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Trips

Sail the Aegean Sea

Boats afloat in the clear turquoise waters of a sunny Greek harbor lined with white buildings and a rugged hillside.

According to Greek mythology, the history of how the Aegean Sea got its name involves a king, his legitimate and illegitimate sons, a Minotaur and — of course — an oracle. Truly, there’s no better way to capture the magic, the beauty and the ancient stories that lie within the waters of the Aegean than with a tale of mythical proportions.

Aegean Sea Cruise Adventures for Seniors

Experience the Aegean Sea on a cruise designed with seniors in mind. At Road Scholar, you can find an Aegean Sea cruise tour that offers a comfortable pace with guided excursions and plenty of time to enjoy the scenery. Aboard our vessels, you’ll have access to state-of-the-art amenities and onboard lectures led by experienced guides who dive into the lore of Greek mythology and uncover the story behind the naming of the Aegean Sea. (Hint: it involves a king, his legitimate and illegitimate sons, a Minotaur and — naturally — an oracle.) Join an Aegean cruise to experience the wonder and history of this corner of the world.

 

Aegean Sea Destinations To Visit

Our Greece sailing tours bring you to a mix of classical Greece islands and historic coastal cities, each offering its own character and story. From ancient ruins to quiet beaches and lively harbor towns, these stops give you a well-rounded look at the culture, the history of ancient Greece and the natural beauty of the Aegean.

  • Naxos: Known for its gentle landscapes, charming villages and the Portara, an ancient marble gateway overlooking the sea.

  • Ephesus: One of the best-preserved ancient cities, where visitors can explore the area around the Library of Celsus, the Great Theater and winding marble streets.

  • Santorini: One of the best islands to visit, famous for its cliffside villages, caldera views and bright blue domes, Santorini offers some of the most photographed scenes in Greece.

  • Milos: A quieter island with striking volcanic rock formations, clear coves and colorful fishing villages like Klima, perfect for island hopping.

  • Syros: A cultural hub featuring neoclassical architecture, seaside cafes and the elegant town of Ermoupoli.

  • Mykonos: Renowned for its whitewashed buildings, iconic windmills and a lively harbor lined with tavernas and shops.

  • Nafplion: A seaside city with Venetian architecture, a scenic old town and access to historical sites like the Palamidi Fortress.

  • Crete: Known as the island of Crete and Greece’s largest island, offering a mix of ancient archaeology at Knossos, picturesque mountain villages and beautiful beaches.

 

What to Expect on Our Greece Sailing Tours

When embarking on Greek tours through the Aegean, you’ll hop aboard a small ship on one of our small ship cruises, offering a relaxed, scenic way to explore Greece’s coastline and islands. Each day aboard an Aegean Islands cruise brings a blend of guided shore excursions, onboard lectures, with time to enjoy the water and landscapes at your own pace. You can expect comfortable accommodations on board, smooth sailing between destinations and plenty of opportunities to learn about local history. You’ll also join a diverse cohort of like-minded travelers on your Aegean Sea cruise, offering the ability to forge meaningful connections built on discovery and shared memories.

 

Why Seniors Choose Road Scholar’s Aegean Sea Cruises

Seniors are drawn to our sailing cruises in Greece because they offer a comfortable way to see some of the Mediterranean’s most beautiful destinations without the stress of handling logistics on their own. These itineraries are paced so travelers can enjoy guided tours, scenic cruising and free time without feeling rushed. At Road Scholar, our Mediterranean tours for seniors are led by local experts well-versed in the region’s history, culture, geography and wildlife, offering keen insights that promote lifelong learning. You’ll also gain access to our top Europe travel tips to ensure a comfortable and memorable experience.

 

Begin Your Aegean Sea Cruise Adventure Today

Find an adventure today and join Road Scholar on an Aegean Sea cruise that you’ll never forget. Our Aegean cruises are designed with accessibility and ease in mind, and travelers appreciate the mix of history, culture and coastal scenery, along with the chance to sample regional food and learn from knowledgeable guides.