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2690 USD

per Adult

Tailor-made Aegean classics tour of Greece - 9 days

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Trip crafted by:
Dimitrios
Travel Expert
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Let this tailor-made Aegean classics tour of Greece become the journey you measure others against. Ancient myths, sea-salt air, whitewashed villages, and characterful stays come together in a trip shaped around your pace and interests.

Designed for travelers seeking more personal Greece trips, this route trades crowded tour buses for slow mornings in family-run cafés, private wine tastings, and conversations with locals who keep island traditions alive.

Follow the curve of the Aegean at your own rhythm, pause at quiet viewpoints, and return with stories that feel truly your own.

Aegean classics tour of Greece highlights

  • Island-hopping through timeless Aegean gems: Sail between iconic islands and hidden harbors, balancing must-see classics with quiet, whitewashed villages.
  • Immersive local culture and traditions: Share meze with locals, learn age-old customs, and explore family-run tavernas and workshops.
  • Handpicked stays with authentic character: Sleep in charming boutique hotels and converted mansions that reflect the soul of the Aegean.
  • Private guides for deeper insight: Discover ancient temples, coastal paths, and tucked-away chapels with expert guides who adjust every visit to your rhythm.
  • Flexible experiences from sea to summit: Blend sailing, gentle hikes, winery visits, and secluded beach time into a seamlessly tailored trip built just for you.
DayLocationActivityOvernight
1Athens

• Airport arrival and private transfer

• Hotel check-in

• Free time to relax or explore nearby neighborhoods

• First Greek meal or café stop

Athens
2Athens

• Guided Athens city tour

• Syntagma, Parliament, National Gardens, Temple of Zeus, and Hadrian’s Arch

• Acropolis visit with Parthenon and historic hill views

• Greek food and wine pairing

Athens
3Athens → Santorini

• Private transfer to Athens Airport

• Flight to Santorini

• Cliffside village stroll

• Blue-domed churches and caldera viewpoints

• Local wine stop or relaxed evening

Santorini
4Santorini

• Private Santorini highlights tour

• Megalochori or Emporio village visit

• Prophet Elias Monastery

• Blue Domes and caldera views

• Oia visit

• Optional local winery tasting

Santorini
5Santorini caldera

• Luxury catamaran cruise

• Hot Springs, Red Beach, and White Beach

• Swimming and snorkeling

• Gourmet BBQ with seafood and Greek specialties

• Open bar and caldera views

Santorini
6Santorini → Mykonos

• Private transfer and high-speed ferry to Mykonos

• Free afternoon in Mykonos Town

• Windmills, boutiques, and artisan shops

• Ornos or Psarou beach time

• Sunset cocktail by the sea

Mykonos
7Mykonos

• Family-owned organic farm and vineyard visit

• Local wine tasting

• Tzatziki and mostra preparation

• Vineyard walk and farm animal visit

• Cycladic tasting menu

Mykonos
8Delos

• Boat trip from Mykonos to Delos

• Guided UNESCO archaeological site visit

• Temple of Apollo, Sanctuary of Artemis, amphitheater, and Terrace of the Lions

• Delos Museum visit

• Return to Mykonos by boat

Mykonos
9Mykonos

• Free final morning on Mykonos

• Last Aegean views or slow coffee

• Private transfer to Mykonos Airport

• Flight to Athens

Places you'll visit

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Day01

Day 1: Arrival in Athens

Welcome to the start of your tailor-made Greece tour. On arrival, your private driver will meet you at the airport and take you comfortably to your hotel in central Athens.

Spend the rest of the day settling in and easing into your Greece travel experience. Stroll through nearby neighborhoods, relax at a café, or enjoy your first Greek meal as Athens begins to reveal its energy, history, and local rhythm.

Athens, Greece
Day02

Day 2: Athens city, Acropolis, and wine pairing

Explore the heart of Athens on a guided city and Acropolis tour. Begin at the Syntagma metro station museum, then continue past the Greek Parliament, the Changing of the Guard, the National Gardens, the Temple of Zeus, and Hadrian’s Arch.

Walk through the Sanctuary and Theater of Dionysus before ascending to the Acropolis, where your guide shares the stories behind the Parthenon and the surrounding historic hills.

Later, enjoy an intimate Greek food and wine pairing with four carefully selected local wines and refined bites that showcase Greece’s rich terroir and culinary heritage.

Acropolis, Athens, Greece
food and wine pairing
Day03

Day 3: Santorini arrival and caldera villages

Begin your day with a private transfer to Athens Airport and a flight to Santorini, one of the best places to visit in Greece for caldera views, whitewashed villages, and Aegean sunsets.

In the afternoon, stroll through cliffside lanes, passing blue-domed churches, hidden cafés, and sweeping viewpoints over the caldera. Pause for a glass of local wine, capture the island’s soft Aegean light, and unwind in handpicked places chosen to match your travel style.

Santorini, Greece
Day04

Day 4: Santorini highlights and caldera views

Discover Santorini’s timeless charm on a private tour with an English-speaking driver.

Stroll through the traditional village of Megalochori or Emporio, then visit the hilltop Prophet Elias Monastery for sweeping island views. Continue to the famous Blue Domes overlooking the caldera before heading to Oia for its iconic vistas and sunset atmosphere.

You can also add a local winery visit, tasting Santorini’s distinctive volcanic wines while taking in panoramic views of the Aegean Sea.

Santorini, Greece
Dimitrios

Tips from Dimitrios

Greece Travel Expert

quotes

Skip the busiest sunset spots in Oia and ask your driver for a quieter caldera viewpoint nearby. You’ll still get the famous Aegean light, but with more space to enjoy it. For a deeper local touch, pair the afternoon with a tasting of Assyrtiko, the island’s signature volcanic wine.

Day05

Day 5: Santorini caldera catamaran cruise

Sail the legendary Santorini caldera in style on a luxury catamaran, a standout experience in your Greece itinerary.

Swim and snorkel in clear waters near the Hot Springs, Red Beach, and White Beach while taking in Santorini’s dramatic volcanic coastline from the sea.

Unwind on deck as the crew prepares a gourmet BBQ with fresh local seafood, salads, and Greek specialties. Sip drinks from the open bar and enjoy panoramic caldera views throughout the cruise.

Santorini cruising, Italy
Day06

Day 6: Arrival in Mykonos

Begin your morning with a private transfer and high-speed ferry across the Aegean to Mykonos.

Spend the afternoon at your own pace. Wander the whitewashed lanes of Mykonos Town, pause by the iconic windmills, and browse stylish boutiques or small artisan shops.

Later, relax on the golden sands of Ornos or Psarou, then end the day with a sunset cocktail at a seaside bar as the sky glows over the Aegean.

Mykonos, Greece
Day07

Day 7: Mykonos farm and vineyard experience

Step away from Mykonos’s lively streets and into a family-owned organic farm and vineyard for a taste of rural island life.

Sample three local wines paired with Cycladic specialties, then learn to prepare homemade tzatziki and traditional mostra. Walk through biodynamic vineyards, meet the farm animals, and hear stories of Mykonian customs from your hosts.

Enjoy a generous tasting menu with local cheeses, ham, salad, spreads, beans, fresh bread, and sweets.

Mykonian farm, Greece
Day08

Day 8: Delos island and ancient ruins

Sail from Mykonos’ old port across the Aegean to legendary Delos, one of Greece’s most important archaeological sites.

Explore this UNESCO World Heritage Site with an expert guide, walking through ancient marketplaces, public squares, the Temple of Apollo, the Sanctuary of Artemis, the amphitheater, and the iconic Terrace of the Lions.

Visit the Delos Museum to see sculptures and artifacts dating back to the 3rd millennium BC, then return to Mykonos by boat in the afternoon.

Delos Island, Greece
Day09

Day 9: Departure from Mykonos

Savor a peaceful final morning on Mykonos with time for one last Aegean view, a slow coffee, or a short stroll through your favorite corners of the island.

When it is time to leave, your private driver will meet you at your accommodation and take you comfortably to Mykonos Airport for your flight to Athens.

Every detail is arranged for a smooth, relaxed departure, leaving you free to carry home the memories of your Aegean journey.

Athens Airport