How I Planned My Italian Riviera Trip in 5 Minutes

No Spreadsheets. No Stress. Just Click and Go..

Disclosure: This post contains affiliate links. If you book through them, we may earn a small commission — at no extra cost to you. This helps keep the concierge free and updated for travelers like you.

Planning a trip to Italy usually means one thing: chaos.

I’ve been there — 12 browser tabs open, 5 travel blogs giving conflicting advice, and a Google Sheet that looks more like a PhD thesis than a vacation plan.

This time, I tried something different: a free AI concierge called Italian Riviera Insider.

Within 5 minutes, I had a custom itinerary based on my vibe, travel pace, and season — complete with hotel, tour, and transfer links. I didn’t touch a spreadsheet. I just clicked, reviewed, and booked.

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How It Works

This isn’t a generic AI that gives you Top 10 lists. It’s trained on Riviera-specific knowledge — from ferry timetables to local restaurant hours, train connections, and hotel tiers.

You input your style and dates, it returns a day-by-day plan with trusted links from partners like Viator, Stay22, and TravelPayouts.

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My Sample 5-Day Italian Riviera Itinerary

Day 1 – Arrival & Coastal Magic

• Check-In: Sweet Dreams Guesthouse – La Spezia
• Afternoon: Explore Manarola’s cliffside beauty
• Sunset: Cinque Terre Sunset Boat Tour
• Dinner: Nessun Dorma – Iconic Aperitivo View

Day 2 – Wine, Walks & Villages

• Morning: Food & Wine Walk – Monterosso
• Afternoon: Alberto Gelateria – Basil Gelato in Corniglia
• Sunset Drinks: A Pie de Ma – Riomaggiore
• Dinner: Ristorante Belforte – Vernazza

Day 3 – DIY Boat Adventure + Lerici

• Morning: Self-Drive Boat Rental – La Spezia
• Evening: Explore Lerici’s marina and promenade
• Dinner: Siamo Fritti – Seafood Cones by the Marina

Day 4 – Wine Country or Spa

• Option A: Chianti Wine Tour – Day Trip
• Option B: Grand Hotel Lerici – Spa & Sea Views

Day 5 – Final Taste of the Riviera

• Morning: Pesto Class & Wine Tasting – Vernazza
• Transfer: Private Transfer – Milan or Pisa to Cinque Terre

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Ready to Try It?

🎯 Start your free itinerary now →
👉 Italian Riviera Insider – Free AI Travel Concierge

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Affiliate Note: Some links above are affiliate links. If you book through them, we may earn a small commission. There’s no extra cost to you — and it keeps this AI concierge free and independent.

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Try It Yourself: Want your own Italy itinerary in seconds? Use the free AI Italy Trip Planner →