Sail and Explore Greek Islands

Our group could not have been better taken care of by Demetrius! We had a great time, the weather was perfect (except for the rough seas) but Demetrius handled it like the pro that he is! Every island we went to, he took us to local dining areas, ordered for us and just had an excellent time. Thanks so much!!

I had a lovely time and really enoyed my first sailing holiday! The group were super chill and we got on really well. It was easy to zone out and read and relax when you wanted to, or to have a natter and swim or explore areas - It's possible to adapt the trip to suit your energy. We were lucky that the trip wasn't fully booked so we had our own cabins each which made it a lot more comfortable, but the bunk bed rooms would have been ok to share. I unfortuntely had a stomach bug for the first three days of the trip but our skipper Dimitris was a superstar and I still managed to have a great time. I sadly didn't get to enjoy the eating out as a result of being ill but the small amount I did manage was delicious. We visited a range of goregous bays where we swam and explored. The sea was a bit on the cooloer side but the lack of crowds and the comfortable temperatures at night more than made up for it. The sailing we did was super fun and the scenery was stunning. Be aware that the schedule is more of a guide as things like the weather conditions or how busy some spots are may impact what order you end up doing things in. We didn't end up cooking much on board the board, but did make a lovely dinner together the last night and hung out in a bay under the stars. Top tip - pack light, but do bring layers (it's colder off the coats and the wind can be chilly even when the sun is shining!), earplugs for sleeping just in case, and a battery pack for charging for if you don't dock overnight!

For me as a lover of the ocean it was an ideal holiday. As a solo traveler, I was lucky enough to meet three amazing ladies to share the trip with and the best, most knowledgeable skipper Dimitris. Lucky enough to get some great sailing conditions also.

What an amazing trip, everything ran very smoothly. We experienced some winds but it was absolutely fine. Pack for all weathers as even at the end of May, when out at sea and with higher winds it was chilly. Dimitris was absolutely the best captain and host for our trip. There was plenty of food on board and some great taverns where we experienced some of the local food. We had a great time exploring some of the small islands, swimming in the sea and generally relaxing. I would definitely recommend, thank you Dimitris!

I’m no good at sitting still. Was my only worry before setting sail, with 4/5 hours stated as some of the sailing time between hours - well that was not a problem, those aboard spent time chatting, reading, dolphin (and turtle!) spotting, admiring the landscape - getting to know each other and our skipper Dimitris, who was fantastic, available to answer any question about sailing, the Greek islands, food, Greece and etc etc - he looked after us so well, ensuring we knew the local history, which bakery’s and tavernas to try out! On your last night, if you are dubious about dropping anchor and eating aboard instead of dining out, honestly do it - it was super special - you don’t have to cook, plenty to offer in the way of Meze from super markets. The trip was truly relaxing, I had been pondering it for probably a year - my only advice would be to bring sea sickness tablets if you’ve never sailed and stay on deck if you feel queezy - for some reason it’s better 🤷‍♂️- otherwise JFDI and book this, you won’t regret it.

Had such an amazing time crushing the islands with skipper Dimitris and a crew of new friends. The trip was well organized, with a really terrific itinerary, and Dimitris was a truly wonderful, kind, and passionate guide to the islands. From the food, the people, and of course the seascapes and scenery, this trip exceeded all of my expectations. Thank you!

This was a dream holiday for me, slightly scuppered by passports problems which meant I joined a couple of days later than planned. But I am so glad that I did, even having a couple of days sailing was worth the stress and hassle we had to endure. It is so peaceful out on the seas and the islands we visited were stunning. Our captain, Dimitris, was ace. He had everything under control and was kind and patient. He knew the area well and took us to some local tavernas, one of which served us the best meal I've had for a very long time!! Boat was more spacious and comfortable than expected, we had to motor a lot due to the wind and one crossing was quite rough but manageable. Would recommend

Magical trip through some quiet and stunningly beautiful islands. Our captain, Dimitris, was amazing and so knowledgeable. He paid extra attention to be sure that all dietary restrictions were accommodated and always had the perfect recommendation ready. We were so lucky to have him show us a small part of his country.

If you’re planning on going in April, dress appropriately. The weather in Greece leading up to the sail was beautiful and warm… until sailing day. Admittedly, I was not prepared! Luckily our first island stop had a few shops open with windbreakers, sweats, socks etc. once bundled up, the experience was amazing. The seas were sometimes rough, so bring seasickness pills even if you don’t think you’ll need them. There was 5 in our group which I thought was perfect for the size of the boat. Cramped bunks and wet heads, but it’s all an adventure. I couldn’t imagine having to share a bed with a stranger, but I’m 50. It’s probably fine for younger adventurers. We cooked lunches and ate dinner at tavernas on the islands we visited. Ilias, our skipper was very knowledgeable and kept us safe in rough seas. I never felt nervous and I had a good understanding of the lines and what do by the end of it. You can participate and learn or sit back and relax.

Greece is beautiful! Being on a sailing boat is the best, discovering the islands was great, the food was great and the group was amazing! The trip was just amazing, highly recommend. Our schipper was however only a schipper, he brought us from location to location safely and that was about it. We didn't learn much about sailing or our surroundings. I don't know if that was the intention of the trip, to not have a tourguide, but that was how it was. I would give the trip a 3,5 rating because of it.