Siena 5 Day City Break Tour Package

Siena 5 Day City Break Tour Package

Visits: Tuscany, Siena and Chianti Starts in: Siena Available: Every day (varies seasonally)
Tour Package
Air Conditioned Transport
Accommodation Included
5 days package
$949per person
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Siena 5 Day City Break Tour Package Highlights


FInd out all that Siena has to discover in just 5 days


Learn the secrets to Tuscan cooking with a cooking class


Discover Chianti's countryside and wine culture on an e-bike tour


Each day is led by a different guide, chosen by us


Choose your hotel from our hand-picked selection of excellent stays

Why we chose this tour

Spend a fabulous 5 days in Siena on our Siena 5 Day City Break Tour Package. Learn what makes this passionate Tuscan town tick, from its architecture to its rich history, to its glorious food scene. Visit all the best sights of Siena, from its spectacular black and white striped cathedral to its famous central piazza. Learn how to make traditional Tuscan food under the tutelage of a professional Italian chef. Head out to the rolling Chianti hills on an e-bike, stopping at an ancient winery for food and wine tasting. What a way to discover this gorgeous corner of Italy. Our Siena 5 Day City Break Tour Package is available every day and leaves with guaranteed departures.

Our Siena 5 Day City Break Tour Package will give you a unique insight into one of Italy’s most stunning towns. Get to know the real Siena, the one where daily life is slow-paced and filled with food and wine. The Insider Siena tour will give you a great overview of the town you’re calling home for 5 days. Learn about what makes this town so special and unique, from the famous Palio horse race to the stunning black and white Cathedral.

Your taste buds will be more than satisfied with our Tuscan cooking class. You and a small intimate group will learn all there is to know about making pasta and bruschetta. And if you ever had any burning questions to ask a bona fide Italian chef, this is the time to ask!

Don’t forget the gorgeous countryside that surrounds Siena, which you’ll pass through at a leisurely pace on our Chianti e-bike tour, stopping at a winery as you go.

What’s even better is that you’ll get to choose your own accommodation to ensure it suits your needs. From boutique hotels in the heart of Siena to spa resorts on the outskirts, you’ll find exactly what you need on our list.

You’ll be taken through every experience with a friendly and passionate local guide who calls Siena home. What a way to experience local Tuscan life.

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Book With Tourist Journey
  • We hand-craft each tour package which we offer
  • Each tour and experience is led by a true local expert full of passion
  • Hassle-free experience promise. We take care of everything so you just have to enjoy
  • Choose the hotels you stay at from our curated selection
  • Great memories and the best stories guaranteed
  • Easy booking, easy cancelation and best price guaranteed

Siena 5 Day City Break Tour Package Itinerary

Day 1 - Arrival in Siena
  • Day one is reserved for your arrival into Siena. Check into your hand-picked hotel that will be your home for the next 5 days.
Day 2 - Insider Siena City Tour
  • Spend a couple of hours in the morning on an Insider Siena City Tour.
  • Meet a passionate local guide who will take you through the winding cobbled streets of Siena, pointing out the best sights of the city.
  • Visit the impressive fan-shaped Piazza del Campo, the heart of city life.
  • Take in the Sanctuary of St Catherine of Siena before heading down one of the city's main thoroughfares, part of a famous pilgrimage road.
  • Listen to tales of Siena's noble families and stories of the famous Palio horse race that takes place every year in Siena's main piazza.
  • Your guide will make this wonderful Tuscan city come to life with their stories and knowledge.
  • The rest of the day is yours to do with as you please, from more exploring to relaxing in your hotel.
Day 3 - Tuscan Cooking Class
  • Day 2 in Siena is all about food, with our Tuscan cooking class.
  • You and a small intimate group will be whisked away to the Chianti countryside where you'll meet your expert local chef for a 4-hour cooking extravaganza.
  • Learn how to make perfect pasta in the traditional Tuscan way.
  • Make some traditional sauces to accompany your handiwork. Choose from a traditional tomato sauce, pesto, or a ragu bolognese.
  • Finally, master the perfect bruschetta.
  • Sit down with your culinary creations for a lunch of epic proportions! Includes a glass of wine.
  • Return to the city for an afternoon and evening of free time to explore Siena on your own.
Day 4 - Chianti E-Bike Tour
  • Get to know Siena's neighboring wine region, Chianti on an e-bike tour, full of vineyards, rolling hills, and bucolic scenery. This is the Tuscany of your dreams.
  • Bike your way through olive groves, vineyards, castles, and villages, letting your e-bike do the hard work for you.
  • Stop at a winery for a wine tasting and a lunch of locals delicacies including pasta and crostinis.
  • Head back to Chianti town on your e-bike, soaking up even more of the gorgeous countryside.
  • Return to Siena full of memories and pictures!
Day 5 - Departure
  • Day 5 is reserved for your independent departure from Siena. Whether you're heading onto another Italian town, or just heading home, we guarantee it will be full of great memories.
NB - all timings on Siena 5 Day City Break Tour Package are approximate
Have a question?

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Important Details

All touring and accomodation
Lunches listed in the itinerary
Chianti E-Bike Tour: Electric Bike rental, Insurance, helmet, bottle of water, wine tasting
Tuscan Cooking Class: All necessary ingredients, 4 hour Cooking Class
Entrance fees: Siena Cathedral
Anything not mentioned above
Personal travel insurance
Essential Information
Each day will be led by an expert guide to provide an enhanced experience along Tourist Journey's values.
You can choose your hotel from our hand-picked selection during the booking process.
The order of the days might change because we optimize the itinerary to provide the best experience.
The minimum age required for the package is 15 years old due to the Chianti E-Bike Tour.
On Sundays, the Siena Cathedral is closed for public From June 27th to July 31st, and August 18th the cathedral tour costs 5 euros that must be paid on the spot
Chianti E-Bike Tour: Difficulty level: High The customers requires a good level of physical condition and must be able to walk stairs
Please inform us if you are vegetarian.
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Book Siena 5 Day City Break Tour Package as a private tour, and customize the itinerary and locations for yourself, your family or a small group.

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