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Epic Journey Through Italy and Greece: Sorrento to Capri, Positano, Athens, Milos, Santorini, and Crete

Viewed by 91 travelers

Day 1: Sorrento Exploration

Sorrento, Italy

8:00 AM

Enjoy Breakfast with a View

Start your day with a delightful Italian breakfast at Fauno Bar situated in the main square with stunning views.
Located in Piazza Tasso, just a short walk from most hotels.
EUR20, 1 hour

9:30 AM

Visit the Marina Grande

Stroll along the picturesque Marina Grande, Sorrento's charming working fishing port.
Continue walking down Via Penito to reach the marina.
Free, 1.5 hours

11:30 AM

Explore Sorrento's Historic Center

Wander the narrow streets filled with local shops, churches, and open-air cafes.
Head back up Via San Cesareo towards the center.
Free, 2 hours

1:30 PM

Lunch at Ristorante Delfino

Enjoy a fresh seafood lunch overlooking the Bay of Naples.
Located a short walk from the historic center towards the marina.
EUR35, 1.5 hours

3:00 PM

Limoncello Distillery Tour

Visit a local distillery to learn about and taste Sorrento's famous limoncello.
A 20-minute walk or taxi from the restaurant.
EUR10, 1 hour

5:00 PM

Relax at Villa Comunale Park

Unwind with stunning views over the Gulf of Naples at this serene park.
Nearby the marina, follow the coastal path.
Free, 1.5 hours

7:00 PM

Dinner at Il Buco

End the day with a delightful dinner at Il Buco, featuring fresh local ingredients.
Located in the historic center.
EUR50, 2 hours
Find Hotels in Sorrento

Day 2: Island Paradise - Capri

Capri, Italy

8:00 AM

Breakfast at Bar Tiberio

Catch the ferry early to Capri and enjoy a delicious breakfast with the locals.
Ferry departs from Sorrento Marina.
EUR20, 1 hour

9:30 AM

Visit the Blue Grotto

Take a small boat to the famous Blue Grotto and witness its stunning azure waters.
Take a taxi from the ferry port to the grotto's entrance.
EUR15, 2 hours

12:00 PM

Lunch at Da Paolino

Savor a delightful lunch under the famous lemon trees at Da Paolino.
A short taxi ride from the grotto.
EUR40, 1.5 hours

1:30 PM

Walk to Anacapri

Take a scenic walk to Anacapri to explore the old town.
Follow trails leading up from the restaurant.
Free, 2 hours

4:00 PM

Chairlift to Mount Solaro

Ride the chairlift for breathtaking views of the island and surrounding waters.
Located in Anacapri.
EUR12, 1 hour

5:30 PM

Return to Marina Grande

Enjoy a leisurely stroll back down to the marina and relax by the water.
Follow the coastal road down.
Free, 1 hour

7:00 PM

Dinner at Il Terrazzo

Dine at Il Terrazzo, which offers stunning sunset views over Capri.
Near the marina.
EUR60, 2 hours
Find Hotels in Capri

Day 3: Capri Adventures

Capri, Italy

8:00 AM

Breakfast at Ristorante La Palette

Start the day with a delicious breakfast overlooking the sea.
Located in Capri Town.
EUR25, 1 hour

9:30 AM

Visit the Gardens of Augustus

Explore the stunning botanical gardens and enjoy picturesque views of the Faraglioni rocks.
A short walk from the restaurant.
EUR10, 1 hour

11:00 AM

Explore Capri Town

Wander through the charming streets of Capri Town, filled with boutiques and artisan shops.
Walking distance from the gardens.
Free, 1.5 hours

1:00 PM

Lunch at Taverna Anema e Core

Feast on local dishes while enjoying live music in this vibrant taverna.
Located in the heart of Capri Town.
EUR35, 1.5 hours

3:00 PM

Visit Villa Jovis

Explore Emperor Tiberius's magnificent villa with incredible views.
Take a taxi from the restaurant to the villa.
EUR12, 1.5 hours

5:00 PM

Relax at Bagni di Tiberio

Enjoy a swim and sunbathe at the beach club named after Emperor Tiberius.
Return to Marina Grande and take a short boat trip.
EUR20, 2 hours

7:30 PM

Dinner at La Capannina

Savor Mediterranean cuisine at this beloved local restaurant.
Back in Capri Town.
EUR55, 2 hours
Find Hotels in Capri

Day 4: Journey to Positano

Positano, Italy

8:00 AM

Breakfast at Caffè Positano

Have breakfast overlooking the beach before heading to Positano.
Take the ferry back to Sorrento, then a bus from Marina Piccola.
EUR25, 1 hour

9:30 AM

Travel to Positano

Enjoy the scenic ferry from Sorrento to Positano.
Ensure your ferry tickets are booked in advance.
EUR20, 30 minutes

10:30 AM

Check into your Hotel

Drop off your luggage and get settled into your accommodation.
Most hotels are within walking distance from the ferry port.
EUR0, 1 hour

11:30 AM

Explore Positano Beach

Relax on the iconic pebble beach and enjoy the vibrant atmosphere.
The beach is just a short walk from most hotels.
Free, 2 hours

1:30 PM

Lunch at Chez Black

Indulge in pizza and seafood with a beachfront view.
Located right on Positano beach.
EUR45, 1.5 hours

3:00 PM

Shop the Local Boutiques

Stroll through the fashionable streets filled with unique shops and artisans.
Head up the main street, Via dei Mulini.
Free, 2 hours

5:30 PM

Sunset at the Church of Santa Maria Assunta

Capture the beautiful sunset at this iconic landmark.
Located in the heart of Positano.
Free, 1 hour

7:00 PM

Dinner at La Pergola

Enjoy a scenic dinner with delicious local specialties.
A short walk from the church.
EUR50, 2 hours
Find Hotels in Positano

Day 5: Positano Adventures

Positano, Italy

8:00 AM

Breakfast at Le Tre Sorelle

Start your day with a hearty breakfast overlooking the marina.
Located near the waterfront.
EUR25, 1 hour

9:30 AM

Hiking the Path of the Gods

Embark on a breathtaking hike along the famous Sentiero degli Dei with stunning views.
Transport to the trailhead can be arranged through local services.
Free, 4 hours

1:30 PM

Lunch at Noci di Cocco

Refuel with delicious local dishes at this hillside restaurant.
Return to Positano via shuttle or bus.
EUR30, 1.5 hours

3:00 PM

Relax at the Hotel Pool

Unwind and refresh at your hotel's beautiful pool.
Easily accessible from your hotel.
Free, 2 hours

5:30 PM

Visit Fornillo Beach

Explore the less crowded Fornillo Beach for a peaceful atmosphere.
A pleasant walk along the coastal pathway.
Free, 2 hours

7:30 PM

Dinner at Il Ritrovo

End your day with a lovely dinner at this cozy restaurant known for its pasta.
Located just off the main street.
EUR40, 2 hours
Find Hotels in Positano

Day 6: Travel to Athens

Athens, Greece

8:00 AM

Breakfast at Your Hotel

Enjoy one last breakfast in Positano before heading to Naples.
At your hotel or a nearby café.
EUR25, 1 hour

9:30 AM

Travel back to Naples

Take the ferry back to Sorrento, followed by a bus or taxi to Naples Airport.
Ensure departure time is adequate for your flight.
EUR20, 2.5 hours

12:00 PM

Fly to Athens

Board your flight to Athens and enjoy the short trip.
Naples Airport.
EUR100, 1 hour

2:30 PM

Arrive in Athens & Check In

Settle in your accommodation and get ready to explore.
Take a taxi from the airport to the hotel.
EUR40, 1 hour

4:00 PM

Explore Plaka Neighbourhood

Wander the picturesque streets filled with shops and eateries in the heart of Athens.
Walk from your hotel to Plaka.
Free, 2 hours

6:00 PM

Dinner at Kuzina

Savor a delightful dinner on a rooftop restaurant overlooking the Acropolis.
Located in the Plaka area.
EUR50, 2 hours

8:00 PM

Visit the Acropolis at Night

Experience the ancient site illuminated at night for a unique perspective.
Short taxi ride from the restaurant.
EUR20, 2 hours
Find Hotels in Athens

Day 7: Explore Athens

Athens, Greece

8:00 AM

Breakfast at Your Hotel

Start your day with a buffet breakfast at your hotel.
Within your hotel.
Included, 1 hour

9:30 AM

Visit the Acropolis Museum

Explore this modern museum housing artifacts from the Acropolis.
Walking distance from Plaka.
EUR12, 2 hours

12:00 PM

Lunch at Arcadia Restaurant

Enjoy traditional Greek dishes in a casual atmosphere.
Located near the museum.
EUR30, 1.5 hours

1:30 PM

Walk to the Ancient Agora

Stroll to the Agora, the center of ancient Athens' public life.
About a 15-minute walk from the restaurant.
EUR8, 2 hours

3:30 PM

Explore Monastiraki Flea Market

Wander around the vibrant stalls selling everything from antiques to handmade crafts.
Just a short walk from the Ancient Agora.
Free, 1.5 hours

5:00 PM

Coffee at one of the Terraces

Relax and enjoy an afternoon Greek coffee with a view of the Acropolis.
Find a terrace café in Plaka.
EUR5, 1 hour

6:30 PM

Dinner at Dionysos Zonar’s

Dine at this elegant restaurant with a perfect view of the Acropolis.
Take a short taxi from the flea market.
EUR70, 2 hours
Find Hotels in Athens

Day 8: Travel to Milos

Milos, Greece

8:00 AM

Breakfast at Your Hotel

Enjoy your hotel's breakfast buffet before traveling to Milos.
Within your hotel.
Included, 1 hour

9:30 AM

Fly to Milos

Depart from Athens to arrive in Milos by midday.
Make your way to Athens Airport.
EUR80, 1 hour

11:00 AM

Arrival & Check-In to Hotel

Settle into your accommodation on the beautiful island of Milos.
Transportation can be arranged by your hotel.
EUR0, 1 hour

12:00 PM

Lunch at Jimmy's Souvlaki

Taste authentic Greek souvlaki at this locals' favorite spot.
Located inAdamas, the main port.
EUR15, 1.5 hours

1:30 PM

Beach Time at Sarakiniko

Spend the afternoon enjoying the unique landscape of Sarakiniko beach.
Taxi or rental car from Adamas.
Free, 3 hours

4:30 PM

Explore Plaka Village

Visit the charming village of Plaka with narrow streets and scenic views.
Drive or take a bus to Plaka.
Free, 1.5 hours

6:00 PM

Dinner at O Vromiko Ilios

Enjoy rustic Greek cuisine in a charming setting.
Near Plaka.
EUR35, 2 hours
Find Hotels in Milos

Day 9: Discover Milos

Milos, Greece

8:00 AM

Breakfast at Your Hotel

Fuel your day with a hearty breakfast at your accommodation.
Within your hotel.
Included, 1 hour

9:30 AM

Visit the Catacombs of Milos

Explore the fascinating ancient catacombs and their historical significance.
Located near Trypiti, a short drive from Plaka.
EUR8, 1 hour

11:30 AM

Relax at Firiplaka Beach

Spend your morning enjoying the sun at one of the island's most beautiful beaches.
Drive or take a taxi to Firiplaka.
Free, 3 hours

2:30 PM

Lunch at Plaka Restaurant

Indulge in local dishes at this well-known restaurant with sea views.
Drive back to Plaka.
EUR30, 1.5 hours

4:00 PM

Visit the Ancient Theatre of Milos

Explore one of the most significant archaeological sites on the island.
Close to Plaka.
Free, 1.5 hours

5:30 PM

Sunset at Plaka

Enjoy the beautiful sunset from the viewpoint at Plaka.
Walking distance from the Ancient Theatre.
Free, 1 hour

7:00 PM

Dinner at Vromiko Ilios

Experience authentic Greek flavors at this cozy restaurant.
Short distance from the village center.
EUR35, 2 hours
Find Hotels in Milos

Day 10: Travel to Santorini

Santorini, Greece

8:00 AM

Breakfast at Your Hotel

Savor one last breakfast in Milos before heading to Santorini.
Within your hotel.
Included, 1 hour

9:30 AM

Ferry to Santorini

Depart Milos and enjoy a scenic ferry ride to Santorini.
Port of Adamas.
EUR30, 2 hours

11:30 AM

Check-in to Hotel

Settle in at your hotel and relax a bit after your journey.
Accommodations vary but generally close to the main areas.
EUR0, 1 hour

12:30 PM

Lunch at Taverna Katina

Taste fresh seafood at this local spot in Ammoudi Bay.
Accessible by a short hike or car ride.
EUR40, 1.5 hours

2:00 PM

Beach Time at Red Beach

Enjoy the unique red sand and stunning views at this famous beach.
Drive or take a taxi from Ammoudi Bay.
Free, 2.5 hours

4:30 PM

Visit Akrotiri Archaeological Site

Explore the ancient ruins of this Minoan settlement.
Short drive from Red Beach.
EUR12, 1.5 hours

6:00 PM

Dinner at Ambrosia Restaurant

Indulge in gourmet dining with a view of the sunset.
In Oia, make a reservation for the best seats.
EUR80, 2 hours
Find Hotels in Santorini

Day 11: Santorini Discovery

Santorini, Greece

8:00 AM

Breakfast at Your Hotel

Enjoy a leisurely breakfast at your accommodation.
Within your hotel.
Included, 1 hour

9:30 AM

Explore Oia Village

Wander the stunning streets and capture the iconic blue-domed churches.
Easily accessible by public transport or taxi.
Free, 2 hours

11:30 AM

Visit the Maritime Museum

Learn about the maritime history of Santorini in this small but interesting museum.
Located in Oia.
EUR5, 1 hour

12:30 PM

Lunch at Mama's House

Savor traditional Greek cuisine in a welcoming environment.
In the heart of Oia.
EUR30, 1.5 hours

2:00 PM

Visit the Akrotiri Lighthouse

Enjoy stunning views from one of the island's famous lighthouses.
Short drive or bus ride from Oia.
Free, 1 hour

3:30 PM

Beach Time at Perissa

Unwind on the black sandy beach and take a swim in the Aegean Sea.
Tax or drive from the lighthouse.
Free, 3 hours

7:30 PM

Dinner at Sunset Taverna

Delight in fresh seafood and enjoy the view of the sunset over the caldera.
Located in Oia.
EUR60, 2 hours
Find Hotels in Santorini

Day 12: Journey to Crete

Crete, Greece

8:00 AM

Breakfast at Your Hotel

Refuel with a delicious breakfast before traveling to Crete.
Within your hotel.
Included, 1 hour

9:30 AM

Ferry to Crete

Depart Santorini and enjoy the scenic ferry ride to Crete.
Port of Athinios.
EUR30, 2 hours

11:30 AM

Check-in to Your Hotel

Settle into your accommodation in Crete.
Transportation from the port can be arranged.
EUR0, 1 hour

12:30 PM

Lunch at To Stachi

Delight in traditional Cretan dishes at this beloved local restaurant.
Located in Chania.
EUR30, 1.5 hours

2:00 PM

Explore Old Town Chania

Wander the old Venetian harbor and picturesque streets of Chania.
Walking distance from the restaurant.
Free, 2 hours

4:30 PM

Visit the Lighthouse of Chania

Take photos of this splendid historic lighthouse at sunset.
Located at the end of the harbor walkway.
Free, 1 hour

6:00 PM

Dinner at Mageris Taverna

Experience traditional Cretan cuisine with a warm local atmosphere.
Just a short walk from the harbor.
EUR40, 2 hours
Find Hotels in Crete

Day 13: Discover Crete

Crete, Greece

8:00 AM

Breakfast at Your Hotel

Enjoy a filling breakfast at your hotel before heading out to explore.
Within your hotel.
Included, 1 hour

9:30 AM

Visit the Palace of Knossos

Explore the ruins of this ancient Minoan palace, full of history.
Take a guided tour, it's well worth it.
EUR15, 2.5 hours

12:00 PM

Lunch at Aigli

Dine on regional specialties at this lovely restaurant in Heraklion.
Located near the palace.
EUR30, 1.5 hours

1:30 PM

Explore Heraklion Archaeological Museum

Discover a large collection of artifacts from the Minoan civilization.
A short walk from the restaurant.
EUR12, 2 hours

3:30 PM

Visit the Koutouloufari Village

Experience a traditional village atmosphere with shops and cafes.
Drive or take a taxi from Heraklion.
Free, 2 hours

5:30 PM

Dinner at Peskesi

Savor a delicious dinner with a modern twist on Cretan cuisine.
Located in the city center.
EUR50, 2 hours
Find Hotels in Crete

Day 14: Final Day in Crete

Crete, Greece

8:00 AM

Breakfast at Your Hotel

Enjoy one last breakfast in Crete before saying farewell.
Within your hotel.
Included, 1 hour

9:30 AM

Explore Balos Lagoon

Take a trip to the stunning Balos Lagoon and enjoy its beauty.
Prepare for a day trip by arranging transport.
EUR40, 4 hours

1:30 PM

Lunch Picnic at the Lagoon

Pack a picnic and enjoy lunch with a view at this scenic spot.
Arrange for food from your hotel or a local market.
EUR15, 1.5 hours

3:00 PM

Return to Your Hotel

Head back to your hotel to relax before departure.
Transportation arranged via local services.
EUR0, 1 hour

4:00 PM

Last-minute Shopping

Take time to shop for souvenirs in Chania's old town.
Easily accessible from your hotel.
Free, 2 hours

6:30 PM

Dinner at Chrisomallis

End your journey with a delightful farewell dinner in Crete.
Located in the historic district.
EUR50, 2 hours
Find Hotels in Crete
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