Yacht sailing holidays & skippered tours in the Cyclades
Discover the treasures of the Aegean Sea - a collection of islands with their own unique charm, landscapes, and coastlines. The Cycladic Islands act as a brilliant destination to unwind, relax, and connect with some of the most stunning natural beauty. Explore the stunning Santorini, Mykonos, and Ios with a passionate, local skipper.
12
experiences
12
experiences
4.9
Super!
Duration:
7 days - 7 nights
Greece:
Cyclades
Give this experience a try!
€891
€990
Per person
4.9
Super!
Duration:
7 days - 7 nights
Greece:
Cyclades
Give this experience a try!
€810
€900
Per person
4.9
Super!
Duration:
7 days - 7 nights
Greece:
Cyclades
Give this experience a try!
€711
€790
Per person
4.9
Super!
Duration:
7 days - 7 nights
Greece:
Cyclades
12 travellers
€826
€870
Per person
4.9
Super!
Duration:
7 days - 7 nights
Greece:
Cyclades
Give this experience a try!
€713
€750
Per person
4.6
Duration:
7 days - 7 nights
Greece:
Cyclades
Give this experience a try!
€1,300
Per person
Duration:
7 days - 7 nights
Greece:
Cyclades
2 travellers
€580
Per person
4.5
Duration:
4 days - 4 nights
Greece:
Cyclades
2 travellers
€790
Per person
4.9
Super!
Duration:
7 days - 7 nights
Greece:
Cyclades
8 travellers
€800
Per person
4.5
Duration:
6 days - 6 nights
Greece:
Cyclades
24 travellers
€790
Per person
5.0
Super!
Duration:
7 days - 7 nights
Greece:
Cyclades
8 travellers
€550
Per person
4.9
Super!
Duration:
7 days - 7 nights
Greece:
Cyclades
Give this experience a try!
€700
Per person
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Reviews - Yacht sailing holidays & skippered tours in the Cyclades
375 reviews
Sailing in the Cyclades
11/3/2024
Aaron S.
Sailing in the Cyclades
10/14/2024
Marine C.
-
Switzerland
Sailing in the Cyclades
10/8/2024
Sofia P.
-
Switzerland
Mykonos and Serifos: the mythical Cyclades on a luxury sailboat with chef
09/29/2024
David H.
-
United States
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This island of Mykonos, a favourite holidaying spot, is recognised for the beauty of its hilly landscapes, sandy beaches, and picturesque Cycladic white country chapels. Where as, the crescent-shaped Santorini, or Thira, as it’s otherwise known, is in fact a group of islands in the southern Cyclades.
The volcanic complex of the Santorini Islands has crafted some of the most unique arrangements of rock and ocean - while sunset images from the famous Caldera have become synonymous with romance. Then there is the island of Ios, known as Nios by the locals, and considered by many as one of the most beautiful islands in the Cyclades. The Panayia Gremiótissa church that stands at the highest point of Ios offers a striking view over the town and out onto the open sea.
The best kept secrets of the Cyclades are the islands of Sifnos, Koufonisia, and Amorgos. Sifnos with its red bougainvillea that hugs the white of the buildings, as the gentle Meltemi breeze flows over the hills and onto coastline. Koufonisa is said to compete with the best of Greek islands on all fronts. The port of Koufonisa sits on the islands only village, here some of the most charming blue lagoons are being secluded. Amorgos rises dramatically from the Aegean, creating extremely unique landscapes, and is described by skippers as a charm that you most confront at least once in your life.
The Cyclades, which originates from the Greek word for ring or circle, is in fact made up of around 220 different islands. This variety in island, partnered with the Meltemi winds, make for some of the best conditions for a sailing holiday full of discovery and fun.
Cyclades: the best travel ideas
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