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Private Daily Sailing Cruise: Uncover the Hidden Beauty of Milos
4.9
29 Ratings
Adamantas
This one-of-a-kind cruise is an essential part of any Milos visit. It provides access to locations typically reachable only via boat and features the convenience of a 13-meter sailboat equipped with shaded areas. Refreshments, meals and beverages are provided.
This one-of-a-kind cruise is an essential part of any Milos visit. It provides access to locations typically reachable only via boat and features the convenience of a 13-meter sailboat equipped with shaded areas. Refreshments, meals and beverages are provided.
Duration:
8 hours
Cancellation:
24 hours
Highlights
- Sikia Beach - Our crew will sail you to the beach of Sikia and show you the beauty of that unique volcanic bay and cave. Along with some appetisers and drinks, you’ll have time to swim or paddle around the place. In case of strong north winds, the access to Sikia beach is not possible and we might visit another area instead.
- Kleftiko Beach -…
- Sikia Beach - Our crew will sail you to the beach of Sikia and show you the beauty of that unique volcanic bay and cave. Along with some appetisers and drinks, you’ll have time to swim or paddle around the place. In case of strong north winds, the access to Sikia beach is not possible and we might visit another area instead.
- Kleftiko Beach - Our crew will sail you to Kleftiko, the pirate’s bay and show you the area. You’ll be able to discover the numerous caves, snorkel around the bay and use the paddle-board before having lunch and drinks.
- Klima - Our crew will sail you to the picturesque village of Klima.
- Kalogries Beach - Our last stop will be at the beach of Kalogries, that has no access from the land. Swimming, snorkelling and paddling into it’s crystal clear waters is a must!

What's Included
- Lunch
- Snacks
- Carbonated beverages
- Bottled water
- Alcoholic beverages
- Surcharges on fuel
- Parking fees
- Lunch
- Snacks
- Carbonated beverages
- Bottled water
- Alcoholic beverages
- Surcharges on fuel
- Parking fees
What's Not Included
- Gratuities
- Serviettes de plage
- Gratuities
- Serviettes de plage
Location
PCFW+J2 Adamantas
The meeting point will be next to the ferries in the port of Adamas, Milos.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(29 Ratings)
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775frencht
Sep 18, 2024
Unforgettable Sailing Adventure! - We had the most incredible day on this sailing trip! From the moment we boarded the beautiful sailboat, we were warmly welcomed by the friendly and professional skipper, Nico. The entire experience was nothing short of magical — the crystal-clear waters, the stunning coastal views, and the peacefulness of being out at sea were simply breathtaking.
Nico was knowledgeable and made us feel safe and comfortable throughout the journey. We sailed to some of the most beautiful, hidden spots that we would never have discovered on our own, including a secluded bay where we had the chance to swim and snorkel in pristine waters. The boat was well-equipped, and we even had delicious snacks and drinks provided during the day, which was a lovely touch.
It was the perfect balance of relaxation and adventure, and I can't recommend this trip enough. If you're looking for a unique and memorable way to explore the coast, this sailing day trip is an absolute must! I’m already planning to come back for another trip. Thank you for an unforgettable experience!
Review provided by Tripadvisor
Anastasios_l
Sep 4, 2024
Excellent Trip - Excellent experience, highly recommend. The captain was an exceptional person very friendly and helpful.
Review provided by Viator
Sam_v
Aug 12, 2024
Day in Milos - We had a great day with Nikos. Unexpectedly, my girlfriend and I discovered we are very prone to sea sickness and were unwell for majority of the day. However, Nikos was very accommodating and flexible during the trip making sure we were okay and was knowledgable as to areas with calmer waters where we were able to enjoy the beautiful water and scenery. 10/10 Nikos was very kind and fun and we had a great day with him.
Review provided by Viator
377rebeca
Aug 1, 2024
Unforgettable experience - Incredible experience, they took us through some amazing places, which we could only have known by boat, we traveled with two children and being able to see the caves of the pirates amazed them. We made 4 stops to enjoy the wonderful waters of the island and always looking for quiet areas to dive.
We were offered snacks continuously, and the food was very delicious.
Nikos and Matilda are amazing hosts, we hope to repeat next year!! Thank you very much for this unforgettable experience!!!
Review provided by Tripadvisor
Ferdichavez67
Jul 21, 2024
Breathtaking - Excellent service and amazing day , would highly recommend for couples or small groups. Beautiful scenery and great food and wine !
Review provided by Tripadvisor
647fl_viac
Jun 20, 2024
A memorable day - Nikos is very kind and pleasant and always tries to get away from the most crowded spots to provide a more exclusive experience. In addition to the food, which is plentiful and excellent. Everything impeccable.
Review provided by Tripadvisor
Madisonsx733vb
Jun 16, 2024
10/10 Milos Sailing Day - Nikos and Matilda were amazing! We had an awesome day touring around Milos on their beautiful sailboat, enjoyed delicious meals, and swam at the most amazing beaches. 10/10 recommend!
Review provided by Tripadvisor
Kcsioux1
Jun 6, 2024
Perfect day with Nikos! - Our day sailing with Nikos was absolutely perfect! We would highly recommend booking with him for your day on the sea in Milos. We enjoyed the swimming, paddle boarding, snorkeling, and sailing. The food that Nikos prepared ranked with the best food we had on the island. Such a relaxing day! We would definitely book with him again if we were fortunate enough to return to Milos.
Review provided by Tripadvisor
Paradise46224012695
Sep 11, 2023
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!
Review provided by Tripadvisor
F6499alsheilag
Jun 21, 2025
Misleading website with false promises, milos is beautiful though!! - We are disappointed with our experience with Oscar's Private Sailing. We did the Highlights of Milos cruise, and although the captain and skipper were great, the company did not provide what was promised.
The tour website states it includes a stand up paddle boars, underwater go-pro camera, dinghy, and USB with photos of the day, none of which were provided. We did not take our own GoPro because of what was listed on the website, so we did not have the snorkeling pictures from that day. I specifically booked this tour for the photos, the stand up paddle board (since one of our guests did not want to fully submerge but paddle beside us), and the dinghy as I heard it makes it easier to explore the smaller areas. I expressed my concerns to the company and after the 3rd email I sent them they responded that the dinghy may not be available due to sea conditions even though we had a very smooth day with good weather as the captain himself said, and that the stand up paddle and gopro will not always be there unless requested in advance, which is not listed anywhere on their website.
It's unfortunate they have false advertising on their website. I wish I would have booked any other boat tour in Milos.
Review provided by Tripadvisor