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Sample Scouting Itinerary: 

Ceglie Messapica, Puglia

When you plan with Caesar, you don’t just get a tourist checklist — you get a Notion-based, mobile app available, scouting plan built to test real life in Italy.

Here’s what that looks like in Ceglie Messapica - a super cute town in Puglia. A trip I recently planned for a newly retired couple:

  • Housing: walk the centro storico, compare modern rentals, meet vetted local agents.

  • Daily life: coffee spots, grocery runs, pharmacies, internet providers, healthcare access.

  • Practicalities: banks, notaries, translations, lease checklists.

  • Logistics: parking realities, transit links, airport times, veterinarians and dog groomers.

  • Lifestyle: trattorie, markets, community events, expat groups.

 

This isn’t about sightseeing — it’s about seeing if a town works for you.

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