now journey PRIVATE GUIDES • PREMIUM TRAINS •  INDEPENDENT TRAVEL

12-Day Affordable Italy

Independent Travel with Essentials • Premium Train • Driver in Tuscany
No Big Buses. No Long Lines.

We are the Difference in the Tour Industry you'll want to make note of!

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

★ Experience the Difference: Affordable Italy Redefined.

  • Your Italy Expert: Everything planned out for your enjoyment.
  • Included Guided Sightseeing: Expert, easy-to-understand English-speaking Guides.
  • Airport Transfers: Included Meet & Greet transfer from Venice Marco Polo Airport (VCE), and departure to Naples (NAP) Airport.
  • Fast-Track Access: Admissions to iconic sites with special entry privileges.
  • Premium Rail & Micro-Travel: Fast Train and micro-concept SUVs, Vans and Micro-coaches.
  • Hand-Picked Hotels: Classic Hotel Collection features Superior Tourist style properties.
  • No Big Buses: No big buses or long lines – just authentic Italy.

Daily Itinerary at a Glance

• Consider our Pre-Tour extension to Lake Como
DAY 1: VENICE, Arrival Transfer from Venice (VCE) Airport
DAY 2: Private Tour of Venice
DAY 3: FLORENCE
DAY 4: Private Tour of Florence
DAY 5: CORTONA, San Gimignano, Winery Estate
DAY 6: Exploring TUSCANY
DAY 7: ROME, where all roads lead
DAY 8: Private Tour of VATICAN CITY
DAY 9: Private Tour of COLOSSEUM & Ancient Rome
DAY 10: To POMPEII (Private Tour) & SORRENTO
DAY 11: Leisure in Sorrento, Isle of Capri Option
DAY 12: Departure Day (Use Naples NAP Airport), Departure Transfer

Our Complete Day-to-Day Itinerary

The Now Journey itinerary is unique: Privately guided sightseeing tours up to 16 guests. Hand-Picked Hotels. No Big Buses.


Chapter 1: Venice

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


DAY 1: WELCOME TO VENICE

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.

Discovery WalkAirport Arrival Transfer Included: Private transfer from Marco Polo Airport to your hotel on San Marco Island.

Discovery WalkDiscovery Walk of Venice: Meet the Now Journey City Host and explore the area around your hotel and 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 your included dinner tonight.

Journey Dinners IconIncluded Venice Welcome Dinner: We've arranged a great included dinner in Venice for you complete with reservations.

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

Our Classic Hotels Collection — Hotel Do Pozzi or Similar
Our Classic Package includes 2+ to 4 Star Superior Tourist properties with private bathrooms, and continental breakfast in most properties. 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: Sightseeing VENICE

Get ready to journey through time as you immerse yourself in the enchanting beauty of Venice with our exceptional Private Guide from Now Journey. Wander along the city’s winding canals, cross historic bridges, and discover hidden gems that bring the past to life. From the grandeur of St. Mark’s Basilica to the quiet charm of lesser-known neighborhoods, your private guide will share captivating stories, fascinating history, and insider knowledge that will make your experience truly unforgettable. Whether it’s a gondola ride at sunset or a stroll through centuries-old piazzas, Venice awaits with timeless allure, ready to be explored in a way that is both intimate and extraordinary.

Sightseeing IconToday's Adventure: Venice Sightseeing Tour
Skip the lines and step into the grandeur of Doge’s Palace, once the seat of Venetian power. Explore its lavish halls, hidden prisons, and cross the Bridge of Sighs, where prisoners glimpsed freedom one last time. Then, marvel at the golden mosaics of Basilica San Marco, where faith and empire intertwine in dazzling Byzantine splendor. Your guide sets the scene before you enter, bringing its rich history to life. Finally, wander Piazza San Marco, where Venice’s past unfolds at every turn—from the iconic Clock Tower to the elegance of Caffé Florian and the legendary Winged Lion.

Gondola IconSpecial Adventure: Venetian Gondola Experience
Later today, just before sunset enjoy our included Gondola ride through the canals of Venice. Enjoy the balance of the afternoon and evening at your leisure.

Chapter 2: Florence

Birthplace of the Renaissance – 
2 Days, 2 Nights


DAY 3: ONWARD TO FLORENCE

Sightseeing IconToday's Adventure: To Florence

Start your day with a leisurely breakfast before a boat transfer to Venezia Santa Lucia Train Station for a fast train to Florence. Relax and take in the scenic Italian countryside en route. Upon arrival, enjoy an included transfer to your centrally located hotel. Freshen up, then explore Florence at your leisure—visit landmarks like Giotto's Campanile, the Baptistery, and the iconic Duomo. Enjoy the afternoon at your own pace before tonight’s welcome dinner.

Journey Dinners IconWelcome to Florence Dinner: Tuscany's Dining Delights You Tonight
We've made reservations for you to enjoy an included welcome dinner in Florence with authentic Tuscan cuisine served by Fiorentini who love what they do.

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

Our Classic Hotels Collection — Hotel Rosso 23, Hotel Renaissance or Similar
Our Classic Package includes 2+ to 4 Star Superior Tourist properties with private bathrooms, and continental breakfast in most properties. 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: SIGHTSEEING FLORENCE

Enjoy our amazing walking tour in the heart of Florence today with our amazing Private Guide.

Sightseeing IconToday's Adventure: Florence Sightseeing Tour

Experience Florence’s artistic and architectural treasures with skip-the-line access to the Galleria dell'Accademia, home to Michelangelo’s David and Europe’s first art school.

Explore the World Heritage-listed historic center, including the Duomo, Baptistery, and Giotto’s Florence Journeyers enjoying the afternoon sun.Campanile. Admire Brunelleschi’s Dome and the Gates of Paradise, as our local guide shares insights into these masterpieces. Stroll through Piazza della Repubblica, Piazza della Signoria, and the Ponte Vecchio, Florence’s only bridge to survive WWII, as we immerse ourselves in the city's timeless beauty.

Following our sightseeing adventure the balance of the day is at your leisure. Consider some of our optional experiences for the afternoon.

Florence: Exploring the Heart

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 publisjhed 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 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

Chapter 3: Tuscany

Tuscany's Countryside — 
2 Days, 2
Nights


Under the Tuscan Sun

DAY 5: INTO THE COUNTRYSIDE

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-concept vehicles into the Tuscan countryside. Mid to late-afternoon we arrive in the delightful hill town of Cortona for our next chapter in the very heart of Tuscany. Enjoy exploring the city on a hill at your leisure and then enjoy your included welcome dinner.

Sightseeing IconToday's Adventure: Winery Visit in Tuscany
Enjoy a special visit with tour and tasting paired with light morsels at a beautiful Tuscany winery.

Special Sightseeing today Includes:

  • 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.

Journey Dinners IconWelcome to Cortona Dinner: Reservations Made for You!

Tonight enjoy dining at a restaurant where the reservations are made and the cuisine is ready! Afterwards, enjoy the balance of the evening at your leisure.

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

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.

DAY 6: 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. More optional experiences are available below:



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.

 

 

Chapter 4: Rome

Where All Roads Lead — 
3 Days, 3 Nights


DAY 7: ONWARD TO ROME

This morning board your Micro-concept vehicles and head south to Rome, the Eternal City — a living museum of human history. Tuscany's rolling hills yield to Lazio's storied landscapes, leading us to a place where antiquity and modernitycoexist in harmony.

Later today, we enter Rome, a city where time stands still. As we approach, the skyline reveals domes, ruins, and ancient landmarks. Soon, the grandeur of ancient Rome will surround us, with every street, column, and arch telling stories of an empire that shaped history. Get ready to immerse yourself in this timeless legacy.

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

Tonight you will enjoy an included Rome dinner in the heart of Old Rome.

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

Our Classic Hotels Collection — Hotel Navona, Albergo Abruzzi, Albergo Santa Chiara or Similar
Our Classic Package includes 2+ to 4 Star Superior Tourist properties with private bathrooms, and continental breakfast in most properties. 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.

BACK TO TOP      Got a question? CHAT HERE.


DAY 8: EXPLORING THE VATICANVatican City, Rome, Italy

Experience the wonders of Vatican City with privileged access and expert-guided tours.

Sightseeing IconToday's Adventure: Vatican City Tour

Step inside St. Peter’s Basilica and Square, where you’ll marvel at its grandeur without the long lines, thanks to exclusive skip-the-line entry. Enter the breathtaking Sistine Chapel, home to Michelangelo’s iconic The Last Judgment, a masterpiece spanning the entire altar wall. Explore the vast Vatican Museums, where centuries of art, tapestries, and sculptures reveal the rich history and artistic brilliance of the world’s smallest country.

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

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.


DAY 9: EXPLORING MODERN & IMPERIAL ROMERoman Forum, Italy

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.

Sightseeing IconToday's Adventure: Imperial Rome

Step into history with a guided tour of the Colosseum, Flavian’s grand amphitheater, with skip-the-line access for an immersive experience at the heart of the empire. Wander through the ruins of the Roman Forum, where ancient Rome’s political and social life unfolded, exploring Palatine Hill, Capitoline Hill, Caesar’s Palace, the Curia, the Temple of the Vestal Virgins, and the Triumphal Arches.

Ascend Capitoline Hill, a masterpiece of sculpture and architecture, and enjoy scenic walks past Trajan’s Market, the Vittorio Emanuele II National Monument, the Jewish Ghetto, and other historic treasures.

Tomorrow you will say, 'Arrivederci Roma!' but tonight you can soak up every last momnet from the very heart of Rome. 

Chapter 5: Sorrento

Sorrento and the Amalfi Coast —
2 Days, 2 Nights


Day 10: NAPLES, POMPEII, THE SORRENTO PENINSULA & AMALFI COAST

Say goodbye to Rome as you make your way via our included transfer to the Roma Termini Train Station for the Premium Fast Traintickets to the amazing Amalfi Coast and Sorrento Peninsula. Upon arrival to Napoli Centrale Train Station, our driver will be waiting to whisk you to the modern city of Pompei where we enjoy an expertly guided tour of Pompeii (note the two i's), which is the ancient Roman city you will visit with our privately guided tour this morning.

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 the experience you will continue to Sorrento, our home to explore the greater Amalfi Coast. Upon arrival to your hotel you will check in, and have time to relax before our included dinner tonight — we've made reservations for you at one of our favorites!

Journey Dinners IconWelcome to Sorrento Dinner
As you walk to dinner in the heart of Sorrento taking in the breathtaking views as the city captivates you 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 time here an enchanting journey through Mediterranean beauty.

Journey Hotels IconWhere We Stay in Sorrento, 2 Nights

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.

DAY 11: THE COAST AT LEISURE

You will love today's included adventure to the amzing Isle of Capri.

Sightseeing IconToday's Adventure: Isle of Capri Boating & Time on Island

Set sail from Sorrento on a full-day cruise to the stunning island of Capri. Glide along the Sorrento coast, taking in breathtaking views of the White and Green Grottos and the iconic Faraglioni rocks. Once ashore, savor a meal at a seaside restaurant or unwind with a swim and sunbathing on Capri’s beautiful beaches. This small-group tour offers a personalized experience, including round-trip transport from a central meeting point to the port.

Return to Sorrento late afternoon for a free final evening on the Coast!

DAY 12: DEPARTURE DAY: Arrivederci Italy!

Breakfast is included this morning should you have time before your departure.

Discovery WalkAirport Departure Transfer Included: Private transfer to Naples NAP Airport.

Be Our Guest! Add an extra night in Sorrento at a reduced rate with our promotion — inquire!