Tours/Milos/Half-Day Private Romantic Sailing Getaway to Kleftiko
Half-Day Private Romantic Sailing Getaway to Kleftiko
4.9(85)Milos5 hours
VIATOR4.9(46)TRIPADVISOR4.9(39)
+22 photos
At a glance
Duration
5 hours
Price from
$685 / person
Location
Milos, Greece
Rating
4.9 / 5 · 85 reviews
Languages
EN
Group
Private
Cancellation
Free cancellation up to 24 hours before
Confirmation
Instant
Ticket
Mobile or paper ticket accepted
Operator
Milos VIP Services
Meeting point
A member of our team will be waiting for you close to the entrance of Thalassopetra tavern in Agia Kyriaki beach. After welcoming you and introducing each other we walk towards the beach where our tender is ready to bring you on board and start the experience!
Description
The best custom sailing experience in Milos for the best price!
Come on board Veronica classic yacht and sail the south coast of the island with our crew and enjoy the most picturesque trip! A constantly changing scenery between colorful beaches, land rocks and sea stacks, all surrounded by any possible variety of color blue, makes cruising with Milos VIP Services an unforgettable sailing experience!
We stop at Kleftiko for a total of 90 minutes for swim and cave exploration but if you wish we can shorten the visit and go for swimming at one of the places we previously passed by on our way to Kleftiko!
Schedule & prices
Runs
Every day
Start times
8:30 AM, 9:00 AM, 2:00 PM, and 2:30 PM
Next available
Sat, Oct 10
Group price
$685 per group of up to 8
Prices change with the date; the lowest is shown.
From the operator’s live schedule on Viator, checked Oct 9.
Tour Options
5 Hour Sailing Getaway! 5 hours
Cave exploration with tender
Duration: 5 hours
Services include: We provide fresh water, soft drinks, snacks and a bottle of wine
Agia Kyriaki - Kleftiko
Itinerary
30 min
Gerakas is an impressive spot with rocky geological formation and can be reached only by boat. The water is crystal and if you agree for a stop you can jump from the boat for a swim while surrounded by a rocky and abrupt landscape.
Tsigrado Beach
Pass by
Tsigrado is a beach nestled between cliffs and known as the most secluded beach of Milos due to the difficulty it takes for visitors to reach coming from the land since the process of climbing down is not for the faint of heart. Keep in mind that during July & August the gulf of Tsigrado is getting really busy by sailing yachts and as a result we may have a stop for swim if you want in Firiplaka instead..
Firiplaka Beach
Pass by
Right next to the lovely beach of Tsigrado lies the superb beach of Firiplaka. It is a long beach with silver sand and huge colored rocks forming its coastline. The waters in Firiplaka are really exotic: crystalline and shallow green-blue, they never fail to enchant anyone who had the chance to swim in them.
Gerontas Beach
Pass by
The beach of Gerontas is another beach in Milos located in the southern part of the island. When you arrive at the beach, the landscape will surely reward you for your effort. You will face a small bay with fine white rocks around it, a natural bridge between the sea and land on the right, which will impress you and definitely become part of your photo album.
Kleftiko Beach
90 min
Kleftiko is a series of white volcanic rocks, sea level caves and sea stacks used by “Captain Tromaras” [=meaning the Scary Captain in Greek] and his brothers as a shelter and a base for their pirate ship. Here the caves are offered for safe passage and exploration.
The crystal clear water in combination with the underwater life and the volcanic rocks that have been carved through the years by the waves create one of the most beautiful wonders of nature worldwide
What's included
Included
Cheese plateau with fruits and breadsticks
Cave exploration with our tender
Bottled chilled white wine
Coca-Cola , Fanta , Carbonated Lemonade
WC & Shower On Board
Bottled water unlimited
High Quality sound system with Bluetooth connection for iOS or Android
Not included
Towels
WiFi
Traveller Ratings
Reviews collected by Viator and Tripadvisor
4.9
85 reviews
5
82
4
1
3
1
2
1
1
0
How it compares in Milos
No. 25 by number of reviews among 165 tours in Milos
Excurgo comparison of 165 Viator tours, recalculated daily.
Important Information
Infants are required to sit on an adult’s lap
Travelers should have at least a moderate level of physical fitness
Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
1+ days before100% refund
0–1 days before0% refund
Frequently asked questions
How long does Half-Day Private Romantic Sailing Getaway to Kleftiko take?
Half-Day Private Romantic Sailing Getaway to Kleftiko lasts about 5 hours. The itinerary has 5 stops.
How much does Half-Day Private Romantic Sailing Getaway to Kleftiko cost?
Prices start at $685 per person for this Milos experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
What days does Half-Day Private Romantic Sailing Getaway to Kleftiko run?
According to the operator’s current schedule, it runs every day, starting at 8:30 AM, 9:00 AM, 2:00 PM, and 2:30 PM.
Can I cancel Half-Day Private Romantic Sailing Getaway to Kleftiko for free?
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Where does the tour start?
The meeting point is A member of our team will be waiting for you close to the entrance of Thalassopetra tavern in Agia Kyriaki beach. After welcoming you and introducing each other we walk towards the beach where our tender is ready to bring you on board and start the experience! Hotel pickup is not part of this experience.
What languages is Half-Day Private Romantic Sailing Getaway to Kleftiko offered in?
The experience is available in EN.
Is this a private or a group tour?
It is a private experience: only your party takes part. Up to 15 travellers can book together.
Is the tour suitable for children?
Infants are required to sit on an adult’s lap
Will my booking be confirmed immediately?
Yes, bookings are confirmed instantly.
Is Half-Day Private Romantic Sailing Getaway to Kleftiko worth it?
Travellers rate it 4.9 out of 5 across 85 reviews on Viator and Tripadvisor; it is run by Milos VIP Services.
Reviews(85)
Reviews collected by Viator and Tripadvisor
E
ericmB4346RC
September 27, 2026 · via Tripadvisor
transparent and proactive
my review is going to be a little different. unfortunately we didnt go on our boat ride due to the potential for weather. dimitris was very transparent and honest when we showed up. he said we could go, but it was going to rain. he was kind and gave us space to discuss as obviously this was a big bummer. ultimately we decided not to go. dimitris was proactive in assuring us we’d get a full refund - which we did in under an hour. if hes this kind and thoughtful when he’s losing business, imagine how great he is when showing you milos by sea. i can’t recommend how he handled things enough
N
Natalie_Z
September 19, 2026 · via Viator
My boyfriend and I had an...
My boyfriend and I had an amazing experience on this boat tour. It felt very laid back as it was just us and the hosts were very accommodating and ensured we had an amazing time. Just a heads up - because of the winds, your tour could be moved to an earlier or later date so make sure to not make this tour the last day of your trip. Overall, I give a 5/5 for experience.
D
Dreamer19785277776
August 8, 2026 · via Tripadvisor
Amazing people who go above and beyond
We had this booked, but sadly the boat that was going to take us took damage the day before that needed repairs, meaning that our trip had to be canceled. But Dimitris was so kind and helpful that he arranged to get a replacement trip with another company that was cheaper and reached more stops. So while I didn't actually go on the tour that I'm giving 5 stars, the people are so nice. If you book with them, they will treat you right.
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Bryan_A
September 29, 2025 · via Viator
Incredible Private Sailing Experience
We had an incredible day sailing with Dimitris on his yacht Veronica. Dimitris was an excellent host and guide; he proactively communicated with me that he recommended starting our tour one hour later than scheduled because it would allow slight winds to settle down for ideal sailing conditions. He promptly met us at the designated time, took us to his yacht via a tender, and took us to many places on the island only accessible via boat. He took pride in ensuring we had a magical time, and he delivered on that. When we reached Kleftiko, one area was quite crowded with other boats, so Dimitris went to another area to anchor his yacht and took us via tender through the caves and cliffs to have an even better experience than we would have otherwise had. He provided white wine, an assortment of fresh fruit, and delicious cheeses and rusks for a snack. We swam, sunned on secluded beaches, explored caves, and enjoyed the sun and turquoise waters. I highly recommend sailing with Dimitris. He couldn’t have been nicer, more professional, more informative, or more fun. A private excursion with him is far superior to the other tour boats on the island that were crowded with dozens of people.
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willfG1972DN
September 1, 2025 · via Tripadvisor
BOOK THIS!!
Dimitrios is incredibly knowledgeable about all the spots. Highly recommend - my fiancé and I had an incredible time on the sunset cruise with him. 10/10 !!
K
kelly_S
August 20, 2025 · via Viator
This is a MUST
This is going to be one of the most memorable parts of our trip to Milos. Dimitris knew all the best spots and took amazing care of us the whole time. Make sure you book with him you will not regret it!
Operator response
Thank you so much, it was a real pleasure meeting you and hope to see you again in the future!!!
Kindest regards, Dimitris K.
O
olivia_m
July 29, 2025 · via Viator
Amazing time!
We had an awesome time on this boat ride! Jim and James were great captains, we had so much fun and the views were amazing. They took us to the caves on the little boat, which was an unreal experience. There were a few stops to other beaches where we got to swim and hangout. Trip was well worth it! Two of us were seasick and they were very nice and tried to help us as much as possible :) the wine and snacks were a great touch and we overall had the best time! Would definitely recommend.
Operator response
Thank you very much for your kind words!!! We hope to see you again in the future. Always have fun!!!
B
baileysJ8125XI
July 12, 2025 · via Tripadvisor
We had an amazing time!!
We had such an amazing time on this boat tour! The views were amazing and our captains were great. Would 100% recommend it to anyone visiting Milos
Operator response
Hello Bailey, I am Dimitris from Milos Vip Services. Thank you so much for your kind words!!! I hope to see you again some day in the future, it will be a delight.
Kindest regards, Dimitris K.
N
Nadean_L
July 7, 2025 · via Viator
Dissapointing and nothing like advertised. RIP OFF!
Nothing like advertised, Never once used the tender even though in the description of the tour it says “cave exploration with tender”. We asked for it a few times only to be told they couldn’t use it due to council laws. Didn’t even offer to take us in closed a little closer to shore. Hot wine! No ice in esky. Was told not to expect comforts of ice or cold wine due to it being a boat. We are boat people so we know how easy it is to get an esky of ice for drinks. Disgusting nibbles. A handful of bread sticks with tinned strawberry jam. Hot stinky cheese that wasn’t refrigerated and smelt off and hot watermelon. The whole thing was a rip off. Only good thing was the swimming, we should of paid for a cheap boat to get us out there to swim.
Operator response
Hello Nadean, I am Dimitris from Milos Vip Services. I am really sorry that we didn't meet your expectations. My answer to you should be all the great reviews we got before you this season and the past few seasons, but you talked about a "RIP OFF" and I am trying to understand why. The same price would cost to all 7 of you to get two small boats with skippers and fuel, with a few waters and beverages onboard and questionable shade. Instead you sat in our comfortable leather couches in the back of our yacht, fully shaded, enjoyed three bottles of chilled white wine that you asked and ate everything that we offered you, your pictures show that clearly. We serve our wine at the temp it should be inside the ice not with ice cubes inside the glass, this way you drink watered wine. Our cheese and water melon are stored in the yacht's electric fridge, at different temps to each other as they should be,because our fridge is even capable to make ice. You called it "Hot and stinky cheese and hot water melon" ,so please tell my why did you ate everything because I wouldn't if it was like you described it. Now for what I am truly sorry is that we couldn't take you on a ride with our tender around the caves of Kleftiko but that's not our fault at all and happens really rarely. You were unlucky at that and I am really sorry from our end but there was no other way around. The port authorities were at Kleftiko that day with their vessel, you saw them, and informed us that any approach to the rocks, cliffs and shores are prohibited because there was a high chance of landslide or rockslide. Safety first, we are responsible for that not you, orders from the port authorities that you cannot disobey secondly, was the reasons that you didn't get inside the caves with our tender and I am really sorry that this happened to you but it's unpredictable. We are sorry but we would never endanger your safety and health in any way and I believe that we acted professionally and with respect to our client in the end. I hope you read my answer to your mean review and do the right thing and correct the wrongs, we didn't deserve this words even from you.
Kindest regards, Dimitris K.
J
judith_l
July 6, 2025 · via Viator
Perfect day!
Met Dimitris and Dimitris at the Thalassopetra Taverna and that was just the beginning! A zodiac ride out to our boat for a half day tour. Perfect guides that are friendly, funny and knowledgeable. They were accommodating asking if we wanted to make additional stops. The zodiac was tuned behind to get us into the caves! Very cool…in more way than one! We stopped fur a dip and some wine and cheese and fruit. A truly perfect day. Give these two captains a shout and let them take you for a sail!
Operator response
Thank you very much for your kind words and we hope to see you again!!!
Kindest regards, Dimitris K.