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Sail to Milos
Base: Marina of Paros

A sailing trip through the Western Cyclades starting from Paros offers a perfect combination of dramatic landscapes, crystal-clear waters, and a more relaxed, authentic island atmosphere compared to the central and eastern Cyclades. This area is known for its volcanic formations, wild coastlines, turquoise bays, and some of the most unique swimming spots in the Aegean, especially around Milos and Polyegos. The best period to sail the Western Cyclades is from May to early July and from September to October, when weather conditions are generally milder and the Meltemi winds are less intense, allowing for comfortable passages and enjoyable anchoring. The route is suitable for beginner to intermediate sailors, with average daily sailing times of around 3 to 5 hours, leaving plenty of time for swimming, exploration, and relaxation. 

058 Greece Paros Antiparos Cyclades

Day 1

Paros to Antiparos 

Check in at 17:00 Loc5 NM Time 45m

Begin your sailing week with a short and relaxing sail from Paros to Antiparos, the perfect introduction to the Cyclades. Upon arrival, anchor in one of Antiparos’ beautiful bays and enjoy your first swim in calm, turquoise waters. Spend the afternoon exploring the charming main village, with its whitewashed houses, small boutiques, and seaside cafés. In the evening, enjoy a traditional dinner at a waterfront taverna and soak in the laid-back island atmosphere before spending a peaceful night on board.

Kimolos

Day 2

Antiparos to Kimolos 
 Loc28 NM Time 4h

Set sail towards Kimolos, a quiet and unspoiled island known for its raw beauty and crystal-clear waters. Anchor near one of the island’s pristine beaches Prassa and enjoy swimming and snorkeling in its emerald-blue sea. Kimolos offers a sense of authenticity and tranquility, ideal for those looking to escape the crowds. In the evening, stroll through Chorio, the island’s traditional village, and enjoy a simple yet delicious meal at a local taverna.

 

IStock 999013020

Day 3

Kimolos to Milos
 Loc18 NM Time 2h40m
A short sail brings you to Milos, one of the most impressive islands in the Cyclades, famous for its dramatic coastline and volcanic formations. Upon arrival, anchor or dock near Adamas and enjoy a swim before heading ashore. Spend the afternoon exploring colorful fishing villages such as Klima or Mandrakia, and admire the island’s unique landscapes. End the day with dinner at a seaside restaurant, enjoying Milos’ excellent local cuisine.

An Absolute Must See

Day 4

Southern Milos 
 Loc15 NM Time 2h
Dedicate a full day to discovering Milos and its extraordinary coastline. Sail along the island to visit iconic spots such as Kleftiko, with its white rock formations and sea caves, accessible only by boat. Continue to Sarakiniko, known for its lunar-like scenery and turquoise waters. This day is all about swimming, snorkeling, and exploring some of the most unique beaches in the Cyclades, before enjoying a relaxed evening either at anchor or in port.

Polyaigos

Day 5

Milos to Polyegos 
 Loc14 NM Time 2h
Leave Milos behind and sail to Polyegos, the largest uninhabited island in the Mediterranean. Anchor in one of its spectacular bays with unbelievably clear, turquoise waters. Spend the day swimming, snorkeling, and relaxing in total privacy, surrounded by untouched natural beauty. Polyegos offers one of the most memorable swimming experiences of the entire trip, ideal for a peaceful night at anchor under the stars.

Kamares Village

Day 6

Polyegos to Sifnos
Loc16 NM Time 2h30m
Sail north to Sifnos, an island renowned for its refined character, beautiful villages, and exceptional gastronomy. Upon arrival, anchor near Kamares or explore nearby beaches before heading ashore. Wander through traditional villages, enjoy coffee in a quiet square, and indulge in one of the island’s famous culinary experiences at a local restaurant. Sifnos combines elegance, authenticity, and comfort, making it a perfect final stop.

Sifnos2 1

Day 7

Sifnos back to Paros

Loc33 NM Time 5h

On the final day, enjoy a scenic sail back to Paros. Take advantage of the journey for one last swim in the Aegean and some relaxed time on deck with your crew. Arriving back at the base, conclude a week filled with diverse landscapes, crystal-clear waters, unspoiled islands, and unforgettable Cycladic sailing moments.

Destinations

Polyaigos Kali 2

Polyegos

Kimolos Island 2

Kimolos

Sarakiniko

Milos

Kleftiko

Southern Milos

Milos Sunset

Antiparos

Serifos From The Above

Sifnos

Available Yachts in Paros

C42 1

BAVARIA C-42

3 Cabins  | 2 Heads | Max. Crew 8 | Year of Built: 2022

 

440

JEANNEAU SUN ODYSSEY 44.0

4 Cabins  | 2 Heads | Max. Crew 8 | Year Built: 2021

 

BO51.1

BENETEAU OCEANIS 51.1

5+1 Cabins  | 3 Heads | Max. Crew 12 | Year Built: 2018

 

Catamarans

Excess 11 Athenian Yachts 01 1

EXCESS 11

4+1 Cabins  | 2 Heads | Max. Crew 12 | Year Built: 2018

 

 

Lagoon 42

LAGOON 42

4+2 Cabins  | 4 Heads | Max. Crew 10 | Year Built: 2019

 

Lagoon 450 F

LAGOON 450F

4+2 Cabins  | 4 Heads | Max. Crew 10| Year Built: 2018