4 Days skippered sailing cruises in Greece

If you are searching the best sailing charter in Greek islands for 4 days then you are on the right page

You will enjoy a cruise to the famous Small Cyclades with a private skippered boat. 

Choose a flexible sailing trip with one of our sailing yachts to the small Cyclades Archipel. Our skippers will try to show you all the beauties of the area finding a nice itinerary according to the weather conditions.

You will spend 3 nights at 3 different islands and finally, you will disembark the fourth afternoon at the place you would have chosen from the beginning.

From these islands, there is an everyday easy connection with Naxos from where you can have direct access to Athens and three times a week direct access to Athens with the big Blue Star Ferries. From our side, we can arrange a hotel booking at the destination of your choice at the best resorts of the islands.

Sailboats you can pick: Beneteau40 sailboat(2 – 4 guests), a Lagoon39 catamaran(up to 8 guests)

Dates you can go for this trip with a Lagoon39 catamaran : May, June, July, August, September, October

Dates you can go for this trip with a Beneteau40 sailboat : May, June, September, October

Departure (check-in) port at 11:00 from Paros (Parikia) or Iraklia at 13:00

Arrival (check-out) port at 17:00 to Paros (Parikia) or Iraklia or Koufonissia at 13:00

Gallery-4 Days sailing cruises in Greece


Charter Prices – 4 Days sailing trip in Greece

Prices are for the Beneteau40 sailboat

Discount up to 170€ for 4 days charters on certain dates. Contact us

Prices in €/4days for skippered charter October May, June & September
For 2 people 1780 2120
For 3 or 4 people 2020 2320
Departure / Arrival Paros/Paros
What the package includes VAT 24%, the sailing yacht with all her equipment, skipper’s fee, taxes, insurance, credit card commission
What is not included the diesel, the marina’s fees at the islands that you are going to visit and the end cleaning.This amount is 240€ in total. Food & drinks,


Prices are for the Lagoon39 Catamaran

Prices in €/4 days for skippered catamaran charter May & Oct June & Sep July Aug
Up to 6 guests 2960 3560 3740 3910
For 7 & 8 guests add 5% for each person
Check in / Check out Paros at 11:00 / Paros at 17:00
What is included catamaran Lagoon 39(4 double cabins + 4 wc/head), skipper, insurance, VAT, taxes, bedding, linen & towels, motorized tender, AC current for charging your small devices, end cleaning.
What is not included 1. your food, as well as your skipper's, is at your charge. 2.fuel-water-port taxes (in total approximately 400 € per trip depending on the fuel consumption) 

Islands you will visit

If you start from Paros you will choose 3 destinations, excluding your check out port, between ( Naxos town, South coast of Naxos, Iraklia, Schinoussa, Koufonissi, Amorgos, Antiparos ).

If you start from the Small Cyclades you will choose 3 destinations, excluding your check out port, between ( Naxos town, South coast of Naxos, Iraklia, Schinoussa, Koufonissi, Amorgos, Antiparos ).

Please note that itinerary always depends on the weather conditions and the final decision will be taken on the spot following your skippers

Extra services – Diving and sailing


dive and sail in the greek islandsDuring all of our charters, we can offer scuba diving to our clients. The extra cost for each dive is 50-60€ per person (the price depends on the place and the type of dive) and they can do as many as they want during our trip. Even if they don’t have diving certificates they can get the basic theory and try in shallow water with the instructors with the same price.

Find more here


Booking Form


Make your introductory reservation request for your short sailing holidays in Greece and the Greek islands by filling out the contact – booking form.  We will respond to your yacht charter request within 24-48 hours.



Check out our questions and answers section about common questions concerning your sailing trip to Greek islands.


short sailing holidays Greece and Greek islands(2 -3 -4 day)


Greek Water Yachts