Sailing Tours & Trips in Greece and Turkey
Imagine sailing the Mediterranean through Greece and Turkey, mixing ancient culture with serious water time. Visit Athens, head to the Cyclades, and check out Delos where you wander UNESCO sites before pulling into Mykonos. Quieter islands like Milos and Hydra are relaxing, and cars don't exist. Drop anchor in secluded bays and explore historic ports where Greek islands meet the Turkish coast.
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Deborah • traveled in September
The tour director who met me at the Titania hotel was very organized and professional, Thanassis Bourliaskos. My taxi driver was waiting for me at the airport and took me directly to my hotel, the Titania. Beautiful hotel with good buffet breakfast. I would have liked to stop at more tourist sites in Greece. I booked the excursion for Sounion and Temple of Poseiden. Took longer than 1 hour to arrive on the bus. Okay. Visited the Acropolis museum and the Acropolis. So awesome!! Meteora was beautiful inside the monasteries but no pictures inside. Picturesque views outside the monasteries. We visited 2 monasteries. There was a 3 day cruise to Mykonos, Kusadasi with an Ephesus excursion. Mykonos is a beautiful island walking along the shore with lots of shopping. Ephesus is one of the largest archeological sites. Patmos excursion was amazing to visit the cave where St John wrote Revelation in the Bible and also included was St John's monastery. Cruise also included Crete and Santorini. I wish I would have rode the donkeys up and down the mountain. I paid to visit the village which is very crowded with narrow pathways. I had a great time and met some very interesting people. The waiters on the cruise, Celestyl were very kind and courteous. Excellent service!! I would highly recommend this 8 day tour and cruise on the Aegean sea.
Jewels of Greece and Aegean Islands - 8 Days
10 best Sailing Greece and Turkey tour packages
Compiled by
NadineGreece and Turkey travel expert at TourRadar
- Greece & Idyllic Aegean Cruise - 11 days
- Treasures of the Aegean Sea, Turkey and Crete
- Grecian Fables (Idyllic, Premium Cruise)
- Jewels of Greece and Aegean Islands - 8 Days
- Aegean Explorer Athens → Istanbul (2026)
- Grecian Fables (Idyllic, Superior Cruise)
- Greek Islands Explorer Athens → Athens (2026)
- Discover the Eastern Mediterranean 2027 - 15 Days (from Dubrovnik to Piraeus)
- Epic Voyage: Athens to Venice
- Yachting the less-travelled Greek Isles, Mykonos and Turkey
A 7-night Celestyal cruise from Piraeus unveils Thessaloniki's harbor, Turkish bazaars, Cretan palaces, Santorini's caldera, Mykonos' beaches, and Milos' formations. Interior cabin with upgrade options available.
Duration 11 days Destinations Athens, Delphi, Kalabaka, Metéora, Thermopylae, Piraeus, Thessaloniki, Vergina, Pella, KusadasiSee all destinations Age Range All Ages Welcome Operator On The Go Tours From $4,950
20% Off- US$3,960You save $990
The Scenic Eclipse II carries passengers between Greece and Turkey's historic waters. The route from Piraeus to Bodrum's twin bays includes Santorini's caldera and Milos's hidden coves. 6-star luxury features butler service and gourmet dining across 10 venues.
Duration 8 days Destinations Athens, Piraeus, Milos, Chania, Santorini, Thera, Oia, Akrotiri, Perissa, MegalochoriSee all destinations Age Range Ages 18+ Operator Scenic Luxury Cruises & Tours From $12,165
9% Off- US$11,042You save $1,123
This 15-day cruise takes you through the Aegean, visiting Santorini's clifftop Thira with caldera views and Mykonos with its whitewashed windmills. You'll see Meteora's UNESCO monasteries perched on rock formations, walk through Ephesus ruins in Kusadasi with a Local Expert (ages 5+).
Duration 15 days Destinations Athens, Thermopylae, Kalabaka, Meteora, Thessaly, Delphi, Olympia, Mycenae, Nafplion, Kusadasi, KuşadasıSee all destinations Age Range All Ages Welcome Operator Insight Vacations From
9% Off- US$5,556+$339 upfront costs
Jewels of Greece and Aegean Islands - 8 Days
2 Reviews by TourRadar travelers“Everything perfect wouldn't have changed a thing!”
Heather, traveled in March
A three-night voyage connects Greek and Turkish shores, from Mykonos' beaches to Kusadasi's ancient port. The itinerary features Patmos' religious sites and Santorini's volcanic landscape. All meals and drinks included.
Duration 8 days Destinations Athens, Delphi, Kalabaka, Metéora, Thermopylae, Lavrion, Mykonos, Kusadasi, Selcuk, PatmosSee all destinations Age Range All Ages Welcome Operator On The Go Tours From $3,015
15% Off- US$2,563You save $452
This 8-day MS Caledonian Sky voyage sails Athens to Istanbul across the Aegean. You'll check out Milos' Sarakiniko beach with its white rock formations and Pollonia fishing village, then visit UNESCO site Delos where Apollo and Artemis were born, with an overnight in Mykonos to wander Chora's lanes.
Duration 8 days Destinations Athens, Milos, Delos, Mykonos, Patmos, Kusadasi, Ephesus Archaeological Museum, Lesvos Island, Çanakkale, GallipoliSee all destinations Age Range Ages 12+ Operator Travel Marvel From
15% Off- US$5,430+$501 upfront costs
This 15-day trip blends land tours with island cruising in a superior cabin ship through Greece and Turkey. A Local Expert guides you through Ephesus's ancient ruins in Kusadasi, where you'll see the Library of Celsus and the Temple of Artemis, one of the Seven Wonders of the Ancient World.
Duration 15 days Destinations Athens, Thermopylae, Kalabaka, Delphi, Olympia, Mycenae, Nafplion, Thessaloniki, Kusadasi, CreteSee all destinations Age Range All Ages Welcome Operator Insight Vacations From
15% Off- US$5,456+$339 upfront costs
Sail aboard the MS Caledonian Sky through the Cyclades, anchoring in Syros to check out Ermoupoli's neoclassical Vaporia district and the Apollon Theatre, Greece's first opera house. Head to volcanic Nisyros Island with its pumice-stone houses and the cliffside Panagia Spiliani monastery. Cruise to Symi's cypress-forested bay to visit the Panormitis Monastery. Dock in Kusadasi to tour the UNESCO-listed ancient city of Ephesus, including the Library of Celsus. Sail to Mykonos' whitewashed lanes and blue-domed churches.
Duration 8 days Destinations Athens, Syros, Ermoupouli, Amorgos, Nisyros Island, Symi, Kusadasi, Selcuk, Mykonos, MilosSee all destinations Age Range Ages 12+ Operator Travel Marvel From
15% Off- US$5,073+$501 upfront costs
What our customers ask about Sailing Tours & Trips in Greece and Turkey
What are the best months to go sailing in Greece and Turkey?
The Mediterranean waters between Greece and Turkey are most welcoming from May through September. While July and August draw the largest crowds and offer the warmest conditions tour operators like Intrepid Travel and Emerald Cruises focus their sailing schedules during these peak months particularly around the Cyclades and Turkish coast. According to seasoned travelers June and September present an appealing balance with pleasant swimming temperatures and fewer tourists exploring destinations like Santorini and Mykonos.
What are the most popular sailing routes between Greece and Turkey?
The well-traveled sea paths between Greece and Turkey link key destinations including Athens Bodrum and the Cyclades islands. Many voyages depart from Athens navigating through Mykonos Santorini and Patmos before reaching Turkish ports like Kusadasi and Bodrum. The route provides access to significant cultural sites including the ancient ruins of Ephesus and Rhodes' medieval city. Travelers often note the rich contrast between Greek island life and Turkish coastal culture along this classic Mediterranean journey.
What type of boats are used for Greece and Turkey sailing tours?
Vessels range from small traditional Turkish gulets to modern cruise ships designed for intimate experiences. The Emerald Azzurra represents the luxury end with space for 100 guests 72 crew members and features like an infinity pool. Traditional gulets operated by companies like Fez Travel offer a more rustic experience carrying just 16 passengers in wooden vessels. Some boats like the MS Caledonian Sky strike a middle ground combining modern amenities with classic sailing elements.
What are the must-visit islands and ports on a Greece-Turkey sailing trip?
Key destinations include Santorini with its distinctive caldera and renowned sunsets Mykonos featuring the famous windmills and Rhodes home to an impressive medieval quarter. On the Turkish coast Bodrum draws visitors to the Castle of St. Peter and local bazaars while Kusadasi serves as the entry point to Ephesus' archaeological treasures. These stops create a journey that spans ancient history vibrant modern culture and natural Mediterranean landscapes.
What is typically included in meals on sailing tours?
Most voyages provide three daily meals featuring both regional and international dishes. Emerald Cruises includes complimentary beverages with meals including local wines beer and soft drinks. The menu typically showcases fresh Mediterranean ingredients with Greek and Turkish specialties. Special dining events such as deck-side dinners at sunset add memorable moments to the culinary experience.
How much time is typically spent sailing versus exploring ports?
Tours generally structure days with morning sailing followed by afternoon and evening exploration in ports. For example Intrepid Travel's 9-day itineraries include scheduled port visits each day combining guided excursions with independent discovery time. This arrangement allows travelers to experience both the peaceful rhythm of Mediterranean sailing and thorough exploration of cultural sites like the Acropolis of Lindos and Monastery of Hozoviotissa.
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