Aegean Sea Sail and Hike Tour


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    9 days / 8 nights
    Period of Operation : April to October
    Min Participants : 6
    Max People : 7
    Tour Description

    The Aegean Sea Sail and Hike tour is a lifetime experience! Sail through some of the most pristine Greek islands and explore them by sea and land! Your adventure will be like a modern Odysseus or Jason sailing from one island to another and hiking through amazing sceneries. 

    Imagine embarking on an unforgettable sailing tour through the breathtaking waters of Greece, where every moment is infused with beauty, history, and the charm of the Aegean Sea.

    Your journey begins in Athens, the ancient heart of Greece. As you set sail from the bustling port of Piraeus, you’ll feel the gentle breeze of the Mediterranean against your skin and the anticipation of adventure ahead. Your experienced crew, perhaps consisting of local sailors, will guide you through this maritime odyssey.

    Together we will navigate to the lesser-known gems of the Cyclades, such as Milos, with its captivating lunar landscapes and hidden sea caves, or Serifos with its picturesque beaches and traditional villages. Each island offers its own unique blend of history, natural wonders, and authentic Greek hospitality.

    Throughout your sailing tour, you’ll be treated to sumptuous Greek cuisine, featuring fresh seafood, sun-ripened produce, and traditional delicacies bursting with flavour. Whether dining onboard under a canopy of stars or sampling local specialties at quaint tavernas ashore, each meal is a celebration of the rich culinary traditions of the Mediterranean.

    As the sun dips below the horizon on the final evening of your voyage, reflecting hues of orange and pink across the tranquil waters, you’ll find yourself filled with a profound sense of gratitude for the unforgettable experiences and cherished memories created along the way.

    For in Greece, the journey is not just about the destinations—it’s about the beauty of the voyage itself, where every day unfolds like a timeless story on the canvas of the Aegean Sea.


    Level of difficulty

    We curated this experience for people who enjoy trekking. You should be in good physical condition. The walking trails are a mixture of dirt tracks and well-constructed stone mule paths. Along the coast, we walk on the sand for some stretches — a good walking pole may be useful. Relatively easy hikes, 3 to 5 hours per day. This a good start for a first trekking holiday.*

    *If you don’t want to hike, you can just hang out on the boat or enjoy the warm Aegean waters.

    No sailing experience necessary. Those who are already familiar boating are more than welcome to assist our certified skipper throughout the journey. This trip is also a great opportunity for people with no experience to learn the fundamental principles of the art of sailing.


    Day 1Athens

    Upon arrival settle to your hotel in Athens. In the evening, meet with your guide for a short walking tour. Then, enjoy a welcome dinner in a traditional Greek tavern, in the old part of Athens, which overlooks the Acropolis.
    Overnight in Athens (D)

    Day 2Athens - Aegean Sea - Serifos

    After our mighty breakfast, we will experience a half-day sightseeing tour of Athens!
    Visit Acropolis, the greatest monument in the Western world, the Parthenon and Panathinaikon Stadium, the stadium where the first modern Olympic games were held in 1896. Lunch at the Acropolis Museum restaurant and off we go to the island of Serifos via a high- speed ferry from the port of Piraeus. After disembarkation on Serifos, we begin an incredible hike from the port, through the amazing town of Chora, ending in the evening at Psili Ammos beach, where our sailing boat will be waiting for us! After settling into your cabin, enjoy your first wonderful dinner on-board.
    Ferry Piraeus to Serifos: 2-hours | Hike: 3.5-hours | Overnight in Serifos | B, L, D

    Day 3Aegean Sea - Milos

    Early morning, we sail to Milos, a volcanic island in the southwestern corner of the Cycladic islands. It is mostly famous for the statue of Venus of Milo (Aphrodite), a beautiful piece of Greek ancient art, that was discovered on this island and is today housed in the Louvre Museum, Paris. Our catamaran will disembark us at the fishing village of Pollonia, where our hike starts for today. On the walk, we will see the infamous Sarakiniko, with its lunar landscape and the “Papafraga”, the famous archaeological site of Filakopi, one of the most important cities of the ancient Greek era. We end at a stunning beach in Mandrakia with white sand and turquoise crystal clear waters. After a swim, the catamaran will take us to the bay of Adamas, the largest natural harbor in Greece. It is one of the safest anchorage places in the entire Mediterranean. Tonight, we will visit the beautiful town of Adamas and dine at a local tavern.
    Sail 4.5-hours | Hike: 4-hours | Overnight in Milos | B, L, D

    Day 4Milos

    Today’s sailing around the whole island takes us to picturesque beaches, inviting sea caves, rare and extraordinary geological formations and amazing hidden spots that are only accessible by boat. We will see the spectacular rock formations of Glaronissia, Arkoudes, Sikia, and Kleftiko. Swim and snorkel in turquoise waters and enjoy the Greek sea and sun!
    In the evening we will sail to either Kimolos or Polyaigos to set anchor for our next day’s departure. Lunch on board. Dinner is either on-board or in Kimolos/ Overnight on board, Kimolos or Polyaigos | B, L, D

    Day 5Aegean Sea - Sifnos

    Today we head towards Sifnos, one of the most “fulfilled” Greek islands. The island is known for its beaches, idyllic villages and a wide variety of beautiful hikes. Our vessel will reach Platys Gialos, our hike’s starting point.
    Overnight in Sifnos
    Sail: 2-hours | Hike 4.5-hours | B, L, D

    Day 6Sifnos

    Our hike takes us today from Kastro, the ancient capital of Sifnos and one of the best preserved ancient capitals of the Cyclades, to the modern capital of Sifnos, Apollonia. It is considered to be the cosmopolitan spot of Sifnos, full of shops, cafes, and tavernas. We’ll walk along the narrow streets of the town, admire the architecture and some impressive churches. Eventually, we will make our way to a hidden valley, Skafi, an area with ancient monasteries, caves, and spectacular views from the church of Panagia tou Niliou, called the “Aegean Balcony.” This setting is where we will have a picnic lunch. Continue to Mavro Chorio (“Black Village”), known for its impressive huts, terraces and magnificent gates. Our path leads us to the spring of Kalamitsi, between two huge crags, the “Froudia baronas” crags. On top of the larger crag, there is an ancient citadel. We continue our hike, descending to the Bay of Vathy, the most beautiful beach village on the island, where our catamaran awaits for us. Time for a refreshing dip in the sea and a marvelous cooking class on-board!
    Hike: 5 hours / Overnight in Sifnos| B, L, D

    Day 7Aegean Sea - Kythnos

    Today, we sail to Kythnos where we will relax and enjoy a “beach day” in Kolones, one of the most photographed beaches in Greece. In the evening, we head to the Port of Merichas, our anchorage for the night. Lunch on-board, and dinner in Merichas.
    Sail: 5.5-hours | Overnight in Kythnos | B, L, D

    Day 8Return to Athens

    Return to Athens – Farewell dinner
    Overnight in Athens | B, L, D

    Day 9Departure Day

    Breakfast at your leisure.
    End of services (B)


    Price is based on a minimum attendance of 6 people (for less or more participants, please to contact us. End of July-August prices may vary).

    Price Includes

    • English speaking Aegean Outdoors expert guide
    • Private catamaran crewed with certified skipper
    • Accommodation in double/twin rooms on BB in Athens and in private cabins on board
    • Professional guides and entrance fees at archaeological sites
    • High Speed ferry ticket from Athens to Serifos
    • All necessary transfers
    • Coffee, tea, juices and mineral table water on board
    • Meals as mentioned in the program (B=Breakfast on board, L=picnic or regular lunches and D=dinner in local taverns/on board)
    • Port fees
    • All activities as mentioned in the program

    Price Excludes

    • Personal expenses
    • Personal insurance
    • Optional gratuities
    • Drinks during meals

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