9-Day Italy City Break in Siena With Itinerary

Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Select dates
Hotel
Select dates
Car rental
Select dates
Tours & tickets
Select dates
Travel plan
From A to Z
Travel agent
24/7 fast service

Description

Immerse yourself in the charm of Siena on this 9-day city break in Italy, where cultural delights and exciting experiences await!

In the heart of Tuscany, Siena stands as a medieval masterpiece. Discover the historic Palio horse race, the stunning Piazza del Campo, and the magnificent Siena Cathedral in this magnificent city. Stroll through its charming alleys and immerse yourself in this classic Italian city's timeless traditions and artistic treasures.

With this perfectly planned holiday package, you will experience the ultimate Siena city break. This trip includes 8 nights in Siena at one of the best hotels in the city. Let us take care of the details so you can fully enjoy all the attractions and activities the city has to offer. Whether you're seeking to discover the rich cultural heritage of Siena or indulge in its delicious culinary scene, this holiday package has got you covered.

The home for your 9-day holiday in Siena will be one of the city’s best hotels. You’ll choose from a great selection of places to stay, all conveniently located in downtown Siena, close to many of the top attractions and best restaurants in the city. Siena offers excellent hotels for every budget, ensuring travelers a fantastic city break. You can rest assured that we will always recommend the best available places to stay in the city.

During your vacation in Siena, you'll get the chance to experience some of the best things to see and do in the city. Piazza Del Campo, Siena Cathedral, and Fortezza Medicea (siena) are only a few of the many spectacular attractions and sights you’ll find on your carefully planned travel itinerary.

Maximize your holiday experience in Siena by customizing each day with exciting tours and tickets. Whether you're tracing the footsteps of history through iconic landmarks, savoring the rich flavors of Italy's traditional cuisine, or uncovering the city's best-kept secrets on guided tours, Siena promises an adventure tailored to every traveler's passion. With a diverse selection of immersive experiences to choose from, your time in Siena is sure to be anything but ordinary.

Between sightseeing and activities, you will enjoy plenty of time to wander through Siena's best shopping streets and markets. Let the unique souvenirs you find serve as fond reminders of your city break in Italy.

This travel plan is designed to include everything you need to experience the best of Siena. By booking this vacation package, you can avoid spending hours researching and planning your city break and jump straight to enjoying it. Let the experts take care of the details so you can relax and make the most of your time in Italy.

To make sure the city break is fully tailored to your interests and preferences, you can easily customize each day of your journey. Our intuitive trip planning puts you in control, ensuring that every moment in Siena reflects your unique travel style.

Book with us to get an expertly curated step-by-step travel itinerary and access to 24/7 personal travel support before, during, and after your city break in Siena.

The best hotels, flights, activities, and tours in Siena fill up quickly, so it's advisable to book your holiday package in advance. Select a date and start planning your city break in Siena as early as today. Join us and discover the enchanting beauty of Siena, Italy!

Read more

Travel details

Set your travel details to find the best price

Flights

Round trip
Round trip
Travel dates

Travelers

Rooms

Flights

Compare and choose from the best flights to Siena

Car

Choose from the best car rental deals or see all options

Itinerary summary

See a summary of the itinerary that you can fully customize

Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Porta Romana
Palazzo SalimbeniLoggia del Papa, SienaTower of Mangiapiazza del CampoPubblico Palace
Фонтан контради СельваPiazza del DuomoPiccolomini LibraryBattistero di San Giovanni BattistaSiena CathedralFacciatone
Fortezza Medicea
Vista Panoramica de SienaBasilica of San DomenicoSantuario di Santa CaterinaFontebranda
Porta Camollia, Siena

Personalize your itinerary

Customize tours under each day and destination

Day 1

Day 1

  • Siena - Arrival day
  • More
  • Porta Romana
  • More

Your exciting city break begins as soon as you arrive in the beautiful city of Siena. You’ll stay in Siena for 8 nights.

Siena is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Porta Romana, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When the afternoon arrives, make your way to the hotel of your choice in downtown Siena. Check-in at hotels in Italy normally starts around 2 to 3 PM. Each accommodation option in Siena offers a unique blend of comfort and style in addition to prime access to the city’s top attractions.

When you’re ready to eat, treat yourself to a nice meal at a top-rated restaurant in the city.

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink.

Celebrate the start of your 9-day city break in Siena with a toast!

Read more
Day 2

Day 2

  • Siena
  • More
  • Palazzo Salimbeni
  • Loggia del Papa, Siena
  • Tower of Mangia
  • piazza del Campo
  • Pubblico Palace
  • More

On day 2 of your city break, you will set out to discover Siena, including some of the most amazing things to see and do in the city. You’ll stay 7 nights in Siena and enjoy plenty of time for exploring.

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Palazzo Salimbeni. This eye-catching palace is a highlight of any visit in the city. Then, enjoy Loggia Del Papa, Siena, another symbolic attraction that never fails to captivate visitors. Next, head over to Tower Of Mangia, one of the city’s most increasingly popular attractions, known for its culturally significant features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Del Campo. This awe-inspiring public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Pubblico Palace, an intriguing palace, and take a stroll around the area.

After or in between exploring, treat yourself to a delicious meal at a nice restaurant in the city. Unwind and enjoy the local flavors and culinary delights while reflecting on the day's adventures.

Enjoy a lovely meal at Ristorante Tar-Tufo, a top-rated place to have dinner tonight.

After savoring a delicious meal, step into the vibrant nightlife at Maudit Pub, where the evening is just getting started.

Reflect on the adventures of the day as you unwind in the comfort of your hotel in Siena. Tomorrow holds new possibilities and discoveries!

Read more
Day 3

Day 3

  • Siena
  • More
  • Фонтан контради Сельва
  • Piazza del Duomo
  • Piccolomini Library
  • Battistero di San Giovanni Battista
  • Siena Cathedral
  • Facciatone
  • More

On day 3 of your fun city break in Siena, you’ll experience more of the best attractions and activities in the city. You now have 6 nights left in Siena.

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Siena. Your adventure starts at Fontan Kontradi Sel'va, a curiosity-inducing local hot spot. Another notable attraction to explore is Piazza Del Duomo.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piccolomini Library. This standout library offers a fascinating experience that many visitors find memorable. Battistero Di San Giovanni Battista is also worth visiting, along with Siena Cathedral. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Facciatone. This worthwhile observation deck provides a fitting finale to your sightseeing.

You have plenty of options for restaurants and bars in Siena. So when you’re hungry or need a break from exploring, all you have to do is take your pick.

Treat yourself to a wonderful meal at Antica Trattoria Papei, a top-rated dining spot in Siena.

Continue your lively evening at Bar Impero Siena, a perfect place for winding down or revving up the night, depending on which mood you’re in.

Get some rest at your hotel in preparation for another wonderful day in Siena to come!

Read more
Day 4

Day 4

  • Siena
  • More
  • Fortezza Medicea
  • More

Rise and shine for day 4 of your city break in Siena! Today, delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 5 nights remaining, there's ample time to explore and uncover the heart of Siena.

Fortezza Medicea (siena) is must-visit monument and a great starting point for the day.

Exploring can easily make you lose track of time. Make sure to grab something to eat and use this opportunity to learn more about Siena's food culture.

Dine in style at Osteria Quattro Venti, a top recommendation for dinner tonight.

Following your dinner, dive into the local bar culture at Charlie Mixology Bar Di Aldinucci Riccardo. Enjoy this evening's relaxed ambiance with delightful drinks.

Wind down and recharge for tomorrow's escapades in Siena, Italy. With each day comes new experiences to cherish and enjoy.

Read more
Day 5

Day 5

  • Siena
  • More
  • Vista Panoramica de Siena
  • Basilica of San Domenico
  • Santuario di Santa Caterina
  • Fontebranda
  • More

Get ready for another exciting day in Siena on day 5 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 4 nights ahead, make the most of your time and create unforgettable memories in Siena.

A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Siena on today’s itinerary. First up is the frequently visited observation deck, Vista Panoramica De Siena. Afterward, continue to Basilica Of San Domenico, a church every traveler should visit.

As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Santuario Di Santa Caterina. This up-and-coming church is an essential stop. Following that, head to Fontebranda, another must-visit site that will enhance your experience.

When it’s time for dinner, try one of the most popular restaurants in Siena. Make sure to reserve a table in advance, as the best restaurants fill up quickly.

Treat yourself to a delightful dinner at Fischi per Fiaschi, highly recommended for tonight's dining.

Keep the evening going at Bar Pinacoteca, a great choice for enjoying the after-dinner hours with a drink.

Raise your glass and relax after another amazing day in Siena, Italy.

Read more
Day 6

Day 6

  • Siena
  • More
  • Porta Camollia, Siena
  • More

Wake up to day 6 of your exciting city break in Siena. You still have 3 nights left in Siena, and we recommend that you spend this day relaxing, sightseeing, and dining at the most wonderful places the city has to offer. Here's how you can make the most of today!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Porta Camollia, Siena. This often recommended monument provides an insightful glimpse into the city's identity.

After a long day of sightseeing, try one of the best restaurants in Siena.

Savor the flavors at Osteria da Divo, a top pick for dinner tonight.

Keep the excitement of the evening going by visiting a bar or two. San Paolo Pub is an excellent place to start.

As the day draws to a close, bask in the tranquility of Siena by night. With memories made and adventures ahead, rest well and embrace the journey anew tomorrow.

Read more
Day 7

Day 7

  • Siena
  • More
  • Porta Pispini
  • More

Wake up to day 7 of your vacation in Siena. With 2 nights left, you'll have ample time to explore and savor all Siena has to offer.

Prepare for a day full of family-friendly attractions, breathtaking views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Porta Pispini. This increasingly popular historical landmark is a must-visit for anyone seeking a unique vacation experience.

After a full day of exploring, we recommend you try one of the best places to eat in Siena. Enjoy the local flavors, unwind, and reflect on the day's adventures.

Enjoy a delicious meal at Ristorante San Desiderio, a top-rated dining destination in Siena.

No matter where in Siena you end up, an amazing evening of relaxation and enjoyment is guaranteed.

Read more
Day 8

Day 8

  • Siena
  • More
  • Musei dell’Accademia dei Fisiocritici
  • Pinacoteca Nazionale
  • More

As day 8 dawns in Siena, embark on another day of exploration and adventure. Discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 1 night left, the possibilities for discovery are endless.

Today, you'll explore some of the most beautiful places in Siena, including a museum and an art gallery. Start your day with a visit to Musei Dell’accademia Dei Fisiocritici. This frequently visited museum is a must-visit in the city. When you’re ready for your next discovery, continue to Pinacoteca Nazionale, which may be one of the most standout places you will experience today.

When it’s time to eat, Siena has restaurants and bars to suit all budgets.

Enjoy a lovely dining experience at Osteria Le Logge, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city.

Raise a toast and celebrate another memorable day in Siena, Italy!

Read more
Day 9

Day 9

  • Siena - Departure day
  • More
  • Porta Tufi
  • More

Your city break in Siena is coming to an end, and it's soon time to say goodbye to the city. Before you leave, make sure to capture a few last moments to cherish your rejuvenating vacation in Italy.

If you're up for some more sightseeing, begin at Porta Tufi. This locally appreciated historical landmark is a popular place to see in the city.

Depending on how much time you have to spare on your departure day, you may want to do some last-minute shopping or sightseeing. Downtown Siena offers excellent shopping opportunities and is the perfect place to browse for souvenirs and gifts to bring home. Take a walk and discover unique items you can purchase to remind you of your city break in Siena.

Before you conclude your city break in Siena, drop by a top-rated restaurant for your last chance at a memorable dining experience in the city. Savor the destination's vibrant atmosphere over a delicious meal.

Dine in style at Ristorante Taverna Di Cecco, a top recommendation for dinner tonight.

As you prepare to leave Siena, remember the moments of joy, discovery, and connection you've experienced in Italy. Carry them with you as souvenirs of your journey, guiding you as you continue to explore and create new memories.

Read more

Similar travel packages

Discover other popular vacations in Italy

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.