Absolutely perfect day! - Wow! What a great day. It was even better than I anticipated, and I started w high expectations because of previous reviews. I’ve been on several islands and had lots of adventures, but this! This is the most fun I’ve had anywhere! Capt took me to see the all the sites, and he got me there before the catamarans w their big groups. For lunch, he sailed me to a private cove w three sandy beaches within swimming distance. I’ve spent some time on a sailboat, so the highlight for me was coming around the cape. There was a storm that brought high winds, and this crew was in their element. It was exhilarating! The food was amazing. Even the music was a perfect soundtrack for the experience. Can’t rate this high enough. Sail on the Matilde, you will not regret it!

Glorious sailing experience with Captain Nikos! ⭐️⭐️⭐️⭐️⭐️ - Captain Nikos curated a wonderful experience. ⛵️us to several prestine locations where we swam, snorkeled & paddle boarded... in between swim spots they prepared & served fresh/local appetizers, lunch & dessert of traditional orange cake & fruits. Warm & cold water outdoor shower, perfect level of interaction and history of the islands. Friendly, thoughtful and he named his company after his dog 💕, highly recommended this trip, you will not be disappointed!

Highlight of our honeymoon - Captain Nikos and Joanna were such amazing hosts! The boat is big and super comfortable, and we had non stop snacks and delicious lunch. The sites were truly incredible. 100% recommend to anyone visiting Milos.

Highlight of our honeymoon - We had the best time with Captain Nikos and Joanna! This was the highlight of our honeymoon. The boat was incredibly comfortable, the staff professional, and the sites were truly amazing. Would 100% recommend to anyone visiting Milos.

Magic Milos Sailing Memories - Had the most wonderful day sailing around the west side of Milos with captain Nikos and Joanna. We went to coves and caves that you can’t access by land and swam around in protected waters, also getting to use their paddle board and dingy to go into the caves and learn about the natural environment. This was our favorite part of Milos and worth ever penny as an activity to do, with an intimate group. The boats that do the larger groups are jam packed and there’s less flexibility with what you do, so we highly recommend doing the private tour. Thank you again!!

Fantastic sailing in Milos - One of our best decisions while in Greece was to charter Oscar Private Sailing for a whole day cruise to Kimilos and Poliegos. The price was reasonable, the boat was very clean and spacious for our group, and Nikos was friendly and easy to deal with. Nikos sailed us to stops in beautiful areas that couldn't be reached in any other way than by boat. We had a fantastic lunch, nice snacks and plenty of wine and coffee. Overall, it was such a fantastic day on the water.

Five Stars Is Not Enough: TEN Stars for This Amazing Family Day Trip - We had an amazing day aboard the Mathilde! Nikos and Johanna could not have been more hospitable and personable. The sites were incredible; it was wonderful to be able to swim and explore at leisure. A paddle board was available, and Johanna took us on a small motored raft to go inside caves. The food was plentiful and DELICIOUS. My daughter has celiac, and they thoughtfully prepared special gluten-free dishes just for her. We relaxed, enjoyed great conversation, and saw amazing sights. Our hosts were incredibly kind and made our day especially memorable. Thank you, Nikos and Johanna!

Look No Further For The Perfect Milos Boat Excursion! - We had an AMAZING day on the water with captain Nikos! While planning our honeymoon trip to Milos my wife and I wanted to spend a day exploring and considered MANY boating company options. Most other companies only offered RIB boats, the inflatable kind which looked good online, but in hindsight were a far less equipped for a full day on the water. We couldn’t be happier that we went with Oscar Private sailing! The sailboat had everything we needed for the perfect day on the water. Plenty of space, room to lay out in the sun, home cooked meals by the crew, stand up paddle boards for exploring the clear waters of Kleftiko and even an inflatable dingy to access the caves. If you’re considering renting a boat for you day trip in Milos look no further! This was a highlight of our 2 week honeymoon, and a day we will always remember!

Most incredible honeymoon day!! - Wow!! Nikos and Johanna were 10000 stars! Sailing around Milos with them was the highlight of our honeymoon. The boat is beautiful, comfortable, and Nikos and Johanna made us feel like family. They have a paddle board they set up at every spot - we did not lift a finger. Beautiful wine, beer, and delicious (!!!) food. Can’t recommend enough. I also did a lot of research before and this was by far the most reasonable private trip. Completely exceeded expectations. Do this!!

Excellent experience - Extremely beautiful cruise with knowledgeable crew! It was windy on the south side of the island so the crew suggested that we depart from the other end of Milos. Great suggestion as we sailed smoothly to 3 other beaches and had an incredible time soaking up the sun and eating delicious food (risotto was amazing)!