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Ideal duration
5 days
Starting price
₹91,155
Siena packages
This precious gem of Tuscany offers loads of beauty, from stunning mediaeval architecture to quaint streets. Siena is packed with a mediaeval charm, Gothic architecture, rich history, and unique experiences. The incredible art scenes and museums are sure to give you a perspective of the region unlike any other. No matter what you wish to do in Siena, you are never going to be disappointed. Book your Siena tour packages and spend each and every moment in the city without a stress in the world.
Why Choose Our Siena Travel Packages?
- Expert guides: Our team has destination experts to guide you through the booking process and create perfect itineraries. You will also be accompanied by English-speaking guides to give you authentic experiences.
- Excellent accommodations: We assure you we select the best of stays that have comfort, convenience and style. Moreover, these are in central locations connecting you to famous destinations.
- Customisable itineraries: You get to customise your own itineraries anytime and anywhere in our user-friendly website or app, helping you create your dream trip.
- End-to-end guidance: The best part of booking with us is you can relax and travel stress-free, as we offer end-to-end guidance. We assist you from the moment you connect with us and offer 24/7 support.
What to Do in Siena
- Climb the Torre del Mangia: The 88-metre tall Torre del Mangia gives a magnificent view of Tuscany. The surreal views of the surrounding cities and the Chianti hills make it worth the 400+ step climb.
- Experience the Palio di Siena: The historic bareback horse race is highly valued in Siena, and it happens twice a year, usually in the months of July and August. Even if you visit any other time, the Contrada museums can give a glimpse into the traditional horse race.
- Wander the streets of the Old Town: The region that dates back to the 12th century is a sight to behold. The quaint streets, cobblestone paths, traditional archways, and Gothic palaces reflect the old-world charm of Siena.
- Taste traditional Sienese sweets: The sweets of Siena are special and worth falling in love with. Don’t miss out on the unique traditional sweets such as panforte, cavallucci and ricciarelli.
- Relax in Orto de’ Pecci: The quiet landscapes and refreshing greenery make Orto de’ Pecci perfect for a leisurely evening. The farm animals and herb gardens make it a fantastic place for kids to learn to connect with nature.
- Take a Tuscan cooking class: There are no words to describe the taste of Tuscan cuisine, and you have the opportunity to learn their recipes. Enjoy your cooking classes preparing Tuscan stews, pici pasta, tiramisu or ricciarelli.
What’s Included in Our Siena Trip Packages?
- Roundtrip flights from India
- Handpicked accommodations
- Airport and internal transfers
- Selected meals
- Sightseeing tours and excursions
- Entry fees for attractions
- Visa support
- 24/7 customer service
Why Choose Siena Packages from Pickyourtrail?
We can make your dream vacation possible and create moments beyond your wildest imaginations with our Siena holiday packages. Our destination experts understand your expectations and occasion to provide you with the tailor-made package that you can further customise. The speciality of Pickyourtrail is its focus on details, personalised services, and end-to-end guidance. Our packages are priced at the most competitive rates on the market and are one of the best. It’s time to say yes to your dream Siena vacation; there is no reason not to.
FAQ
- Do I need a guide in Sienna?
- You might not need a guide, but having a guide enriches your experience with knowledge about Siena’s history, the Palio race, and mediaeval art.
- What is Siena famous for?
- The speciality of Siena is the Palio horse race, breathtaking Piazza del Campo, and Gothic architecture.
- What food to eat in Siena?
- The authentic dishes to try in Siena include pici pasta, ribollita, panforte, and wild boar dishes.
- Is Siena better than Florence?
- Siena is the best for a quieter, intimate experience, while Florence offers more artistic and cheerful experiences.
- Is Siena flat or hilly?
- Siena is actually a very hilly city constructed on steep hills that can be seen through the ups and downs of the streets.
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Love from our travellers
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Love from our travellers

Prachi Chirania
4
11 Dec 2024
We had an amazing experience booking our honeymoon trip to Italy planned through Pickyourtrail. From the very start, their team was attentive, helpful, and thorough in understanding our preferences. Every detail, from the accommodations to the activities, was planned well, with 24/7 virtual assistance making our trip stress-free. Highly recommend PickyourTrail for anyone looking to plan a seamless and Special !




Bhavana Rao
5
07 Nov 2024
I am an avid traveller and have taken help from many travel agencies over the years. I haven't seen anyone come close to what PYT provides starting from providing itinerary, working with us on visa, helping us through documentation, changes required and support during the overall journey is incredible. Some folks like Nayanashi and Rinchen here are just amazing. We just finished a 10 day trip to Italy and it was just awesome. Dedicated to providing what we need in terms of travel, sight seeing, transfers required etc

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Romantic 8 day trip to Italy for Honeymoon
7 nights:
San Gimignano (2N) > Siena (2N) +1 city
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Italy City Packages
Customer Reviews
4.7
countries
5
4
3
2
1

Avdesh Chauhan
Reviewed on: 24 Jul 2026
Exceptional Europe Trip & Incredible Support! I want to express my heartfelt appreciation to Pick Your Trail for customizing my dream trip to Europe. From the meticulously planned itinerary and reasonable pricing to the smooth post-trip refund process, everything was top-notch. What truly sets them apart is their phenomenal 24x7 support during critical moments. When a national train strike in Italy cancelled our train from Milan to Venice, and subsequently affected our scheduled gondola ride, the support team stepped up immediately, offering to cover 50% of the replacement tickets and activities. They also went above and beyond when we faced ticketing issues with our BB train transit from Venice, completely reimbursing our travel to Portonova. A massive special thanks to Pranjal for handling our booking and pre-post support, and to Jayalakshmi, Vaishnavi, Janani, Anith, Aashwin George, and the entire 24x7 support crew for being there for us every single step of the way. Any company can sell you a vacation package, but Pick Your Trail delivers unmatched crisis management, peace of mind, and genuine care. Thank you for making our holiday so memorablewe will definitely book our next international trip with you guys!

Parvesh Ranka
Reviewed on: 04 Jun 2026
Dear Rohit / Somi / Subhash / Srivathsan / Vaishnavi & Entire Pickyourtrail Team I Would Like To Thank You All For Making Our Italy Trip Wonderful & Memorable Your Presence During Our On Going Journey Made Ourself Relaxed & Supportive

Monisha Borthakur
Reviewed on: 22 Nov 2025
Experience of my Italy was very good. Gaurav Ramani was very prompt and helpful. Sana guided me well and planned a good trip me. Overall it was a very good experience
Vamsi Pradeep
Reviewed on: 02 Jul 2025
Hey, we just got back from our first Schengen trip to Italy and swiss with PYT, and it was awesome! The whole thing went super smoothly, and a big shoutout to the Visa team they were lifesavers, especially since our visa got rejected at first. Uma helped us plan everything, and Mohasib kept things running perfectly. Plus, the app support was great, with reminders and quick answers to all our questions. Seriously, I totally recommend PYT if you want a stress-free trip!

Srinivasu K
Reviewed on: 23 May 2023
The journey to Europe started from an inquiry with an amazing person Mr. Avik Shriram of pickyourtrial...and from there onwards its smooth planning and excitement to be there...It was absolutely an amazing experience to Swiss and Italy brilliantly organised and customised according to our taste by pickyourtrial.Their APP was amazing and you will love it once you start experiencing.... they provided 24/7 support for all your queries, and you get quick responses.I should give the entire credit to Avik Shriram as we ended with lots of memories to take away.

Preena Singh
Reviewed on: 12 Mar 2020
I booked my Honeymoon for Italy from Pickyourtrail , it was a good experience overall a few hits and misses but these guys did a nice job..Thank you for the amazing experience 😊

Bharath Sukumaran
Reviewed on: 12 Mar 2020
Excellent service for my Italy trip... I would definitely recommend Pickyourtrail for any trips...

Divya Mohan
Reviewed on: 10 Mar 2020
Had used pickyourtrail for my Italy vacation. They offered excellent support although. The live chat option was really helpful. Everyone I interacted with was really professional and helpful. 6 Stars 😊.

Dhivya M
Reviewed on: 03 Mar 2020
It was a wonderful experience with Pickyourtrial team. We had a pleasant journey. Online support team was very helpful at the new place when we were stuck and they were responding immediately and was very helpful. The entire trip to Italy went very well with no hassle. We loved it. Thank you guys.

Preena Singh
Reviewed on: 13 Feb 2020
I booked my Honeymoon for Italy from Pickyourtrail , it was a good experience overall a few hits and misses but these guys did a nice job..Thank you for the amazing experience 😊









