Custom Tuscany & Italy Trip Design
A done‑with‑you itinerary build for travelers who want a calm, realistic trip through Tuscany and Italy, designed around how they actually want to feel.
If your Tuscany or Italy trip feels too big, too important, or too complicated for a one‑hour review, this is for you.
Custom Tuscany & Italy Trip Design is my higher‑touch planning package where we design your full itinerary together: the bases, the pacing, the “musts” and the “nice to haves,” and the slow days that make it all feel human.
You keep control; I bring 20+ years of Italy experience, slow‑travel eyes, and honest feedback
We want to help you experience...
Authentic Italy
Escape, Experience and Indulge in Intimate, Authentic Tuscany as Truly Italy as your personal guide!
What we’ll do together
Depending on where you are in the process, we will:
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Clarify how you and your travel companions actually want this trip to feel (rested, connected, inspired, etc.).
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Choose smart bases in Tuscany and elsewhere in Italy instead of hopping every night, and set a realistic route.
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Shape a day‑by‑day itinerary with a simple rhythm: slow mornings, one main thing most days, breathing room.
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Balance cities and smaller places (like Tuscan villages) in a way that fits your energy and season.
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Talk through logistics in plain language: trains vs car, realistic travel days, what to book when.
You’ll leave with a clear, written itinerary you actually feel excited about, not guilty or exhausted by.
This is for you if...
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You’re planning a multi‑stop trip to Tuscany and Italy (often with family or friends) and feel overwhelmed by all the choices.
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You want slower days and fewer hotel changes, but you’re not sure what to cut without losing what matters.
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You don’t want a cookie‑cutter group tour, but you also don’t want to DIY every detail alone.
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You value small towns, real connection, and a calmer nervous system more than seeing “everything.”
This is not for you if you want a 15‑city Europe sprint in 8 days, or a fully escorted bus tour.
"Travel, because money returns. TIme Doesn't."
-unknown
What's Included
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A free 20‑minute intro call to see if this level of support makes sense for you.
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1–3 planning calls on Zoom (usually a longer first call, plus shorter follow‑ups if needed).
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My review of your ideas, wish‑list, and any draft plans before we meet.
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A custom written itinerary outline (bases, number of nights, key activities, travel days).
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A recap email after each call with decisions made, next steps, and any links we discussed.
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Email support between calls for clarifications while we’re in the planning phase.
Note: I do not book flights, hotels, or tickets for you. My role is to help you design the trip, simplify decisions, and make sure the plan matches how you want to feel.
What others are saying about Truly Italy Trip Planning...
How it works
1. Tell me about your trip
Fill out a short questionnaire with your dates (or rough timing), who you’re travelling with, and what you’re dreaming about for this trip.
2. I review your plans
I’ll read through everything, look at your ideas or draft itinerary, and see if custom design is the right level of support.
3. We pick a time to talk
I’ll email you personally within a few days with my thoughts and 2–3 time options for a free 20‑minute call so we can talk it through live.
4. We decide the next step together
On that call, we’ll decide whether to move ahead with Custom Tuscany & Italy Trip Design and I’ll outline the investment and process before you commit.
"Travel is about the gorgeous feeling of teetering in the unknown."
-Anthony BOurdain
Investment & next step
Custom Tuscany & Italy Trip Design starts at $3000 per person depending on trip length and complexity.
We’ll talk through the exact investment on your free intro call so you know what to expect before deciding.
Feeling overwhelmed from planning your self?
Book a 60 minute planning session, including an itinerary review to help simplify your trip.
Click the button below to learn more.