7-day Itinerary between Lesbos, Psara and Chios aboard the Walkabout 43
Navigate the Eastern Aegean with Walkabout Charter: 7 days of authentic sailing from Mytilene (Lesbos) to Chios crossing the remote island of Psara, deserted bays and crystal-clear waters. An itinerary that combines sporty sailing, millennia-old Greco-Byzantine culture and unique artisan traditions. Oceangoing vessel Walkabout 43, UNESCO heritage, medieval villages, Mediterranean cuisine prepared onboard by your skippers. This is a true authentic North Aegean sailing vacation between Lesbos and Chios.
Ideal for: Intermediate and advanced sailors seeking sporty sailing in the Eastern Aegean with a challenging crossing to Psara (40 miles). Perfect for Byzantine history and archaeology enthusiasts: Nea Moni monastery UNESCO World Heritage Site, medieval Mastichochoria villages. Lovers of unique artisan traditions (Chios mastic DOP world product). Those seeking remote islands like Psara (400 inhabitants) and uninhabited Antipsara. Food lovers wanting to discover local typical products. Medieval architecture photographers. Ideal for those who have already sailed in the Sporades or Cyclades and are looking for the easternmost Aegean, close to Turkey. Experienced or intermediate sailors | Couples | Groups of 4-8 friends | Greek-Byzantine culture enthusiasts | Wine enthusiasts | Not suitable for: Complete beginners, those seeking only beach life.
⚖️ Different from: Tourist Cyclades – this is the Eastern Aegean near Turkey, much less frequented. Different from Sporades – here you sail farther from the Greek mainland with a challenging crossing to Psara. Better than the Dodecanese for those who want to stay in the North Aegean but discover different islands. Alternative to Samos/Kos – Psara and Chios are less developed touristically. Different from Limnos-Lesbos – focus on Chios with its unique features (mastic, medieval villages, Nea Moni UNESCO) and open sea crossing to Psara. More cultural than purely beach itineraries – strong historical, artisanal and UNESCO component.
Destination: Eastern Aegean, Greece | Duration: 7 days/6 nights | Embarkation: Mytilene (Lesbos) | Disembarkation: Chios | Formula: Exclusive charter with skipper or Cabin charter.
Price and Available Dates: June 27, 2026 or check the 2026 cruise schedule.
Included Services Full details: Walkabout Charter Charter Conditions
⭐ Rating: 4.9/5 (based on 47 Google and TripAdvisor reviews)
Complete Guide
Day-by-Day Itinerary
Saturday – Mytilene
Embarkation Embarkation port: Mytilene, Lesbos (39.1011°N, 26.5658°E) | Don’t miss: Byzantine Castle of Mytilene
Embarkation at 6:00 PM at the port of Mytilene, capital of Lesbos, dominated by the grand Byzantine-Genoese castle. Settling into the cabins of the Walkabout 43 (3 double cabins, 2 bathrooms, cockpit with teak beach area), safety briefing and itinerary presentation. Welcome aperitif and dinner on board. Overnight in port.
Sunday – Sailing along the south coast of Lesbos
Departure port: Mytilene, Lesbos (39.1011°N, 26.5658°E) | Arrival: Agios Fokas (39.0078°N, 26.1924°E) | Distance: 29 nautical miles | Sailing time: 4 hours
After breakfast, a beautiful sail awaits us toward Agios Fokas along the southern coast of Lesbos. We anchor sheltered by the cape of Agios Fokas, in front of a long beach famous for its crystal-clear waters. Free afternoon with the possibility of taking a long walk on the beach, seeing the remains of the temple of Dionysus, swimming, or even…doing nothing! Dinner at a taverna.
Monday – Psara
The Island of Heroes Arrival: Psara (38.5361°N, 25.5727°E) | Distance: 40 nautical miles (74 km) | Sailing time: 5 hours | Don’t miss: Authentic fishing village, heroic history of 1824, fresh fish | Activities: Offshore sailing, village exploration, traditional taverna
The longest sail of the itinerary: open sea crossing to Psara, a small remote island with great history. In 1824, Psara was destroyed by the Turks during the Greek War of Independence – a symbol of resistance and heroism. Today it has only 400 permanent inhabitants, mainly fishermen. Challenging navigation that showcases the ocean-going capabilities of the Walkabout 43. Afternoon arrival at the small port of Psara. Exploration of the authentic village: traditional white houses, Orthodox churches, revolution museum, monument to heroes. Evening: dinner at a local port taverna with fresh-caught fish (lobsters, sea bream, white seabream) and ouzo. A very rare Greek island experience. Overnight in the small port.
Tuesday – Antipsara
Uninhabited Island and Marine Caves Arrival: Antipsara (38.5331°N, 25.5169°E) | Distance: 5 nautical miles | Sailing time: 1 hour | Don’t miss: Uninhabited island, pristine turquoise waters, marine caves | Activities: Cave exploration with tender, snorkeling, nature immersion
Short sail to Antipsara, an uninhabited islet west of Psara. A destination for true lovers of wild nature: zero inhabitants, zero buildings, zero human noise. Only crystalline sea, volcanic rocks, Mediterranean vegetation. Anchorage in a protected bay with emerald-colored water. Day dedicated to marine exploration: snorkeling on seabeds rich with life, swimming in the cleanest waters of the Aegean. With the tender, we explore hidden marine caves accessible only from the sea – some with spectacular openings where sunlight enters creating magical color displays. Paradise for advanced snorkeling and underwater photography. Lunch and dinner on board. Overnight at anchor in total silence and solitude.
Wednesday – Apothika : Toward Chios, the Island of Mastic
Arrival: Apothika, Chios (38.4684°N, 25.9193°E) | Distance: 22 nautical miles | Sailing time: 3-4 hours
Sailing from Antipsara toward the western coast of Chios, Greece’s fifth largest island. Anchorage in front of Apothika beach, where crystal-clear waters and a long beach await us. Overnight in protected anchorage.
Thursday – Broulidia : Spectacular Sunset
Arrival: Broulidia, west Chios (38.1559°N, 26.0088°E) | Distance: 10 nautical miles | Sailing time: 2 hours | Don’t miss: Panoramic sunset point, stargazing, wild coastline | Activities: Coastal sailing, sunset photography
Sailing along the southwestern coast of Chios, the wildest and least inhabited part of the island. Dramatic landscapes with high cliffs, low Mediterranean vegetation, deserted bays. Anchorage at Broulidia, a strategic point famous for spectacular sunsets over the open sea. Relaxing afternoon: swimming, snorkeling, reading, preparing for the last evening. At sunset, a breathtaking natural spectacle: sun setting over the Aegean horizon with orange-red-purple hues. After dinner, if the sky is clear, stargazing under a sky without light pollution. Last night at anchor.
Friday – Chios: UNESCO Heritage and Mastic
Arrival: Chios city port (38.3685°N, 26.1354°E) | Distance: 17 nautical miles (31 km) | Sailing time: 2.5-3 hours | Don’t miss: Nea Moni Monastery UNESCO, mastic, medieval villages | Activities: Sailing, city exploration, excursion preparation
Morning sail to Chios city, the island’s capital. Arrival at the commercial port dominated by the medieval Genoese castle. Mooring in marina. Possibility of initial city exploration: historic center, market, waterfront. Evening: dinner at a local taverna. Overnight in marina.
Saturday – Disembarkation
Disembarkation port: Chios city (38.3685°N, 26.1354°E) | Disembarkation: 9:00 AM | Don’t miss: Nea Moni Monastery UNESCO, Mesta/Pyrgi villages, mastic tasting | Connections: Chios Airport (JKH) – 4 km from port
Last breakfast on board. Disembarkation procedures. Before transfer to the airport, unmissable excursion to Chios’s main sites (taxi/car rental):
Nea Moni Monastery (UNESCO): 15 km from the city, an 11th-century Byzantine monastery and world heritage site. Byzantine mosaics among the finest in Greece, unique architecture, intense spiritual atmosphere.
Mastic Villages (Mastichochoria): South of Chios, 24 fortified medieval villages where mastic trees are cultivated. Mesta and Pyrgi are the most beautiful with unique architecture: fortress-houses, labyrinthine alleys, geometric decorations scratched onto facades. Chios mastic is a unique PDO product in the world – only here grows this variety of mastic tree that produces aromatic resin.
Mastic tasting: Visit to a local producer to sample mastic in various forms: natural chewing resin, Mastiha liqueur, traditional sweets, cosmetics. Purchase authentic souvenirs.
Transfer to Chios airport for flights to Athens (45 min – 3-4 daily flights) or ferries to Piraeus, Lesbos, Samos.
The itinerary stops are subject to changes due to weather conditions or other unforeseen circumstances that prevent or make sailing uncomfortable to reach them or for mooring. Any changes to the itinerary are made exclusively to ensure better vacation organization and to guarantee the safety and comfort of our guests.
How to Book
- Personalized Quote: Receive within 24h: detailed quote, confirmed availability, contractual conditions.
- Confirmation: Pay deposit to block booking | Balance 30 days before departure.
- Book flights: Walkabout Charter provides info for flights, ferries and transfers.
- Trip Preparation: Receive: recommended equipment list, communicate special dietary requirements.
- Embarkation! See you in Mytilene Sunday at 6:00 PM – your Eastern Aegean adventure begins!
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