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13-Day Scenic Road Trip from Naples to Sicily for Couples in Their 50s
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13-Day Scenic Road Trip from Naples to Sicily for Couples in Their 50s
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Day 1: Naples Exploration
Naples, Italy on May 18, 2025
8:30am
Breakfast at Gran Caffè Gambrinus
Enjoy traditional Neapolitan espresso and sfogliatella pastries in this historic cafe close to Piazza del Plebiscito.
EUR15, 1h
10:00am
Visit Naples National Archaeological Museum
Explore one of Italy's premier archaeological museums featuring artifacts from Pompeii and Herculaneum, a must for history enthusiasts.
EUR15, 2h
12:30pm
Lunch at Trattoria da Nennella
Savor authentic Neapolitan dishes in a lively, local atmosphere famed for its fresh seafood and pasta.
EUR25, 1h
2:00pm
Stroll through Spaccanapoli and visit the Duomo di San Gennaro
Walk the narrow historic street Spaccanapoli and see the stunning Naples Cathedral, known for the miracle of the blood of San Gennaro.
Free, 2h
6:00pm
Dinner at Palazzo Petrucci
Dine in style at this Michelin-starred restaurant offering refined Neapolitan cuisine with views over the Gulf of Naples.
EUR80, 2h
Find Hotels in Naples
Day 2: Amalfi Coast Drive
Amalfi Coast, Italy on May 19, 2025
8:00am
Breakfast in Sorrento at Bar Syrenuse
Start your day with classic espresso and cornetti in the heart of Sorrento, overlooking the marina.
EUR12, 1h
9:00am
Explore Sorrento Old Town
Wander charming alleyways, visit the Cathedral, and browse artisan shops in this vibrant town.
Free, 1.5h
11:00am
Drive along Amalfi Coast to Positano
Enjoy a scenic coastal drive with spectacular cliffside views, stopping at scenic overlooks for photos.
Fuel approx. EUR15, 1.5h
12:30pm
Lunch at Ristorante La Pergola, Positano
Dine on fresh seafood and Mediterranean cuisine with breathtaking sea views.
EUR40, 1.5h
2:30pm
Relax at Spiaggia Grande beach
Unwind on the main beach of Positano, enjoy the sun and vibrant atmosphere.
Free, 2h
5:00pm
Drive to Amalfi town and visit the Cathedral
Visit the iconic Amalfi Cathedral with its stunning facade and cloisters, explore the piazza.
EUR3, 1h
7:00pm
Dinner at Marina Grande, Amalfi
Seafront dining featuring traditional Amalfi flavors and fresh ingredients.
EUR50, 2h
Find Hotels in Amalfi Coast
Day 3: Calabria Coastal Journey
Tropea, Calabria, Italy on May 20, 2025
7:30am
Breakfast at Hotel in Amalfi
Light breakfast with local pastries and coffee to fuel the day.
Included, 0.5h
8:30am
Drive to Tropea, Calabria
Scenic 3.5-hour drive south through the coastal highway of Calabria.
Fuel approx. EUR30, 3.5h
12:00pm
Lunch at Ristorante Il Convivio, Tropea
Enjoy Calabria specialties like ‘nduja and fresh seafood in this charming eatery.
EUR30, 1.5h
2:00pm
Explore Tropea Old Town and Beaches
Visit the historic center with cliff-side views and relax on the famous sandy beaches.
Free, 3h
5:30pm
Visit Santa Maria dell’Isola Church
A picturesque cliff-top church offering panoramic sunset views over the sea.
Free, 1h
7:30pm
Dinner at Ristorante Pimm's
Savor Mediterranean dishes with a modern touch in an elegant setting.
EUR40, 2h
Find Hotels in Tropea
Day 4: Messina and Eastern Sicily Start
Messina, Sicily, Italy on May 21, 2025
7:30am
Breakfast at local cafe in Tropea
Coffee and sweet pastries to start off the travel day.
EUR8, 0.5h
8:00am
Drive to Villa San Giovanni and ferry to Messina
About 2 hours drive, then 20-minute ferry crossing to Sicily.
Fuel EUR20, Ferry EUR30, 2.5h
11:00am
Visit Messina Cathedral and Bell Tower
Explore the historic cathedral with its beautiful mosaic floor and astronomical clock show at noon.
EUR3, 1h
12:30pm
Lunch at Osteria Casa di Ramella, Messina
Traditional Sicilian cuisine with fresh local ingredients and a cozy atmosphere.
EUR35, 1.5h
2:30pm
Drive to Taormina
Short 45-minute scenic drive to the hilltop town of Taormina.
Fuel EUR5, 0.75h
3:15pm
Visit Greek Theatre of Taormina
Ancient open-air theatre with stunning views of Mt Etna and the coastline, open until 7pm.
EUR10, 1.5h
5:00pm
Stroll Corso Umberto and Piazza IX Aprile
Enjoy shopping, sightseeing and coffee in the charming main street and square.
Free, 1.5h
7:00pm
Dinner at Ristorante La Griglia
Fine dining featuring Sicilian grilled specialties located near the town center.
EUR50, 2h
Find Hotels in Messina
Day 5: Catania and Mt. Etna
Catania, Sicily, Italy on May 22, 2025
7:30am
Breakfast at Bam Bar, Taormina
Known for its granita and pastries, a refreshing local specialty.
EUR15, 1h
9:00am
Drive to Mt. Etna for Guided Tour
Approximately 1 hour drive to the base; guided tours depart morning and afternoon, reserve ahead.
EUR70, 4h
1:00pm
Lunch at Rifugio Sapienza
Mountain refuge with hearty Sicilian and mountain dishes, ideal after hiking.
EUR25, 1h
3:00pm
Drive to Catania City Center
30 minutes drive, arriving mid-afternoon to explore.
Fuel EUR5, 0.5h
3:30pm
Visit Piazza Duomo and Catania Cathedral
View the famous Elephant Fountain and explore the baroque cathedral at the city center.
Free, 1h
4:30pm
Explore La Pescheria Market
Lively fish market offering a sensory feast of Sicilian food culture, open daily until 7pm.
Free, 1.5h
7:00pm
Dinner at Trattoria da Antonio
Traditional Catanese cuisine with fresh seafood, pasta and excellent local wines.
EUR40, 2h
Find Hotels in Catania
Day 6: Syracuse Charm
Syracuse, Sicily, Italy on May 23, 2025
8:00am
Breakfast at Caffè Letterario in Ortigia
Light breakfast in the historic center with coffee and fresh croissants.
EUR12, 1h
9:00am
Drive to Syracuse
Short scenic 1 hour drive along east coast to historic Syracuse.
Fuel EUR5, 1h
10:00am
Visit Neapolis Archaeological Park
Explore Greek Theatre, Roman Amphitheatre, and the Ear of Dionysius, open 9am-7pm.
EUR12, 2.5h
12:30pm
Lunch at Trattoria La Foglia
A quaint restaurant offering authentic Sicilian dishes in Ortigia's old town.
EUR30, 1.5h
2:00pm
Wander Ortigia Island
Enjoy the baroque streets, visit Piazza Duomo and the waterfront promenade.
Free, 3h
6:00pm
Dinner at Ristorante Don Camillo
Elegant dining experience with Sicilian seafood specialties and local wines.
EUR50, 2h
Find Hotels in Syracuse
Day 7: Modica and Ragusa
Modica & Ragusa, Sicily, Italy on May 24, 2025
7:30am
Breakfast at Hotel in Syracuse
Simple and fresh Italian breakfast to start the day.
Included, 0.5h
8:30am
Drive to Modica
About 1 hour and 30 minutes drive inland into the Baroque towns of Val di Noto.
Fuel EUR10, 1.5h
10:00am
Tour Modica’s Historic Center and Chocolate Shops
Discover charming streets and enjoy tasting famous Modica chocolate.
Free, 2h
12:00pm
Lunch at Antica Dolceria Bonajuto
Historic chocolate and cafe where you can enjoy light meals and sweet treats.
EUR20, 1h
1:30pm
Drive to Ragusa Ibla
Short 25-minute drive to the beautifully preserved Baroque quarter of Ragusa Ibla.
Fuel EUR3, 0.5h
2:00pm
Explore Ragusa Ibla
Stroll quaint piazzas, visit the Cathedral of San Giorgio and the Giardino Ibleo gardens.
Free, 3h
6:00pm
Dinner at Ristorante Duomo (Michelin-star)
Exceptional Sicilian cuisine focusing on local products in elegant surroundings.
EUR100, 2h
Find Hotels in Modica & Ragusa
Day 8: Agrigento and Valley of the Temples
Agrigento, Sicily, Italy on May 25, 2025
7:30am
Breakfast at hotel in Ragusa
Light breakfast to prepare for travel day.
Included, 0.5h
8:00am
Drive to Agrigento
Approximately 2 hours drive along scenic roads to the Valley of the Temples.
Fuel EUR15, 2h
10:30am
Visit Valley of the Temples
UNESCO World Heritage site featuring well-preserved ancient Greek temples, open 9am to 7:30pm.
EUR12, 3h
1:30pm
Lunch at Trattoria dei Templi
Enjoy traditional Sicilian fare with views over the archeological park.
EUR30, 1.5h
3:00pm
Explore Agrigento Old Town
Visit the Cathedral and charming streets to get a feel of the town’s character.
Free, 2h
6:00pm
Drive to Sciacca, check in hotel
45-minute drive to coastal town Sciacca ideal for overnight stay.
Fuel EUR7, 0.75h
7:30pm
Dinner at Ristorante Sikania
Famous for fresh fish dishes and Mediterranean cuisine with peaceful sea views.
EUR45, 2h
Find Hotels in Agrigento
Day 9: Western Sicily and Palermo
Palermo, Sicily, Italy on May 26, 2025
8:00am
Breakfast in Sciacca
Simple coastal breakfast focused on coffee and pastries.
EUR10, 1h
9:00am
Drive to Palermo
Roughly 2 hours drive up the coast towards Sicily’s capital city.
Fuel EUR15, 2h
11:30am
Visit Palermo Cathedral and Palazzo dei Normanni
Experience Norman architecture and ornate interiors of Palermo’s highlights, open 9am–7pm.
EUR12, 2h
1:30pm
Lunch at Antica Focacceria San Francesco
Iconic spot for authentic street-food style Sicilian cuisine in historic Palermo.
EUR25, 1.5h
3:00pm
Explore Quattro Canti and Piazza Pretoria
Discover the baroque open-air squares and fountains in central Palermo.
Free, 1.5h
5:00pm
Shopping and strolling in the historic market of Ballarò
Experience vibrant local life, grabbing artisanal goods and tasting street snacks.
Free, 1.5h
7:00pm
Dinner at Osteria dei Vespri
Elegant restaurant offering traditional Sicilian specialties with a contemporary flair.
EUR60, 2h
Find Hotels in Palermo
Day 10: Monreale and Relaxation
Monreale & Palermo, Sicily, Italy on May 27, 2025
8:00am
Breakfast at Hotel in Palermo
Start the day with a classic Italian breakfast.
Included, 0.5h
9:00am
Drive to Monreale
20-minute drive to see the famous Monreale Cathedral, a masterpiece of Norman architecture.
Fuel EUR2, 0.5h
9:30am
Visit Monreale Cathedral
Admire the spectacular golden mosaics inside this UNESCO World Heritage Site, open 8:30am-6:30pm.
EUR6, 1.5h
11:30am
Return and relax in Palermo’s Foro Italico Park
Enjoy a leisurely walk or rest in the large seaside park with views of the harbor.
Free, 2h
1:30pm
Lunch at Trattoria ai Cascinari
Home-style Sicilian cooking in a cozy setting, perfect for a casual mid-day meal.
EUR30, 1.5h
3:00pm
Free afternoon for shopping or visiting museums such as Museo Salinas
Explore Palermo’s art and archeology museum or browse boutiques at your own pace.
EUR8, 3h
7:00pm
Dinner at Il Mirto e la Rosa
Delight in Sicilian gourmet dishes using fresh, local ingredients in an elegant atmosphere.
EUR60, 2h
Find Hotels in Monreale & Palermo
Day 11: Zingaro Nature Reserve
Scopello, Sicily, Italy on May 28, 2025
7:30am
Breakfast at hotel in Palermo
Enjoy a relaxed morning meal to prepare for outdoor activity.
Included, 0.5h
8:00am
Drive to Zingaro Nature Reserve
A scenic 1.5-hour drive to one of Sicily’s best-preserved coastal parks with hiking and beaches.
Fuel EUR10, 1.5h
9:30am
Hike in Zingaro Nature Reserve
Experience spectacular coastal trails, coves and diverse flora. Park open 7:30am-8pm.
EUR6, 4h
1:30pm
Lunch in Scopello at Il Principe del Mare
Seaside restaurant with fresh caught seafood and local dishes.
EUR40, 1.5h
3:00pm
Relax at nearby beaches or explore the historic Tonnara di Scopello
Enjoy the crystal waters or visit the old tuna fishery with incredible views.
Free, 2h
6:00pm
Drive back to Palermo
Return drive after a rewarding day in nature.
Fuel EUR10, 1.5h
7:30pm
Dinner at Bye Bye Blues (Michelin-star)
Celebrate the trip with creative and refined Sicilian cuisine in Palermo.
EUR100, 2h
Find Hotels in Scopello
Day 12: Relax and Departure Prep
Palermo, Sicily, Italy on May 29, 2025
8:30am
Leisurely breakfast at hotel
Enjoy your final full day at a relaxed pace with hotel breakfast.
Included, 1h
10:00am
Visit Mercato di Capo
Explore one of Palermo’s vibrant street markets for last-minute shopping and local treats.
Free, 2h
1:00pm
Lunch at Osteria Ballarò
Traditional Sicilian lunch with lively atmosphere near markets.
EUR30, 1.5h
3:00pm
Optional visit to Palatine Chapel or relax at hotel
Choose a cultural visit to the chapel with its extraordinary mosaics or unwind at your accommodation.
EUR12, 2h
7:00pm
Farewell Dinner at Trattoria ai Normanni
Enjoy your last evening with traditional Sicilian dishes and excellent wine selection.
EUR50, 2h
Find Hotels in Palermo
Day 13: Departure Day
Palermo, Sicily, Italy on May 30, 2025
8:00am
Breakfast and check out
Enjoy your last Italian breakfast and prepare for departure.
Included, 1h
9:30am
Return rented car and travel to airport
Allow adequate time to return the car and check in for flight from Palermo airport.
Fuel EUR5, 2h
Find Hotels in Palermo
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Itinerary created by
Plantrip Team
May 17, 2025
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