Hi Agi!
You have a very interesting, beautiful and historic region to sail in the Aegean Sea!
Wow! (Yes, I’ll admit it, I’m envious!

But in the nicest possible way!)
Distance and extended traveling in a 26 ft MacGregor is what you make of it.
It really depends upon you and your expectations… anyone can do nearly anything if they have a mind to, the knowledge, the skills and the diligence to carry it out.
A MacGregor is what you want/need it to be.
The ancient Greeks crisscrossed the Agean Sea regularly in similar sized vessels for centuries … mostly successfully.
It depends upon your skill, knowledge, preparations, & common sense mainly.
Don’t be overly confident, know your personal limits, know what your equipment is capable of, know where you are going and what’s along that route, plan for things to go awry, have mitigation scenarios already worked out, know the weather and currents, have multiple means of navigation with current information (GPS(s), paper maps, compasses, guidebooks), have alternative destinations and ‘safe harbors’ planned for in advance. VHF radio (and how to operate it, who to contact where, limitations of equipment capabilities and range), cell phone and it’s limitations, sat communications and its limitations (like sat phones or things like the Garmin In-Reach systems), Emergency beacons, emergency boat repair/mitigation supplies & knowledge of how to accomplish, there’s lots more but you get the general idea.
Could a MacGregor safely cross the Aegean and have fun doing it for an extended time?
Yes, it could … depending to a very large extent upon you!
More than anything else… upon you!
Best Regards,
Over Easy
