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Authentic Italy in 18 Days

Tourist admiring the Trevi Fountain in Rome Italy on a sunny day during a European private tour
Scenic view of Bellagio, a picturesque town on Lake Como, Italy, showcasing vibrant architecture, a bustling waterfront with a boat, and lush floral foreground.
Tourist relaxing by the canal watching gondolas in Venice Italy on a sunny day

Eighteen-Day Guided Tour from Lake Como to the Amalfi Coast

Our 18-day North to South Ultimate Italy itinerary is designed to deliver a vacation that will leave you with a true understanding of Italy and all its different regions, combining iconic destinations with authentic local experiences.

From the elegance of Lake Como to the canals of Venice, the art of Florence, the landscapes of Tuscany, the history of Rome, and the beauty of the Amalfi Coast, this itinerary allows you to experience Italy in full.

What’s Included?

Private airport transfer from Milan to Lake Como

 Private boat experience on Lake Como

 Villa visit on Lake Como (guided or independent)

 Private transfer to train stations where required

 First-class high-speed train tickets between cities

 Private water taxi arrival in Venice

 Private guided tour of St. Mark’s Basilica and Doge’s Palace

 Private boat excursion to Murano and Burano

 Private guided walking tour of Florence

 Skip-the-line entry to Uffizi Gallery and Accademia Gallery

 Private transfer from Florence to Tuscany countryside accommodation

 Boutique winery visit with cellar tour and wine tasting

 Private guided tour of Siena, including Siena Cathedral

 Visit to San Gimignano with private transport

 Private guided walking tour of Rome historic center

 Private Vatican Museums & Sistine Chapel tour with skip-the-line access

 High-speed train from Rome to Naples (first class)

 Private transfer to Amalfi Coast accommodation

 Private Amalfi Coast scenic drive with driver

 Private archaeologist-guided tour of Pompeii

 Private boat excursion to Capri

Day 1: Arrival in Milan & Transfer to Lake Como

Scenic view of Lake Como and the historic city of Como, Italy, with mountains, waterfront buildings, and colorful sunset sky
Como, Italy
  • Private transfer from Milan airport
  • Transfer to Lake Como (~1–1.5 hours)
  • Check-in at lakeside accommodation
Day 1 description

Upon arrival in Milan, your private driver will meet you at the airport and transfer you directly to Lake Como in a comfortable executive vehicle, the journey takes just over an hour.

On arrival, check in to your accommodation and enjoy the remainder of the day at leisure, allowing time to relax and settle into the slower pace of the lake.

Day 2: Private Lake Como Cruise & Aperitivo Experience

Aerial view of colorful waterfront village of Varenna on Lake Como, surrounded by green mountains in Lombardy, Italy
Varenna, Italy
  • Private boat on Lake Como
  • Bellagio
  • Varenna
  • Villa viewpoints
Day 2 description

Cruise the lake aboard a private boat, stopping in Bellagio and Varenna while also passing some of the region’s most celebrated villas. 

Enjoy a lakeside aperitivo during the cruise and gain insight into the aristocratic history and celebrity appeal that have made Lake Como one of Europe’s most exclusive destinations.

Day 3: Lake Como Villas & Leisure

Visitors exploring the beautifully manicured gardens of Villa Carlotta on Lake Como, Italy, featuring vibrant flower beds and classical sculptures
Villa Carlotta, Lake Como, Italy
  • Private guide (optional)
  • Villa Balbianello or Villa Carlotta
  • Free time in lakeside town
Day 3 description

Today offers a more relaxed exploration of Lake Como, as you enjoy a guided tour focused on its historic villas and cultural heritage.

Visit one of the lake’s most significant villas, such as Villa Balbianello or Villa Carlotta, where you’ll explore landscaped gardens and historic interiors with your guide. These visits offer insight into the lifestyle and history of the region’s aristocratic past.

Day 4: Lake Como to Venice

Gondola ride on the Grand Canal in Venice, Italy, with Basilica di Santa Maria della Salute in the morning cityscape
Grand Canal in Venice, Italy
  • Private transfer to train station (1 hour)
  • High-speed train to Venice (3 hours)
  • Private water taxi on arrival (20–30 minutes)
Day 4 description

Today, travel from Lake Como to Venice, with a carefully coordinated combination of private transfer and high-speed rail.

Your private driver will collect you from your accommodation and transfer you to the nearest major train station (typically Milan), a journey of approximately 1 hour. From there, board a first-class high-speed train to Venice, taking approximately 3 hours.

On arrival in Venice, your experience immediately shifts as you are met and transferred by private water taxi through the canals to your accommodation. This final leg, typically 20–30 minutes, offers a memorable introduction to the city.

Day 5: Venice Highlights with Your Private Guide

Early morning view of Doge's Palace and St. Mark's Column in Piazza San Marco, Venice, Italy, with clear skies and scattered pigeons on the square.
Piazza San Marco, Venice, Italy
  • Private guide in Venice
  • St. Mark’s Square
  • St. Mark’s Basilica (skip-the-line entry)
  • Doge’s Palace
Day 5 description

Your first full day in Venice is dedicated to its most important landmarks, explored with your private guide.

Begin in St. Mark’s Square, where your guide will introduce the history of Venice as a maritime republic. With skip-the-line access, enter St. Mark’s Basilica, where mosaics and architecture reflect centuries of wealth and influence.

Continue to the Doge’s Palace, where you’ll move through grand halls, political chambers, and hidden passageways. Your guide will explain how Venice was governed, bringing structure and meaning to what could otherwise feel like a complex site.

The experience is carefully paced to avoid unnecessary waiting while ensuring a clear and engaging understanding of Venice’s history.

Day 6: Venice Lagoon Private Experience

Master glassmaker in Venice, Italy, shaping a hot Murano glass blob using traditional tools, exemplifying skilled craftsmanship in Venetian glassmaking.
Murano, Italy
  • Private boat across the lagoon
  • Murano glass workshop
  • Burano island
Day 6 description

Today, explore beyond Venice itself with a private boat experience across the Venetian Lagoon.

Depart by private boat, allowing you to travel efficiently and comfortably between islands. Begin in Murano, where you’ll visit a high-quality glass workshop and learn about the island’s centuries-old craft tradition.

Continue to Burano, known for its colorful houses and quieter atmosphere. Here, you’ll explore at a relaxed pace, with time to walk through its streets and take in the views.

This experience offers a contrast to the city, combining guided insight with the flexibility of private boat travel.

Day 7: Venice to Florence

Tourist overlooking Florence, Italy skyline with the Duomo and waving Italian flag during a private European tour
Florence, Italy
  • Private water taxi to station (20–30 minutes)
  • High-speed train to Florence (2 hours)
  • Private transfer on arrival
Day 7 description

This morning, depart Venice with a private water taxi transfer to the train station, ensuring a smooth and direct departure.

Board a first-class high-speed train to Florence, with a journey time of approximately 2 hours. 

On arrival, your private driver will meet you and transfer you to your accommodation in the historic center, allowing you to settle in before beginning your Florence experience.

Day 8: Florence Guided City Experience

Woman enjoying view of Florence Duomo Cathedral in Piazza del Duomo, Florence, Italy on a private Italy tour
Duomo Cathedral in Florence, Italy
  • Private guide in Florence
  • Florence Cathedral
  • Piazza della Signoria
  • Historic center walking route
Day 8 description

Day 8 is dedicated to exploring Florence with your private guide, focusing on its key landmarks and overall structure.

Begin at Florence Cathedral, where your guide will explain its architectural significance and role within the city. Continue through Piazza della Signoria and into the surrounding streets, where Renaissance history and daily life intersect.

The experience is designed to provide both orientation and depth, allowing you to understand how Florence developed into the center of the Renaissance.

Day 9: Florence Art & Museums

Michelangelo's David statue, intricately sculpted showcasing detailed facial expression and curly hair, prominently on display at the Galleria dell'Accademia in Florence, a highlight of Private Guided Tour of Florence Museums.
Galleria dell’Accademia, Florence, Italy.
  • Private guide in Florence
  • Uffizi Gallery (skip-the-line entry)
  • Accademia Gallery
  • Michelangelo’s David
Day 9 description

Your final day in Florence reveals the city’s artistic heritage, explored with your private guide.

Begin with skip-the-line access to the Uffizi Gallery, where your guide will lead you through a curated selection of masterpieces, providing clear explanations and context.

Continue to the Accademia Gallery to view Michelangelo’s David, with your guide offering detailed insight into its creation and significance.

This structured and focused approach ensures a meaningful experience of Florence’s most important works without feeling overwhelming.

Day 10: Florence to Tuscany Countryside

Scenic vineyard landscape in San Donato in Perano, Italy, with rolling hills, lush grapevines, and a historic estate under a clear blue sky, ideal for Tuscany wine tours and Italian countryside travel.
San Donato in Perano, Italy
  • Private transfer from Florence (1.5 hours)
  • Scenic countryside drive
  • Boutique winery visit
  • Private cellar tour & wine tasting
Day 10 description

Today, your private driver will collect you from your Florence accommodation and take you into the Tuscan countryside.

The journey takes approximately 1 to 1.5 hours, depending on your countryside location, with the route passing through rolling hills, vineyards, and olive groves. This transition marks a clear shift from city exploration to a more relaxed regional experience.

En route or upon arrival, visit a carefully selected boutique winery for a private cellar tour. Here, you’ll be introduced to the winemaking process and enjoy a guided tasting of local wines, with explanations of grape varieties, terroir, and production techniques.

Continue to your countryside accommodation, where the remainder of the day is at leisure, allowing you to settle into the setting and enjoy the slower pace of rural Tuscany.

Day 11: Siena & San Gimignano from Your Tuscany Base

Piazza del Campo in Siena Italy with Torre del Mangia and Palazzo Pubblico surrounded by tourists enjoying the historic square on a sunny day
Piazza del Campo, Italy
  • Private driver for the day
  • Private guided tour of Siena
  • Piazza del Campo
  • Siena Cathedral
  • San Gimignano
Day 11 description

Today, explore Tuscany further with your private driver and local guide.

Travel to Siena, a journey of approximately 1 hour depending on your base, where you’ll meet your private guide for a structured walking tour of the city. Explore its historic streets and districts before arriving at Piazza del Campo, followed by a guided visit to Siena Cathedral, where artistic and architectural details are explained in depth.

In the afternoon, continue with your driver through the Tuscan landscape to San Gimignano, typically a 45-minute drive. Here, you’ll have time to explore the town independently, taking in its distinctive skyline of medieval towers and surrounding countryside views.

Return to your accommodation in the late afternoon or early evening, with the day combining guided insight and relaxed exploration.

Day 12: Tuscany to Rome

  • Private transfer to Florence station (~1–1.5 hours)
  • High-speed train to Rome (~1h30)
  • Private transfer on arrival
Day 12 description

Today, travel south to Rome with a seamless combination of private transfer and high-speed train.

Your private driver will take you from your countryside accommodation to Florence station, a journey of approximately 1 to 1.5 hours. From there, board a first-class high-speed train to Rome, with a journey time of around 1 hour 30 minutes.

On arrival, your private driver will meet you and transfer you to your hotel, allowing for a smooth transition into the next stage of your tour.

The remainder of the day is at leisure, giving you time to settle in before your guided experiences resume.

Day 13: Rome Historic Center Walking Tour

Trevi Fountain in Rome, Italy with Baroque sculptures and turquoise water on a sunny day
Trevi Fountain in Rome, Italy
  • Private guide in Rome
  • Pantheon
  • Piazza Navona
  • Trevi Fountain
  • Spanish Steps
Day 13 description

Today, explore Rome’s historic center with your private guide.

This walking experience is designed to reintroduce you to the city in a structured way, moving between its key landmarks while understanding how the historic center is organized. 

Visit the Pantheon, Piazza Navona, Trevi Fountain, and Spanish Steps, with your guide providing historical context and local insight throughout.

The pace is tailored to your preferences, ensuring a comfortable and engaging experience.

Day 14: Vatican & Sistine Chapel Private Tour

St. Peter’s Square and St. Peter’s Basilica in Vatican City, Rome, Italy with the Vatican obelisk on a sunny day
St. Peter’s Square, Vatican City
  • Private Vatican guide
  • Vatican Museums (skip-the-line entry)
  • Sistine Chapel
  • St. Peter’s Basilica
Day 14 description

Today is dedicated to Vatican City, explored with your own private guide.

With pre-arranged skip-the-line access, enter the Vatican Museums and follow a curated route through key galleries. Your guide will provide clear explanations of the artworks and their significance, ensuring a structured experience.

Before entering the Sistine Chapel, your guide will prepare you with context, allowing you to fully appreciate Michelangelo’s work. Where possible, continue directly into St. Peter’s Basilica, avoiding the main queues and exploring its interior with guidance.

Day 15: Rome to Amalfi Coast

  • High-speed train to Naples (1.5 hours)
  • Private transfer to Amalfi Coast (1.5–2 hours)
Day 15 description

Today, travel from Rome to the Amalfi Coast.

Board a first-class high-speed train to Naples, taking approximately 1 to 1.5 hours. On arrival, your private driver will meet you and continue the journey along the coast, a drive of approximately 1.5 to 2 hours depending on your destination.

As you approach the Amalfi Coast, the scenery changes to dramatic cliffs and sea views, marking the final region of your journey.

Day 16: Amalfi Coast Scenic Drive

View of Positano on the Amalfi Coast in Italy with colorful cliffside houses, beach, boats and blue sea
Positano, Italy
  • Private driver for the day
  • Positano
  • Amalfi
  • Ravello
Day 16 description

Explore the Amalfi Coast with your private driver.

Travel along the coastal road, stopping first in Positano, where you’ll have time to explore its streets and views. Continue to Amalfi, where you may visit the Cathedral and town center, before heading to Ravello, located above the coastline.

Each stop is paced according to your preferences, with your driver managing timing and routing throughout the day.

Day 17: Pompeii Private Guided Tour

Ancient ruins of Pompeii under a bright blue sky in Italy showcasing historic Roman columns and architecture for Europe private tours
Pompeii, Italy
  • Private transfer (1 hour each way)
  • Private archaeologist guide
  • Skip-the-line entry
Day 17 description

Travel inland with your private driver to Pompeii.

On arrival, meet your private archaeologist guide for a structured visit of the site. With skip-the-line entry, you’ll explore key areas including the Forum, residential streets, and public buildings, with detailed explanations of daily life and the events surrounding the eruption.

Return to the Amalfi Coast in the afternoon.

Day 18: Capri Private Boat Experience & Departure

Marina with luxury yachts in Capri Island town near Naples, Italy, with colorful seaside buildings and scenic mountains in the background, popular Mediterranean travel destination
Capri, Italy
  • Private boat excursion
  • Capri island
  • Private transfer to Naples (2 hours)
Day 18 description

On your final day, enjoy a private boat experience to Capri, departing directly from the Amalfi Coast.

Cruise along the coastline and around the island, passing key landmarks and enjoying views from the water. You may choose to stop for swimming (season permitting) or disembark to explore Capri at your own pace.

Following your boat experience, return to the mainland where your private driver will transfer you to Naples airport or train station, typically a 1.5 to 2-hour journey, concluding your tour.

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Contact us today to reserve this itinerary or request a complimentary, tailor-made version designed around your interests, travel style, and preferred pace. Our team will refine every detail to ensure a smooth and memorable journey through Italy’s most iconic regions.

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