ITINERARY EUROPE
Timeless Custom Itineraries
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With over 20 years exploring Tuscany and more than 25 winters spent skiing across 50 resorts in Europe, we know what makes a trip truly special.
We loved Tuscany so much that we made it our home, and we now live there full-time—while still chasing the snow in the Alps each winter.
Planning a holiday can be exciting, but deciding where to go, how long to stay, and how to fit everything in can quickly feel overwhelming—whether it’s wandering Tuscan villages, tasting local wines, or skiing the Alps.
That’s where we come in.
We help you create a personalised itinerary based on your travel style, budget, and pace—whether that’s scenic drives through the countryside, a few days in hilltop towns, food and wine experiences, or a week of skiing and sightseeing.
Our goal is simple: to make your European holiday easier, smoother, and full of memories you’ll treasure long after you return home.
Gary & Sally email: info@timelesswanderers.com
Easy
Up to 4 Days
Tuscany
Perfect for short Tuscany escapes or add-on trips. Includes a personalised itinerary with must-see highlights, ideal base locations, transport flow between towns, and curated dining and sightseeing recommendations for a smooth, stress-free visit.
$179
Discover
Up to 7 Days
Tuscany
Perfect for first-time visitors or those with limited time, this itinerary focuses on the highlights of . It includes a well-balanced mix of iconic cities, countryside experiences, and leisure time. Ideal for travellers who want a beautifully planned week without feeling rushed.
$279
Signature
Up to 10 days
Tuscany
A deeper exploration of Tuscany, allowing time to experience both famous destinations and lesser-known gems. This itinerary offers a slower pace, more immersive experiences, and additional flexibility for wine regions, villages, and cultural stops.
$389
Premier
Up to 14 Days
Tuscany
Designed for travellers who want to truly live Tuscany, this itinerary offers a relaxed pace with in-depth exploration of multiple regions. It allows for extended stays, day trips, countryside drives, and memorable local experiences without rushing from place to place.
$479
Important: fees cover research, itinerary creation, and logistics planning only. All flights, accommodations, transport, and activities are booked directly by the client.
Q.What’s the difference between a travel agent and a travel planner?
A. A travel agent mainly books flights, hotels, and packages. And usually has no experience in travelling to the places you are travelling to. We as travel planner focuses on creating a personalised itinerary – designing your daily plans, experiences, and travel flow to match your style, interests, and goals.
Q. What does the itinerary planning fee include?
A. Your planning fee covers destination research, accommodation recommendations, transport planning, daily schedules, timing logistics, and curated experiences tailored to your preferences.
Q. Do you book flights, hotels, or activities?
A. No. Timeless Wanderers provides expert planning and recommendations only. All bookings are made directly by you, giving you complete control and transparency.
Q. Why should I pay for an itinerary instead of planning myself?
A. Planning a multi-day Tuscany trip can take dozens of hours. My service saves you time, avoids costly mistakes, and ensures your itinerary flows smoothly—so you experience Tuscany with confidence and ease.
Q. Can the itinerary be customised?
A. Absolutely. Every itinerary is fully personalised based on your interests, travel pace, budget preferences, and travel style.
Q. Is this suitable for couples, families, or solo travellers?
A. Yes. Each itinerary is tailored specifically to who is travelling, including families with children or multi-generational trips.
Q. What format will I receive my itinerary in?
A. You’ll receive a clear, easy-to-follow digital itinerary that you can view, download, and access while travelling.