Italy might appear to be a small European country, however the options for vacations and activities packed into the small boot-shaped country is endless. For the traveler who admires a country’s beauty best on foot, Italy is the ideal candidate for you to take your next walking vacation.

In Europe, and specifically in Italy, many, if not most cities are very walkable. It’s a great alternative to the everyday normality in America where you rely on your car to get you all over. A walking vacation in Italy truly allows you to take in the destination and appreciate the obscure paths.

Italy Walking, Hiking & Trekking Tours

Horizontal Sicily tour hero image showing Mount Etna, Taormina’s coastline and Greek Theatre, Baroque architecture, Cefalù seaside views, Sicilian ceramics, cannoli, olives, lemons, cheese, tomatoes, and local wine.

10-Day Small Group Sicily Tour: Catania, Taormina, Mount Etna, Syracuse, Agrigento, Palermo & Cefalù

Euro 3,599 per person

March to October

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Sicilian painted cart panel depicting medieval knights in battle, a traditional folk art highlight featured on an 11-Day Private Tour of Sicily.

11-Day Private Sicily Tour: History, Food & Scenic Coastlines

Euro 5950 pp

April - October

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Colorful shopping street in Lipari with cafes, local boutiques and summer hats on display.

7-Day Sicily & Aeolian Islands Private Tour – Catania, Stromboli & Taormina

Price From Euro 2,000 per person!

April to October

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Genealogy & Ancestral Roots Tours in Italy

Customized Pricing

All Year - you pick your own dates

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View from a wooden boat heading toward the rugged coastline of the Aeolian Islands on a sunny day during a 9-day Sicily cultural tour.

9-Day Sicily & Aeolian Islands Cultural Tour with Local Guides

Price From Euro 3,030 per person

May to October

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sunset over bay of Malta

12-Day Sicily and Malta: A Best of Sicily and Malta Group Tour

Price From Euro 3,649

May to October

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Landscape of Taormina Sicily with tree, sea and mt Etna with swimming pool in foreground

6-Day Private Sicily Tour: Discovering Sicily’s Roots

From Euro 2,010 per person

All Year - you pick your own dates

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13 Day Primo Italiano Luxury Small Group Tour of Italy

$5,999 (USD)

September 1-13

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Florence panoramic view

9-Day Rome, Florence, Venice: The Big 3 Small Group Tour

Small Group FROM €3275 pp
(from pricing reflects double occupancy/low season)
See the schedule below for complete dates & pricing

Small Group
April - November
or Customizable = Pick your own dates
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Diana Fountain in Piazza Archimede in Siracusa Sicily

8-Day Small Group Highlights of Sicily

Price Euro 2,999 per person

March to October

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8-Day Small Group Sicily Food Tour

WAS 3,599 NOW Euro 2,999 per person

March to October

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Venice Food Tour

10-Day Italy on a Budget: Milan, Venice, Florence & More

From €2,999 per person.

All Year

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Landscape of Taormina Sicily with tree, sea and mt Etna with swimming pool in foreground

6-Day Private Sicily Tour: Island Highlights

From Euro 2,010 per person

January to October - you pick your own dates

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Syracuse Sicily Sunset

8-Day Private Sicily Tour: The Brilliance of the Island

From Euro 2400 per person

January to October - you pick your own dates

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7-Day Christmas Markets of Italy Tour

Customized Pricing

December Customizable = Pick your own dates
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7-Day Northern Lakes and Cities Tour

From €2,799 per person.

April to October

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Siena skyline

8-Day Tuscan Elegance: An Immersive Journey

Customized Pricing

Pick your own date

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8-Day Enchanting Western Sicily: A Luxury Journey Through History and Beauty

Price From Euro 5,200 pp
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April to October
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The Amalfi Coas

10-Day Italian Journey by Train: Discover Italy with Italy4Real

From €4,249 per person.

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April to October

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View from a wooden boat heading toward the rugged coastline of the Aeolian Islands on a sunny day during a 9-day Sicily cultural tour.

12-Day Enchanting Sicily and Aeolian Splendor Group Tour: A Grand Tour of Sicilian Highlights and Island Wonders

Price From Euro 3,795

May to September

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7-Day Odyssey by High-Speed Train

From €2,299 per person.
(triple occupancy)
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January to November
- Monday
-Wednesday
-Thursday
-Friday
-Sunday

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8-Day Amalfi Coast, Sorrento & the Region of Puglia

Customized Pricing

Multiple Departures
March – Nov
or pick your own dates

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Palermo Fountain

8-Day Private Sicily Adventure

From Euro 2500 per person

January to October - you pick your own dates

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Cinque Terre Many Colours

8-Day Rome, Florence & Cinque Terre Italian Tapestry

Price From Euro 2,940
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March to October
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Rome Trevi Fountain

7-Day Odyssey From Rome’s Eternal Grandeur to Sorrento’s Sunlit Splendor

From €2,399 per person.

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January to October
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Milanese sights

12-Day Italian Odyssey by Train North to South Through Culture, Culinary and Coastlines

Price From Euro €3,590 per person
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April - October
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Experience the Majesty of Venice: Doge’s Palace & St. Mark’s Basilica Tour

Not Sold Individually
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March to October Tu,Th,Sat
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🌟Discover Venice and Its Enchanting Islands by Private Boat🌟

Not Sold Individually
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Every Day All Year
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St Peter's Basilica

🌟 Vatican City Exploration: Papal Audience & Delightful Lunch 🍴

Not Sold Individually
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All Year
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🏛️ Imperial Rome & Baroque Rome: A Private Journey Through Time 🕰️

Not Sold Individually
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All Year
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Exclusive Evening at the Vatican Museums

Not sold individually
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May to September
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Private Venice walking tour with a Local Guide

UPON REQUEST

ALL YEAR

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Venetian Cicchetti and Wine Tasting Experience

UPON REQUEST

ALL YEAR

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Rome to Pompeii Day Trip

UPON REQUEST

APRIL – OCTOBER

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Rome Catacombs Tour

Upon Request

All Year

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The Scala and Last Supper

Upon Request

All Year

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Leonardo Da Vinci: Milan Tour Including Ticket to ‘The Last Supper’

Upon Request

All Year

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Tour Rome by Foot with a Local Guide

Upon Request

All Year

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Florence bridge at night

A Discovery of Florence by Foot

UPON REQUEST

ALL YEAR

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Gallieo and Gardens Tour of Italy

Upon Request

MAY-OCT

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Milan Food Tour

UPON REQUEST

ALL YEAR

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Fantastic Cooking Classes in Rome: Fresh Market Experience

UPON REQUEST

ALL YEAR

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Day Trip To Pisa Tour From Tuscany: A Journey

PRICING UPON REQUEST

ALL YEAR

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History, Food & Wine Walking Tour in Bologna

UPON REQUEST

APRIL – NOVEMBER

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Astonishing Experience To Pompeii

Upon Request

All Year

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Amazing Herculaneum Undiscovered

UPON REQUEST

ALL YEAR

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Agrigento Tour: The Valley of The Temples

UPON REQUEST

MAY – OCT

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A Mesmerizing Vatican Museum, Sistine Chapel and St. Peters

Upon Request

All Year

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Italy Walking, Hiking & Trekking Tours Highlights

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FLORENCE

Florence, also known as Firenze is a famous Italian city known for its Renaissance art and history, immaculate architecture and its undeniable cuisine. However, most people don’t know that Florence is a surprisingly very walkable city and is best explored by foot. You could spend an entire day dedicated to walking the halls of the Uffizi Gallery, admiring artwork such as The Birth of Venus by Botticelli. One of the best things to do while in Florence is to aimlessly roam the city and its gorgeous tucked away streets and outdoor markets, such as the infamous leather market or the Mercato Centrale where you can buy locally produced items such as fresh fruits and vegetables, meats and cheeses and even bouquets of flowers. You could spend your entire trip getting to know Florence by foot, its beauty is endless.

The beauty of Cinque Terre

Cinque Terre

For the adventurous traveler, Cinque Terre is the perfect destination for your walking tour. Experience all five cities by foot (or spare some hiking and take quick train in-between towns). Cinque Terre is the ideal place to be outdoors and hike. With a spectacular coastline lined with brightly colored Cliffside villages you’re rewarded with unbeatable views of the sea. Not only can you indulge in the Italian Riviera views, but while hiking along coastal trails you’ll see vineyards and olive groves, too. Each little town is unique and offers its own charm. Delight yourself in the relaxing atmosphere of Cinque Terre and taking in the natural environment.

Rome

Rome may be a large city, with lots to see, but it’s still very walkable. Visiting The Vatican and fixing your eyes on the Colosseum can both be done by a walking tour. Plus, making pit stops (breaks) at The Trevi Fountain or the Spanish Steps will allow you to retie your sneakers and relax amongst the lively energy of Rome. You won’t feel bad about the many plates of carbonara you ate once you spend a few days walking through the architecturally fascinating and history-stimulating city of Rome.

TUSCANY

If you like the calm, more quiet towns in Tuscany, then Siena is a great city to take your time in and walk around! Distinguished by its brick buildings, Siena is a gorgeous city with equally impressive monuments. Piazza del Campo isn’t your typical square. The fan-shaped piazza offers not only a great place to sit and eat, but also offers the Gothic town hall and Torre del Mangia, a tower from the 14th century with amazing views. With Siena being an easygoing city, you’re able to walk around casually and avoid the larger crowds at popular sights.

Venice

A city where your only means of transportation is by foot, Venice is the ideal candidate for your walking vacation to Italy. With its small size, you are able to experience all of Venice by foot. Although you could see it all in a day, the charm of the small alleys and streets are begging you to take your time. Once you want to give your feet a break, you have the ability to visit Murano and Burano, nearby islands, which require just a short ride via water taxi.

Walking may not be your immediate thought for transportation in Italy however, walking around your destination is worthwhile because it allows you to follow your own desired pace. You can stroll through museums and gardens, sight-see leisurely and take in your surroundings completely. Not to mention, the amount of culture and beauty you’re destined to experience while on foot is unbeatable.

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