
CAESAR THE DAY
Travel & Scouting Trip Consultation
Stop wasting money on vacations disguised as scouting trips.
Start planning like you actually want to move!
You don’t need another travel agent. You need someone who’s been there, done that, and knows how to separate the “this piazza looks cute on Instagram” fantasy from the “can I actually live here year-round without strangling my landlord?” reality.
That’s where I come in.
I help you design a trip that isn’t about sightseeing — it’s about testing your future life. Whether you’re chasing the Italian 7% tax regime or just trying to find a town that fits, I’ll turn your wanderlust into a strategic mission.
What You Get
A Strategy, Not a Tour.
I don’t book your flights or hotels — I build the plan that makes every day count.
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Custom Itinerary: Not “Top 10 attractions,” but “Can I live here?” days.
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Key Lenses: Walkability, healthcare, rental reality, bureaucracy, community vibe.
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Hidden Red Flags: Drafty flats, ghost towns in winter, overpriced “expat traps.”
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Smart Sequencing: Efficient routes that reveal how each town actually works.
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Scouting Scorecard: Rank and compare towns — come home with clarity, not postcards.
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Digital Access: Your personalized trip plan lives inside a secure web app. Log in from anywhere, take notes, upload photos, and keep everything synced while you travel.
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Bonus: A custom playlist to keep you moving (and laughing).
A Day In the Field
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Morning: Start with coffee, but with intent. Walk from your rental to the café and grocery store. Was it effortless or an urban obstacle course?
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Late Morning: Visit rental agencies. Ask about long-term contracts and real availability — not the glossy listings.
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Afternoon: Try a few errands: pharmacy, post office, bank. Service or blank stares? This tells you more about daily life than any tour ever will.
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Evening: Wander new neighborhoods. What’s the vibe after 6 p.m.? Lively? Safe? Dead quiet?
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By sundown, you’ve tested infrastructure, livability, and rhythm — not just admired sunsets.
Who This Is For
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You’re done dreaming. You’re ready to decide.
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You value truth over fluff, strategy over spectacle.
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You want to know before you move — not discover too late.
My Approach
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Step 1: Discovery Call — We define your priorities, deal-breakers, and budget.
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Step 2: Trip Plan Build — I create a custom Notion-based plan (interactive or printable).
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Step 3: Execution — You travel with purpose and collect real insights.
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Step 4: Debrief (optional) — We turn your notes into a concrete next step.
Why Me - Not a Tour Guide?
A travel agent sells you a trip.
I help you build a life.
If you’re serious about relocating — especially under Italy’s 7% regime — my scouting plans are the only ones that integrate lifestyle, infrastructure, and long-term viability.
Ready to Plan Smarter?
Your scouting trip doesn’t need to be chaotic. Book a free discovery call and let’s make it the most productive trip of your life.