Ultimate 14-Day Greece Islands and Cities Adventure Itinerary

Day 1: Athens Exploration

Athens, Greece on June 17, 2025

8:00am

Breakfast at Ta Karamanlidika Tou Fani

Enjoy a traditional Greek breakfast with cheeses, cured meats, and fresh bread in this cozy deli-cum-restaurant that opens at 8am.
EUR15, 1h

9:30am

Acropolis and Acropolis Museum

Visit the iconic Acropolis hill with the Parthenon, Erechtheion, and the Acropolis Museum nearby showcasing ancient artifacts. Open 8am-7pm.
EUR20, 3h

1:00pm

Lunch at Evripidou Street Market

Sample freshly grilled souvlaki or gyros and local produce at this vibrant street food area near the central market.
EUR10, 1h

3:00pm

National Archaeological Museum

Explore Greece’s largest archaeological museum filled with ancient treasures and sculptures from all over Greece. Open 8am-8pm.
EUR10, 2h

6:30pm

Dinner at Kuzina

Dine on modern Greek cuisine fused with international influences, with stunning views of the Acropolis illuminated at night. Reservation advised.
EUR40, 2h
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Day 2: Aegina Island Day Trip

Aegina, Greece on June 18, 2025

7:30am

Ferry to Aegina

Catch an early ferry from Piraeus port to Aegina, the pistachio treasure island. Ferries run frequently, sailing 40 minutes.
EUR12, 0h40m

9:00am

Explore Temple of Aphaia

Visit this beautifully preserved ancient temple at the island’s east side, offering stunning views and rich history.
EUR6, 1h30m

11:00am

Coffee and Dessert in Aegina Town

Try local pistachio sweets at one of the cafes along the waterfront promenade.
EUR8, 45m

12:00pm

Lunch at Akrogiali

Enjoy fresh seafood and local delicacies by the sea at this popular taverna known for authentic Greek flavours.
EUR25, 1h

2:00pm

Beach time at Agia Marina

Relax at the sandy beach with clear waters, perfect for a swim or sunbathe in the afternoon.
Free, 3h

5:30pm

Return ferry to Athens

Ferry back to Piraeus port to prepare for the next day's itinerary.
EUR12, 0h40m
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Day 3: Hydra Island Charm

Hydra, Greece on June 19, 2025

7:00am

Ferry to Hydra

Depart from Piraeus to Hydra island, known for its preserved stone architecture and no motor vehicles.
EUR20, 1h30m

9:00am

Walking tour of Hydra Port

Explore the picturesque harbor, artist galleries, and traditional houses. Wander the cobbled streets and enjoy local shops.
Free, 2h

11:30am

Breakfast at Omilos

Enjoy breakfast overlooking the harbor with Greek omelettes and fresh coffee.
EUR18, 1h

1:00pm

Visit Historical Monasteries

Take a short hike to the Monastery of the Assumption of Virgin Mary to appreciate the religious heritage and island views.
Donation, 1h30m

3:00pm

Lunch at To Panino

Taste delicious homemade sandwiches and fresh salads in a friendly local eatery.
EUR15, 1h

5:00pm

Sunset at Bisti Beach

Relax and watch the sunset from this secluded beach accessible by foot or boat.
Free, 1h30m

7:00pm

Dinner at Sunset Restaurant

Dine on freshly caught seafood with panoramic views over the port and sunset light.
EUR35, 2h

9:30pm

Return ferry to Athens

Catch ferry back to Athens for overnight stay, preparing for Cyclades travels.
EUR20, 1h30m
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Day 4: Mykonos Island Arrival

Mykonos, Greece on June 20, 2025

7:00am

Ferry to Mykonos

Early ferry from Piraeus to the lively Cyclades island of Mykonos, known for beach parties and whitewashed architecture.
EUR35, 2h45m

10:00am

Breakfast at M-eating

Enjoy a creative modern take on Greek cuisine with fresh local ingredients in the old town centre.
EUR25, 1h

11:30am

Explore Mykonos Town (Chora)

Wander narrow streets, visit the iconic windmills, Little Venice district, and boutique shops.
Free, 2h

2:00pm

Lunch at Kiki’s Tavern

Dine outdoors at this hidden gem restaurant famous for grilled meats and fresh salads. Open 12pm-5pm.
EUR30, 1h

4:00pm

Beach time at Paradise Beach

Spend the afternoon relaxing or partying at one of Mykonos’s most popular beaches.
Free, 3h

7:30pm

Dinner at Interni

Upscale dining with chic setting in the heart of Mykonos town, serving Mediterranean-inspired dishes.
EUR50, 2h
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Day 5: Delos Archaeology

Delos/Mykonos, Greece on June 21, 2025

8:00am

Boat tour to Delos Island

Take a 30-minute boat from Mykonos port to Delos, an uninhabited sacred island rich in archaeological ruins and myths about Apollo and Artemis.
EUR20, 0h30m

8:30am

Guided Archaeological Tour

Explore ancient temples, theatres, mosaics, and statues on Delos. Guided tours available starting 9am, lasting 2 hours.
EUR12, 2h

11:00am

Return to Mykonos

Boat back to Mykonos and prepare for lunch back in town.
Included, 0h30m

12:00pm

Lunch at Avra Restaurant

Relax in a garden setting serving traditional Greek dishes with fresh local produce.
EUR25, 1h

2:00pm

Afternoon leisure in town or beach

Free time to shop, visit museums, or relax on a local beach such as Ornos or Psarou.
Free, 4h

7:00pm

Dinner at Nobu Matsuhisa

For a special meal, try Nobu’s fusion Japanese-Peruvian-Greek flavors with fine dining ambiance in Mykonos.
EUR70, 2h
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Day 6: Santorini Arrival

Santorini, Greece on June 22, 2025

8:00am

Ferry from Mykonos to Santorini

Enjoy a 2-hour ferry crossing to the volcanic island of Santorini, renowned for caldera cliffs and stunning sunsets.
EUR30, 2h

10:30am

Breakfast at Pastry Shop Kokkalo

Taste freshly baked local pastries and coffee in Fira town center.
EUR10, 1h

11:30am

Explore Fira and Cable Car Ride

Walk the quaint streets of the capital Fira and take the cable car down to the old port for scenic views.
EUR6, 2h

1:30pm

Lunch at Naoussa Restaurant

Savour Mediterranean dishes with local ingredients and sea views.
EUR35, 1h

3:00pm

Visit Akrotiri Archaeological Site

Tour the Bronze Age Minoan settlement preserved by volcanic ash, open 8am-7pm.
EUR12, 1h30m

5:00pm

Relax at Red Beach

Spend late afternoon swimming and sunbathing at the famous Red Beach near Akrotiri.
Free, 1h30m

7:00pm

Dinner in Oia at Ammoudi Fish Tavern

Dine on fresh seafood right on the water’s edge while enjoying a quintessential Santorini sunset experience.
EUR40, 2h
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Day 7: Santorini Villages and Wine

Santorini, Greece on June 23, 2025

8:30am

Breakfast at Pelican Kipos

Enjoy breakfast in a beautiful garden setting offering fresh fruits and traditional Greek dishes.
EUR20, 1h

10:00am

Visit Pyrgos Village

Explore this traditional village with narrow alleys, old churches, and panoramic views of the island.
Free, 1h30m

11:30am

Santorini Wine Tour

Join a half-day guided tour visiting notable wineries like Santo Wines to sample Assyrtiko and local varieties.
EUR50, 3h

2:30pm

Lunch in Megalochori Village at Medrose

Savour Mediterranean cuisine in a village setting known for its culinary excellence.
EUR30, 1h

4:00pm

Afternoon at Kamari Beach

Relax at the black pebble beach with crystal clear waters, cafes, and water sports.
Free, 2h

7:00pm

Dinner at Metaxi Mas

Enjoy authentic Greek dining with local ingredients and a cozy atmosphere slightly off the main tourist track.
EUR40, 2h
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Day 8: Crete Arrival and Exploration

Heraklion, Crete, Greece on June 24, 2025

8:00am

Flight or Ferry to Heraklion, Crete

Travel from Santorini to Crete by 45-minute flight or 2-hour ferry to the cultural hub of Crete.
EUR50 flight / EUR40 ferry, 0h45m / 2h

10:30am

Breakfast at Erganos

Sample Cretan pastries and coffee in the old town.
EUR15, 1h

11:30am

Visit Heraklion Archaeological Museum

One of the best museums holding Minoan treasures including the famed Phaistos Disc. Open 8am-8pm.
EUR10, 2h

2:00pm

Lunch at Peskesi

Enjoy traditional organic Cretan dishes served in a rustic and authentic environment.
EUR30, 1h

3:30pm

Explore Knossos Palace

Tour the ruins of the Minoan palace complex, the legendary labyrinth of King Minos. Open 8am-8pm.
EUR15, 2h

6:00pm

Stroll Heraklion Old Town and Port

Leisurely walk through lively markets, seafront cafes, and Venetian fortress views.
Free, 1h30m

8:00pm

Dinner at Paralia Seaside Restaurant

Enjoy fresh seafood with a view over the sea at this popular local restaurant.
EUR35, 2h
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Day 9: Crete Countryside and Beaches

Chania, Crete, Greece on June 25, 2025

7:00am

Drive or Bus to Chania

Morning transfer west to Chania, known for its Venetian harbour and rich history. Approx 2.5 hours.
EUR20 bus / EUR70 car rental, 2h30m

10:00am

Breakfast at Koukouvaya

Enjoy a relaxed breakfast with panoramic views above Chania town.
EUR20, 1h

11:00am

Explore Venetian Harbour and Old Town

Walk along the historic harbour, visit the lighthouse, maritime museum, and colourful old town shops.
Free, 2h

1:30pm

Lunch at Salis

Modern Cretan cuisine with innovative twists located near the harbour.
EUR30, 1h

3:00pm

Afternoon at Elafonisi Beach

Trip to pink sand beaches and clear turquoise waters of Elafonisi for swimming and relaxation.
EUR10 transport, 3h

7:00pm

Dinner in Chania Old Town at Tamam

Traditional Cretan dining with a variety of local recipes in atmospheric surroundings.
EUR35, 2h
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Day 10: Rhodes Island

Rhodes, Greece on June 26, 2025

8:00am

Flight or Ferry to Rhodes

Travel from Crete to Rhodes either by short flight or ferry (flight recommended for time).
EUR60 flight / EUR40 ferry, 1h flight / 4h ferry

10:00am

Breakfast at Mamalouka

Enjoy authentic Greek breakfast dishes in the medieval Old Town area.
EUR15, 1h

11:00am

Explore Rhodes Old Town

Walk inside the UNESCO medieval city with castle walls, street cafes, and historical museums.
Free, 3h

2:00pm

Lunch at Marco Polo Cafe

Enjoy Mediterranean cuisine in a historic city setting with views of the street life.
EUR25, 1h

3:30pm

Visit Palace of the Grand Master

Tour the impressive medieval fortress museum open daily 8am-8pm.
EUR10, 1h30m

6:00pm

Beach Relaxation at Elli Beach

End the day relaxing at this popular sandy beach by the city.
Free, 1h30m

8:00pm

Dinner at Tamam Restaurant

Try local delicacies inside charming Old Town atmosphere.
EUR35, 2h
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Day 11: Rhodes Countryside and Lindos

Rhodes, Greece on June 27, 2025

8:00am

Drive or Guided Tour to Lindos

Visit the stunning village of Lindos with its acropolis and whitewashed houses on a half-day trip.
EUR50 guided tour / EUR20 car rental, 4h

12:30pm

Lunch at Mavrikos

Well-known taverna in Lindos serving classic Greek favourites with fresh, local ingredients.
EUR30, 1h

2:00pm

Explore Lindos Beaches

Swim and relax at nearby sandy beaches like St Paul’s Bay.
Free, 2h

4:30pm

Return to Rhodes town

Travel back to Rhodes city and spend evening at leisure.
Included, 1h

7:30pm

Dinner at Kerasma

End your Rhodes stay with creative dining featuring local flavors brought to contemporary life.
EUR45, 2h
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Day 12: Return to Athens

Athens, Greece on June 28, 2025

8:00am

Flight from Rhodes to Athens

Morning quick flight returns you to the capital in about 1 hour, leaving time for last city discoveries.
EUR50, 1h

10:00am

Breakfast at Little Kook

Enjoy whimsical decor and themed breakfasts in central Athens ideal for photos and a memorable meal.
EUR20, 1h

11:00am

Visit Ancient Agora

Explore the historic marketplace ruins, admire the Temple of Hephaestus – open 8am to 7pm.
EUR8, 2h

1:30pm

Lunch at Ta Karamanlidika Tou Fani

Revisit this beloved deli for a delicious mezze and wine experience that highlights Greek flavours.
EUR25, 1h

3:00pm

Up to Mount Lycabettus

Take the funicular or hike to the top for panoramic views across Athens and beyond.
EUR7 funicular, 2h

6:00pm

Dinner at Strofi

Sit on the rooftop terrace for dinner with an unbeatable view of the Acropolis lit at night.
EUR50, 2h
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Day 13: Day Trip to Delphi

Delphi, Greece on June 29, 2025

7:00am

Bus or Tour to Delphi

Day trip travel to the ancient sanctuary of Apollo at Delphi, about 2.5 hours by road from Athens.
EUR50 guided tour, 5h roundtrip

10:00am

Explore Delphi Archaeological Site

Visit the Temple of Apollo, ancient theatre, and museum that houses many classical artifacts.
EUR12, 2h

12:30pm

Lunch in Delphi Village

Sample traditional mountain-region Greek cuisine in a taverna with tranquil views.
EUR20, 1h

3:00pm

Return to Athens

Relax on the return journey, arriving early evening to Athens for your last night.
Included, 2h30m

8:00pm

Farewell Dinner at Funky Gourmet

Enjoy a Michelin-starred dining experience with inventive Greek cuisine, reservation required.
EUR100, 2h
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Day 14: Departure Day

Athens, Greece on June 30, 2025

8:00am

Breakfast at Meliartos Bakery

Grab fresh Greek pastries and coffee for a last authentic flavour, open from 7am.
EUR10, 1h

9:30am

Last minute shopping at Monastiraki Flea Market

Pick up souvenirs and local crafts in this lively open-air market, great for gifts and mementos.
Varies, 2h

12:00pm

Transfer to Athens Eleftherios Venizelos Airport

Head to the airport at least 3 hours before international flight.
EUR35 taxi, 1h
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