11-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
All inclusive app
Travel agent
24/7 fast service

Description

Take a 11-day city break in Italy and explore Siena like a local. Immerse yourself in the charm of Siena, where every corner holds a new adventure.

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 10 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 11-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

Itinerary summary

See a summary of the itinerary that you can fully customize

Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Porta Romana
Loggia del Papa, SienaTower of Mangiapiazza del CampoPubblico Palace
Piccolomini LibraryPiazza del DuomoSiena CathedralBattistero di San Giovanni Battista
Fortezza MediceaPorta Camollia, Siena
Vista Panoramica de SienaBasilica of San DomenicoSantuario di Santa CaterinaFontebranda
Palazzo Salimbeni

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 10 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.

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.

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight.

Extend your evening after a delightful meal by visiting Meet Life Cafè, which offers the perfect atmosphere for a night out.

This is the time to raise a toast for your 11-day city break in Siena! Savor the moment and look forward to immersing yourself in the vibrant culture, stunning sights, and local delicacies of the city for the next few days to come!

Read more
Day 2

Day 2

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

Get ready for another exciting day in Siena on day 2 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 9 nights ahead, make the most of your time and create unforgettable memories in Siena.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Loggia Del Papa, Siena. This symbolic monument is sure to ignite your curiosity. Next, dive into the culturally significant features of Tower Of Mangia, a must-visit monument in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Del Campo, a famous public square. For a change of scene, check out Pubblico Palace, known for its culturally significant features.

When you’re ready for dinner, we recommend you try one of the best restaurants in Siena.

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Maudit Pub stands out as an excellent choice for a post-dinner cocktail.

Savor the memories of an amazing day in Siena, Italy!

Read more
Day 3

Day 3

  • Siena
  • More
  • Piccolomini Library
  • Piazza del Duomo
  • Siena Cathedral
  • Battistero di San Giovanni Battista
  • More

Wake up to day 3 of your vacation in Siena. With 8 nights left, you'll have ample time to explore and savor all Siena has to offer.

Get ready to discover some of the most iconic wonders in Siena, including a library, a public square, and a church. Start your day at Piccolomini Library. This respected library is a beloved place to see in Siena. Then, wander over to Piazza Del Duomo. If inviting sites excite you, this public square will be right up your alley. Nearby, you’ll also find Siena Cathedral. This history-steeped church is a favorite among visitors.

Siena offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Battistero Di San Giovanni Battista is an increasingly popular spot in the city that will captivate you with its unique charm.

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

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

Continue the enjoyment post-dinner at Bar Impero Siena, a cherished local gathering spot renowned for its welcoming atmosphere.

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

Read more
Day 4

Day 4

  • Siena
  • More
  • Fortezza Medicea
  • Porta Camollia, Siena
  • 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 7 nights remaining, there's ample time to explore and uncover the heart of Siena.

Discover a day packed with family-friendly attractions, breathtaking views, and picturesque spots in Siena. Begin your sightseeing with Fortezza Medicea (siena). This curiosity-inducing monument is one of the top attractions in the city. Proceed to Porta Camollia, Siena, another must-visit attraction.

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.

Treat yourself to a wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Charlie Mixology Bar Di Aldinucci Riccardo, known for its inviting atmosphere.

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 5

Day 5

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

As day 5 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 6 nights left, the possibilities for discovery are endless.

Savor the day by visiting some of the best places to see in Siena, including an observation deck, a church, and a historical landmark. Start your adventure at Vista Panoramica De Siena. This frequently visited observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of San Domenico located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Santuario Di Santa Caterina. Its culturally significant features will captivate you. After the church, continue your tour of the city with a visit to Fontebranda. Visitors usually appreciate the symbolic features of this historical landmark.

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

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

After your meal, keep the night alive at a bar like Bar Pinacoteca, known for its lively atmosphere.

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

Read more
Day 6

Day 6

  • Siena
  • More
  • Palazzo Salimbeni
  • More

On day 6 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 5 nights in Siena and enjoy plenty of time for exploring.

Brace yourself for today’s incredible lineup of attractions in Siena, featuring family-friendly attractions, photo-friendly spots, and historic treasures. Start at Palazzo Salimbeni, a locally appreciated palace in the city.

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.

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

Continue your evening by exploring the vibrant nightlife scene at San Paolo Pub, a prime destination for a thrilling night out.

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

Read more
Day 7

Day 7

  • Siena
  • More
  • Porta Tufi
  • More

On day 7 of your fun city break in Siena, you’ll experience more of the best attractions and activities in the city. You now have 4 nights left in Siena.

Begin your adventure at Porta Tufi. This is an underrated historical landmark you should not miss.

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.

Treat yourself to a delicious dinner at Ristorante San Desiderio, an excellent option for tonight's dining. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

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 8

Day 8

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

Wake up to day 8 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!

Bring your curiosity for today’s adventure around Siena. Some of the city’s most loved attractions await! Pinacoteca Nazionale is the perfect place to start. This art gallery is one of the most often recommended places to visit in Siena. Next, head to Musei Dell’accademia Dei Fisiocritici, a locally appreciated museum, known for its photogenic features.

Visit these for an interesting touch to your journey.

Exploring the most popular attractions in Italy can make you lose track of time. Be sure to grab something to eat at one of the best restaurants in Siena.

Don’t miss out on dining at Osteria Le Logge, a top-rated dining destination in Siena.

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

Read more
Day 9

Day 9

  • Siena
  • More
  • Facciatone
  • More

Get ready for another exciting day in Siena on day 9 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 2 nights ahead, make the most of your time and create unforgettable memories in Siena.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Facciatone. This often recommended observation deck is a visually striking place to see in Siena.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Siena.

Before you know it, it’s time to head out for dinner. Treat yourself to a delicious meal at a nice restaurant in Siena.

Enjoy a delicious meal at Ristorante Taverna Di Cecco, a highly-rated dining destination in Siena.

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

Read more
Day 10

Day 10

  • Siena
  • More
  • Фонтан контради Сельва
  • More

Wake up to day 10 of your vacation in Siena. With 1 night left, you'll have ample time to explore and savor all Siena has to offer.

Your adventure starts at Fontan Kontradi Sel'va, an often recommended local hot spot.

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.

Enjoy a lovely meal at Bar Pasticceria Nannini Toselli, a top-rated place to have dinner tonight.

Savor the memories of an amazing day in Siena, Italy!

Read more
Day 11

Day 11

  • Siena - Departure day
  • More
  • Porta Pispini
  • 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 Pispini. This curiosity-inducing 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.

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.