Serifos is a hidden gem far from the crowds, known for its dramatic landscapes and whitewashed houses. After breakfast, enjoy some free time to stroll past the laid-back island's iconic windmills, Cycladic chapels, and pristine beaches. Return to the boat in time for an al fresco lunch, followed by a leisurely swim and some time at a golden sand beach on Serifos before we set sail for Sifnos.

Once in Sifnos, you’ll have the afternoon to explore the maze of narrow streets in the old town, famous for its traditional pottery and delicious local cuisine. If you're feeling adventurous, there’s an optional excursion to explore Kastro, Sifnos' medieval castle village, and the picturesque Church of Seven Martyrs which is one of the most photographed landmarks in the Cyclades. We’ll spend the night off the shores of Sifnos so you can also enjoy a relaxing dinner at one of the town’s local tavernas.

Included:

• Activities: Serifos free time; Swim & beach stop; Sifnos free time (optional activities at your own expense)
• Meals: Breakfast, Lunch
• Accommodation: Private boutique yacht
• Optional Activities: Kastro guided visit 

In the morning, we depart for Milos, known for its stunning volcanic landscapes. En route, we'll stop by Kleftiko, on the island of Milos, home to a sea cave with some of the clearest waters in the Aegean, perfect for snorkeling!

After a late lunch on the yacht, we’ll dock at Milos' main port for the night and you'll have the rest of the day free to visit the colorful fishing village of Kilma, wander through the emblematic whitewashed streets of the Plaka neighborhood which offer stunning sunset views, and enjoy dinner at one of the island's fantastic restaurants.

Included:

• Activities: Kleftiko Bay; Milos free time
• Meals: Breakfast, Lunch
• Accommodation: Private boutique yacht

This morning, it's time for a rejuvenating dip in Agios Nikolaos Bay. Lunch is on the boat as we sail towards Folegandros, an island with roots over 5,000 years old, making it one of the oldest islands in the Aegean.

The rest of the day is yours to explore this quieter, less-visited island and its chora (main town), perched on rugged cliffs overlooking the Aegean. As you meander through its winding streets, you'll soon realize why this is one of the most photographed towns in the Cyclades. Don’t be surprised if you spot goats grazing by the roadside or farmers with donkeys carrying their goods!

As you sleep, we’ll cruise to Kythira, the birthplace of Aphrodite and another sanctuary of natural beauty.

Included:

• Activities: Agios Nikolaos Bay swim stop; Folegandros free time
• Meals: Breakfast, Lunch
• Accommodation: Private boutique yacht

We’ll begin the day at Kaladi Beach for some well-deserved beach time. A local legend says Zeus, after getting caught cheating on Hera, had a certain body part (a pair!) cut off and thrown into the sea, and they washed up on this very shore.

Next up, you'll have the option to visit one of Greece’s largest sea caves, where centuries of mineral deposits lend to its mystical appearance. After lunch on the boat, enjoy the rest of your day at leisure to explore the hillside chora some more or spend some more time and dive deeper into the history of the 13th-century Venetian castle.

Included:

• Activities: Kaladi Beach stop; Kythira free time
• Meals: Breakfast, Lunch
• Accommodation: Private boutique yacht
• Optional Activities: Kythira cave visit

Today, we’ll set sail toward Monemvasia, a striking medieval town built right into the side of a massive cliff rising from the sea. Once we dock, the morning is free to wander the town’s maze of timeless streets and centuries-old churches. Don’t forget your camera—Monemvasia is widely considered one of the most photogenic places in Greece, and it won’t take long to see why!

You’ll have the option to join a guided photographic tour through the town, where a local expert will share tips for capturing its most striking angles.

We’ll regroup back on the boat for a light and fresh lunch, and then the afternoon is yours to keep exploring this captivating town.

Stroll through the car-free alleys, savor fresh seafood at a local taverna, or sip a glass of the famous Malvasia wine on a terrace perched above the sea. Monemvasia feels different from other places—its timeless charm is preserved in every corner, and the absence of mass tourism gives it a peaceful, almost secretive atmosphere.

Included:

• Activities: Monemvasia free time (optional activities at your own expense)
• Meals: Breakfast, Lunch
• Accommodation: Private boutique yacht
• Optional Activities: Monemvasia guided photographic tour

On our final day, we’ll stop for a swim at a tiny, untouched island before heading to Hydra. Get ready to fall in love with this pedestrian paradise, widely regarded as the "best-preserved island in the Aegean." Upon arrival, enjoy some free time to explore at your own pace—wander the cobblestone streets past stately mansions, art galleries, and cozy cafés that give Hydra its timeless elegance. If you’d like a deeper look at the island’s rich past and hidden corners, you’ll have the option to join a guided visit with a local expert.

As the sun sets, we’ll come together for our final evening aboard. Join us for a dinner to toast the crew and your fellow travelers, followed by a farewell fiesta on deck! At night, we'll sail back toward Lavrion Pier, where we’ll spend the night.

Included:

• Activities: Swim stop; Hydra free time (optional activities at your own expense); Farewell dinner; Blue & white farewell party
• Meals: Breakfast, Dinner
• Accommodation: Private boutique yacht
• Optional Activities: Hydra guided visit

This morning, it's time to bid farewell to the yacht and its lovely crew. Disembarkation is in Lavrion, just a short distance from Athens*. We hope to see you again on another Globe Drifters adventure!

NOTE: We recommend spending at least one night in Athens or at an airport hotel to ensure that you don't miss your flight back home. On Day 8, a transfer from Lavrion Pier to Athens is also included. We will drop you off at 2 hotels in Athens' main tourist area. We will give you the exact name and location of these hotels after booking. You can stay at one of these hotels or take a taxi to your post-trip accommodation.

Included:

• Transfers: Athens city transfer*
• Activities: Boat check-out; Free time; Athens drop-off*
• Meals: Breakfast

*Itinerary is subject to change.