Italy Multi-day & Extended Tours

253 Results
All Inclusive Weeklong Tour of Salento's Coasts and Countryside

Our tours are crafted to provide an authentic and genuine experience. We believe in immersing you in the true essence of Salento, showcasing its culture, …More

Brindisi, Italy

Our tours are crafted to provide an authentic and genuine experience. We believe in immersing you in the true essence of Salento, showcasing its culture,...

8 days
5.0 (2)
from
$4,000
Taste of Sicily Gourmet tour

A Guaranteed departure tour We guarantee that this trip will depart as scheduled subject to there being a minimum of 2 people booked on the …More

A Guaranteed departure tour We guarantee that this trip will depart as scheduled subject to there being a minimum of 2 people booked on the...

8 days Hotel pickup offered
5.0 (2)
from
$4,499
8 Day Sicily: Island of Treasures Small Group Tour from Catania

Embark on an unforgettable adventure through Sicily! Start at Mount Etna, Europe’s largest active volcano, with options to take a cable car and 4x4 tour …More

Embark on an unforgettable adventure through Sicily! Start at Mount Etna, Europe’s largest active volcano, with options to take a cable car and 4x4 tour...

8 days
5.0 (2)
from
$3,370
2-Day Tuscany Combo Tour: Florence, Pisa, Cinque Terre & Tuscany

Why choose between the coast and the countryside when you can have both? Our Combo 2-Day Tour lets you experience two of Italy’s most breathtaking …More

Florence, Italy

Why choose between the coast and the countryside when you can have both? Our Combo 2-Day Tour lets you experience two of Italy’s most breathtaking...

2 days Free Cancellation
5.0 (2)
from
$393
Multi-day Tour of Sicily

Enjoy the best of South Italy in our private tour. All you can see and enjoy in a fantastic week full of freedom, Sicilian authentic …More

Catania, Italy

Enjoy the best of South Italy in our private tour. All you can see and enjoy in a fantastic week full of freedom, Sicilian authentic...

7 days
5.0 (2)
from
$2,540
From Milan to Florence

This 3-day, 2-night tour offers an immersive experience through some of Italy’s most captivating destinations, starting from Milan and ending in Florence. Guests will explore …More

Likely to Sell Out
Likely to Sell Out
Milan, Italy

This 3-day, 2-night tour offers an immersive experience through some of Italy’s most captivating destinations, starting from Milan and ending in Florence. Guests will explore...

3 days Hotel pickup offered
5.0 (1)
from
$2,706
10 Days Private Italy Tour Rome Tuscany Florence Venice Milan

Experience the essence of Italy with a 10-day private Grand Tour, an exclusive journey that combines Italy's most iconic art cities with its most charming …More

Rome, Italy

Experience the essence of Italy with a 10-day private Grand Tour, an exclusive journey that combines Italy's most iconic art cities with its most charming...

10 days Hotel pickup offered
5.0 (1)
from
$5,095
3 Day Private Sicily Food and Wine: Taormina, Etna, Catania

Experience Sicily through its food and wine on this 3-day private tour. Enjoy an evening food walking tour in Taormina, visit a local winery on …More

Catania, Italy

Experience Sicily through its food and wine on this 3-day private tour. Enjoy an evening food walking tour in Taormina, visit a local winery on...

3 days Hotel pickup offered
5.0 (1)
from
$1,173
Venice in 2 days tour including Gondola Ride and Islands Tour by Private Boat

A private 2-day tour to fully experience the City of Bridges, discovering its secrets and exploring it from every corner with a professional local guide, …More

Venice, Italy

A private 2-day tour to fully experience the City of Bridges, discovering its secrets and exploring it from every corner with a professional local guide,...

2 days Free Cancellation
5.0 (1)
from
$242
5-Day Tour in Rome and Florence by E-bike

Dreaming of an unforgettable Roman and Tuscan adventure? Skip the crowded tourist traps and embrace a unique 5-day e-bike tour. Your epic begins in vibrant …More

Rome, Italy

Dreaming of an unforgettable Roman and Tuscan adventure? Skip the crowded tourist traps and embrace a unique 5-day e-bike tour. Your epic begins in vibrant...

5 days Free Cancellation
5.0 (1)
from
$1,644
Italy with Rome, Pompeii, Amalfi Coast, Florence, Venice, Pisa

The Grand Tour of Italy is the perfect way to enjoy Italy and its famous Monuments and museums without any Lines. You will discover many …More

Rome, Italy

The Grand Tour of Italy is the perfect way to enjoy Italy and its famous Monuments and museums without any Lines. You will discover many...

5 days 20 hours Hotel pickup offered
5.0 (1)
from
$4,397
Visit Sicily: Private 6 days Route from Palermo

Let us help you to make your best from your visit to Sicily. We are specialised in private tours and private routes in Italy. All …More

Let us help you to make your best from your visit to Sicily. We are specialised in private tours and private routes in Italy. All...

6 days
5.0 (1)
from
$558
Tour of Italy 2025

It will be an exciting tour along the stages of the Giro d'Italia 2025 that will travel professional cyclists. You can admire spectacular landscapes with …More

Venice, Italy

It will be an exciting tour along the stages of the Giro d'Italia 2025 that will travel professional cyclists. You can admire spectacular landscapes with...

5 days Free Cancellation
5.0 (1)
from
$452
6-Day The Italian Lakes & Swiss Alps Explorer Small-Group Tour from Milan

207,000 square kilometres of granite peaks, deep lakes, and snow: the Alps are Europe’s grandest attraction. And on this tour, you take in its views …More

207,000 square kilometres of granite peaks, deep lakes, and snow: the Alps are Europe’s grandest attraction. And on this tour, you take in its views...

6 days
5.0 (1)
from
$3,180
2 Days Trekking - Il Sentiero del Viandante: from Varenna to Colico

An Hiking tour through the ancient Wayfarer path, between woods, tipical rural villages and breathtaking views on Lake Como. A real opportunity to live a …More

Lake Como, Italy

An Hiking tour through the ancient Wayfarer path, between woods, tipical rural villages and breathtaking views on Lake Como. A real opportunity to live a...

2 days Free Cancellation
5.0 (1)
from
$282
Pearls of Italy; Semi–Private Tour Dedicated Tour Leader & Car

Embark on a 12-day journey through Italy’s most iconic and enchanting destinations, uncovering the country’s rich history, culture, and breathtaking landscapes. Starting in Rome, explore …More

Rome, Italy

Embark on a 12-day journey through Italy’s most iconic and enchanting destinations, uncovering the country’s rich history, culture, and breathtaking landscapes. Starting in Rome, explore...

12 days
5.0 (1)
from
$4,590
4-day walking tour on the Amalfi Coast

“The Trekking of Wonders” a 4-day journey designed to introduce you to the pearls of the Amalfi Coast. Starting from Cava de' Tirreni we will …More

Salerno, Italy

“The Trekking of Wonders” a 4-day journey designed to introduce you to the pearls of the Amalfi Coast. Starting from Cava de' Tirreni we will...

5 days
5.0 (1)
from
$1,411
Private Tour Naples and Pompei

This full-day tour from Rome takes you on a discovery of Naples and the ancient city of Pompeii. After you are picked up from your …More

Rome, Italy

This full-day tour from Rome takes you on a discovery of Naples and the ancient city of Pompeii. After you are picked up from your...

1 day Hotel pickup offered Free Cancellation
5.0 (1)
from
$226
Two days of Tuscany discovering the Nobile, Brunello, Chianti area

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this two Days and one Night private excursion from Florence. Enjoy three different …More

Florence, Italy

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this two Days and one Night private excursion from Florence. Enjoy three different...

2 days Free Cancellation
5.0 (1)
from
$457
Private educational and guided custom tours by walk and by confortable M/B van

Tuscany itself should be enough but we enrich your experience with a professional local (a real local) driving guides with the confort of air conditioned …More

Florence, Italy

Tuscany itself should be enough but we enrich your experience with a professional local (a real local) driving guides with the confort of air conditioned...

2 days Hotel pickup offered Free Cancellation
5.0 (1)
from
$158
4 Days Southern Italy including Sorrento & Amalfi Coast

Unique experience in Sorrento with Riccardo, the owner of Wherever Tour and also the owner of Villa Giovanna and the chef who will teach you …More

Sorrento, Italy

Unique experience in Sorrento with Riccardo, the owner of Wherever Tour and also the owner of Villa Giovanna and the chef who will teach you...

4 days Hotel pickup offered
5.0 (1)
from
$1,450

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These answers are based on answers previously given to Key West Private Charters customers' questions.

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