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4-Day Rimini & Apennines Road Trip: Rimini → Pennabilli → La Verna → Arezzo → Cesena → Ravenna (1–4 Sep 2025)

Viewed by 109 travelers

Day 1: Arrival & Transit

Rimini → Pennabilli, Italy on September 1, 2025

7:00pm

Arrive Rimini (airport/train)

Land at Rimini and collect luggage; allow 20–40 minutes for disembarkation and baggage before heading to the rental desk.
EUR0, 0h30m

7:30pm

Pick up rental car

Collect your pre-booked rental car at the airport or train station; confirm GPS or offline maps and any extras (child seat, toll pass).
EUR0, 0h20m

8:00pm

Dinner — Seafood or Romagna trattoria in Rimini (e.g., Ristorante Al Molo or local 'osteria')

Enjoy fresh Adriatic seafood or classic Romagna dishes like passatelli and piadina; many Rimini restaurants stay open until 22:30–23:00—reserve if possible for a prompt table.
EUR30, 1h

9:15pm

Drive from Rimini to Pennabilli

Scenic evening drive inland to the hilltop town of Pennabilli—expect narrow, winding roads and a drive time of about 1h15–1h30; drive carefully at night.
EUR0, 1h30m

10:45pm

Check-in — Pennabilli accommodation

Arrive and check in to your hotel or B&B in Pennabilli; if the property has limited desk hours, confirm late-arrival instructions in advance.
EUR0, 0h15m

11:00pm

Short evening walk & rest

If you’re still up, take a brief stroll to a viewpoint or the main piazza to enjoy the hilltop atmosphere before turning in.
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Day 2: Pennabilli & La Verna

Pennabilli → La Verna (Santuario della Verna), Italy on September 2, 2025

8:00am

Breakfast — Hotel in Pennabilli

Light hotel breakfast with espresso, cornetti and fruit; small hotels typically serve from about 07:30–09:30 so you can depart refreshed.
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8:45am

Explore Pennabilli historic center

Wander the medieval lanes, visit viewpoints and small artisan shops—Pennabilli is compact so 45–75 minutes covers the highlights.
EUR0, 1h

10:00am

Drive to Santuario della Verna (La Verna)

Scenic drive into the Casentino Apennines toward the Franciscan sanctuary; plan for about 1h15–1h45 depending on road conditions and stops.
EUR12, 1h30m

11:30am

Arrive & short walk at La Verna

Arrive at the sanctuary area and take a short walk to viewpoints and the sanctuary rim—wear comfortable shoes for the easy paths.
EUR0, 0h30m

12:15pm

Lunch — Trattoria near La Verna

Enjoy mountain-Tuscan dishes like mushroom antipasti, pappardelle and local game; many trattorie serve lunch 12:00–14:30—check current opening times.
EUR22, 1h

1:45pm

Visit Santuario della Verna

Explore the Franciscan sanctuary perched on a cliff—see the basilica, chapels and small museum; typical visiting hours are daytime (approx. 08:00–18:30) but verify seasonally.
EUR0, 1h30m

3:30pm

Forest walks & contemplation spots

Stroll nearby woodland trails for quiet panoramas and sites linked to St. Francis—pick a shorter 30–60 minute trail to avoid overextending your afternoon.
EUR0, 1h

5:30pm

Check-in — Hotel/guesthouse near La Verna

Check into accommodation near the sanctuary; many mountain hotels have limited reception hours—confirm late arrival details when booking.
EUR75, 0h30m

7:30pm

Dinner — Hotel restaurant or nearby trattoria

Dine on regional specialties (chestnuts, mushrooms, game) and local wines; mountain restaurants generally serve dinner from ~19:00–21:30—reserve if possible.
EUR28, 1h30m

Day 3: Arezzo & Cesena

La Verna → Arezzo → Cesena, Italy on September 3, 2025

7:30am

Early breakfast at La Verna hotel

Have an early hotel breakfast so you can depart promptly for Arezzo and make the most of the morning there.
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8:15am

Drive to Arezzo

Drive west to Arezzo, known for Piazza Grande and Renaissance art; the journey is roughly 1h–1h15m depending on roads.
EUR15, 1h15m

9:30am

Explore Arezzo — Piazza Grande & Duomo

Stroll Piazza Grande and visit the Cathedral (Duomo di Arezzo); mornings are ideal for photos and lighter crowds—check individual site opening times.
EUR5, 1h15m

11:00am

Visit Basilica of San Francesco (frescoes)

See the famous frescoes including works associated with Piero della Francesca; cultural sites can have varying opening hours—verify before visiting.
EUR6, 1h

12:30pm

Lunch — Trattoria in Arezzo

Enjoy Tuscan dishes like crostini, ribollita or pappardelle al cinghiale at a local trattoria; lunch service typically 12:00–14:30.
EUR22, 1h

1:45pm

Drive to Cesena

Depart Arezzo and drive northeast to Cesena (approx. 2h30–3h depending on traffic), arriving in the late afternoon for check-in and relaxation.
EUR25, 2h30m

4:30pm

Check-in — Via Fornasaccia 338, 47522 Cesena

Arrive and check in at your Cesena accommodation on Via Fornasaccia 338; if it’s an apartment, confirm key collection and Wi‑Fi details.
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6:00pm

Relax or brief stroll — Cesena centro

Unwind with a short walk in Cesena’s historic center or relax at your accommodation after the drive.
EUR0, 1h

8:00pm

Dinner — Cesena trattoria (e.g., Osteria in centro)

Dine on Romagna specialties like piadina, tagliatelle and local cheeses; many restaurants serve dinner from ~19:00–22:30—ask for local wine pairings.
EUR25, 1h30m

9:45pm

Evening stroll — Piazza del Popolo

Take a relaxed walk through Cesena’s central squares and the illuminated historic center—summer evenings are pleasant and lively.
EUR0, 0h45m

Day 4: Ravenna Day & Departure

Cesena → Ravenna → Rimini Airport, Italy on September 4, 2025

8:00am

Breakfast — Via Fornasaccia 338 (Cesena)

Have breakfast at your accommodation or a nearby café; many cafés open early so you can pack and depart without rush.
EUR0, 0h30m

9:00am

Check-out — Via Fornasaccia 338

Check out, settle any incidental charges and load luggage into the car; confirm there are no outstanding check-out instructions with your host.
EUR0, 0h30m

9:30am

Drive to Ravenna

Drive from Cesena to Ravenna (approx. 45–60 minutes); aim to arrive before late morning so you can visit the main mosaic sites with comfortable time.
EUR0, 1h

10:45am

Basilica di San Vitale & Mausoleo di Galla Placidia

Begin your Ravenna visits with San Vitale and the jewel-like Mausoleum of Galla Placidia to see iconic Byzantine mosaics; typical opening hours are roughly 09:00–18:00 (seasonal) so check ahead for exact times.
EUR12, 1h30m

12:15pm

Lunch — Trattoria in Ravenna (e.g., Trattoria al Cerchi or local osteria)

Enjoy Romagnol specialties such as piadina, seafood fritto misto or local antipasti; most lunch services run 12:00–14:30—choose a central spot to save walking time between sites.
EUR20, 1h

1:30pm

Neonian Baptistery (Battistero Neoniano) & Dante's Tomb

Visit the Neonian Baptistery for its early Christian mosaics, then take a short walk to Dante’s Tomb and the nearby monuments celebrating Ravenna’s literary history; many sites are open through mid-afternoon—verify hours.
EUR8, 1h

2:45pm

Basilica of Sant'Apollinare Nuovo & Museo Arcivescovile

See Sant'Apollinare Nuovo’s impressive procession mosaics and, time permitting, the adjacent Museo Arcivescovile for additional early-medieval treasures.
EUR8, 1h15m

4:15pm

Coffee, gelato & last stroll

Relax with a coffee or gelato in the historic center and pick up any final souvenirs—this is a good buffer before your drive to the airport.
EUR6, 0h45m

5:00pm

Drive to Rimini Airport

Depart Ravenna for Rimini Airport (approx. 45–60 minutes). For an 20:00 flight aim to arrive by about 18:00–18:30 to allow time for check-in and security.
EUR12, 1h

6:15pm

Arrive at airport & check-in/security

Check in and clear security at Rimini Airport; regional airports are efficient but allow time for baggage drop and boarding—verify luggage rules ahead.
EUR0, 1h45m

8:00pm

Flight departure

Depart on your scheduled evening flight from Rimini.
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