Sailing Dodecanese Islands: Calm waters in Rhodes, Symi & Kos invite you to glide on their shimmering blue horizons.
As I leaf through my sailing bucket list—it’s practically spilling off my desk these days—we’re drawn to the southern Dodecanese and could not resist learning more about these islands.
Full disclosure: We haven’t dropped anchor there yet, and no fair winds or buttery pastries are slipping me any bribes!😉 However, our research strongly suggests that sailing there is excellent for newbie sailors and laid-back adventurers.
Picture gentle breezes, turquoise coves, and harbor towns that exude old-world charm—what’s not to love?
From the southern and eastern edges of Rhodes, with its mild sailing conditions, to Symi’s storybook harbor framed by colorful houses, and on to Kos’s serene eastern shores—each of these Dodecanese gems sounds lovely for a smooth experience at the helm.
As someone itching to collect sailing memories in new corners of the Mediterranean, we already envision sipping coffee on a sunny quay and mapping out our next hop to a hidden bay.
If you, too, are looking for a destination that’ll gently guide you into the joys of Greek island sailing, this might be your perfect launch point. Get comfy and read on – we hope you’ll feel inspired! ⚓
The Best Times for Sailing Dodecanese Islands
This information is based on typical seasonal patterns and reputable sailing/weather guides for this region (see footnotes). In short, May to early June and mid-September to early October are your best bets for calmer waters, moderate temperatures, and fewer crowds. Here’s the breakdown:
Late Spring (May to Early June):
- Weather & Winds: Daytime temperatures usually range between 22–28°C (72–82°F), with moderate breezes around 10–15 knots. The strong summer Meltemi winds haven’t fully kicked in yet for calmer sailing conditions.
- Crowds: Less busy than peak season, so marinas and anchorages are more readily available.
Early Fall (Mid-September to Early October):
- Weather & Winds: Temperatures typically stay in the mid-20s °C (upper 70s °F), and the Meltemi begins to wane, resulting in fewer gusty days. Wind speeds usually stay moderate, allowing for relaxed cruising.
- Crowds: Tourist numbers drop after August, giving you quieter harbors and a more peaceful overall experience.
Peak Summer (July and August):
- Weather & Winds: While the southern Dodecanese can be slightly less windy than areas like the Cyclades, the Meltemi still picks up, sometimes reaching 20+ knots. This can make sailing more challenging for novices.
- Crowds: High season means more tourists, fuller marinas, and higher mooring fees.
Wanderlust-inducing azure! 💙
1. Rhodes – “Island of the Sun”
It is one of Greece’s most enchanting islands and a top destination for those looking to experience sailing in the Dodecanese. Rhodes is renowned for its year-round sunshine—locals call it the “Island of the Sun“—Rhodes offers a blend of gentle breezes along its southern and eastern coasts, historic medieval architecture, and vibrant modern life.
Fun Fact: Rhodes was once home to the Colossus of Rhodes, an ancient monumental statue named one of the Seven Wonders of the Ancient World. Today, while the statue is long gone due to an earthquake, the island’s awe-inspiring allure remains alive.
Best Anchoring Spots & Harbors in Rhodes
1. Mandraki Harbor (Rhodes Town)
Why Sail Here: Steeped in history and guarded by deer statues at the harbor entrance, Mandraki is the ideal spot for access to the heart of Rhodes Town.
Facilities: Offers water, electricity, and nearby provisioning. You’re also within walking distance of the Old Town’s shops, restaurants, and historic sites.
2. Lindos Bay (Southeastern Coast)
Why Sail Here: Picturesque views of the acropolis on the hill, plus a large bay with relatively good holding for anchoring.
Facilities: This anchorage can get busy in peak season, so arrive early to find a decent spot. The nearby village has tavernas and small shops, though mooring services are more limited.
3. St. Paul’s Bay (Near Lindos)
Why Sail Here: Smaller and more secluded than Lindos Bay, with stunning rock formations and crystal-clear waters. The chapel of St. Paul, perched by the water, adds extra charm to this spot.
Facilities: Limited shore-side amenities, but worth the visit for a peaceful day or overnight if conditions allow.
4. Faliraki (Northeast Coast)
Why Sail Here: Though often known for its lively resorts, Faliraki has calmer waters and a marina where you can stock up on essentials.
Facilities: Fuel, basic repairs, and grocery shops are accessible. It’s busier during tourist season, but it can be a convenient stopover.
Best Swimming Spots in Rhodes
1. Anthony Quinn Bay (East Coast): Named after the actor—this spot was named after him when he fell in love with the area while filming The Guns of Navarone. This bay features clear turquoise waters and rocky cliffs. It is excellent for snorkeling—just watch for underwater reefs.
2. Tsambika Beach (East Coast): An expansive stretch of golden sand and shallow waters makes this spot perfect for families or anyone who prefers wading. If the weather cooperates, you can anchor nearby without issue.
3. Prasonisi (Southern Tip): Where the Aegean meets the Mediterranean, Prasonisi is suitable for windsurfing due to stronger breezes. However, mornings can be calmer for a refreshing dip. Apparently, a sandbar appears when the tide recedes, which is quite the spectacle.
Local Cuisine & Cultural Notes-
For a mouthwatering bite, island specialties include:
Meze Platters: Yummy fresh olives, local cheeses, dolmades, and dips like tzatziki.
Rhodes-Style Pitaroudia: Chickpea fritters flavored with mint and onion, often served as an appetizer.
Seafood Delights: Grilled octopus, fried calamari, and catch-of-the-day fish can be found in most tavernas.
Cultural Must-Sees:
Medieval Old Town (UNESCO World Heritage Site): Stroll the cobblestone streets and walls built by the Knights of St. John.
Palace of the Grand Master: A restored fortress filled with exhibits, mosaic floors, and captivating medieval architecture.
Street of the Knights: One of the best-preserved medieval streets in Europe, lined with inns that once housed knights.
Local Traditions & Atmosphere:
Rhodians are known for their warmth and hospitality—apparently, it’s common for a local shopkeeper to offer you a sweet treat or a shot of souma (local grape-based spirit) “on the house.”
Folkloric music and dancing take center stage at festivals, especially during the summer months. Check local listings for cultural events if you plan to stay a while.
2. Symi – Picture-Perfect Harbors & Relaxed Sailing in the Dodecanese
Tucked away in the southeastern Aegean, Symi is a gem of the Dodecanese that offers a beautiful mix of pastel-colored neo-classical homes, gentle sailing conditions, and old-world Greek charm.
Fun & interesting fact: Symi once flourished as a significant sponge-diving hub, which helped fund the building of its ornate mansions.
Today, sailing into Symi feels like stepping into a watercolor painting: vibrant facades rising from the crystal-blue sea, fishing boats bobbing along the quay, and a relaxed & leisurely pace. If you’re looking for calm waters, fascinating history, and culinary delights, Symi belongs on your “must-sail” list!
Best Anchoring Spots & Harbors in Symi
1. Gialos (Main Port)
Highlights: Gialos (or Yialos) is the island’s bustling harbor and the first sight greeting most visitors. Stroll the waterfront to admire the pastel-hued mansions perched on the surrounding hills.
Facilities: It offers mooring, water, electricity, and easy access to shops and tavernas. Arrive early in peak season, as space can fill up quickly.
2. Pedi Bay (East Coast)
Highlights: A quieter alternative to Gialos, Pedi Bay has a peaceful anchorage with simple mooring options. Rolling hills and small beaches surround this pretty inlet.
Facilities: Limited but sufficient for short stays. A few tavernas and mini-markets serve the area, and it’s a short hike or taxi ride to Symi Town.
3. Panormitis Bay (South Coast)
Highlights: Dominated by the imposing Panormitis Monastery, this large bay provides good shelter in most conditions. It’s especially serene in the evenings once day-trippers depart.
Facilities: Mooring is available near the monastery’s quay (with some restrictions), and basic provisions can be found at nearby shops.
4. Marathounta Bay (South Coast)
Highlights: A secluded spot with a pebble beach and laid-back vibe, perfect for a quiet overnight stay.
Facilities: There’s a small taverna ashore, though other amenities are minimal. Disconnect and enjoy the tranquil surroundings – it sounds perfect to me.💙
Best Swimming Spots in Symi
1. Agios Georgios (St. George’s Bay): Towering cliffs frame this cove, accessible primarily by boat. The deep, clear waters are excellent for snorkeling, and the dramatic scenery alone is worth the trip.
2. Agia Marina: A small islet connected by a sandbar to the Symi coast. Calmer waters and a scenic chapel on the islet create a postcard-perfect backdrop for a leisurely swim.
3. Nanou Beach: A pebble beach with spectacularly clear waters. Arrive by boat, drop anchor, and relish a peaceful swimming stop away from the busier ports.
Local Cuisine & Strolling Onshore in Symi
When you’re ready to stop for a bite, try the Symi Shrimp: An island specialty – these tiny, delicate shrimps are a local delicacy, served fried and eaten whole. 🦐
Explore the lanes from Gialos toward Chorio (the upper town). Quaint boutiques, artisan shops, and cafes with spectacular views make for a relaxed afternoon. Some shops sell natural sponges, part of Symi’s heritage.
3. Kos – Where Heritage Meets Calm Seas
Matey’s, set your course for Kos, a Dodecanese island celebrated for its vibrant mix of culture, history, and a laid-back coastal lifestyle—perfect for anyone eager to experience sailing in the Dodecanese.
Famous as the birthplace of Hippocrates and modern medicine’s father, Kos offers an enticing blend of ancient ruins, lively harbor towns, and gentle breezes on its eastern shores. Fun fact: Legend says Hippocrates used to teach under a plane tree in Kos Town, and you can still visit the spot known today as the “Tree of Hippocrates.”
Whether you’re a new skipper seeking calm waters or a seasoned sailor looking for a scenic escape, Kos’s welcoming ports and beach-fringed coves promise a rewarding Ionian adventure.
Best Anchoring Spots & Harbors in Kos
1. Kos Marina (Kos Town, Northeastern Coast)
Highlights: The island’s central marina offers modern facilities—water, electricity, fuel, and repair services—plus walking-distance access to Kos Town’s ancient ruins and bustling nightlife. It’s a convenient first stop for provisioning before exploring the rest of the island.
Atmosphere: The scene is lively in high season, with an urban vibe and a steady stream of day-trippers passing through.
2. Kardamena (South Coast)
Highlights: Once a quiet fishing village, Kardamena became a popular resort. However, it can be a decent mooring option if you’re looking to explore the island’s south side.
Facilities: Basic provisions, various tavernas, and a few shops are close to the quay. Early arrival helps secure a spot during peak months.
3. Mastichari (Northwestern Coast)
Highlights: Known for its wide beaches and chilled-out vibe, Mastichari provides a more relaxed alternative to Kos Town. Note – winds can pick up here, so keep an eye on the forecast for comfortable anchoring.
Facilities: Limited but sufficient for short stays—fuel and water might require a trip back to Kos Town.
4. Kefalos Bay (Southwest Coast)
Highlights: Surrounded by rolling hills and dotted with ancient ruins, Kefalos Bay offers a scenic, if somewhat more exposed, anchorage. Calm days reveal excellent swimming opportunities around the bay’s rocky outcrops.
Facilities: This part of Kos is quieter than other parts and has a more traditional Greek atmosphere. The amenities are basic, so plan accordingly.
Best Swimming Spots in Kos
1. Tigaki Beach (North Coast)
What to Expect: Known for its long stretch of soft sand and shallow waters—ideal for families and relaxed swimmers. If you anchor offshore, be mindful of occasional gusts during Meltemi season, but most days are pleasantly calm.
2. Therma Beach (Southeast Coast)
What to Expect: A unique spot where hot thermal springs mix with the sea. This natural “spa” can be reached by a quick dinghy trip or a short hike from a nearby anchorage.
FYI: Be prepared for a strong sulfuric smell, a telltale sign of the spring’s mineral-rich waters.
3. Agios Stefanos (Near Kefalos)
What to Expect: Adjacent to intriguing ruins of an early Christian cathedral on the beach, offering a blend of cultural discovery and a scenic swim. Clear waters around the ruins make for great snorkeling.
Local Cuisine & Cultural Notes
Tasty Island Specialties:
Pitaridia: Handmade noodles with tomato sauce or meaty stews.
Katimeria: A sweet pastry drizzled with honey, showcasing Kos’s preference for simple yet delicious desserts.
Fresh Seafood: Grilled fish, octopus, and calamari served with olive oil and lemon.
Cultural Highlights:
Ancient Ruins & Asklepion: Archaeological sites include the famed Asklepion, an ancient healing center linked to Hippocrates. Wandering these ruins gives a glimpse into Kos’s role in the evolution of medicine.
Lively Nightlife & Waterfront Cafés: Kos Town is known for its modern bars and beachfront clubs, so if you’re looking to trade the serenity of the sea for a dance floor, you can enjoy a taste of nightlife. 💃🎶
Sailing Dodecanese Islands: Ready for Unforgettable Horizon Chasing?
Even though we haven’t dropped anchor in Rhodes, Symi, or Kos just yet, every new bit of research sparks our longing to explore these islands firsthand.
Which one to visit first?
From Rhodes’s storied past to Symi’s pastel harbor and Kos’s blend of modern buzz and ancient history, each offers a warm welcome to a sunny, enchanting, and blissful sail in the Mediterranean.
We hope this glimpse into the Dodecanese kindles your wanderlust, inspiring you to start planning (or daydreaming about) your voyage. Who knows? Maybe we’ll all compare sea tales in a charming Greek taverna someday soon. Safe travels and happy sailing! 😎
Footnotes:
- Greek Waters Pilot by Rod and Lucinda Heikel
- Hellenic National Meteorological Service (HNMS)
- Reeds Nautical Almanac
- Windy.com (Historical and Current Data)
- The Best Beaches in Rhodes – Greek Island Blog.
- Corey’s Dreamy 2025 Greece & Italy Adventure — Out Of Office.
- TasteAtlas
- Kopiaste.org
- Wikipedia (for Asklepion reference)
