11 Days · Greek Islands
Greek Sail & Hike
Sail The Seas Of “The Odyssey.” Leave A Traveler. Return A Hero.
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Sail & Hike in the Dodecanese
Sail through the sunlit islands of the Dodecanese on a journey that combines adventure, culture, and the rhythm of the Aegean Sea. Beginning in Kos, board your catamaran to discover volcanic Nisyros, tranquil Tilos, colorful Halki, and elegant Symi, where scenic hikes, swim stops in crystal-clear bays, and authentic island moments define each day. The adventure continues in Rhodes with Medieval streets, local flavors, and the timeless beauty of Lindos, creating a perfect balance of sailing, exploration, and Aegean charm.
- Valli K.
Three Reasons to Travel With Us
Mindful Itineraries
Our itineraries are centered on your wholebeing (mind, body and spirit), blending mindfulness and adventure to renew your perspective.
Luxury Accommodations
We curate places that offer renewal as you reconnect with yourself. Every hotel & resort offers sensory delights to its guests.
Unique Experiences
See the world’s most unforgettable cultural experiences. From wildlife to natural wonders, discover extraordinary sights.
Your Itinerary
Day 01
01
Arrival & Welcome in Kos
Upon arrival at Kos airport, you are welcomed by our local representatives and transferred to your accommodation. Assistance with arrival procedures and check-in is provided to ensure a smooth start to your journey. You will have the evening at leisure to relax after your journey or explore Kos at your own pace.
Day 02
02
Welcome Aboard
After hotel check-out, enjoy a private transfer to the embarkation point. Board your catamaran at 17:00, meet your crew during a welcome briefing, and set the tone for the week ahead. As sunset falls over the harbor, enjoy a relaxed welcome dinner on board and settle into your cabin.
Day 03
03
Kos - Sail to Nisyros
Discover Kos town on a guided walking tour, exploring ancient ruins, Medieval landmarks, and the plane tree of Hippocrates. Return to the catamaran for lunch on board, then sail across the Aegean to Nisyros. Arrive in Mandraki by late afternoon, with evening at leisure to enjoy local tavernas and island life.
Day 04
04
Nisyros Hike – Sail to Tilos
After breakfast, transfer to Nikia and hike a scenic circular route through Nisyros’ volcanic landscape to the Stefano crater, with fumaroles, colorful soils, and sweeping Aegean views. Return for lunch on board, then sail to Tilos, arriving in Livadia for a free evening at sunset.
Day 05
05
Tilos Hike – Sail to Halki
After breakfast, enjoy a short sail and swim before arriving in Livadia for a scenic coastal hike to Lethra Beach and the atmospheric ghost village of Mikro Chorio. Descend with panoramic Aegean views, return for lunch on board, then sail to Halki, arriving in Emborio for a leisurely evening by the sea.
Day 06
06
Sail from Halki to Symi & Hike
After breakfast, sail toward Symi with a swim stop at Agios Emilianos Bay and a light lunch on board. Hike through scented pine forests to St. John Church, Agios Roukouniotis monastery, and the old windmill viewpoint with panoramic views of the Turkish coast. Return to Gyalos town for an evening at leisure.
Day 07
07
Symi
After breakfast, participate in a hands-on cooking class using fresh local ingredients to create traditional Greek dishes, tasting your own creations. Spend the afternoon exploring Symi’s colorful streets, hidden corners, and charming harbor at leisure.
Day 08
08
Symi to Rhodes
Sail from Symi to Rhodes, stopping for swims in secluded bays like St. George Disalonas, and enjoy lunch on board. Arrive in Mandraki harbor, admiring the Medieval town walls, and enjoy a farewell dinner with your guide to celebrate the conclusion of your Dodecanese adventure.
Day 09
09
Disembark and Rhodes Town Tour
After breakfast, check out and transfer to your hotel for check-in. Embark on a half-day Rhodes city tour, discovering historic streets, Medieval architecture, and local flavor, and then enjoy a private food and wine tasting with a sommelier.
Day 10
10
Lindos Sea Kayaking & Half-day Excursion
Travel to the whitewashed village of Lindos, stroll cobbled streets, and ascend to the Acropolis to see the temple of Athena Lindia and panoramic views over St. Paul’s Bay. Enjoy free time for shopping or relaxing before returning.
Day 11
11
Departure from Rhodes
Transfer from your accommodation to Rhodes airport for your onward journey, marking the end of your Aegean sailing and hiking experience.
Book This Journey
✦ Private transfers throughout, including airport
✦ Guided Tours
✦ Lunch and Dinners on Board of Your Catamaran.
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