Private Tour
Available languages
48 hours
Mobile ticket
This cruise is unique and a must when visiting Milos. It gives visitors the opportunity to experience a night on-board a 13m sailing boat and gets you to places mostly accessible only by boat. Breakfast, lunch and drinks are included.
Notes: The company keeps the right to modify the itinerary and to adjust the swimming stops location depending on the weather conditions.
Infants are required to sit on an adult’s lap
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
If you cancel at least 3 full day(s) before the scheduled departure time, you will receive a full refund.<br>If you cancel within 3 day(s) of the scheduled departure, you will receive a 0% refund.
Overnight on-board of the sailing boat either at the port of Psathi in Kimolos or at free anchor in a surrounding bay.
LUNCH
Lunch
Fresh homemade mediterranean lunch and snacks along with local beers and bottled wines.
Klima
Our crew will sail you to the picturesque village of Klima.
Firopotamos Beach
A beautiful sandy beach on the North side of the island of Milos with charming typical houses and church. The crystal clear water is perfect for a midday swim, if the winds blows from the South!
Sarakiniko Beach
the "moon landscape beach" as people call it attracts thousand of visitors every year. It's unique beauty makes it a must-see when you come to Milos. Cliff-jumping is the best option when coming with a boat!
Elephant
Lunch break will take place at the pretty Goupa beach in Kimolos, also called "the elephant beach". The water is clear and perfect to have some swimming before and after enjoying some extra fresh mediterranean lunch.
Kimolos
The port of Psathi is the last stop of the day, where we will stay for the night. It is small and charming with it's lovely beach and front restaurants and patisseries. The village of Kimolos is just 15min walking from the port and is really worth it, as a typical and authentic cycladic village. Enjoying a cocktail after a seafood orientated dinner is the best option!
BREAKFAST
Breakfast
LUNCH
Lunch
Myrsini Bay
First swimming stop at the bay of Myrsini for swimming and sunbathing to discover the beauty of the uninhabited island of Polyaigos.
A beautiful sandy beach accessible only boats in Milos. Blue waters, golden sand and warm baths are the main attraction along with an typically greek aperitif "mezze" taken onboard of the sail boat!
Kleftiko Beach
The most famous bay of Kletiko in Milos that used to be the hideout place of the pirates is breathtaking. The captain will take you to a cave exploration aboard the dinghy boat or the paddle board and lunch will be served!
Breakfast
all boat expenses ,fuel taxes, berth fees
Gratuities
Dinner
Pickup included
9 reviews
Total reviews and rating from Viator & Tripadvisor
Culture767261,,Jul 26, 2024
- Review from Tripadvisor
Where to start...? We both love the water, swimming, snorkelling and diving. it was simply perfect. Nikos is a very professional and relaxed person it it was simply beautiful to have spend these days on his boat with him. Nikos is a real pro and knows how to read the sea, the wind and we had some proper sailing - there was one big problem: it was too short. .-)) we felt so sorry that we have to leave as it felt to stay longer as we had such a good time. Thanks Nikos for this beautiful experience from my heart- as we said we hope to be back very very soon and if possible this year. Take care. Aleksandra & Stephen





jammies2022,,Jun 27, 2024
- Review from Tripadvisor
What an amazing experience! The waters at the stops along the way were so clear and blue. Nikos is a great capitan, knowledgeable, considerate, fun, attentive and a great cook as well. All while being respectful to allow you your space to enjoy the trip. I can't think how our experience could have been better. A wonderful memory for our family.
nathaliew921,,May 24, 2024
- Review from Tripadvisor
Such a great adventure! Nikos took us to the most beautiful spots, and he was very knowledgeable, accommodating, and a great cook. Highly recommend for anyone looking to see Greece on the water



Willem S,,Aug 19, 2023
- Review from Viator
This was our favorite part of visiting Greece. Sailing is a great way to see the islands. Loved the crew and the destinations
evangeliaf2020,,Aug 8, 2023
- Review from Tripadvisor
We had a wonderful time on the private sailing tour!!! Captain Niko and Ioanna were so friendly and attentive. My husband and I spent part of our honeymoon on the boat and it’s a great way to relax and see beaches around Milos and neighboring islands. Highly recommend

claudiacgc2016,,Aug 6, 2023
- Review from Tripadvisor
My family and I stayed and slept at Matilda for 3 days. We were 4 people. It was one of the best experiences of our lives. Nikos is a Captain with a lot of experience and very well prepared, the entire time from before boarding he made us feel very safe. When I booked I contacted him directly for several questions and I told him that I was nervous about getting dizzy since I do get dizzy very easily. So when we communicated the day before, he told us that he had already checked the weather very well and that it was going to be perfect for the tour and that therefore we would have a very calm sea and that it would be very difficult for me to get seasick and in the same way I would feel I commented that thanks to the good weather we could do the entire complete tour of the 3 islands. I didn't have to take anything for motion sickness before getting on. Every place they took us to was indescribably beautiful. Joana is also a very attentive and kind person. He attended to us all the time and helped us with everything we needed with a big smile. Joana and Nikos are excellent people. The entire time they made us feel VERY very comfortable. At the end of the tour we had even grown fond of them. All the meals and snacks they prepared for us were delicious and very sufficient. Every point we stopped at waited patiently for us long enough to swim and get to know each other. My daughters enjoyed the paddle board, they always had it ready every time we got off, as well as the snorkels, fins and floats. We also use the boat on some occasions. On the beaches we swam to the shore and other times they took us on the boat. The trips down to dinner and to see the little towns are fantastic. Matilda does not have air conditioning (it is normal for this type of sailboat) and Nikos also told me about this doubt the same day I made the reservation. He told me that if I thought that would be a big inconvenience for my family, it would be better not to. made the reservation. The first night we slept very comfortably, the second night it felt a little hot but we were able to sleep well. When we went to bed we opened all the hatches and doors of the rooms to let the air flow. It was a new experience bathing in Matilda, we had never stayed on a boat. We would be delighted to do the entire tour again in Matilda with Nikos and Johana. It was a BEAUTIFUL, incredible and unforgettable experience.
295MJT,,Jun 18, 2023
- Review from Tripadvisor
Definitely a highlight of our entire trip to Greece. Great boat, great captain, and first mate. Such an unbelievable way to see this part of Greece. Relaxing, beautiful and not to be missed. A++++++
carolyngO7456BH,,May 26, 2023
- Review from Tripadvisor
So let's get specific - Oscar's is the best because: 1. Nicos - the captain, communicates and is filled with advice about making your Greece the BEST holiday possible. We spoke for a few months before our booking and arrival 2. Nicos is an outstanding professional with integrity, and his choice of mates is impeccable. Right now, Johanna is the first mate, and she's warm, friendly, and capable. 3. The boat is lovely - and Nicos takes you to the most amazing places with sites that can only be seen by ship! 4. Nicos is a fantastic captain, and you feel very safe 5. The two staterooms with two bathrooms are just perfect for 2 couples. 6. Nicos and Johanna both knew how to cook, and the food was bountiful, with the conversation so fun and warm! 7. You MUST swim - paddleboard, snorkel - do it all! Hey Nicos and Johanna - Gilmore and Telseys send their love, and please come visit us in the USA!





JSN15,,Jun 11, 2021
- Review from Tripadvisor
Extraordinary experience with Nikos and Stella! We have spent 2 days and 1 night with them sailing around Milos and everything has been excellent. We are on our honeymoon and they have treated us magnificently, super attentive and detailed. Nikos has all the gadgets, paddle surf, snorkel utensils, dinghy, he even leaves you his GoPro to take photos and then gives you a USB with all the photos, a unique detail. Fabulous food too, typical Greek and at night they invited us to a Gin Tonic and music with them. I recommend it 100%. Thank you guys!!


Operated by Oscar Private Sailing