Cruise around the Aegean Sea and discover Greece's southern Dodecanese Islands on this 4-day sailing adventure. You'll island hop from Rhodes to quiet Symi and on to Tilos, before dropping anchor off the coast of uninhabited Alimia. Explore the historic isles, swim in the turquoise waters, and sleep under the stars.


  • Learn sailing techniques as you travel from island to island
  • Dine on freshly caught seafood on Tilos 
  • Discover the serene beauty of abandoned Alimia
  • Swim under a night sky in the welcoming Aegean Sea

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Rhodes Marina; sail to Symi Yacht
Day 2 Tilos Island Yacht
Day 3 Deserted Alimia  Yacht
Day 4 Sail back to Rhodes; departure  

Detailed Itinerary

Day 1: Rhodes - Symi

Monastery on Symi Island
Monastery on Symi Island

Start your adventure in Rhodes, the largest of the 12 Dodecanese Islands. Meet your crew at the marina and hop aboard your boat for the next four days. Settle in and prepare to sail northwest to Panormitis on the island of Symi. Panormitis is a coastal village and home to a large monastery waiting for you to explore upon your arrival in port. Sleep on board the boat in Panormitis Harbor.

Day 2: Symi - Tilos

Tilos Island
Tilos Island

After breakfast aboard the yacht, sail to the hidden gem of Tilos Island. Still unspoiled by tourism, Tilos has a reputation for warm-hearted locals and some of the freshest seafood in the area. On the way, your skipper will teach you how to use and maneuver ropes, knots, and sails. Pull into Livadia's harbor and explore the island's capital, Megalo Chorio. Or simply relax on the beach and cool off with a swim when the mood strikes.

Day 3: Tilos - Alimia

A church on the banks of the abandoned island of Alimia

Spend the morning exploring Tilos' medieval castles or check out the island's remote beaches, before pulling up anchor and setting the course for the abandoned island of Alimia. The island's small population left the island prior to World War II and, as a result, you'll have unfettered views of the island's natural beauty. Drop anchor in the sheltered bay of St. George and explore the ruins of the Italian military barracks left after the war. Go for a night swim and sleep under the twinkling stars in this peaceful setting.

Day 4: Alimia - Rhodes

Sailing the Aegean
Sailing the Aegean

Set sail and make the five to six-hour return journey to Rhodes before entering the port. Disembark and make your way to the airport, or continue enjoying your Greek holiday.


Map of Island Hopping in the Dodecanese - 4 Days
Map of Island Hopping in the Dodecanese - 4 Days