14 DAYS —  ROOF-TOP EXPERIENCES —  MORNINGS WITH GUIDES, AFTERNOONS AT LEISURE

Italy's Great Cities Tour

14 DAYS • LAKE COMO TO THE AMALFI COAST
MAX 16 GUESTS • DISCOVER TRUE SMALL GROUP

Bag Portage from beginning to end.
No Big Buses. No Long Lines.
Perfectly-balanced Days.
 

Our Complete 14-Day Adventure: Lake Como to Amalfi Coast — See our reviews on TripAdvisor.  

Meet Italy's Great Cities 14 Day Adventure: Lake Como to the Amalfi Coast with 2 Beautiful Days in the Tuscan Countryside, Pompeii, Venice, Florence and Rome

See Full ItinerarySEE ITINERARY | DATES & PRICES | FAQs | MAKE A RESERVATION

Now Journey's Unique Approach means we arrange everything for you, you just enjoy! Our amazing small group package to Italy is unique and features:

★ What's Included with Now Journey's Italy?


Our Complete Daily Itinerary

Explore Italy's beauty on our small group tour, starting from Lake Como and culminating in the breathtaking Amalfi Coast. Enjoy our Signature Hotels featuring 4 to 5-Star hotels, or elevate your experience with our Lotus package, offering premium room categories in each city. You can select the Classic Hotels Collection, which includes 3+ to 4-star hotels.

May We Suggest? May we suggest you come in a day early to recover from your flight? Inquire with your Now Journey specialist. Fill your early day with a cooking class with Chef Luigi or perhaps an afternoon hike around the lake. You may also add a pre-tour hotel room in Milan and enjoy exploring the heart of the city and its magnificent Duomo. Inquire for details.

  UNIQUE IN THE INDUSTRY DINING with Unlimited Premium Beverages:
Signature: 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.


Prologue: Lake Como

Lake Como: 4 Pearls of the Lake— 
2 Days, 2 Nights


Just like a great novel, the Italy's Great Cities Tour begins with a special opening on beautiful Lake Como in one of the Four Pearls of the Lake: Bellagio, Mennagio, Varenna or Tremezzo.

DAY 1: WELCOME TO BEAUTIFUL LAKE COMO

The Journey begins on beautiful Lake Como. We can't wait to welcome you to the village and the stunning view of the lake to begin your Journey. Whether you arrive from Milan (with a pre-tour hotel room) or if you've simply arrived today, the Classic Great Cities of Italy Journey will absolutely delight you.

Orientation Walk IconThe Now Journey Style of Travel: Enjoy the Discovery Walk on Arrival Day
Our Discovery Walk is a hallmark of the Now Journey style of traveling when exploring new destinations —  a brief orientation walk with your Now Journey Tour Captain (not to be confused with our immersive Sightseeing Tour that occurs the next day).

Today: Discovery Walk, Reception and Dinner

Beautiful Lake Como

Journey's approach to touring Italy is unique: we combine local expert Italian Guides with our Journey Tour Captains serving as your host for the perfect balance of activity and leisure time so you can truly soak up all that is Italy. No sun-up to sun-down touring with us, but we do enjoy walking the cities and villages of Italy. This afternoon you will meet your fellow travelers and your Journey Tour Captain for the included Discovery Walk. Then enjoy some time at leisure before meeting tonight for a wonderful dining experience.

Nestled along the pristine shores of Lake Como, Bellagio emerges as a jewel of unparalleled beauty and mystery. Its picturesque setting, surrounded by the towering Alps, provides a breathtaking backdrop to the elegant villas and lush gardens that grace the lakefront. As sunlight dances on the water and gentle breezes carry whispers through cobbled streets, Bellagio reveals its enigmatic charm, inviting visitors to explore a world where history and nature seamlessly intertwine, leaving an indelible sense of wonder and tranquility in its wake.

Journey Dinners IconWelcome to Lake Como Dinner

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.

ABOUT ITALIAN CUISINE
Journey Cuisine is authentically Italian: Family-owned restaurants farm to table. Journey’s approach to dining is unique in the travel world (just like the regions of Italy). We include Premium Beverages (wine, soda and cocktails) and you choose your dinner from the menu. The Italian chefs and families are proud of their delicious dishes which hail from each of the regions in which Journey travels. From Lombardia and beautiful Lake Como to the Veneto region with Venice all the way through to the Amalfi Coast and Campania, you will enjoy a variety of dishes featuring pasta, seafood combined plates, vegetable inspired contorni and of course Tuscan inspired dishes. While in Italy we will enjoy locally grown produce where the concept of nostrale, or home-grown, is so evident.

Journey Hotels IconWhere We Stay on Lake Como, 2 Nights with breakfast

Our Signature Hotels Collection — 
Hotel Villa Belvedere, Grand Villa Serbelloni, Grand Hotel Mennagio, Hotel Royal Victoria, Hotel du Lac Varenna, or Similar
—  Our Signature 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.

Explore our Classic Collection, offering affordable hotel options, or indulge in the Lotus Collection, featuring luxurious hotels and breathtaking room categories.

Our Classic Hotels Collection — 
Hotel Metropole, Hotel Centrale or Similar

Our Classic Package includes 3 and 4 Star properties with private bathrooms, and continental breakfast in most properties.

Our Lotus Hotels Collection — 
Hotel Villa Belvedere, Grand Villa Serbelloni, Grand Hotel Menaggio or Similar
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.

Hotel room assignments are made at around 60 days prior to the adventure. A comparable hotel will be utilized should our space be sold out by the time you book —  we will advise you of your final hotels.

DAY 2: EXPLORING LAKE COMO

Sightseeing IconToday's Adventure: Lago di Como
After the delicious included breakfast at your hotel, join the Tour Captain and our expert City Guide for a morning exploring Lake Como from our private boat. You will enjoy a unique touring experience through the dramatic landscapes of the lake.

Today: Sightseeing Adventure

 

Beautiful Lake Como

Sightseeing IconToday's Adventure: Lago di Como
Today, enjoy a walk through Bellagio and enjoy the sites and learn a bit about the history of the town and the lake with your Tour Captain; Then meet our other Captain on our private boat tour of the lake to view the magnificent villas. Lago di Como is the third largest lake in Italy. At over 1320 feet deep it is one of the deepest lakes in Europe. The lake's name comes from the town of Como. On a clear day the spectacular Alps are visible across the lake.

Walking on Your Journey
We enjoy walking the streets and stairs of Italy so get ready for exploring the cities and villages of Italy by foot. Plan to be on your feet for up to three (3) hours standing and walking up-and-down stairs, cobblestone streets, and hopping on-and-off our private (and sometimes public) transportation in all weather conditions (rain, sun, hot and cold weather). Our pace is unhurried but you must be physically capable of walking.

Enjoy the balance of the afternoon and the evening at your leisure.

Journey is Different: Your Journey Tour Captain invites you to an optional dinner or you may explore at your leisure.

 

 


Chapter 1: Welcome to Venice

La Serenissima: Venice: The Most Serene — 
2 Days, 2 Nights


Why Now Journey for Italy's Great Cities? Venice: 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 VENICEVenice Canal

This morning we will say "Arrivederci" to Lake Como as we will make our way to Milano Centrale Train Station for onward journey on the fast-train to the port city of Venice. On some departures you will be whisked along via our Micro-coach or Sedan. It's about a 2.5 hour trip to Venice and the coast. 

Upon arrival we are transported via private water taxi to our hotel on San Marco along with your fellow travelers and your Journey Tour Captain. Check-in, drop carry-ons off (remember, your luggage is portaged and you manage your carry-ons), and then relax until our Discovery Walk. 

Amazing Venice

Discovery WalkDiscovery Walk
You will enjoy a get-to-know-Venice Discovery Walk — a hallmark of the Journey style of traveling and exploring new destinations hosted by your Journey Tour Captain. We will take in the beautiful sights of Piazza San Marco, the "Campanile" or clock tower, the Grand Canal and more.

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

Prosecco IconLeisure Time

Enjoy some leisure time before meeting tonight for a special 'Welcome to Venice' evening from one of our exclusive perspectives to see Venice.

Journey Dinners IconWelcome 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 Journey).

Journey Hotels IconWhere We Stay in Venice on San Marco Island, 2 Nights with breakfast

Our Signature Hotels Collection — 
Hotel Saturnia & International, Hotel Monaco & Grand Canal or Similar
—  Our Signature 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.

Explore our Classic Collection, offering affordable hotel options, or indulge in the Lotus Collection, featuring luxurious hotels and breathtaking room categories.

Our Classic Hotels Collection — 
Hotel Do Pozzi or Similar

Our Classic Package includes 3 and 4 Star properties with private bathrooms, and continental breakfast in most properties.

Our Lotus Hotels Collection — 
Hotel Nolinski Venezia, Hotel Violino d'oro, Baglioni Hotel Luna, Monaco & Grand Canal or Similar
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.

Hotel room assignments are made at around 60 days prior to the adventure. A comparable hotel will be utilized should our space be sold out by the time you book —  we will advise you of your final hotels.


DAY 4: EXPLORING VENICEVenice Canal

Sightseeing IconToday's Adventure: Venice Secrets & Treasures

Venice's Secrets & Treasures is Journey's unique touring experience through this dramatic and historic port city. Today, learn of Venice's fascinating and colorful past, including everything from Casanova to Napoleon. Venice's character springs to life as we make our way through her nooks and crannies and mysterious alley ways.

Today: Sightseeing Adventure, Gondola Experience

Venice: The Story Begins

Sightseeing IconToday's Adventure: Venice Secets & Treasures
Journey's professional local guide provides expert commentary as we enter the fascinating and colorful Basilica San Marco (St. Mark's Basilica). Then we go back in time with our visit to the Doge's Palace, the Old Prison (and yes, you will learn about the gentleman Casanova), and the famous Bridge of Sighs.

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
  • Enjoy included admission/entrance to Museo Correr, Museo Archeologico Nazionale and Monumental Rooms of the Biblioteca Nazionale Marciana at your leisure.

Gondola IconSpecial 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

Journey is Different: Your Journey 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. 

 

Chapter 2: Florence

Birthplace of the Renaissance – 
2 Days, 2 Nights


Why Now Journey for Italy's Great Cities? Florence: 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 FLORENCEFlorence Panorama

Sightseeing IconToday'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 Santa Maria Novella Train Station and taking a short walk to your centrally located hotels in Florence.

Today: Florence, Discovery Walk, Welcome Dinner

Florence: Birthplace of the Renaissance

Orientation Walk IconDiscovery Walk: Florence
On the Discovery Walk we will orient you to the very heart of historic Florence. In addition to seeing many of the major sites including Giotto's Campanile (Bell Tower) and the Baptistery, the Florence Cathedral, also known as the Duomo, we will enjoy entrance to Orsanmichele church and the church of Via Santa Margherita which was the parish of many Florentine families, such as Cerchi, Donati, Adimari and Portinari. We will also get introduce to the Ponte Vecchio (Old Bridge), the only bridge to survive World War II bombing.

Enjoy the balance of the afternoon at leisure until our welcome dinner tonight.

Journey Dinners IconWelcome to Florence Dinner: Tuscany's Regional Specialties

Your Journey 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.

Journey Hotels IconWhere We Stay in the Heart of Florence, 2 Nights with breakfast

Our Signature Hotels Collection — 
Grand Hotel Cavour, Hotel Bernini Palace or Similar
—  Our Signature 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.

Explore our Classic Collection, offering affordable hotel options, or indulge in the Lotus Collection, featuring luxurious hotels and breathtaking room categories.

Our Classic Hotels Collection — 
Hotel Rosso 23, Hotel Renaissance or Similar

Our Classic Package includes 3 and 4 Star properties with private bathrooms, and continental breakfast in most properties.

Our Lotus Hotels Collection — 
Grand Hotel Cavour, Hotel Bernini Palace or Similar
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.

Hotel room assignments are made at around 60 days prior to the adventure. A comparable hotel will be utilized should our space be sold out by the time you book —  we will advise you of your final hotels.



DAY 6: EXPLORING FLORENCE

Sightseeing IconToday's Adventure: Florence Secrets & Treasures

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 Florence Journeyers enjoying the afternoon sun.
Paradise," Giotto's Bell Tower, Signoria Square, and the Galleria dell'Accademia, where Michelangelo's David is housed.

Sightseeing Immersion Tour, Afternoon at Leisure, Sunset Experience



Florence: Exploring the Heart

Sightseeing IconToday'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.

  • Galleria dell'Accademia: Skip-the-Long-Line admission to experience Michelangelo's David in the Academy Gallery, the first art school of Europe.
  • Our tour includes the historic city center which is a World Heritage site that comprises the Baptistery, Campanile, and the Basilica di Santa Maria del Fiore – also known as the Duomo. The 14th-century dome was created by Brunelleschi.
  • See the magnificent Gates of Paradise on the Baptistery, so called by Michelangelo. Our Local Guide will comment on these impressive doors to the Baptistery created by Lorenzo Ghiberti. Until the 19th century, most Catholic Florentines were baptized here. The Baptistery and Giotto's Campanile whose perspective we enjoy from ground level are all part of the Duomo of Santa Maria del Fiori complex.
  • Walking Delights: We explore Piazza della Repubblica and Piazza della Signoria

Following our Secrets & Treasures adventure the balance of the day is at your leisure.

Enjoy the balance of the afternoon and evening at your leisure.

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

Journey is Different: Your Journey Tour Captain will invite you to an optional dinner tonight or you can explore Florence at leisure.

 

Chapter 3: Under the Tuscan Sun

Tuscany's Countryside — 
2 Days, 2 Nights


Why Now Journey for Italy's Great Cities? Tuscany: 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.Tuscan Hills

Under the Tuscan Sun

DAY 7: GOOD MORNING TUSCANY

Sightseeing IconToday's Adventure: Tuscan Glory

It's a great day to explore further into the Tuscan countryside. After breakfast this morning, we bid Arrivederci to Florence and travel in our comfortable micro-coach into the Tuscan countryside.

Today: Sightseeing Immersion, Winery Visit, Welcome to Cortona

 

Tuscany: Italy's Countryside

Sightseeing IconToday's Adventure: Tuscan Glory

Our first stop is the hilltop village of San Gimignano. One of San Gimignano's most impressive sights is the medieval skyline made up of 13 remaining towers dating back from the 11th century. San Gimignano rises on a hill dominating the Elsa Valley. The town increased in wealth and developed greatly during the Middle Ages thanks to the "Via Francigena", the trading and pilgrim's route that crossed it. Once in San Gimignano, we enjoy free time to explore the city of towers. San Gimignano also has several distractions for shopping - so dig in and enjoy!

We'll toast our arrival into the countryside of Tuscany with a unique perspective and our first taste of Vernaccia, a white wine that hails from San Gimignano.

Exclusive IconJourney Exclusive: Winery Experience

Enjoy our in-depth experience at our winery estate in the heart of Tuscany - simply stunning.

We will enjoy a tour of the production facilities and cellars, followed by a delightful wine-tasting paired with perfect morsels for lunch. Buon Appetito!Vineyards in Tuscany

Our lunch palate-pleasing appetizers, including pecorino cheese, bruschetta, and other local farm-to-table delights. You'll get your fill of classic Chianti and Super Tuscan varieties along with delicate cuisine hand-made by the chef.

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.

To Cortona
Mid to late-afternoon we enjoy a leisurely drive to the delightful hill town of Cortona for our next chapter in the very heart of Tuscany. An absolutely beautiful town awaits us and an equally authentic welcome dinner is included.

In the mid to late Tuscan afternoon we will arrive at our villa hotel in Cortona. Your Journey Tour Captain checks you in and there is ample time to freshen up before meeting in the lobby tonight for a short walk to our special Apericena experience.

Discovery Walk IconDiscovery Walk: Cortona

On the Discovery Walk of Cortona we make our way to its very heart to learn about its fascinating past with Etruscans and Romans, as well as Hollywood. Your Journey Tour Captain welcomes you to the Tuscan countryside and tonight's special Italian experience.

We continue our walk as we explore Via Nazionale up to Piazza Garibaldi and finally into Piazza della Repubblica where you will Learn about the plains of Trasimeno and of the amazing battle of the same name: The Roman-Carthaginian Battle. Soak up the afternoon sunshine as we slow down and enjoy a typical Tuscan evening.

Journey Dinners IconJourney Exclusive: Special Apericena in Cortona

Tonight you will join your Journey 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.

Journey Hotels IconWhere We Stay in Cortona, 2 Nights with breakfast

Our Signature Hotels Collection — 
Villa Marsili, Hotel San Michele, Monastero di Cortona Hotel & Spa or Similar
—  Our Signature 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.

Explore our Classic Collection, offering affordable hotel options, or indulge in the Lotus Collection, featuring luxurious hotels and breathtaking room categories.

Our Classic Hotels Collection — 
Hotel Italia or Similar

Our Classic Package includes 3 and 4 Star properties with private bathrooms, and continental breakfast in most properties.

Our Lotus Hotels Collection — 
Villa Marsili, Hotel San Michele, Monastero di Cortona Hotel & Spa or Similar
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.

Hotel room assignments are made at around 60 days prior to the adventure. A comparable hotel will be utilized should our space be sold out by the time you book —  we will advise you of your final hotels.



DAY 8: EXPLORING CORTONA AT LEISURECortona in Tuscany, Italy

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.

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.

 

 

Chapter 4:Rome —  Heart of the Empire

Where All Roads Lead — 
3 Days, 3 Nights


Why Now Journey for Italy's Great Cities? Rome: 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

As our journey takes us southward, we edge closer to the Eternal City itself—Rome, a living museum and a testament to the grandeur of human history. Along the way, the rolling hills of Tuscany gradually give way to the Lazio region’s rich, storied landscapes. Each mile brings us closer to a city where antiquity and modernity exist in seamless harmony.

Later today, we will cross the threshold into Rome, stepping into a world where time seems suspended. As we approach, the vibrant hum of the city grows, and the skyline reveals a tapestry of domes, ruins, and ancient landmarks. Soon, the grandeur of ancient Rome will surround us, where every cobblestone street, towering column, and weathered arch tells a tale of emperors, philosophers, and an empire that shaped the course of history. Get ready to immerse yourself in the living legacy of this timeless city.

Today: We check-in, freshen up and then meet for our Discovery Walk.

There Once was a Dream that Was Rome.

Pantheon in Rome, Italy

Orientation Walk IconDiscovery 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.

Journey Dinners IconWelcome to Rome Dinner: The Cuisine of Lazio Kicks Off the Dining Experience

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.

Journey Hotels IconWhere We Stay in Rome, 3 Nights with breakfast

Our Signature Hotels Collection — 
Palazzo Navona, Antico Albergo del Sole al Pantheon, Iconic Pantheon Rome Hotel, L'Orologio or Similar
—  Our Signature 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.

Explore our Classic Collection, offering affordable hotel options, or indulge in the Lotus Collection, featuring luxurious hotels and breathtaking room categories.

Our Classic Hotels Collection — 
Hotel Navona, Albergo Abruzzi, Albergo Santa Chiara or Similar

Our Classic Package includes 3 and 4 Star properties with private bathrooms, and continental breakfast in most properties.

Our Lotus Hotels Collection — 
Orient Express La Minerva, Palazzo Navona, The Pantheon Iconic Rome Hotel or Similar.

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.

Hotel room assignments are made at around 60 days prior to the adventure. A comparable hotel will be utilized should our space be sold out by the time you book —  we will advise you of your final hotels.



DAY 10: EXPLORING THE VATICANVatican City, Rome, Italy

Sightseeing IconToday's Adventure: Vatican City Privileged Access

Today we will enter Vatican City with our Privileged Entry. Enjoy a visit of the Vatican museums to see the amazing tapestries, the Sistine Chapel and its iconic ceiling, and St. Peter's Basilica and Square as the majestic Vatican City comes to life.

Make note for all 2025 Departures: The Vatican has announced their Jubliee celebration: this means that there will likely be closures to different parts of Vatican City that will occur at the last minute. It is beyond the control and management of Now Journey for any changes or cancellations made by the Vatican. Should a closure occur while you're on tour, we will recommend you submit the cancelled experience to your Trip Cancellation and Interruption Insurance provider.

Today: Vatican City Tour, Optional Dining Tonight

Vatican City: Museums,Sistine Chapel, St. Peters

Sightseeing IconToday's Adventure: Vatican City
After our experience is complete we will exit at St. Peter's Square where you see the multi-color uniformed Swiss Guard on display as they guard the Vatican and the expanse of the beautiful piazza.  

Journey's transports are waiting nearby when we're ready to head back 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.

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

—  Visit Ostia Antica

Just ask us and we can help you!

Now Journey is Different: Your Tour Captain will invite you to an optional dinner tonight or you can explore Rome at your leisure.



DAY 11: EXPLORING MODERN & IMPERIAL ROMERoman Forum, Italy

Sightseeing IconToday's Adventure: Imperial Rome
Today we embark on a captivating stroll through Rome today as our walking tour seamlessly weaves together ancient remnants and contemporary apartment buildings, offering a fascinating glimpse into the harmonious integration of historical narratives into the fabric of modern Roman life. Uncover the intricate tapestry of the city's rich past intricately interwoven with the vibrant experiences of its present inhabitants.

Today: Sightseeing Immersion, Farewell to Rome Dinner

Rome: Eternal city, history's living canvas.

Sightseeing IconToday's Adventure: Imperial Rome
We're making 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. 

Journey Dinners IconFarewell to Rome Dinner: A Very Special Evening

Tonight join your Journey Tour Captain for our included 'Farewell to Rome' event.

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. 


Chapter 5:Sorrento

Sorrento and the Amalfi Coast —
2 Days, 2 Nights


Why Now Journey for Italy's Great Cities? Sorrento and the Amalfi Coast: 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.

Today: To Sorrento and the Amalfi Coast, Pompeii Experience, Discovery Walk, Welcome Dinner

Amazing Amalfi: Pompeii, Sorrento.

Sightseeing IconToday'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.

Orientation Walk IconDiscovery 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.

Journey Dinners IconWelcome Dinner: Sorrento
Your Journey 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.

Journey Hotels IconWhere We Stay in Sorrento, 2 Nights

Our Signature Hotels Collection — 
Grand Hotel Capodimonte with Sea View, Hotel Continental or Similar
—  Our Signature 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.

Explore our Classic Collection, offering affordable hotel options, or indulge in the Lotus Collection, featuring luxurious hotels and breathtaking room categories.

Our Classic Hotels Collection — 
Hotel Rivage, Villa Maria or Similar

Our Classic Package includes 3 and 4 Star properties with private bathrooms, and continental breakfast in most properties.

Our Lotus Hotels Collection — 
Grand Hotel Capodimonte with Sea View, Ava Maris Hotel & Spa, Bellevue Syrene, Hotel Belair or Similar

—  Our Lotus Hotels Collection features 4 to 5-Star properties including Select Upper Category Rooms in 5-Star and 4-Star.

Hotel room assignments are made at around 60 days prior to the adventure. A comparable hotel will be utilized should our space be sold out by the time you book —  we will advise you of your final hotels.



DAY 13: EXPLORING THE AMALFI COAST AT LEISUREAmalfi Coast, Italy

You will have today completely at your leisure to explore Sorrento or consider one of our optional adventures.

Highly Recommended: Option for the Day: Private Boat Tour to the Isle of Capri - $525 per person.
Enjoy our optional experience departing this morning and enjoy a boat trip to the Isle of Capri to enjoy free time on the Island. Then continue with our circumnavigation of the island, enjoy some time for swimming (towel service and refreshments onboard) and then we make our way back to Sorrento.

 

Amazing Amalfi: Pompeii, Sorrento.

Sightseeing IconToday'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.

Prosecco IconOur 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, 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!

 

DAY 14: DEPARTURE DAY: Arrivederci Italy!

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!