome as we make our way to the amazing Amalfi Coast and Sorrento Peninsula. Upon arrival to Naples and the modern city of Pompei is where we enjoy an expertly guided tour of Pompeii (note the two i's), which is the ancient Roman city we will visit with our tour this morning.
Amazing Amalfi. Pompeii, Sorrento.
Today's Adventure: Pompeii Ancient Site
On our tour of the World Heritage Site of Pompeii we find out the city was lost for nearly 1700 years before its rediscovery in 1748. Enjoy the commentary of our Local Guide as you learn of its colorful history and tragic end.
After our experience we make our way to Sorrento, our home to explore the amazing Amalfi Coast.
Discovery Walk: Sorrento
After our check in, and time to relax we will enjoy a Discovery Walk on the way into the heart of Sorrento. Nestled along the breathtaking Amalfi Coast, Sorrento captivates with its charming narrow streets adorned with vibrant bougainvillea and lemon trees. The town's picturesque cliffside location offers stunning panoramic views of the azure Tyrrhenian Sea, making every step of your discovery walk an enchanting journey through Mediterranean beauty.
Welcome Dinner: Sorrento (included with the Deluxe and Lotus: Optional with the Classic plan - inquire to add)
Your Tour Captain hosts an amazing welcome dinner in Sorrento. The owner, Mario, and Chef Lena and their family welcome us to dinner tonight. Get ready for a wonderful evening of Sorrentina cuisine and hospitality.
Where We Stay in Sorrento, 2 Nights
See Hotel Collections Tab for more details about our Heart-of-City Properties:
Our Deluxe Hotels Collection —
Grand Hotel Capodimonte with Sea View, Hotel Continental or Similar Our Classic Hotels Collection — Hotel Rivage, Villa Maria or Similar Our Lotus Hotels Collection — Grand Hotel Capodimonte with Sea View, Ava Maris Hotel & Spa, Bellevue Syrene, Hotel Belair or Similar
You will have today completely at your leisure to explore Sorrento or consider one of our optional adventures.
Highly Recommended: Private Boat Tour to the Isle of Capri– $630/person
A premium experience well worth it! Set out on a stunning boat trip to the Isle of Capri, where you'll have free time to explore. Then, cruise around the island, enjoy a refreshing swim with towel service and onboard refreshments, and return to Sorrento in style.
Our Special Journey Finalé
Upon our return to the hotel, enjoy some time at leisure before we meet to walk once more into the enchanting embrace of Sorrento. Amidst the ambience, we shall partake in the Passeggiata, savoring each step as we reminisce on our shared odyssey.
Our rendezvous culminates in a time-honored Traditional Farewell Apericena (included with the Deluxe and Lotus: Optional with the Classic plan - inquire to add), a celebration of camaraderie and cherished memories at one of our favorite locales in Sorrento. Thus concludes our Journey of Adventure and Discovery, enriched by the bonds of newfound friendship. Until we meet again on our next escapade — Arrivederci!
The Isle of Capri Awaits
Today's Optional Adventure: Isle of Capri, $630 per person
Your Journey Tour Captain will introduce Capri to you (and the other villa of Ana Capri). Occasionally, and when weather and seas permit, we are
able to provide an experience that includes (in addition to round-trip service to and from Capri) time on the boat around the island with stops at various Grottos for viewing and swimming if you desire. We only "pass by" the Blue Grotto, we do not go inside the Blue Grotto as this usually takes the majority of the day. Note: In case of rough seas and/or inclement weather cancellation, there are no refunds on any missed parts of the day such as if the boat cannot be used. You will need to submit this as a claim to your travel insurance.
Our Isle of Capri Adventure includes:
Seamless Transfers: Enjoy private hotel pick-up and drop-off for a stress-free journey.
Exclusive Island Transportation: Traverse the island in style with an open-air taxi service.
Charming Exploration: Discover the captivating towns of Capri and Anacapri.
Breathtaking Views: Ride the scenic chairlift to the summit of Monte Solaro for panoramic vistas.
Expert Guidance: Experience the island with your dedicated Tour Captain as your guide.
Onboard Luxury: Indulge in a luxurious towel service and refreshments, including prosecco, beer, soda, water, and snacks.
Private Boat Experience: Cruise around Capri on a private boat equipped with a professional captain and onboard restroom facilities.
Breakfast is included this morning should you have time before your departure.
Are you wrapping up your Journey in Sorrento? May we recommend our Optional Departure Transfer to the Naples NAP Airport for $88 per person, minimum two guests. Inquire with us to book this departure transfer.
Be Our Guest! Add an extra night in Sorrento at a reduced rate with our promotion — inquire!
Our Hotels
Heart-of-City Hotels make the Italy's Great Cities Tour experience unique.
Our Deluxe Hotels Collection features 4 to 5-Star properties including entry-level room categories in 5-Star, and one category above entry-level in 4-Star. Elevate your stay even more with our Lotus Hotels Collection which features 4 to 5-Star properties including Select Upper Category Rooms in 5-Star and 4-Star - Inquire about Lotus. Our Classic Hotels Collection includes 3 and 4 Star properties with private bathrooms, and continental breakfast in most properties.
LAKE COMO: 2 NIGHTS - ELEGANT MAJESTY
VENICE: 2 NIGHTS - AH! VENICE!
FLORENCE: 2 NIGHTS - BIRTHPLACE OF THE RENAISSANCE
CORTONA: 2 NIGHTS - UNDER THE TUSCAN SUN
ROME: 3 NIGHTS - WHERE ALL ROADS LEAD
SORRENTO: 2 NIGHTS - THE JET SETTER'S PARADISE
What's Included
Slow down your travel with us on our world-class Small Group Italy Tour and enjoy these inclusions.
Your Personal Italy Expert: Friendly, entertaining Tour Captain beginning to end.
Privately Guided Tours: Local easy-to-understand, English-speaking Guides.
Iconic Sites & Experiences with Skip-the-Long-Line Admission included:
Lake Como: Bellagio, Pearl of the Lake, Private Boat Excursion
Venice: Basilica San Marco, St. Mark's Square, Gondola
Rome: Vatican City, Sistine Chapel, Colosseum, Roman Forum
Amalfi Coast: Pompeii, Sorrento, Isle of Capri
True Small Group: 8 to 12 Guests, Max 16 like-minded travelers.
Arrival Transfer: Included Meet & Greet from Milan Malpensa Airport (MXP).
Fast-Track Skip-the-Long-Lines: Priviledged entry to iconic sites.
Luggage Portaged: Handling through your Journey. No surprise up-sells.
Comfort All the Way: Premium Fast Train and Micro-Concept transport. No buses.
Laundry Service: Complimentary service mid-way through your Journey.
Hand-Picked, Heart of City Hotels: Deluxe features 4+ to 5-star properties or Classic features Superior Tourist style
Transparent Pricing: No hidden fees or taxes. Gratuities included, except for the Tour Captain.
What's unique about Now Journey's dining experiences? Unique in the travel industry dining with Unlimited Premium Beverages and ordering from the restaurant menu.
— Deluxe/Lotus: 22 Meals: 13 Breakfasts: Enjoy a full hot buffet breakfast, including coffee, espresso, or table service, 8 Now Journey Style Dining Events: 6 Dinners + 2 Italian Apericeni, 1 Wine Tasting paired with Delicious Morsels.
— Classic: 15 Meals: 13 Breakfasts, 1 Now Journey Style Welcome Dinner in Bellagio, 1 Wine Tasting paired with Delicious Morsels.
Why Sweet 16?
At Now Journey, we keep our small group tours to a maximum of 16 guests to preserve seamless communication, shared camaraderie, and immersive experiences. Beyond this number, small-group dynamics weaken, limiting personal connections and spontaneity. With fewer travelers, our expert Tour Captains ensure richer storytelling, deeper cultural insight, and exclusive access.
Important - Not Included
Passport Requirements
To ensure smooth travel, your passport must be valid for at least six (6) months beyond the end of your journey. Additionally, you should have at least two (2) blank visa pages available for entry and exit stamps for each country you visit.
If you are not a U.S. citizen, please check with your consulate or embassy to confirm the entry requirements specific to your nationality.
Visa Requirements
Entry requirements and visa regulations frequently change, and it is your responsibility as a traveler to secure the necessary documentation for every destination on your journey.
Transit & Visa Information
If you have a layover or connection in the United Kingdom, the ETA visa(https://www.gov.uk/guidance/apply-for-an-electronic-travel-authorisation-eta#apply-for-an-eta) is the only requirement to be aware of at this time.
Additionally, keep an eye out for the European Union's ETIAS(Link: https://travel-europe.europa.eu/etias_en), which is expected to take effect later in 2025. It is the Now Journey Guest responsibility to secure all Passports and Visas/electronic travel authorities and the like.
Entry Fees in Certain Cities
The City of Venice (along with other European cities) have enacted a new Euro per person entry fee for day-trippers. This fee will not apply to Now Journey Guests staying overnight in the city of Venice.
Now Journey Guests must still complete an online exemption form which will provide you with a QR Code as proof of your lodging in the city. Link: https://cda.ve.it/en/
Health & Vaccination Guidelines
Guests should check with the relevant government agencies or consulates to confirm any vaccination requirements for the countries they will be visiting or transiting through.
Departures
2025-2026 14-Day True Small Group Tour Departures through amazing Italy.
ITALY'S GREAT CITIES TOUR - Limited to 16 Guests. Averaging 10 Guests. Prices are Per Person in US Dollars and based on 2 guests in a room. International airfare is not included. Solo Supplement for a Double for Use room: Deluxe: $3749, Classic: $2279, Lotus: Inquire.
Italy in the Spring This is one of the best times to be in Italy: No crowds, moderate temps averaging in the 60s, and some showers to bring May flowers! Seasonal air conditioning is limited due to government regulations.
May: Near Perfect It's difficult to beat Italy in May. Early May can see some showers, but mid to late May is the time for moderate crowds, great temps in the 70s, sunshine and La Dolce Vita!
June: Graduate to More Perfection The weather is near perfect in June, that's why the volume of travelers is high. It's a great time to celebrate our graduate as well!
September: Great Harvest September is still considered high season these days and for good reason: The harvest in Tuscany and other areas is in swing and the weather is so very special. Highs in the 70s in mid to late September.
Italy in the Spring This is one of the best times to be in Italy: No crowds, moderate temps averaging in the 60s, and some showers to bring May flowers! Seasonal air conditioning is limited due to government regulations.
May: Near Perfect It's difficult to beat Italy in May. Early May can see some showers, but mid to late May is the time for moderate crowds, great temps in the 70s, sunshine and La Dolce Vita!
June: Graduate to More Perfection The weather is near perfect in June, that's why the volume of travelers is high. It's a great time to celebrate our graduate as well!
September: Great Harvest September is still considered high season these days and for good reason: The harvest in Tuscany and other areas is in swing and the weather is so very special. Highs in the 70s in mid to late September.
Welcome Dinner 
Where We Stay on Lake Como, 2 Nights with breakfast
Today's Adventure: Lago di Como
Special Adventure: Venetian Gondola Experience
Our Special Journey Finalé