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7 days of history around Dodecanese islands

About this program

This is a 7 day (Saturday – Saturday) sailing trip starting from Rhodes island.

Please note that all restaurants and activities listed are only suggestions, and are not included in the price. The trip can be changed according to your wishes, meaning stops can be added or removed.

About the route

Starting point: Rhodes island

Arrival: We can arrange a transfer from the airport to the marina for you. The transfer is not included in the price.

About: Rhodes is the largest of the Dodecanese islands of Greece. Historically, Rhodes island was very famous worldwide for the Colossus of Rhodes, one of the Seven Wonders of the Ancient World. The Medieval Old Town of the City of Rhodes has been declared a World Heritage Site. Today, it is one of the most popular tourist destinations in Europe. Rhodes has a semi-arid hot-summer Mediterranean climate.


Day 1
The Ancient Giant

You can arrive in Rhodes by air or by sea. We recommend Mandraki Marina for the start of the trip. You should not miss the Thalassini Pyli – the breathtaking sea gate. The plan for the first day is to arrive on a Saturday on Rhodes and get to the Marina. Your check-in will be at 5 PM and you will spend the night there.

Explore the Medieval City of Rhodes – the old part of city Rhodes is surrounded by medieval walls
Visit Faliraki Waterpark – enjoy water slides, artificial waves and pools with original games
Visit the Palace of the Grand Master of the Knights of Rhodes and travel back in time
Hosteria dei Cavalieri – enjoy a tasty dinner in a greek atmosphere
The Fruit Lab – it is important to stay healthy on your sailing trip! This place offers fresh fruits, smoothies and everything you could need from vitamins
Tamam – great place to get used to the greek tastes
Day 2
Symi island and the goat beach

Symi is known as the birthplace of the Charites, goddesses of charm, beauty, and nature.

Visit Castle Symi – with great views of the harbour
Relax on the Marathounda beach in the company of friendly goats
Visit the Panormitis Monastery
The Olive Tree Cafe – you can enjoy nice views eating meze
The Secret Garden – greek food in the shades of vine grapes
Taverna O Haris – visit for some great seafood options
Day 3
Nisyros Island – the Virgin of the Caves

The village Pali on Nisyros Island is a great place to stop for inland exploration, particularly the active volcano and impressive caldera.

Hike the Nisyros Volcano – it is a large sulphurous crater that really is worth seeing
Visit the Panagia Spiliani – a Church Museum where the icon of the Virgin Mary was found
Visit the Prophet Elias Church – small church with a stunning view on the Aegean sea
Taverna To Balconi tou Emporeiou – greek cuisine with a view of the whole island
Aphrodite Grill & Seafood Restaurant – small restaurant in the Pali marina
Ellinis – with a terrace overlooking the Pali marina
Day 4
Kos Island and the medieval treasures

The island has a 14th-century fortress at the entrance to its harbor. Hippocrates the father of medicine was born on the island.

Explore Mylotopi – reviving the conditions of the historical inhabitants
Visit the Temple of Apollo – visit for a lightful atmosphere in the nature
Enjoy the Agios Stefanos Beach – great for children with shallow clear water and sand
Mediterraneo Restaurant – for special occasions with a great view
Alchimion – for a nice breakfast and fresh lemonade
Plaza Beach Restaurant – great seafood selection can be found here
Day 5
Tilos Island and the abandoned villages

There are 5 castles on the island that have protected the island’s inhabitants from pirate raids since the Dark Ages. Neolithic finds and bones of dwarf elephants were discovered in the Kharkhadió Cave.

Enjoy the Livadia Beach – try snorkeling
Visit the Castle of the Knights
Filoxenia Restaurant – homemade greek food
Omonoia Cafe – for all the octopus lover out there, here is a great place!
Gorgona Restaurant – great place with greek cuisine for lunch or dinner
Day 6
Halki Island

The smallest inhabited island of the Dodecanese. Lining the port of Emporios are the brightly coloured houses with their ceramic-tiled roofs and wooden windows. Regardless of when you arrive at Halki, the clock on the tower will read twenty past four.

Visit The Clock Tower
Go sunbathing on the Ftenagia Beach
Enjoy the popular Kania Beach
Kania – great place to refresh yourself while you’re on the beach
Nick’s Taverna Pondamos – place for homemade specialities
Magefseis Restaurant – greek cuisine with great options for vegetarians
Day 7
Back to Rhodes

Head back to Rhodes and enjoy your last day exploring the city and trying some Greek specialties in tavernas with Greek music as a soundtrack from Mamma Mia.
Spend your last night on the boat before checking out the next day at 9 AM.

Have a question about this route?
We have answers to your questions. So don’t hesitate to get in touch with our team today!

Picking a boat type

Picking out the type of boat to go with will generally come down to your budget, the group size, and preferred method of sailing. Moreover, different sailboats available can be chartered independently or with a fully-staffed crew.

Find your yacht
Sailboat on the water | Sebastus Sailing
2-12 people
The most popular boat for active travelers and couples. They offer the classic sailing experience and tend to vary in size from 30-64 feet.
Starting from 160 EUR per day
luxury catamaran on the water aerial view
2-12 people
This offers a smoother sailing experience compared to the normal sailboat and is the perfect choice for bigger groups or families. The sizes often range from 38-70 feet, with the average being around 42 ft.
Starting from 500 EUR per day
Gulet on the water | Sebastus Sailing
8-20 people
These boats are usually perfect for larger groups. Most of these have six cabins and come with three / four crewmembers. The ship sizes tend to range between 60-100 ft
Starting from 600 EUR per day
Motor yacht on the water | Sebastus Sailing
Motor yacht
2 – 12 people
Motor yachts have from 1 one to up to five cabins depending on their size and tend to range from 30-100 ft.
Starting from 500 EUR per day
Waves icon | Sebastus Sailing