Trip Planning Video Call

Ask a Local:
Siena Trip Planning
Video Call

5 (62)

Plan with confidence, discover more, and get your trip questions answered by someone who knows the city inside out.

How It Works

Step by step of our video calls

Tell us what you're looking for

After booking, fill out a quick questionnaire to let your host know your interests, style, and needs.

Hop on your video call

Get live, tailored recommendations and ask your burning questions directly to your host.

Receive your customized plan

Your host will send a summary of your conversation, with links, tips, and local suggestions, so you can travel confidently

Book Now

Why Video Call With a Local Before Your Trip?

Fully Personalized Advice

Get recommendations crafted exclusively for your tastes, interests, and plans—no generic tips.

Maximize Every Moment

Quickly pinpoint must-dos and safely skip overrated spots. Don’t waste precious vacation time.

Travel Stress-Free

Sort out neighborhoods, transport, local etiquette, and logistics upfront. Arrive confident and prepared.

Authentic Insider Knowledge

Unlock hidden gems and unique local insights you won’t find in guidebooks or online forums.

Easy & Convenient

Plan comfortably from home, at a time that suits you. Ask your questions, get answers immediately.

One conversation can change everything.

Ask anything. Learn everything. Our local hosts are here to help you get it right before you go

What Our Travelers Think

G
Gregory 17 December 2025

Filippo was professional, knowledgeable, and attentive to us. He was engaging and easy to be around

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H
Helen 1 November 2025

Great!!

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C
Christoph 22 October 2025

Thanks to Filippo for that great day in your city.

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C
Christoph 22 October 2025

Our guide Filippo did lead us to parts of the city, where we would have not gone on our own. He also explained allot about the inhabitants of Siena and their very interesting habits. The tour was perfectly timed and we did see very interesting spots of the city. At the end of the tour he led us to his famous restaurant, where we hat a great lunch. Thanks to Filippo for that great day in your city.

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C
Cynthia 14 October 2025

Lillo was very informative and helpful. He spoke excellent English and gave us a good sense of Siena.

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J
John 13 October 2025

Filippo was a great tour guide. He was very knowledgeable of the culture and history of Siena.

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M
Michael 8 October 2025

Francesco was an excellent to a guide , very personable and informative! His explanations of sites and cultural meanings, made us want to extend our visit in Siena.

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Layne 6 October 2025

A private tour specialized to our interests and be an amazing local guide. We would not have learned to much about the city without Francesco as our guide. It was wonderful.

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