Yacht Charters in the Dodecanese: What to See and Where to Go

For travelers who want to explore a more remote and culturally rich side of Greece, a yacht charter through the Dodecanese Islands is an unforgettable journey. Located in the southeastern Aegean, near the Turkish coast, this region feels more off-the-beaten-path than the Cyclades or Ionian, yet it offers some of the most diverse landscapes, historical sites, and authentic island life in the country.

With over a dozen islands to explore, from lively ports to quiet fishing villages, the Dodecanese is perfect for guests who want a blend of exploration, relaxation, and meaningful cultural experiences.

Why Choose the Dodecanese?

The Dodecanese offer a completely different vibe from the more well-trodden Greek island groups. The islands are further apart, giving your charter a sense of adventure and discovery, and many stops are still peacefully untouched by mass tourism.

Expect colorful harbors, medieval castles, dramatic coastlines, warm local hospitality, and a feeling of true escape.

When to Charter

The best time to sail the Dodecanese is from May through October, with sunny skies and warm seas throughout the summer. June and September are especially ideal — offering perfect weather and fewer crowds.

Highlights of a Dodecanese Yacht Charter

Rhodes: The largest and most well-known island in the Dodecanese, Rhodes is rich in history and striking architecture. The medieval Old Town is a UNESCO World Heritage Site, with cobbled streets, ancient walls, and the Palace of the Grand Master.

Start or end your charter here and enjoy everything from luxury dining and boutique shopping to ancient ruins and cultural museums.

Symi: A jewel of the Dodecanese, Symi is known for its colorful neoclassical harbor, elegant waterfront, and peaceful charm. The town of Gialos is stunning when viewed from the water, with its pastel-colored mansions rising along the hillside.

Anchor nearby and spend time wandering through the quiet streets, visiting the monastery at Panormitis, or swimming in hidden bays only accessible by boat.

Tilos and Halki: These smaller islands are ideal for travelers looking for peaceful, authentic Greece. With quiet anchorages, charming villages, and a true local feel, they’re perfect for slow-paced exploration, beach days, and watching the stars from the deck of your yacht.

Kos: Lively and full of energy, Kos offers a blend of ancient history and modern life. Visit the ancient Asklepion, rent bikes to explore the island, or enjoy a long lunch by the marina in Kos Town.

The coastline has both vibrant beach clubs and quiet coves — great for groups with mixed interests.

Patmos: Known as the “Jerusalem of the Aegean,” Patmos has a spiritual and serene energy. The Monastery of St. John and the Cave of the Apocalypse are major pilgrimage sites, and the island itself is beautiful and low-key. It’s a perfect place to pause, reflect, and enjoy the slower rhythm of Greek island life.

What to Do on a Dodecanese Charter

Swim in Hidden Coves: The coastline here is wild and dramatic, with plenty of tucked-away bays and sandy beaches. Swim, snorkel, or simply enjoy the quiet from your private deck.

Visit Ancient Sites and Monasteries: From medieval castles to ancient ruins and spiritual sanctuaries, the Dodecanese is full of powerful places to explore. Your crew can help arrange guided tours or give tips for scenic hikes and viewpoints.

Stroll Harbor Towns and Dine Ashore: Enjoy fresh seafood, local wine, and homemade specialties at family-run tavernas. Each island has its own flavors and traditions — and meals here are meant to be savored.

Enjoy Off-the-Beaten-Path Sailing: Because the islands are more spread out and less visited than other regions, you'll often feel like you have the sea to yourself. The sailing can be more adventurous, with longer passages between islands, but the reward is total immersion in authentic, crowd-free Greece.

Why You’ll Love Chartering the Dodecanese

The Dodecanese is perfect for guests who want a deeper, more cultural charter experience, while still enjoying the comfort and luxury of a private yacht. It’s ideal for longer charters, return travelers to Greece, or anyone seeking a journey filled with beauty, discovery, and soul.

From swimming in crystal-clear waters to exploring centuries-old monasteries and falling asleep under the stars, every day in the Dodecanese feels like a quiet adventure.

Interested in exploring the Dodecanese by yacht?We’ll help you choose the perfect yacht and craft a personalized itinerary that blends history, nature, and unforgettable moments.