
Private Daily Sailing Cruise to Discover the Highlights of Milos
Traveler rating
4.9/5
Based on 35 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Daily Sailing Cruise to Discover the Highlights of Milos worth booking?
Private Daily Sailing Cruise to Discover the Highlights of Milos is a 8-hour experience in Milos, Greece, from $1,319 per person. It scores 64 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.9/5 rating across 35 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 64 / 100
- Rating
- 4.9/5 (35)
- Duration
- 8 hours
- From
- $1,319 per person
This cruise is unique and a must when visiting Milos . It gets you to places mostly accessible only by boat and offer the comfort of a 13m sailing boat with shadow areas. Snacks, lunch and drinks are included.
What you get
About this experience
This cruise is unique and a must when visiting Milos . It gets you to places mostly accessible only by boat and offer the comfort of a 13m sailing boat with shadow areas. Snacks, lunch and drinks are included.
What's included
Included
- Carbonated beverages
- Bottled water
- Alcoholic beverages
- Snacks
- Lunch
- Surcharges on fuel
- Parking fees
Not included
- Gratuities
- Serviettes de plage
What you'll see and do
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.
60 minutes here · Admission included
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.
90 minutes here · Admission included
Klima
Our crew will sail you to the picturesque village of Klima.
10 minutes here
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!
45 minutes here · Admission included
Where it starts and ends
Meeting point
Milos
The meeting point will be next to the ferries in the port of Adamas, Milos.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
The meeting point will be next to the ferries in the port of Adamas, Milos.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, fr
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Oscar Private Sailing
Know before you go
- Service animals allowed
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 35 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
5 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
4 mentionsThe views and photo stops come up again and again.
Small groups
3 mentionsThe group size is repeatedly described as intimate rather than packed.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Organization
2 mentionsPickup, timing, and logistics are described as running smoothly.
Traveler reviews
35 verified traveler reviews for Private Daily Sailing Cruise to Discover the Highlights of Milos. Ratings and reviews provided by Viator and Tripadvisor.
Highlight of our honeymoon
This was the highlight of our honeymoon!! The day we booked was windy, so Koulis and Nikos were able to make adjust and reschedule to a less windy day and we were so glad we did!! The food was absolutely amazing, they kept us supplied with drinks, and shared their knowledge on greek culture and the island of Milos. I cannot recommend this experience enough. They had paddle boards, mask + snorkels, and took us on the tender into the Kleftiko caves. We even got to jump off of the cliffs at Kleftiko. I cannot recommend this tour enough. Thank you Koulis and Nikos for the most amazing sailing cruise!!!!
Response from the operator: Thanks for your kind words! We’re so happy that the sailing trip became one of the highlights of your honeymoon. It was a real pleasure having you on board and sharing Milos, Kleftiko, the food, and all those special moments with you. Koulis and Nikos send their warmest wishes, and we hope to welcome you back to Milos one day!
via Tripadvisor
Fantastic experience....
Fantastic experience. Crew goes above and beyond to make experience special. We experienced windy conditions that made some places hard to reach, and captain was well prepared with an awesome alternative itinerary.
Response from the operator: Thanks for your kind words! We’re very happy you had such a fantastic experience with us. The weather can sometimes require changes, so we’re glad the captain’s alternative itinerary allowed you to enjoy a special and memorable day on the water. It was a pleasure having you on board, and we hope to welcome you back again!
via Viator
Unforgettable Sailing Day in Milos!
We had such an amazing experience on this private sailing tour! From the start, communication was excellent—they were on time, super friendly, and made us feel comfortable right away. Captain Evangelos and his colleague Stathis were both funny, easy to talk to, and really made the day enjoyable. They took us to so many beautiful spots around Milos, each more stunning than the last. The highlight was definitely the delicious Greek lunch they prepared onboard—it felt so authentic and thoughtful, and paired perfectly with the beautiful setting. This tour was the perfect mix of relaxation, fun, and discovery. We couldn’t have asked for a better way to explore Milos. Highly recommend this to anyone visiting the island—you’ll leave with unforgettable memories!
via Viator
Best sailing day !
What a wonderful day of sailing around Milos. Everything was perfect, Cpt Zafeiris was extremely sweet and attentive. We went to Kleftiko, jumped in the clear blue water and swam through the caves. After he brought us to smaller isolated beaches, where we enjoyed the sea without the crowd and a delicious Greek meal (restaurant quality). Through out the day, we had little snacks and open bar, nothing was missing. The sailboat is high end, beautiful, comfortable and spotless. I never give 5 stars but this trip deserves it.
via Tripadvisor
Beautiful, fun, and very safe — a must for visiting remote beaches
Beautiful, well appointed boat with expert skipper and one crew. Knowledgable and fun to be with. Food was excellent and ample time to snorkel or swim and explore Kleftiko and other beaches. Full day private. Only drawback was we had a rare day with no wind and we understand they only put the sails up on longer trips in general so it was the same as a motor launch service but the sailing “vibe” was still there. Just not the sails LOL.
via Tripadvisor
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $1,319 to $1,350
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 12
- Verdict
- Solid Choice
Who runs this experience
Operated by Oscar Private Sailing, who run 3 experiences we rank across 1 city, with an average Outty Ranking of 60.6.
See everything Oscar Private Sailing runsWhy this scores 64
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Daily Sailing Cruise to Discover the Highlights of Milos: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Milos.
How much does Private Daily Sailing Cruise to Discover the Highlights of Milos cost?
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Prices start at $1,319 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Milos usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Daily Sailing Cruise to Discover the Highlights of Milos take?
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Plan for about 8 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Milos is not rushed.
Is Private Daily Sailing Cruise to Discover the Highlights of Milos worth it?
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It holds an Outty Ranking of 64 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.9/5 across 35 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Milos, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Daily Sailing Cruise to Discover the Highlights of Milos?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Private Daily Sailing Cruise to Discover the Highlights of Milos suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Daily Sailing Cruise to Discover the Highlights of Milos?
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Around 12 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Milos can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Milos and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.
Where does Private Daily Sailing Cruise to Discover the Highlights of Milos start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Milos within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Milos?
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On Outty we rank every Milos experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Milos Small-Group Full-Day Cruise with Snorkelling and Lunch, Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ, CATAMARAN Kleftiko Poliegos & Round of Milos Lunch with Openbar. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Milos?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Milos?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Private Daily Sailing Cruise to Discover the Highlights of Milos?
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Included: Carbonated beverages; Bottled water; Alcoholic beverages; Snacks; and Lunch. Not included: Gratuities; and Serviettes de plage. Always check the voucher for the final list before you travel.
Where is the meeting point for Private Daily Sailing Cruise to Discover the Highlights of Milos?
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The meeting point will be next to the ferries in the port of Adamas, Milos. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.
What languages is Private Daily Sailing Cruise to Discover the Highlights of Milos offered in?
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It is offered in English and French. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Private Daily Sailing Cruise to Discover the Highlights of Milos?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Private Daily Sailing Cruise to Discover the Highlights of Milos wheelchair or stroller accessible?
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The operator notes: Infants are required to sit on an adult’s lap. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Private Daily Sailing Cruise to Discover the Highlights of Milos if the weather is bad?
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This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.
What do travelers say about Private Daily Sailing Cruise to Discover the Highlights of Milos?
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Across 35 reviews averaging 4.9 out of 5, recurring themes include food and drink, photo opportunities, small groups. The tastings and food stops are a highlight for most reviewers.
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