Rimini Arrival (7pm) → Pennabilli → Monte La Verna → Arezzo → Cesena — 4-Day Road Loop (Sept 1–4, 2025)

Day 1: Evening arrival

Rimini → Pennabilli, Italy on September 1, 2025

7:00pm

Arrive Rimini & rental car pickup

Collect your pre-booked rental car at the airport or station; confirm supplier desk hours for evening arrivals and any after-hours fees.
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7:30pm

Drive Rimini → Pennabilli

Evening drive northwest into the Apennine foothills via SS258/SP roads; typical driving time is about 1h–1h20 — expect narrower roads and reduced daylight after sunset, so drive carefully.
EUR0, 1h15m

8:45pm

Check-in at Pennabilli accommodation & quick freshen-up

Settle into a centrally located B&B or small hotel in the medieval town; many small properties offer late check-in if pre-notified.
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9:15pm

Dinner: late meal in Pennabilli

Eat at a local trattoria or osteria—ask your host to recommend a place open late (some close by 9:30–10:00); seek regional dishes like handmade pasta or local game.
EUR28, 1h15m

10:45pm

Relaxed evening & night viewpoints

If you’re up for it, take a short post-dinner stroll to a nearby overlook for nighttime valley views; public viewpoints are accessible any time but watch footing in low light.
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Day 2: Sanctuary visit

Pennabilli → Santuario di Monte La Verna, Italy (overnight La Verna) on September 2, 2025

8:00am

Breakfast: coffee & cornetto in Pennabilli

Quick Italian breakfast at a bar or your B&B—many bars open early (7:00–8:00); if you prefer a later start after the late arrival, confirm breakfast availability with your host.
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9:00am

Drive Pennabilli → Santuario di Monte La Verna

Morning drive into the Apennines (about 1h–1h20). Early arrival helps beat visitor crowds and gives cooler conditions for short hikes.
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10:30am

Visit Santuario della Verna

Explore the Franciscan sanctuary complex, including the Chapel of the Stigmata and the cloisters, and learn about St. Francis's history here — grounds are generally open in daylight but check current opening hours and guided-tour times.
EUR0, 2h00m

12:30pm

Lunch: rifugio or trattoria near La Verna

Enjoy hearty mountain cuisine—polenta, porcini-based dishes or local game—at a nearby rifugio or rustic trattoria; most serve lunch from 12:00–14:30.
EUR18, 1h15m

2:00pm

Afternoon: forest walks & hermitages

Take peaceful trails around the sanctuary to visit small hermitages and viewpoints overlooking the Casentino forest; trails are open year-round but confirm any seasonal closures.
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4:30pm

Check-in & rest at accommodation near La Verna

Check into a convent guesthouse, mountain hotel or agriturismo near the sanctuary — staying close gives tranquil evenings and possible early-access advantages; confirm check-in times in advance.
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6:30pm

Attend vespers or chapel visit (if available)

Attend evening prayers or quietly visit the sanctuary grounds—check the sanctuary schedule for service times, which vary seasonally and by day of week.
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7:30pm

Dinner: La Verna local cucina

Dine at your guesthouse or a nearby restaurant offering regional Tuscan-Appennine dishes—expect simple, hearty fare; mountain restaurants often close earlier (around 21:00), so reserve or arrive early.
EUR28, 1h30m

Day 3: Arezzo & transit

La Verna → Arezzo → Cesena, Italy (overnight Cesena) on September 3, 2025

7:30am

Breakfast in La Verna

Enjoy breakfast at your accommodation—confirm breakfast hours (often 7:30–9:30) and ask for a packed snack if you want to maximize sightseeing time.
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8:30am

Drive La Verna → Arezzo

Drive southwest into Tuscany toward Arezzo; travel time is roughly 1h–1h20 on scenic regional roads — arrive mid-morning for lighter crowds at major sites.
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9:45am

Explore Arezzo: Piazza Grande & Duomo

Stroll the atmospheric Piazza Grande, browse artisan shops, and visit the Duomo and San Francesco (home to Piero della Francesca frescoes) — cathedral and museums typically open mid-morning (around 9:30–10:00) and close mid-to-late afternoon.
EUR6, 2h15m

12:15pm

Lunch: Tuscan trattoria in Arezzo

Savor Tuscan specialties such as ribollita, pappardelle with wild boar or local pecorino; most restaurants serve lunch 12:00–14:30 — reservations recommended for popular spots.
EUR25, 1h15m

1:45pm

Drive Arezzo → Cesena

Head northeast toward Cesena via A1 and E45/A14 highways; expect about 2h–2h30 depending on traffic — plan a short coffee stop en route to stretch legs.
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4:15pm

Arrive Cesena & check-in

Check into a hotel in Cesena's historic center so you can walk to major sights like the Biblioteca Malatestiana and Rocca; confirm desk hours in case of late arrival.
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4:45pm

Visit Biblioteca Malatestiana

Tour the UNESCO-listed Biblioteca Malatestiana, one of the few intact medieval public libraries — opening hours normally include mid-afternoon but verify current times and booking requirements.
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6:00pm

Stroll Piazza del Popolo & Rocca Malatestiana exterior

Walk the lively Piazza del Popolo and view the Rocca fortress from outside, then enjoy riverside walks for photos and local atmosphere; internal opening hours vary, so check seasonal times if you want to enter the fortress museum.
EUR3, 1h15m

8:00pm

Dinner: Cesena trattoria or piadina house

Try Romagna cuisine—fresh piadina, seafood or meat specialties—at a centrally located trattoria; dinner typically begins around 19:00, and reservations are advised on busy nights.
EUR28, 1h30m

Day 4: Cesena morning & Rimini departure

Cesena → Rimini, Italy (departure 8:00pm) on September 4, 2025

8:00am

Breakfast in Cesena

Have breakfast at your hotel or a nearby café; bakeries open early and are perfect for a quick espresso and pastry before morning sightseeing.
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9:00am

Morning: Mercato or San Domenico (optional)

If the local market is operating (check day) enjoy a short visit, or visit San Domenico church for art and quiet; many small museums and churches open mid-morning—confirm hours in advance.
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10:45am

Late-morning coffee & light snack

Pause at a café in the centro storico for a coffee and local pastry before checkout—great time to buy any final souvenirs or regional food items.
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12:15pm

Lunch: Cesena trattoria

Enjoy a relaxed lunch sampling local Romagna dishes—piadina, tagliatelle or seafood—then check out of your hotel and prepare for the drive to Rimini.
EUR22, 1h15m

1:45pm

Drive Cesena → Rimini

Short drive back to the coast (about 40–60 minutes depending on start point and traffic); plan to arrive mid-afternoon to enjoy Rimini's seaside promenades and sights.
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3:00pm

Afternoon: Rimini promenade & Tiberius Bridge

Stroll the lively Lungomare, visit the historic Tiberius Bridge and, if time permits, the Malatesta Temple exterior; many coastal open-air attractions are accessible throughout the day.
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5:15pm

Early dinner or seaside aperitivo in Rimini

Have an aperitivo or early dinner near the seafront (typical service from 18:00) to enjoy coastal cuisine—reserve if you want a table with a sea view.
EUR25, 1h15m

6:45pm

Return rental car & airport/station check-in

Return your rental car and proceed to the Rimini airport or train station—allow at least 60–90 minutes for car return and check-in procedures for flights; for trains, aim to arrive 30–45 minutes before departure.
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8:00pm

Departure from Rimini

Depart Rimini by your planned flight or train; confirm itinerary and follow recommended check-in times (flights: 90–120 minutes before departure; trains: arrive 20–30 minutes early).
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