
2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos
Traveler rating
5.0/5
Based on 10 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is 2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos worth booking?
2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos is a 48-hour experience in Milos, Greece, from $2891 per person. It scores 65 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 10 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 65 / 100
- Rating
- 5/5 (10)
- Duration
- 48 hours
- From
- $2891 per person
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
What you get
About this experience
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.
What's included
Included
- all boat expenses ,fuel taxes, berth fees
- Lunch
- Breakfast
Not included
- Gratuities
- Dinner
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
Pickup is available for selected locations. Pickup begins about 5 minutes before departure.
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
- el, 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
- 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
Photos






Good to know
- Duration
- 48 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Available for selected locations
- Booked in 30 days
- 4
- 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 65
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Milos.
How much does 2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos cost?
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Prices start at $2891 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 2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos take?
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Plan for about 48 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 2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos worth it?
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It holds an Outty Ranking of 65 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 10 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 2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos?
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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 2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 48-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book 2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos?
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Around 4 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 48-hour experience runs outdoors or after sunset.
Where does 2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos 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.
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