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14-Day Dream Itinerary through Greece: Explore Ancient Ruins and Stunning Islands

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Day 1: Arrival in Athens

Athens, Greece

8:00AM

Breakfast at Cafe Avissinia

Start your adventure with a traditional Greek breakfast at Cafe Avissinia, overlooking the ancient Agora.
Walk 10 minutes from your hotel to the café.
EUR15, 1 hour

9:30AM

Visit the Acropolis

Head to the Acropolis to explore the Parthenon and soak in the history of ancient Greece.
20-minute walk from Cafe Avissinia.
EUR20, 3 hours

1:00PM

Lunch at Ta Karamanlidika Tou Fani

Enjoy delicious cured meats and local dishes at this popular tavern.
10-minute walk from the Acropolis.
EUR25, 1.5 hours

3:00PM

Explore the Ancient Agora

Wander through the remains of this ancient marketplace and enjoy its tranquil surroundings.
5-minute walk from Ta Karamanlidika Tou Fani.
EUR8, 1.5 hours

5:00PM

Stroll through Plaka

Lose yourself in the quaint streets of Plaka, filled with shops and cafés.
15-minute walk from the Ancient Agora.
Free, 1.5 hours

7:00PM

Dinner at Psaras Tavern

Enjoy fresh fish and local specialties at this iconic taverna in Plaka.
5-minute walk from Plaka.
EUR30, 2 hours
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Day 2: Discover Athens

Athens, Greece

8:00AM

Breakfast at το Κωστόπουλο (Kostopoulos)

Relish a Greek pastry and coffee to fuel your day at this local favorite.
Short walk from your hotel.
EUR8, 1 hour

9:30AM

Visit the National Archaeological Museum

Explore the vast collection of ancient artifacts showcasing Greece’s rich history.
Metro to Omonia Station, short walk.
EUR12, 2 hours

12:00PM

Lunch at Street Food by Ramen

Try some fusion street food with a Greek twist at this trendy spot.
10-minute walk from the museum.
EUR15, 1 hour

1:30PM

Visit Mount Lycabettus

Take a funicular or hike to the top for breathtaking panoramic views of Athens.
Metro to Lycabettus Station, 15-minute walk.
EUR7, 2 hours

4:00PM

Explore the Byzantine Museum

Delve into Byzantine art and history at this enchanting museum.
15-minute taxi ride.
EUR12, 1.5 hours

6:00PM

Dinner at Ouzeri Tou Laki

Taste delicious meze dishes at this charming ouzeri popular with locals.
Metro back towards Plaka.
EUR25, 2 hours
Find Hotels in Athens

Day 3: From Athens to Santorini

Santorini, Greece

5:30AM

Early Breakfast at Zorba's

Grab an early breakfast before your travel in this well-known café.
5-minute walk from hotel.
EUR10, 30 minutes

6:30AM

Travel to Santorini

Take a high-speed ferry to Santorini, enjoying stunning sea views along the way.
Travel to Piraeus port via Metro, 1-hour ferry ride.
EUR60, 1.5 hours

8:00AM

Check-in at hotel

Arrive at your hotel and drop off your luggage.
Walk to your hotel from the ferry terminal.
EUR0, 30 minutes

9:00AM

Breakfast at Galini Café

Indulge in local flavors while enjoying views over the caldera.
15-minute walk from hotel.
EUR15, 1 hour

10:30AM

Visit Oia

Explore the picturesque village of Oia, known for its stunning sunsets and beautiful architecture.
Take the bus from your hotel.
EUR3, 3 hours

1:30PM

Lunch at Ammoudi Fish Tavern

Savor a seafood lunch by the water in Ammoudi Bay.
Walk down to the bay from Oia.
EUR40, 1.5 hours

3:00PM

Relax on Red Beach

Unwind at the unique Red Beach with its colorful pebbles.
Take a bus from Ammoudi Bay.
EUR5, 2 hours

6:00PM

Dinner at Metaxi Mas

Enjoy traditional Cretan dishes with a contemporary twist at this well-reviewed restaurant.
Bus back towards your hotel.
EUR30, 2 hours
Find Hotels in Santorini

Day 4: Santorini Beaches and Wine

Santorini, Greece

8:00AM

Breakfast at Da Vinci Restaurant

Start your day with delightful pastries and Greek yogurt at this cozy spot.
Walk to the restaurant from your hotel.
EUR10, 1 hour

9:30AM

Day at Perissa Beach

Spend a relaxing day on the famous black sands of Perissa Beach, perfect for sunbathing and swimming.
Bus to Perissa Beach.
EUR5, 4 hours

1:30PM

Lunch at The Watermelon

Dine on delicious local salads and seafood with a view of the beach.
Short walk along the beach.
EUR20, 1.5 hours

3:00PM

Santorini Wine Tour

Visit local wineries for a tasting of famous Assyrtiko wine and sample local delicacies.
Arranged bus tour from your hotel.
EUR75, 3 hours

6:30PM

Dinner at 1800

Dine at this upscale restaurant in Oia known for its incredible views and cuisine.
Bus to Oia.
EUR50, 2 hours
Find Hotels in Santorini

Day 5: Santorini Adventures

Santorini, Greece

8:00AM

Breakfast at Fhairy Tails

Relish a light breakfast at this charming local café with views of the sea.
Walk from your hotel.
EUR10, 1 hour

9:30AM

Hiking from Fira to Oia

Embark on a scenic hike along the cliffs, witnessing breathtaking views throughout.
Start from Fira’s main square.
Free, 3 hours

12:30PM

Lunch at Pelican Kipos

Stop for traditional Greek salad and fresh fish in this lovely garden setting.
Bus back to Fira.
EUR20, 1.5 hours

2:00PM

Visit to Akrotiri Archaeological Site

Explore the fascinating ruins of the ancient Minoan city preserved by volcanic ash.
Bus to Akrotiri.
EUR12, 2 hours

4:30PM

Relax at Kamari Beach

Spend some leisure time soaking up the sun at this popular beach spot.
Take the bus to Kamari.
EUR5, 2 hours

7:00PM

Dinner at Capannina

Dine on exquisite Italian-inspired seafood dishes at this elegant restaurant.
Bus back to your hotel.
EUR35, 2 hours
Find Hotels in Santorini

Day 6: Travel to Mykonos

Mykonos, Greece

8:00AM

Breakfast at Doro Cafe

Enjoy a hearty breakfast with local delicacies before heading to Mykonos.
Walk from your hotel.
EUR10, 1 hour

9:30AM

Ferry to Mykonos

Take a scenic ferry ride to Mykonos, with views of the Aegean Sea.
Ferry from Santorini Port.
EUR60, 2 hours

11:30AM

Check-in at hotel

Drop off your belongings at the hotel before heading out to explore.
Walk from the ferry terminal.
EUR0, 30 minutes

12:00PM

Lunch at Bakfarkas

Enjoy local cuisine with a modern twist in a vibrant atmosphere.
10-minute walk from hotel.
EUR20, 1.5 hours

1:30PM

Explore Mykonos Town

Wander through the charming streets, and stop by the iconic windmills.
Short walk from restaurant.
Free, 2 hours

3:30PM

Visit the Church of Panagia Paraportiani

Marvel at this unique architectural masterpiece, one of Greece's most photographed churches.
Walk to the church.
Free, 1 hour

5:00PM

Relax at Little Venice

Enjoy the sunset at Little Venice with gorgeous views and lively atmosphere.
Walk to Little Venice.
Free, 2 hours

7:00PM

Dinner at Kastro’s

Dine with stunning sea views and fresh seafood at this popular spot.
Walk from Little Venice.
EUR35, 2 hours
Find Hotels in Mykonos

Day 7: Beach Day in Mykonos

Mykonos, Greece

8:00AM

Breakfast at Yialo Yialo

Savor a delicious breakfast by the beach at this chic eatery.
Walk from your hotel.
EUR12, 1 hour

9:30AM

Day at Paradise Beach

Enjoy sunbathing and beach parties at one of the most vibrant beaches in Mykonos.
Take the bus to Paradise Beach.
EUR5, 6 hours

3:30PM

Lunch at Tropicana Beach Bar

Indulge in fresh seafood and refreshing cocktails right on the beach.
Short walk from your sunbed.
EUR30, 1.5 hours

5:00PM

Return to hotel

Head back to your hotel to freshen up and relax.
Bus back to Mykonos Town.
EUR5, 30 minutes

7:00PM

Dinner at M-eating

Experience fine dining with a delightful take on traditional Greek fare.
Short walk from your hotel.
EUR50, 2 hours
Find Hotels in Mykonos

Day 8: Exploring Mykonos

Mykonos, Greece

8:30AM

Breakfast at Creperie

Delight in sweet and savory crepes in this cozy joint.
Walk from your hotel.
EUR10, 1 hour

10:00AM

Visit Delos Island

Take a boat tour to the archaeological site, known as the birthplace of Apollo and Artemis.
Ferry from Mykonos harbor.
EUR40, 4 hours

2:00PM

Lunch at Mykonos Town

Dine at the local eatery for moussaka and fresh salads.
Take the ferry back to Mykonos.
EUR20, 1.5 hours

3:30PM

Relax at Agios Sostis Beach

Experience a peaceful afternoon at this lesser-known beach with crystal-clear waters.
Rent a scooter or take a taxi.
EUR15 (scooter rental), 2.5 hours

6:00PM

Dinner at Kiku

Try exquisite Japanese cuisine with a Mediterranean flair at this upscale spot.
Drive or taxi back to the hotel.
EUR75, 2 hours
Find Hotels in Mykonos

Day 9: Journey to Naxos

Naxos, Greece

8:00AM

Breakfast at Café Galera

Enjoy your final breakfast in Mykonos with a waterfront view.
Walk from your hotel.
EUR10, 1 hour

9:30AM

Ferry to Naxos

Enjoy picturesque views on this ferry ride heading to Naxos.
Ferry from Mykonos.
EUR30, 1 hour

10:30AM

Check-in at hotel

Check into your Naxos hotel and prepare for a day of exploration.
Walk from the ferry terminal.
EUR0, 30 minutes

11:00AM

Visit Portara

Marvel at the ancient marble doorway that serves as a symbol of Naxos.
15-minute walk from your hotel.
Free, 1 hour

12:30PM

Lunch at To Elliniko

Relish authentic Naxos cuisine at this beloved local restaurant.
5-minute walk from Portara.
EUR15, 1.5 hours

2:00PM

Explore Chora (Naxos Town)

Wander through charming streets, enjoying shops, museums, and local art.
15-minute walk from restaurant.
Free, 2 hours

4:30PM

Visit the Archaeological Museum of Naxos

Learn about the island’s history through its impressive collection of artifacts.
Walk from Chora.
EUR5, 1.5 hours

6:30PM

Dinner at Doukato

Enjoy traditional dishes featuring local ingredients and flavors at this quaint taverna.
Short walk from the museum.
EUR25, 2 hours
Find Hotels in Naxos

Day 10: Naxos Adventure Day

Naxos, Greece

8:00AM

Breakfast at Naxos Cafe

Start your day with a scrumptious breakfast featuring local produce.
Walk from your hotel.
EUR10, 1 hour

9:30AM

Visit to Agios Prokopios Beach

Relax on one of Greece's most beautiful beaches, famous for its soft sands and clear waters.
Bus to Agios Prokopios.
EUR5, 3 hours

12:30PM

Lunch at Naxos Beach Restaurant

Enjoy fresh seafood and local staples while enjoying stunning beach views.
Short walk from the beach.
EUR25, 1.5 hours

2:00PM

Hiking to Mt. Zas

Experience a scenic hike to the highest point in the Cyclades for incredible vistas.
Take a bus to the trailhead.
Free, 3 hours

5:30PM

Return to hotel

Head back after a fulfilling day of exploration and relaxation.
Bus back to Naxos town.
EUR5, 30 minutes

7:00PM

Dinner at La Vigne

Indulge in gourmet Italian dishes, celebrating local flavors.
Walk from your hotel.
EUR40, 2 hours
Find Hotels in Naxos

Day 11: Ferry to Crete

Crete, Greece

7:30AM

Breakfast at The 4 Seasons

Fuel up with a hearty breakfast at this local favorite to start your day.
Walk from your hotel.
EUR10, 1 hour

9:00AM

Ferry to Crete

Enjoy views of the coastline as you travel to the beautiful island of Crete.
Ferry from Naxos to Crete.
EUR30, 2 hours

11:00AM

Check-in at hotel

Drop off your luggage at the new hotel before exploring.
Walk from the ferry terminal.
EUR0, 30 minutes

11:30AM

Visit Knossos Palace

Explore the legendary Minoan palace and its intriguing history.
Taxi from the hotel.
EUR15, 2 hours

2:00PM

Lunch at Elysseon Restaurant

Delight in traditional Cretan dishes made with fresh local ingredients.
Taxi back to Heraklion.
EUR25, 1.5 hours

3:30PM

Explore Heraklion Archaeological Museum

Discover artifacts from the Minoan civilization, making history come alive.
Walk from the restaurant.
EUR12, 1.5 hours

6:00PM

Dinner at Peskesi

Enjoy innovative Cretan cuisine in this acclaimed restaurant focused on local produce.
Walk from the museum.
EUR40, 2 hours
Find Hotels in Crete

Day 12: Crete Exploration

Crete, Greece

8:00AM

Breakfast at Cafe Mokka

Start with a delightful breakfast and strong coffee at this quaint café.
Walk from your hotel.
EUR10, 1 hour

9:30AM

Visit Elafonissi Beach

Relax at one of Crete's most stunning beaches, known for its pink sand and crystal-clear waters.
Drive or take a tour bus.
EUR20 (tour cost), 4 hours

1:30PM

Lunch at Beach Bar

Enjoy a casual lunch with a view at a beachside tavern.
On-site.
EUR25, 1.5 hours

3:00PM

Explore Balos Lagoon

Take a boat trip to Balos Lagoon, famous for breathtaking views and tranquil waters.
Boat pickup at designated location.
EUR30, 3 hours

6:00PM

Dinner at To Stachi

Savor hearty Cretan fare made with only fresh ingredients in this lovely setting.
Return to hotel by boat.
EUR30, 2 hours
Find Hotels in Crete

Day 13: More of Crete

Crete, Greece

8:00AM

Breakfast at Alchemist

Start your day with delicious omelets and freshly squeezed juice.
Walk from your hotel.
EUR12, 1 hour

9:30AM

Visit Samaria Gorge

Hike through the stunning natural scenery of this UNESCO World Heritage Site.
Private bus to the entrance.
EUR20 (park fees), 6 hours

3:30PM

Lunch at Taverna Samaria

Feast on local specialties after your hike, overlooking the stunning landscape.
On-site.
EUR20, 1.5 hours

5:00PM

Return to hotel

Relax at your hotel after an eventful day of hiking.
Private bus back to hotel.
EUR0, 1 hour

6:30PM

Dinner at Avli

Experience contemporary Cretan dining with a local twist at this charming eatery.
Short walk from your hotel.
EUR35, 2 hours
Find Hotels in Crete

Day 14: Return to Athens

Athens, Greece

8:00AM

Breakfast at Hotel

Enjoy a relaxed final breakfast at your hotel before departing.
On-site.
EUR15, 1 hour

9:00AM

Fly to Athens

Head to the airport for your flight back to Athens.
Transfer to the airport via hotel shuttle.
EUR40, 1 hour

11:00AM

Explore Ancient Agora

Visit the Ancient Agora of Athens on your return for one last dose of history.
Take Metro from airport to Monastiraki.
EUR10, 1 hour

1:00PM

Lunch at Avissinia

Return to Café Avissinia for a final delicious Greek meal filled with memories.
Short walk from Agora.
EUR25, 1.5 hours

3:00PM

Last-minute Shopping in Plaka

Take a leisurely stroll through Plaka for last-minute gifts and souvenirs.
15-minute walk from Cafe Avissinia.
Free, 2 hours

5:00PM

Dinner at To Kafeneio

Enjoy a cozy farewell dinner in this warm taverna popular among locals.
Walk back to Plaka.
EUR30, 2 hours
Find Hotels in Athens
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