Leave the details to us.
Less Stress. More Tuscany.

Whether you’ve only got a few days or the chance to explore Tuscany in depth, we’ll create an itinerary to suit your time, pace, and travel style. Every plan is personal, shaped by local know‑how and real experiences.

Enquire now

Ciao e benvenuti!

We’re Julie and Andrew, two Australians who fell in love with Tuscany well over a decade ago. That first trip grew from short visits into long stays, and now Chianti is our second home.

Our passion for Tuscany’s easy lifestyle, great food, wine, and the genuine connections we’ve made inspired us to launch Tuscany Travel Planning. To us, travel means experiencing the heart of a place: its people, culture, and stories, and creating memories that stay long after we’ve returned to Australia.

Whether you’re seeking a peaceful getaway, a food and wine journey, or an immersive cultural experience, we’re ready to craft a personalised itinerary that brings Tuscany’s magic to life.

“Instead of hours and hours researching websites and guidebooks, I was given a clear and detailed plan to follow. I was able to relax and really enjoy my holiday.”
— James J

From a taste of the highlights to a deep dive into the heart of Tuscany

Tuscany Essentials
Tuscany Explorer
Tuscany Immersion

Tuscany Essentials (1 – 4 days)
An ideal introduction to Tuscany: discover its iconic landmarks, enjoy local food and wine, and soak up the atmosphere that makes this region unforgettable.
Inclusions:
– A fully customised 1–4 day itinerary
– Accommodation, transport, and transfer suggestions
– Hand-picked activities and attractions
– Local dining spots to try
– Essential travel advice, insider tips, and practical information
– Answers to your pre-trip questions
– One itinerary revision before you go
– A digital itinerary with booking links.

Tuscany Explorer (5 – 10 days)
The perfect choice for travellers who want to dive deeper into Tuscany, discovering charming villages, authentic experiences, and hidden gems beyond the usual.
Inclusions:
– A fully customised 5–10 day itinerary
– Carefully selected accommodation recommendations
– Transport and transfer planning
– Daily activity suggestions
– Essential local travel advice
– Insider tips on food, wine, and local culture
– A digital itinerary with direct booking links for every recommendation
– Up to two revisions to your itinerary before you travel
– Priority WhatsApp access for guidance and support.

Tuscany Immersion (11+ days)
Ideal for those who want to get to know Tuscany; its towns and villages, food and wine, and everyday life that make the region unique.
Inclusions:
– A fully customised 11+ day itinerary
– Carefully selected accommodation recommendations
– Transport and transfer planning
– Activity and experience suggestions
– Our exclusive local tips and unique experiences, including food and winery recommendations
– A digital itinerary with direct booking links for every recommendation
– Up to three revisions to your itinerary before you travel
– Exclusive WhatsApp support for quick, real-time guidance.

We Work With You to Plan Your Trip

Tell Us About Your Trip

Once we receive your enquiry, we’ll send you a proposal. If you’re happy to go ahead, we’ll ask about your Tuscany must‑haves, ideal pace, and budget. That way, we can start shaping your trip before our Discovery Call.

Join a Discovery Call

We’ll schedule a 30–45 minute call to discuss your plans in more detail and fine-tune your travel style—so we can create a draft itinerary that’s truly and completely yours.

Review Your Draft Itinerary

Four to five days after we’ve spoken, you’ll receive a draft itinerary to review. Share your feedback, and we’ll fine-tune every detail to create your perfect Tuscany itinerary.

Receive Your Itinerary

We’ll make final adjustments based on your feedback, ensuring your itinerary perfectly matches your holiday plans and travel style, so everything is just right before you go

You’re Ready to Travel

With our guidance, you handle the bookings and arrive fully prepared to enjoy a stress-free, tailor-made Tuscany holiday, packed with unforgettable experiences.

FAQs

Absolutely! There’s endless info online and plenty of travel apps, but sorting through it all can take weeks, only to end up second‑guessing every decision. Nothing beats local knowledge and years of exploring when it comes to planning a trip that’s truly yours. Less time researching, more time exploring with confidence.

No, we don’t book flights, hotels, or tours directly. Instead, we provide you with a detailed, digital itinerary that’s packed with our recommendations and direct booking links, which you are free to use.

Travel agents focus on selling pre-set packages and handling bookings; they’re great for off-the-shelf holidays. As travel planners, we design personalised itineraries based on your style, interests, and time. Every detail is shaped around what matters to you.

Once we have received your completed questionnaire, we’ll make a time to discuss your travel needs in greater detail. After that, we’ll get to work developing a draft travel itinerary, which you will typically receive within 4–5 business days.

Absolutely! We started as budget adventurers ourselves. We know how to find the best value in Tuscany, whether that’s where to stay, the most cost-effective transport options, or budget-friendly eateries. The plan we provide you with will be tailored to fit your budget, to maximise both your experience and savings.

Tuscany’s best stays and experiences, especially during peak season or festivals, can book up quickly, so planning 4 to 6 months ahead is ideal. If you don’t have months to plan, that’s okay — we’ll make the most of whatever time you have.

Read Our Blog

www.twoaussiesintuscany.com

Email

[email protected]

Locations

Gaiole in Chianti (SI), Italy
Adelaide (SA), Australia

Currency Information

All prices are listed in Australian dollars. Quotations will be provided in your local currency. This is a conversion only and does not affect the price.

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Leave the details to us.Less Stress. More Tuscany.