Hello.
We are a family of 4 - two parents and two adult children.
We will be in Greece next May and would like to find a company or individual that would provide a 4 to 5 day sail excursion around and to a few Greek Islands. We would need a captain to provide the sailing.
I know these types of trips can be expensive. I am having trouble locating companies that would provide this type of experience....or maybe it isn't very common due to the ferries?
Thank you,
Rhonda
Greetings Rhonda,
My family and I did a bare boat cruise (no captain) a few years ago with Sail Ionian.
We were very happy with their service and the Ionians are beautiful.
You can find out about their charter operations here https://www.sailionian.com/sailing-holidays/all-inclusive-fully-crewed-charters/.
Not sure what search terms you are using but there should be many options. Try “sail boat charter”. They may require a week rather than 4-5 days but you should definitely be able to find some options. Good luck.
Cannot speak from experience…yet…but have booked a family cruise for late May, 2026 with YachtSailing: https://yachtsailing.com/
There are plenty of Greek companies offering small private boat cruises with a skipper.
Check out these links to get an idea of the services and prices:
https://www.sailboatchartergreece.com/mini-cruises.html
https://sailthegreekislands.com/
https://www.greeceboatbooking.com/
Read carefully what the prices include. There are always quite a few unavoidable charges to add to the base price.
Most of the offers are for a boat trip of at least 7 days. With 4 or 5 days, you probably won't be able to see more than 2 islands.
RGS - you can get a trip of 6 or 7 days, but not 4-5. With deep pockets you can do what ever you want, but otherwise have to go with what's available. Whatever outfit you choose, I recommend you pick one that STARTS in an island out in the Cyclades... Paros iis a good one. If you pick a charter starting from a mainland port, it will take days & days to get to islands of interest.
We did a bareboat charter out of Corfu with Athenian Yachts. They also offer options that include a captain. They are a great outfit and the areas we sailed in were beautiful! We did the northern Ionian and are already planning a return in 2027 to do the southern Ionian