Greece
From $4,500 per person
9 Days | Customizable
A well-paced journey through Greece’s cultural capital and two of the Cyclades’ most scenic islands. Start in Athens with iconic history and food experiences, then shift to Milos for rugged coastline and boat days, and finish in Naxos with laid-back beaches and sailing. Seamless transfers throughout allow for a smooth, stress-free experience from start to finish.
Your Journey at a Glance
Stay:
9 days, 8 nights
Meals:
Daily breakfast + select inclusions
Accommodations:
3 boutique properties
Departs from:
Athens International Airport
Destinations:
  • Athens, Greece
  • Milos, Greece
  • Naxos, Greece
Included Activities:
  • Private Acropolis & food tour
  • Milos 4x4 off-road experience
  • Catamaran cruise to Kleftiko
  • Naxos sailing cruise
+ 1 more
Gallery
The Itinerary
Sunset view of Acropolis in Athens, Greece.

Day 1–3

Athens Arrival & Cultural Highlights

Arrive in Athens and meet your driver for a private transfer to your hotel. Settle into a centrally located boutique stay before exploring the city’s historic core. A private guided visit to the Acropolis is paired with a curated food tour through local neighborhoods. One full day at leisure to explore at your own pace.

  • Perianth Hotel (or similar)
  • Breakfast
Athens cityscape with Lycabettus Hill in background.
Ancient Greek amphitheater with stone steps and arches.
Cave view of turquoise water and rocky cliffs

Day 4–6

Milos: Wild Landscapes & Coastal Exploration

Transfer privately to the airport for your flight to Milos, where you’ll be met and transferred to your hotel. Explore the island’s rugged western terrain on a private 4x4 experience, reaching remote beaches and viewpoints. A second highlight is a catamaran cruise to Kleftiko with multiple swim stops along the coast.

  • Melian Boutique Hotel & Spa (or similar)
  • Breakfast
Oceanfront house at sunset with garden path view.
White ATV parked by rocky beach, clear blue sky.
Seaside patio with ocean view and tables.

Day 7–9

Naxos: Sailing & Relaxed Island Living

Private transfer to the port and ferry to Naxos, followed by a transfer to your beachfront hotel. Enjoy a full-day sailing cruise through the Small Cyclades with swimming, snorkeling, and lunch onboard. Remaining time is free to relax or explore the island.

  • Ammothines Cycladic Suites (or similar)
  • Breakfast + lunch during cruise
Charming rustic building with lush green vines.
Sailboat on clear turquoise sea near rocky coast.

Day 9

Departure

Private transfer to Naxos Airport for your return flight to Athens and onward journey home.

  • Breakfast
Beachfront pool with loungers and ocean view.

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