Italy Explorer - 16 Days
Trip Snapshot
Age range
10 - 100Start / End
- Rome
- Rome
Physical rating
Group size
1 - 50Meals included
22Highlights
- Rome - The Eternal City opens the tour with a guided walk past the Trevi Fountain, Pantheon, and Spanish Steps, with an optional guided tour of the Colosseum and Roman Forum before a welcome dinner at a local Roman restaurant
- Orvieto - Perched on a sheer volcanic rock above the Umbrian valley, this hilltop city rewards a funicular ride to the top for its cathedral, fortress, and Papal Residence before the road continues north to Venice
- Venice - Two days in the floating city span an optional twilight water taxi cruise on arrival, a free day for gondola rides, St Mark's Square, the Rialto Market, and an optional lagoon tour to the colourful islands of Murano and Burano
- Lake Garda - Italy's largest lake has drawn artists and poets for centuries, its southern shores making a scenic pause on the drive towards Florence and the Tuscan hills beyond
- Florence - A locally-guided tour of the Renaissance city's landmarks leads into a leather workshop and free time to explore, with an included dinner before an overnight in the Tuscan countryside at Montecatini
- Cinque Terre - Five fishing villages cling to a dramatically steep coastline above the Ligurian Sea, their brightly painted houses and vine-covered terraces making one of Italy's most photogenic stretches of coast
- Pisa - The Leaning Tower and the surrounding Piazza dei Miracoli deliver their famous marble grandeur before the road turns back through the Tuscan hills
- San Gimignano - A medieval hilltop town whose skyline of stone towers rises above the surrounding vineyards, with a Tuscan wine tasting waiting in the streets below
- Siena - The Piazza del Campo, one of Italy's great medieval squares, sits at the heart of this terracotta city before the tour heads south to Rome for a second stay
- Vatican - An optional guided tour of the Vatican Museums covers the Sistine Chapel and the extraordinary artistic legacy assembled within one of the world's smallest sovereign states
- Pompeii - A guided tour of the ruins traces the streets, bakeries, and frescoed villas of a Roman city frozen in 79 AD, with Mount Vesuvius still looming over the site in the distance
- Amalfi Coast - Two days on Italy's most dramatic coastline include an optional boat tour to Positano and Amalfi, a limoncello tasting, and a visit to a traditional paper museum tucked into the cliffsides above the sea
- Matera - The ancient Sassi cave districts tumble down a ravine in one of Europe's oldest continuously inhabited cities, its UNESCO-listed streets carved directly into the rock over thousands of years
- Alberobello - A walking tour of this Apulian town with a passionate local guide introduces the whitewashed trulli, conical stone houses found nowhere else in the world, their distinctive rooftops covering an entire historic quarter
- Taormina - A hilltop town on Sicily's eastern coast with a beachside hotel, a Greek theatre overlooking the sea, and an optional day trip to Mount Etna for a funicular ride to the crater and lunch on volcanic-soil wine and produce
- Syracuse - Founded by Greek colonists in 734 BC, this Sicilian city layers Baroque architecture over ancient ruins, its UNESCO-listed centre and lively food market rewarding a morning's exploration

Download the full trip brochure
Everything you need to picture the adventure and pack with confidence — in one free PDF.
What's inside the PDF
Day-by-day itinerary
Every day mapped out, covering activities, travel times, meals and where you'll stay.Packing & kit list
Exactly what to bring, from clothing and essentials to luggage guidelines and what's available to hire locally.What's included
Accommodation, transport, guides and meals, so you can see exactly what your price covers.
Summary
Embark on a captivating 16-day journey through Italy's most iconic and enchanting regions, beginning with the rich historical tapestry of Rome where ancient wonders like the Colosseum await exploration. Traverse the picturesque landscapes of Tuscany and the serene shores of Lake Garda en route to the Renaissance splendour of Florence, then unwind in the enchanting waterways of Venice or discover the vibrant art of glass-blowing on the nearby islands. The tour continues to the dramatic cliffs and vibrant villages of the Cinque Terre, the timeless allure of Pisa’s Leaning Tower, and the sunlit Amalfi Coast, offering optional excursions such as twilight cruises and indulgent local cuisine experiences. Finally, venture to Sicily's charming towns, magnificent Greek amphitheatres, and legendary Mount Etna, before concluding in the vibrant streets of Palermo, where centuries of history and culture converge in a delightful finale.
Itinerary
Day 1
Rome Arrival, Trevi Fountain, Pantheon & Spanish Steps Tour
Welcome to Rome, the Eternal City! This morning, meet your tour leader at the hotel before we set off to explore the city. Our guided walking tour takes you through Rome's captivating past and vibrant cultural heritage, from ancient Roman architecture to Renaissance masterpieces.
You may choose to further explore by joining an optional excursion to the iconic Colosseum and Roman Forum, where a knowledgeable local guide will transport you to the era of gladiators. This evening, savour authentic Italian cuisine at a local restaurant during our welcoming group dinner.
Day 2
Orvieto Funicular & Cathedral, Venice Arrival & Optional Night Canal Cruise
Depart the capital, venturing through the scenic Umbria region to the hilltop town of Orvieto. Nestled atop a sheer volcanic rock, we’ll ascend via funicular to explore the quaint historic centre at your leisure. Key sites include the stunning 14th-century Cathedral, the Papal Residence, and the imposing Albornoz Fortress, reflecting the town’s rich medieval past.
Later, we head to Venice, where your evening is free to relax at the hotel or opt for a twilight water taxi cruise. This optional excursion offers a charming way to experience Venice's canals illuminated at night.
Day 3
Free Day: Gondola Ride, Murano & Burano Islands & St. Mark's Square
Spend a full day exploring the enchanting city of Venice at your own pace. We highly recommend experiencing a gondola ride—a quintessential activity here. Your tour leader can help arrange this unforgettable journey through Venice's historic canals.
For those keen to explore further, consider an optional excursion to the nearby islands of Murano and Burano. Murano is famed for its exquisite glass-blowing art, while Burano captivates visitors with its colourful houses and lace-making tradition.
If relaxation is your priority, head to the sandy shores of Jesolo or Lido, perfect for soaking up the sun on a bright day. The decision is entirely yours!
Day 4
Lake Garda Stopover, Florence Renaissance Walking Tour & Leather Workshop
Today, we set off to explore Florence and the picturesque region of Tuscany, with an en route visit to Lake Garda, Italy's largest lake. This captivating destination has long sparked the creativity of countless artists.
Upon arrival in Florence, a local guide will lead us through the city's renowned sights and landmarks. You'll marvel at the Renaissance artworks and Roman influences that highlight Florence’s cultural and political significance during that period.
We will then visit Leonardo Leather, where you'll witness a leather-making demonstration and learn about this quintessential Italian craft. Conclude the day with a delightful included dinner at a local restaurant.
Day 5
Cinque Terre Fishing Villages & Leaning Tower of Pisa
This morning, we travel north to La Spezia in the Liguria region, the gateway to Cinque Terre. This area comprises five picturesque fishing villages, each adorned with colourful houses. These villages, perched along the rugged Italian Riviera, are interconnected by scenic hiking trails and a railway, allowing for car-free exploration.
Later today, we head back to Tuscany, stopping to visit the iconic Leaning Tower of Pisa. Capture memorable photos of this renowned landmark and explore the adjacent cathedral and baptistery grounds. This is a quintessential Italian experience not to be missed.
Day 6
San Gimignano Wine Tasting, Siena Piazza del Campo & Rome Return
Today, we travel through Tuscany's picturesque countryside, featuring rolling hills adorned with Tuscan farmhouses, vineyards, and olive groves. Our first destination is the charming town of San Gimignano. Often referred to as the 'Town of Fine Towers', it boasts remarkable Romanesque and Gothic architecture and 14 well-preserved medieval tower houses.
Our journey continues to Siena, a city celebrated as a UNESCO World Heritage Site and known for the exhilarating Palio horse race. Here, you'll have the opportunity to experience local Italian wines. We then return to Rome, where our day concludes with an included dinner.
Day 7
Free Day: Optional Vatican Museums & Welcome Dinner for New Travellers
Today, you have the freedom to explore the captivating city of Rome at your leisure. Stroll through charming streets, indulge in shopping, and savour the diverse local cuisine.
Alternatively, you might opt for a guided tour of Vatican City, the world's smallest sovereign state and the heart of the Catholic Church. Here, you can explore the Vatican Museums, admire renowned artworks, and experience the awe-inspiring beauty of Michelangelo's frescoes in the Sistine Chapel.
Whether you're uncovering Rome's ancient past or discovering Vatican treasures, this day is set to create unforgettable memories in the "Eternal City".
Day 8
Pompeii Guided Ruins Tour & Amalfi Coast Transfer to Salerno
Our journey departs from Rome and takes us to the stunning Amalfi Coast, with captivating stops along the way. We will pause to admire the imposing Mount Vesuvius before exploring the ancient ruins of Pompeii—preserved since the eruption in 79 AD. Our guided tour will provide intriguing insights into life during the Roman Empire. Following the tour, we will enjoy lunch together.
In the afternoon, we'll check into our accommodation for a two-night stay in the scenic Amalfi Coast. This evening, you have the option to join the "Evening in Salerno" excursion. Discover this charming town, sample local cuisine, and enjoy spectacular views. Don’t forget to try the region's renowned limoncello liqueur as a fitting conclusion to an exciting day.
Day 9
Free Day: Positano & Amalfi Boat Tour, Limoncello Tasting & Paper Museum
Make the most of your free day on the Amalfi Coast today. You can relax on its sunlit beaches or explore the charming local towns at your own pace. Alternatively, join a cruise along the Amalfi Coast, taking in the spectacular views of Positano and Amalfi from the water.
Enjoy lunch featuring local cuisine, then visit a nearby limoncello factory to learn about this traditional lemon liqueur. Conclude your journey with a stop at a paper museum, offering insights into the region’s rich craft heritage. Breakfast is provided.
Day 10
Matera Sassi Cave Districts & Alberobello Trulli Houses Walking Tour
Today, we journey southeast to the captivating region of Apulia, stopping en route at the ancient cave city of Matera. Known for its ‘Sassi’ districts, Matera offers a fascinating glimpse into history with its extensive cave dwellings. This UNESCO World Heritage site truly lives up to its nickname, 'the Subterranean City'.
After soaking in the unique landscape of Matera, we continue to Alberobello. Here, a local guide will lead us on a walking tour through the town's distinctive ‘Trulli’ houses. These charming, whitewashed stone huts with conical roofs date back to the 14th century and are a highlight of the Itria Valley.
This evening, you're free to explore Alberobello further at your own pace. Consider visiting the intriguing Trullo Church of St. Anthony or the fascinating Trulli Museum to deepen your understanding of this unique architectural style.
Day 11
Ferry to Sicily & Taormina Beachside Arrival
This morning, we'll embark on a scenic coastal drive along the Ionian Sea, eventually leaving the mainland behind. A short ferry ride will then transport us to the enchanting island of Sicily, renowned for the imposing Mount Etna.
As we travel towards Taormina, expect to be captivated by stunning views. Upon arrival, we'll delve into the town's rich history and identify key attractions to explore during your free day, such as the historic Porta Catania and the serene Villa Comunale.
This evening, savour your first taste of Sicilian cuisine with an included dinner at our beachside hotel.
Day 12
Free Day: Optional Mount Etna Funicular & Volcanic Soil Wine Lunch
Today is yours to enjoy as you wish, with the beautiful beaches of Sicily at your doorstep or the chance to explore its picturesque towns. Taormina, a favoured summer spot, boasts medieval churches, a castle, and a remarkable Greek amphitheatre.
If you're seeking adventure, consider our optional excursions. Journey up Mount Etna, Europe’s tallest and most active volcano, via funicular, and discover its unique volcanic landscape. Afterwards, relish a local lunch at a nearby Enoteca, featuring wine and produce nurtured by the fertile volcanic soil.
For a perfect end to the day, why not take a refreshing sunset swim back in Taormina?
Day 13
Syracuse Greek Colony, Baroque Old Town & Agrigento Valley of the Temples
Embark on a captivating journey through the heart of Sicily, with our first stop at the charming city of Syracuse. Founded by Greek settlers in 734 BC, Syracuse is home to a UNESCO-listed historical centre, renowned for its stunning Baroque architecture.
In the afternoon, we will marvel at the "Valle dei Templi" (Valley of the Temples) on a guided tour. This extraordinary archaeological site is one of the finest examples of Magna Graecia art and architecture. After the tour, we will travel to Agrigento for an overnight stay.
Day 14
Cefalù Beach Town, Palermo Cathedral & Piazza Pretoria Guided Tour
Embark on a picturesque drive through central Sicily to the delightful town of Cefalù. On arrival, we'll begin with an orientation tour, leaving you free to choose where to enjoy lunch. With some of Italy's best beaches close by, consider a seaside meal to soak up the coastal atmosphere.
In the early afternoon, we continue to Palermo for an engaging walking tour, revealing the city's key attractions. Founded by the Phoenicians over 2,700 years ago, Palermo captivates with its rich history, vibrant culture, stunning architecture, and delicious cuisine. Discover top sites such as Piazza Indipendenza, Porta Nuova, and the impressive Cathedral of Palermo, fully immersing yourself in the timeless charm of this historic city.
Day 15
Free Day: Palermo Hidden Gems & Overnight Ferry to Naples
Enjoy a free day in Palermo to further explore Sicily's vibrant capital. With a history influenced by the Greeks, Romans, and Normans, Palermo offers a unique blend of cultural and architectural wonders. Visit ancient ruins, delve into Italian history, and indulge in the city's rich culture and delicious cuisine.
Return to yesterday's highlights or take a leisurely stroll through the historic old town and visit art galleries featuring local artists. You can also choose to join an optional excursion to uncover some of the city's lesser-known architectural gems. This evening, we will embark on an overnight ferry back to the Italian mainland.
Day 16
Naples Arrival & Return to Rome
This afternoon, our ferry arrives in Naples, where we will board a coach for the return journey to Rome. As we reach Rome later today, our memorable 16-day Italian adventure draws to a close, filled with delightful experiences and memories to cherish.
Please be aware that ferry schedules can vary throughout the year, so consider this when organising your outbound flight. With warm farewells, we conclude our journey. Arrivederci!
What's Included
Meals
Breakfasts: 15, Lunches: 2, Dinners: 5
Vegetarian options are available on all meals throughout the adventure.
Vegetarian options availableLocal Guide
GuidedThis adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.
Wifi
Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.
Dates & Prices
Sep 2026
from £2,954Oct 2026
from £2,954Mar 2027
from £2,611Apr 2027
from £2,714May 2027
from £2,812Jun 2027
from £2,611Jul 2027
from £2,611Aug 2027
from £2,714Sep 2027
from £2,812
- Sunday 7 Mar 2027to Monday 22 Mar 20276+ spaces of 50 left£2,611Pay MonthlyBest offerBook for£350 today, pay the rest later
Essential trip information
Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.
Still have questions?
Can't find the answer you're looking for? Please chat to our friendly team.
Why book with us
Help Change The World
We collaborate with local businesses and communities.
Best Price Guaranteed
We won't be beaten on price. If you find this adventure at a lower price please get in touch!
You're In Good Hands
We work with trusted tour operators around the world.
You're spoilt for choice
We have the best choice of adventures on the market.









