7-Day Italy City Break in Siena With Itinerary

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Embark on a memorable 7-day city break in Siena, Italy!

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 6 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 7-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!

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Fortezza Medicea
Palazzo SalimbeniTower of Mangiapiazza del CampoPubblico PalaceBattistero di San Giovanni BattistaSiena Cathedral
Vista Panoramica de SienaBasilica of San DomenicoSantuario di Santa CaterinaFontebranda
Porta Camollia, Siena
Porta Romana
Porta Pispini
Porta Tufi

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Day 1

Day 1

  • Siena - Arrival day
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  • Fortezza Medicea
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Your exciting city break begins as soon as you arrive in the beautiful city of Siena. You’ll stay in Siena for 6 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 Fortezza Medicea (siena), 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 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.

Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists.

Celebrate the start of your 7-day city break in Siena with a toast!

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Day 2

Day 2

  • Siena
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  • Palazzo Salimbeni
  • Tower of Mangia
  • piazza del Campo
  • Pubblico Palace
  • Battistero di San Giovanni Battista
  • Siena Cathedral
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As day 2 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 5 nights left, the possibilities for discovery are endless.

Brace yourself for today’s incredible lineup of attractions in Siena, featuring fun adventures, picturesque spots, and historic treasures. Start at Palazzo Salimbeni, an up-and-coming palace in the city. Then, head to Tower Of Mangia and soak in the ambiance of this historic monument.

There are many interesting places to see in Siena, and when you are ready for more, go to Piazza Del Campo. This is one of the city’s most top-rated history-steeped spots of interest. After exploring the public square, visit the underrated Pubblico Palace. Not far away, you'll also find Battistero Di San Giovanni Battista. This church is a standout highlight in Siena. Before wrapping up your self-guided sightseeing tour, head to Siena Cathedral, a captivating church in the city.

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 delightful dinner at Ristorante Tar-Tufo, highly recommended for tonight's dining.

Keep the excitement of the evening going by visiting a bar or two. Maudit 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.

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Day 3

Day 3

  • Siena
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  • Vista Panoramica de Siena
  • Basilica of San Domenico
  • Santuario di Santa Caterina
  • Fontebranda
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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 4 nights left in Siena.

Start by visiting Vista Panoramica De Siena, a prime spot to begin your journey. This romantic observation deck is sure to impress. Next on your list is Basilica Of San Domenico, another must-visit landmark and curiosity-inducing church renowned for its picture-perfect features.

While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Santuario Di Santa Caterina. This respected church is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Fontebranda, an underrated historical landmark.

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

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

After enjoying a fulfilling meal, continue your evening at Bar Impero Siena, ideal for those looking to unwind with a drink in a comfortable setting.

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

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Day 4

Day 4

  • Siena
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  • Porta Camollia, Siena
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Get ready for another exciting day in Siena on day 4 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 3 nights ahead, make the most of your time and create unforgettable memories in Siena.

Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most intriguing attractions included on the itinerary is Porta Camollia, Siena. This picture-perfect monument will help you start your sightseeing on top.

Throughout the day, make sure to take breaks to appreciate the surroundings.

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.

Enjoy a delicious meal at Osteria Quattro Venti, a top-rated dining destination in Siena.

To truly maximize your evening out, consider visiting Charlie Mixology Bar Di Aldinucci Riccardo after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

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Day 5

Day 5

  • Siena
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  • Porta Romana
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Rise and shine for day 5 of your city break in Siena! Today, delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 2 nights remaining, there's ample time to explore and uncover the heart of Siena.

A blend of family-friendly attractions, scenic views, and picturesque spots await you in Siena on today’s itinerary. First up is the curiosity-inducing monument, Porta Romana.

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

Savor the flavors at Fischi per Fiaschi, a top pick for dinner tonight.

Cap off your dinner by heading to Bar Pinacoteca, ideal for a leisurely evening with a drink in hand.

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

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Day 6

Day 6

  • Siena
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  • Porta Pispini
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Wake up to day 6 of your exciting city break in Siena. You still have 1 night 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!

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Porta Pispini. This picture-perfect historical landmark is a highlight of any visit in the city.

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 Osteria da Divo, a top-rated dining spot in Siena.

Keep the evening going at San Paolo Pub, a great choice for enjoying the after-dinner hours with a drink.

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

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Day 7

Day 7

  • Siena - Departure day
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  • Porta Tufi
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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 increasingly popular 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 your city break in Siena draws to a close, cherish the memories you've made. With your travel plans in place, you're all set for a safe journey home. Until next time, take care and safe travels!

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