11-Day Italy City Break in Siena With Itinerary
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Description
Immerse yourself in the charm of Siena on this 11-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 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!
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Itinerary summary
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Day 1
- Siena - Arrival day
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- Porta Romana
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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 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.
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 Enoteca I Terzi, a top recommendation for dinner tonight.
Keep the excitement of the evening going by visiting a bar or two. Meet Life Cafè is an excellent place to start.
Celebrate the start of your 11-day city break in Siena with a toast!
Day 2
- Siena
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- Loggia del Papa, Siena
- Tower of Mangia
- piazza del Campo
- Pubblico Palace
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Wake up to day 2 of your vacation in Siena. With 9 nights left, you'll have ample time to explore and savor all Siena has to offer.
Siena is home to plenty of attractions that offer family-friendly attractions, picturesque spots, and historic treasures! Start at Loggia Del Papa, Siena, a curiosity-inducing monument that is worthwhile a visit in the city. Nearby, you’ll find Tower Of Mangia, enchanting visitors with its UNESCO world heritage-listed appeal. Continue your exploration at Piazza Del Campo. This public square is one of the city’s most spectacular spots.
Enjoy the freedom of exploring Siena at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Pubblico Palace.
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 Tar-Tufo, a top-rated dining destination in Siena.
Keep the evening going at Maudit Pub, a great choice for enjoying the after-dinner hours with a drink.
No matter where in Siena you end up, an amazing evening of relaxation and enjoyment is guaranteed.
Day 3
- Siena
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- Piccolomini Library
- Piazza del Duomo
- Siena Cathedral
- Battistero di San Giovanni Battista
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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 8 nights left in Siena.
Set out on a day brimming with fun adventures, picturesque spots, and history-rich sites. Start at the frequently visited Piccolomini Library, a heritage-rich library in Siena. Next, go to Piazza Del Duomo.
After visiting Piccolomini Library and Piazza Del Duomo, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Siena Cathedral. This inviting church offers a unique experience. Battistero Di San Giovanni Battista is another noteworthy attraction worthwhile a visit.
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 lovely meal at Antica Trattoria Papei, a top-rated place to have dinner tonight.
Continue your evening by exploring the vibrant nightlife scene at Bar Impero Siena, a prime destination for a thrilling night out.
Get some rest at your hotel in preparation for another wonderful day in Siena to come!
Day 4
- Siena
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- Fortezza Medicea
- Porta Camollia, Siena
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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.
Start by visiting Fortezza Medicea (siena), a prime spot to begin your journey. This culturally significant monument is sure to impress. Next on your list is Porta Camollia, Siena, another must-visit landmark and frequently visited monument renowned for its picture-perfect features.
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.
Have a fantastic dining experience at Osteria Quattro Venti, a highly recommended choice for tonight's dinner.
Unwind after your meal by stepping into Charlie Mixology Bar Di Aldinucci Riccardo. This venue is celebrated for its extensive drink selections and cozy vibes.
Reflect on the adventures of the day as you unwind in the comfort of your hotel in Siena. Tomorrow holds new possibilities and discoveries!
Day 5
- Siena
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- Vista Panoramica de Siena
- Basilica of San Domenico
- Santuario di Santa Caterina
- Fontebranda
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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 6 nights ahead, make the most of your time and create unforgettable memories in Siena.
Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Vista Panoramica De Siena. This worthwhile observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of San Domenico, one of the city’s best highlights.
Next, check out Santuario Di Santa Caterina, one of the most locally appreciated places to see in Siena. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Fontebranda. Wander around and soak in the symbolic atmosphere this historical landmark offers.
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 Fischi per Fiaschi, highly recommended for tonight's dining.
Continue your lively evening at Bar Pinacoteca, a perfect place for winding down or revving up the night, depending on which mood you’re in.
Savor the memories of an amazing day in Siena, Italy!
Day 6
- Siena
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- Palazzo Salimbeni
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Wake up to day 6 of your exciting city break in Siena. You still have 5 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 Palazzo Salimbeni. This locally appreciated palace provides an insightful glimpse into the city's identity.
When you’re ready for dinner, we recommend you try one of the best restaurants in Siena.
Make sure to reserve a table at Osteria da Divo, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.
Following your dinner, dive into the local bar culture at San Paolo Pub. Enjoy this evening's relaxed ambiance with delightful drinks.
Raise a toast and celebrate another memorable day in Siena, Italy!
Day 7
- Siena
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- Porta Tufi
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As day 7 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 4 nights left, the possibilities for discovery are endless.
Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most underrated attractions included on the itinerary is Porta Tufi. This culturally significant historical landmark will help you start your sightseeing on top.
Throughout the day, make sure to take breaks to appreciate the surroundings.
After a long day of sightseeing, try one of the best restaurants in Siena.
Treat yourself to a wonderful meal at Ristorante San Desiderio, a top-rated dining spot in Siena.
Wind down and recharge for tomorrow's escapades in Siena, Italy. With each day comes new experiences to cherish and enjoy.
Day 8
- Siena
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- Pinacoteca Nazionale
- Musei dell’Accademia dei Fisiocritici
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On day 8 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 3 nights in Siena and enjoy plenty of time for exploring.
Siena is brimming with adventures. Today’s wonderful stops include an art gallery and a museum. Begin your sightseeing adventure at the up-and-coming Pinacoteca Nazionale and allow yourself time to explore. Just a short distance away you'll find your next stop, Musei Dell’accademia Dei Fisiocritici, a photogenic museum that draws visitors from far and near.
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 Osteria Le Logge, a highly-rated dining destination in Siena.
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.
Day 9
- Siena
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- Facciatone
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Wake up to day 9 of your vacation in Siena. With 2 nights left, you'll have ample time to explore and savor all Siena has to offer.
Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Siena. Begin your sightseeing with Facciatone. This worthwhile observation deck is one of the top attractions 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.
Treat yourself to a delicious dinner at Ristorante Taverna Di Cecco, an excellent option for tonight's dining. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.
Raise your glass and relax after another amazing day in Siena, Italy.
Day 10
- Siena
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- Фонтан контради Сельва
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On day 10 of your fun city break in Siena, you’ll experience more of the best attractions and activities in the city. You now have 1 night left in Siena.
The first attraction of today is Fontan Kontradi Sel'va.
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.
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.
Savor the flavors at Bar Pasticceria Nannini Toselli, a top pick for dinner tonight.
No matter where in Siena you end up, an amazing evening of relaxation and enjoyment is guaranteed.
Day 11
- Siena - Departure day
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- Porta Pispini
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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, we recommend visiting Porta Pispini, an instagrammable historical landmark before you head out.
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.
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