As long-standing experts in Greek island sailing, Archipel Club puts decades of experience into making your cruise an absolute success. Crafting a sailing itinerary requires expert navigation skills, as certain open-sea areas can be challenging. This is why carefully tracking the weather is a vital element for your safety and comfort on board.
On departure day, our team thoroughly analyzes the upcoming weekly forecast to advise you on the finest route options. You can then design your custom itinerary together with your captain as it is one of the most exciting parts of the journey.
Below are some of our most popular itineraries, thoughtfully balanced to offer great sailing time and plenty of time to explore ashore every single day.
1. Paros - Sikinos - Santorini - Folegandros - Polyaigos – Sifnos - Despotiko - Paros
This itinerary is perfectly suited for periods with moderate to light north winds starting on day three, ensuring a comfortable return sail from Santorini. The program offers the perfect blend: experience the vibrant energy of world-famous islands alongside the untouched charm of hidden gems protected from mass tourism. Daily sailing legs range between 3 and 6 hours.
2. Paros – Sifnos – Despotiko – Koufonissi – Amorgos – Schinoussa – Antiparos - Paros
This itinerary is highly recommended during periods of strong north winds. Sailing on a beam reach ensures a fast, smooth, and incredibly comfortable journey. Perfect for families. The program includes secluded coves, peaceful harbors, pristine beaches, and charming medieval villages. Daily sailing legs range between 3 and 4 hours.
3. Paros - Syros - Mykonos et Delos – Donoussa – Amorgos – Schinoussa – Antiparos - Paros
An excellent choice when winds are light or calm on the first day, allowing you to motor upwind and seize the opportunity to visit Syros—a hidden gastronomic paradise. The program offers a perfect mix: experience famous, cultural islands alongside off-the-beaten-path destinations to immerse yourself in authentic Greek life, far from over-tourism. Daily sailing legs range between 3 and 5 hours.
1. Paros - Despotiko - Kalando (Naxos) - Amorgos - Schinoussa - Antiparos - Paros
Ideal during periods of strong winds, this route offers an exhilarating sail on a beam reach, bypassing the hard work of fighting the wind. The program features idyllic anchorages, sandy beaches, picturesque harbors, and tours of medieval villages where you can sample delicious and healthy Greek cuisine. Daily sailing legs range between 4 and 5 hours.
2. Paros - Sifnos - Kimolos - Folegandros - Sikinos - Antiparos - Paros
Perfectly tailored for periods of light winds mid-cruise, this itinerary takes you on a journey to discover intimate, authentic islands that will leave you with lifelong memories. The program features hidden stops and the friendly, sun-drenched charm of Greek village life. Daily sailing legs range between 3 and 6 hours.
3. Paros - Syros - Kythnos - Serifos - Sifnos - Despotiko - Paros
Perfectly suited for light north winds on the first day, this itinerary allows you to sail comfortably up to Syros—a vibrant island with an authentically Greek atmosphere—before setting sail toward the wilder, untouched charm of the Western Cyclades. Daily sailing legs range between 3 and 5 hours.
1. Paros - Syros - Mykonos - Delos - Naxos – Paros
Perfectly suited for moderate north winds, this itinerary beautifully combines the discovery of fascinating archaeological sites with legendary, vibrant islands. A timeless journey into the heart of history and Greek traditions. Daily sailing legs range between 3 and 5 hours.
2. Paros - Folegandros - Kimolos/Polyaigos - Sifnos - Despotiko/Antiparos – Paros
Ideal for families or simply when you want to sail well-sheltered from strong winds. The program features secluded coves, wild anchorages, sandy beaches, charming small harbors, and traditional villages where it feels so good to stroll at the end of the day. Daily sailing legs: maximum 4 hours.
3. Paros - Kalando (Naxos) - Amorgos - Skhinoussa - Antiparos - Paros
Highly recommended during periods of moderate north winds, this itinerary beautifully combines exhilarating sailing, superb anchorages, and islands full of character. In particular, you will have the chance to explore the mythical island of Amorgos, famously known as the breathtaking backdrop for the iconic movie The Big Blue. Daily sailing legs range between 3 and 4 hours.
1. Paros, Folegandros, Kimolos, Sifnos, Paros
Ideal during periods of moderate winds, this route lets you experience the very essence of the Cyclades in just a few days. The program features sunny sails interspersed with lunch stops and swimming in magical settings. Afternoons are spent exploring charming islands. In the evening, enjoy the comfort of mooring at the dock or under the stars in serene bays. Daily sailing legs range between 3 and 4 hours.
2. Paros - Despotiko - Sifnos - Antiparos – Paros
Perfectly suited for a shorter cruise, this itinerary allows you to sail comfortably and well-sheltered in case of strong north winds. The program features swimming in crystal-clear waters, discovering authentic islands, and spending delightful evenings—either moored at the dock in charming small harbors or anchored before a sumptuous sunset. Short Daily sailing legs range between 2 and 4 hours.
3. Paros - Delos Rhinia - Syros - Antiparos - Paros
Highly recommended during periods of moderate winds, this itinerary offers wonderful cultural tours and a deep dive into Greek history. The program also features local tavernas serving must-try traditional specialties, topped off with wild anchorages before a sumptuous sunset. Daily sailing legs range between 3 and 4 hours.
1. Athens - Agistri – Hydra – Nafplio or Monemvasia – Spetses – Poros – Aegina – Athens
2. Athens - Aegina – Ermioni - Porto Heli - Nafplio or Monemvasia – Spetses – Hydra - Poros - Athens
3. Athens - Epidaurus - Hydra - Nafplio or Monemvasia - Porto Heli - Spetses – Poros – Aegina - Athens
Article written by Georges Gritsis, a Greek master mariner who has twice circumnavigated the globe. He is a leading expert in Aegean Sea navigation and serves as the base manager in Paros.