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Sailing Tours & Trips in Greece and Turkey
Sailing Tours & Trips in Greece and Turkey

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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2026

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AdultsAges 18 or above

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  • Choose from 19 Greece and Turkey tours
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  • D

    Deborah traveled in September

    5.0
    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
  1. Greece & Idyllic Aegean Cruise - 11 daysMap of Greece & Idyllic Aegean Cruise - 11 days
    Sailing

    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
    DestinationsAthens, Delphi, Kalabaka, Metéora, Thermopylae, Piraeus, Thessaloniki, Vergina, Pella, KusadasiSee all destinations
    Age Range All Ages Welcome
    OperatorOn The Go Tours

    From $4,950

    20% Off
    US$3,960
    You save $990
    View tour
  2. Treasures of the Aegean Sea, Turkey and CreteMap of Treasures of the Aegean Sea, Turkey and Crete
    Sailing

    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
    DestinationsAthens, Piraeus, Milos, Chania, Santorini, Thera, Oia, Akrotiri, Perissa, MegalochoriSee all destinations
    Age Range Ages 18+
    OperatorScenic Luxury Cruises & Tours

    From

    20% Off
    US$12,165
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  3. Grecian Fables (Idyllic, Superior Cruise)Map of Grecian Fables (Idyllic, Superior Cruise)
    Sailing

    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
    DestinationsAthens, Thermopylae, Kalabaka, Delphi, Olympia, Mycenae, Nafplion, Thessaloniki, Kusadasi, CreteSee all destinations
    Age Range All Ages Welcome
    OperatorInsight Vacations

    From

    20% Off
    US$5,456
    +$339 upfront costs
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  4. Jewels of Greece and Aegean Islands - 8 DaysMap of Jewels of Greece and Aegean Islands - 8 Days
    Explorer

    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
    DestinationsAthens, Delphi, Kalabaka, Metéora, Thermopylae, Lavrion, Mykonos, Kusadasi, Selcuk, PatmosSee all destinations
    Age Range All Ages Welcome
    OperatorOn The Go Tours

    From $3,015

    15% Off
    US$2,563
    You save $452
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  5. Grecian Fables (Idyllic, Premium Cruise)Map of Grecian Fables (Idyllic, Premium Cruise)
    Sailing

    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
    DestinationsAthens, Thermopylae, Kalabaka, Meteora, Thessaly, Delphi, Olympia, Mycenae, Nafplion, Kusadasi, KuşadasıSee all destinations
    Age Range All Ages Welcome
    OperatorInsight Vacations

    From

    15% Off
    US$5,556
    +$339 upfront costs
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  6. Discover the Eastern Mediterranean 2027 - 15 Days (from Dubrovnik to Piraeus)Map of Discover the Eastern Mediterranean 2027 - 15 Days (from Dubrovnik to Piraeus)
    Sailing

    This sailing adventure through Greece and Turkey includes stops at Patmos's 'Island of the Apocalypse' with its UNESCO-listed Chora, Kusadasi's gateway to ancient Ephesus and the Temple of Artemis, and Kos's Asklepion healing center. You'll cruise the Aegean Sea visiting Mykonos's iconic windmills, Santorini's caldera-carved villages with blue-domed churches, and Paros's Naoussa harbor. All 14 nights aboard include airport transfers, port taxes, tipping, and meals with complimentary beverages.

    Duration 15 days
    DestinationsCroatia, Montenegro, Albania, Greece, Turkey
    Age Range Ages 12+
    OperatorEmerald Cruises

    From

    15% Off
    US$16,240
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  7. Discover the Eastern Mediterranean 2027 - 15 Days (20 destinations)Map of Discover the Eastern Mediterranean 2027 - 15 Days (20 destinations)
    Sailing

    Sail from Athens to see Greece's sacred sites including UNESCO-listed Delphi on Mount Parnassus and the Monastery of St. John in Patmos, the Island of the Apocalypse. Cross to Turkey's Aegean coast to visit ancient Ephesus near Kusadasi, home to the ruins of the Temple of Artemis, one of the Seven Wonders of the Ancient World. The itinerary includes the volcanic landscapes of Santorini's caldera and the marble-rich island of Paros. You'll have opportunities to swim in clear waters and walk through hilltop villages throughout the Cyclades.

    Duration 15 days
    DestinationsGreece, Turkey, Albania, Montenegro, Croatia
    Age Range Ages 12+
    OperatorEmerald Cruises

    From

    15% Off
    US$16,340
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Dec