7-Day Athens Milos & Santorini – 2026

Balance the historical depth of Athens with the otherworldly volcanic shores of Milos and the iconic, world-famous romantic scenery of Santorini.
7 Days

Overview

Highlights

Locations

Day 1
Arrival

Arrival

Sunset walk in Plaka & Acropolis view dinner
Athens
Arrival
Day 2
Private Acropolis Guided Tour
Athens
Day 3
Flight to Milos

Flight to Milos

Sunset Wine Tour
Milos
Flight to Milos
Day 4
Full-Day Sailing to Kleftiko
Milos
Day 5
Ferry to Santorini

Ferry to Santorini

Sunset Wine Tasting
Santorini
Ferry to Santorini
Day 6
Luxury Catamaran Sunset Cruise
Santorini
Day 7
Departure

Departure

Fly to Athens
Departure

Table of Contents

Detailed Itinerary

couple holding hands walking at the beach

Day 1: Arrival in the Cradle of Civilization

Upon arrival at Athens International Airport, your private transfer awaits to whisk you to your boutique hotel in the heart of the city. Spend your afternoon wandering the cobblestone streets of Plaka
, the oldest neighborhood in Athens. As evening falls, enjoy a welcome dinner with a direct view of the illuminated Acropolis.

Day 2: Ancient Wonders & Evening in Psirri

Start with a private guided tour of the Acropolis, beating the crowds to witness the Parthenon in the morning light. After visiting the Acropolis Museum, spend a relaxed afternoon in the bohemian district of Psirri, known for its artisan shops and vibrant café culture.

Day 3: Fly to Milos

A short 45-minute flight brings you to Milos, the island of colors. Pick up your rental ATV or car and head to Sarakiniko Beach, where white volcanic rock creates a lunar landscape against the turquoise sea. End the day with sunset cocktails in Plaka, the island’s hilltop capital.

Day 4: Sailing the Pirate Coast

Embark on a full-day sailing cruise to the inaccessible western coast of Milos. You’ll swim in the emerald waters of Kleftiko, a former pirate hideout with dramatic sea caves. Enjoy a fresh seafood lunch prepared on board before returning to the charming port of Pollonia for dinner.

Milos beach

Day 5: Ferry to the Caldera of Santorini

Take the high-speed ferry to Santorini. After checking into your caldera-view suite, head to a boutique winery for a Sunset Wine Tasting. You will learn about the island’s ancient viticulture while sipping local wines on a terrace overlooking the famous flooded volcano as the sky turns gold.

Santorini Blue Domes with Caldera in the background

Day 6: Volcanic Vineyards & Sunset Sails

The Ultimate Sunset Cruise Dedicate your penultimate day to a Luxury Catamaran Sunset Cruise. You will sail past the Red Beach and Black Mountain, enter the center of the caldera, and visit the hot springs. The day concludes with a front-row seat to the Oia sunset, accompanied by a traditional Greek BBQ served on board.

Day 7: Oia’s Charm & Departure

Enjoy a final Greek breakfast overlooking the sea. Spend your morning exploring the winding alleys and blue domes of Oia. Your private transfer will then take you to Santorini Airport for your flight back to Athens or onward to your next destination.

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