14-Day Sailing from Kos
| Day | Port | NM |
|---|---|---|
| Saturday | Kos | – |
| Sunday | Pserimos | 9 |
| Monday | Leros | 15 |
| Tuesday | Lipsi | 10 |
| Wednesday | Patmos | 14 |
| Thursday | Donousa | 35 |
| Friday | Mykonos | 26 |
| Saturday | Paros | 27 |
| Sunday | Koufonisia | 29 |
| Monday | Amorgos | 43 |
| Tuesday | Astypalea | 30 |
| Wednesday | Levitha | 24 |
| Thursday | Kalymnos | 22 |
| Friday | Kos | 13 |
| Total NM | Check out at 09:00h | 297 |
The trip destinations
Day 1 – Saturday | Kos – Embarkatio
Your charter begins from Kos, one of the Dodecanese’s most accessible and well-equipped yachting bases. Following embarkation and check-in, settle onboard while enjoying the vibrant atmosphere of Kos Town, where impressive historical landmarks and modern marina facilities create the perfect introduction to your sailing holiday.
Highlights
- Embarkation at Kos Marina
- Explore historic Kos Town
- Castle of the Knights
- Beginning of a two-week sailing adventure
Insider Tip
Arrive a day before embarkation to explore Kos Town at a relaxed pace and begin your charter stress-free.
Day 2 – Sunday | Pserimos – 9 NM
A short and gentle sail brings you to Pserimos, a peaceful island known for its crystal-clear waters and relaxed atmosphere. It is the perfect first stop to ease into life onboard before the longer passages ahead.
Highlights
- Peaceful island atmosphere
- Crystal-clear waters
- Traditional waterfront tavernas
- Relaxing sandy beaches
Insider Tip
Arrive early to enjoy the tranquillity of the anchorage before excursion boats reach the island later in the day.
Day 3 – Monday | Leros – 15 NM
Leros is one of the hidden gems of the Dodecanese, combining beautiful natural harbours with distinctive Italian architecture and a relaxed island atmosphere. Its sheltered bays make it a favourite destination among sailors.
Highlights
- Sheltered natural harbours
- Italian architectural influences
- Agia Marina waterfront
- Authentic island atmosphere
Insider Tip
Visit the Castle of Panteli for panoramic views stretching across the surrounding islands.
Day 4 – Tuesday | Lipsi – 10 NM
A short sail takes you to Lipsi, a charming island loved for its authenticity, welcoming harbour and crystal-clear waters. The island offers a wonderfully relaxed atmosphere both ashore and at anchor.
Highlights
- Authentic Greek island charm
- Beautiful swimming bays
- Peaceful harbour village
- Traditional tavernas
Insider Tip
Lipsi is especially enjoyable in the evening when the harbour becomes wonderfully quiet after the day visitors depart.
Day 5 – Wednesday | Patmos – 14 NM
Patmos is internationally renowned for its spiritual heritage and elegant atmosphere. Home to the Monastery of Saint John and the Cave of the Apocalypse, it combines remarkable history with timeless island beauty.
Highlights
- UNESCO World Heritage landmarks
- Monastery of Saint John
- Elegant village of Chora
- Picturesque harbour of Skala
Insider Tip
Visit Chora before sunset for spectacular views across the Aegean and a more peaceful atmosphere.
Day 6 – Thursday | Donousa – 35 NM
Leaving the Dodecanese behind, today’s passage leads into the Small Cyclades and the peaceful island of Donousa. Known for its untouched landscapes and turquoise waters, it offers a true escape from the crowds.
Highlights
- Arrival in the Small Cyclades
- Crystal-clear anchorages
- Turquoise swimming waters
- Authentic island atmosphere
Insider Tip
Enjoy an afternoon swim before dinner, as Donousa’s waters are among the clearest in the Cyclades.
Day 7 – Friday | Mykonos – 26 NM
Mykonos offers a completely different side of the Aegean, combining cosmopolitan energy with traditional Cycladic beauty. Its famous windmills, Little Venice and lively atmosphere make it one of Greece’s most iconic destinations.
Highlights
- Little Venice
- Iconic windmills
- Luxury shopping and dining
- Vibrant nightlife
Insider Tip
Explore Mykonos Town early in the morning or late in the evening to avoid the busiest crowds.
Day 8 – Saturday | Paros – 27 NM
Paros combines traditional Cycladic charm with vibrant waterfront villages. The island’s elegant harbours, excellent dining scene and picturesque alleyways make it one of the highlights of the Cyclades.
Highlights
- Naoussa Harbour
- Traditional Cycladic villages
- Excellent waterfront dining
- Picturesque whitewashed streets
Insider Tip
Spend time exploring Naoussa’s narrow streets before enjoying dinner along the harbourfront.
Day 9 – Sunday | Koufonisia – 29 NM
Koufonisia is famous for its turquoise waters, sandy beaches and laid-back atmosphere. Small in size but exceptional in beauty, it is one of the most enchanting destinations in the Small Cyclades.
Highlights
- Turquoise swimming waters
- Beautiful natural beaches
- Relaxed island atmosphere
- Picturesque coastal walks
Insider Tip
Many of Koufonisia’s best beaches can be reached on foot, making a leisurely coastal walk highly rewarding.
Day 10 – Monday | Amorgos – 43 NM
Amorgos is renowned for its dramatic cliffs, traditional villages and breathtaking scenery. The island’s authentic character and spectacular landscapes have made it a favourite among experienced sailors.
Highlights
- Monastery of Hozoviotissa
- Dramatic coastal scenery
- Traditional Cycladic villages
- Crystal-clear waters
Insider Tip
Visit the monastery during the late afternoon for unforgettable panoramic views across the deep-blue Aegean.
Day 11 – Tuesday | Astypalea – 30 NM
Returning to the Dodecanese, Astypalea welcomes visitors with its whitewashed Chora, traditional windmills and magnificent Venetian Castle. The island offers one of the most picturesque settings in the Aegean.
Highlights
- Whitewashed Chora
- Venetian Castle
- Traditional windmills
- Panoramic harbour views
Insider Tip
Enjoy sunset from the castle before dining at one of the traditional tavernas beneath its historic walls.
Day 12 – Wednesday | Levitha – 24 NM
Levitha is one of the Aegean’s most secluded inhabited islands and a favourite anchorage among experienced sailors. Its peaceful setting and famous family-run taverna create a truly authentic island experience.
Highlights
- Remote island experience
- Peaceful natural anchorage
- Traditional family-run taverna
- Excellent snorkeling waters
Insider Tip
Take advantage of Levitha’s exceptionally clear waters for snorkeling before heading ashore for dinner.
Day 13 – Thursday | Kalymnos – 22 NM
Kalymnos is renowned for its sponge-diving heritage and impressive coastal scenery. The lively harbour and authentic maritime traditions make it one of the most distinctive islands in the Dodecanese.
Highlights
- Historic sponge-diving heritage
- Vibrant harbour atmosphere
- Traditional sponge workshops
- Authentic island culture
Insider Tip
Visit one of the traditional sponge shops to discover the craft that shaped Kalymnos for generations.
Day 14 – Friday | Kos – 13 NM
Your final sailing day returns you to Kos, completing an unforgettable voyage through the Dodecanese and the Cyclades. Enjoy one last evening in Kos Town reflecting on two weeks of exceptional sailing and island exploration.
Highlights
- Final sail back to Kos
- Return to Kos Marina
- Farewell evening in Kos Town
- Completion of a two-week Aegean adventure
Insider Tip
Complete refuelling and final onboard preparations before dinner, allowing for a smooth and relaxed disembarkation the following morning.