Review · MILOS SAILING TRIPS
Half day Catamaran Morning Cruise in Kleftiko
Sea, cliffs, and a memorable lunch await. This six-hour catamaran trip from Adamantas gives you a fine view of Milos from the water, with stops at Kalogries, Sikia, and Kleftiko. I especially like the small group size, capped at 18, and the care shown by captains Paul and George. I also like that the crew changes course when wind makes a planned stop unsafe. The main drawback is that rough weather can cancel the Kleftiko route or make the open-water ride uncomfortable.
The trip costs $174.20 per person. That is not a bargain-basement boat ride, but the price includes lunch, fruit salad, alcoholic and soft drinks, snorkeling gear, and about six hours on the water. If you want a simple swim stop and a quick look at the coast, this may feel long and costly. If you want a full day at sea without arranging meals or transport between beaches, the value is much better.
The best parts of this Milos boat trip

- Kleftiko by catamaran: Reach Milos’ famous old pirate bay from the water, where the cliffs and sea caves are at their most impressive.
- A small group of up to 18: The boat can feel social without the packed-deck feeling of a large excursion vessel.
- Lunch prepared on board: The meal receives unusually strong praise, with Greek dishes served after the Kleftiko swim.
- Three main water stops: Kalogries, Sikia, and Kleftiko give you several chances to swim and use the boat’s snorkeling equipment.
- A flexible crew: Paul and George adjust the route for wind and can offer an alternative plan when conditions prevent a safe visit to Kleftiko.
- A long half-day: The 9 a.m. departure returns around 3:15 p.m. or 3:30 p.m., so plan this as most of your day.
Setting sail from Adamantas at 9 a.m.

You meet at Milos Captain Black in Adamantas at 9 a.m. The trip ends back at the meeting point in the standard arrangement. It is also near public transport, which helps if you are staying elsewhere around the port.
The boat carries a maximum of 18 people. That matters on a six-hour outing. You have room to sit, move around, and find a place away from the wind. Past departures have carried about 12 to 16 people, while a full group of 18 still left enough space for everyone.
The first part of the trip is a scenic run along the coast. You pass Skinopi, Klima, Areti, and Fourkovouni. Klima is especially easy to recognize, with its colorful sirmata, the small fishermen’s houses built into the shore. These painted boat shelters are one of Milos’ most distinctive coastal sights, and they look different from the water than they do from the road above.
You also pass the Arkoudes, a group of lava rocks shaped like a bear. This is a quick sightseeing point rather than a swimming stop, but it gives the cruise some geological character. Milos was formed by strong volcanic activity, and the unusual rock shapes make more sense when you see them from sea level.
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Cape Vani and the open-water ride
The catamaran then heads toward Cape Vani, a dramatic point on the western side of Milos. The crew opens the sails when conditions allow, giving this section a quieter, more traditional sailing feel.
This is also where you should pay attention to the weather. Wind is part of the appeal of a sailing trip, but it can create spray, motion, and a bumpy ride across open water. One crew adjusted the route and seating choices to keep the trip more comfortable on a windy day. That flexibility is important, since the exact order of stops can change at the skipper’s discretion.
If you are prone to seasickness, take the possibility seriously. One person had strong motion sickness and could not enjoy the included meal. The supplied information does not specify medication, seating, or other seasickness arrangements, so you should prepare on your own before departure.
Kalogries Beach, clear water and the first swim

Kalogries is the first main swimming stop. The bay is known for clear water and works well for jumping from the catamaran, swimming, and using the provided snorkeling equipment.
You are served a fresh fruit salad here. It is best thought of as a light refreshment, not breakfast. One person expected more food early in the day and felt hungry before lunch, while the operator clarified that the offering is a full fruit salad rather than a breakfast service. Eat beforehand if you need a substantial morning meal.
The stop gives you time to enjoy the water without rushing straight from one photo point to the next. The boat’s position also lets you swim in places that are not accessible by car. That is one of the strongest reasons to choose a boat tour on Milos: some of the island’s best swimming spots are practical only from the sea.
The water can be cold in May, so the month of your visit matters. The tour runs in conditions that permit sailing, but water temperature is not controlled. Bring a towel and be ready for a swim that may feel refreshing rather than warm.
Sikia Cave and the roof opening

Next comes Sikia, a striking sea cave with a hole in its roof. You can see both the cave entrance and the circular opening above, a feature that gives the stop its appeal.
The boat’s route and the weather determine how closely you can approach. The itinerary describes Sikia as a place to see rather than promising a separate shore landing. That distinction matters. You should expect a boat-based look at the cave, followed by more time in the water later, not a long walk inside a cave.
Sikia works well as a change of pace. Kalogries is about open water and swimming; Sikia is about rock, shadow, and the shape of the coast. The crew also provides information about the island along the way, with Paul and George praised for explaining the area and pointing out interesting details.
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Kleftiko, the main reason to book

Kleftiko is the centerpiece of the cruise. Once used by pirates, this famous bay is filled with pale rock formations, sea caves, and sheltered water. From the catamaran, you get the view that makes Kleftiko famous: cliffs rising directly from the sea, with openings and passages shaped by wind and waves.
The crew guides you around the area after the boat arrives. You can swim, use the snorkeling equipment, and look into the water around the rocks. The exact experience depends on wind and sea conditions, so do not treat Kleftiko as guaranteed in every departure.
High winds have prevented the catamaran from reaching Kleftiko on some days. In that case, Paul has offered an alternative route and refunds for people who did not want to continue with the changed plan. An alternate itinerary may include four swimming stops instead, which can still make a very good day, but it is not the same experience as seeing Kleftiko.
This is the key practical point: book the cruise for the overall day at sea, not only for one named bay. If Kleftiko is the sole reason you are booking, check the forecast and keep your schedule flexible.
Lunch on board, the surprise strength

Lunch is served after the Kleftiko swim. It is prepared by the crew on the catamaran and includes an abundance of Greek dishes. The meal receives some of the strongest praise attached to this experience, with several people describing it as among their best meals in Greece.
The food is more than a basic packed lunch. It is served on board, in a cove, after time in the water. That setting adds real value to the price, especially since you are not spending another hour looking for a restaurant after returning to shore.
Drinks are included too. The package lists alcoholic beverages, and the experience also provides soft drinks, beer, and wine. A fruit salad comes earlier in the route. You should still eat something before meeting the boat if you need a hearty breakfast, since the first food service is light.
Food quality can vary from day to day, and dietary details are not provided. If you have allergies or strict dietary needs, ask the operator before booking rather than assuming the lunch will suit you.
Agia Kiriaki and the return to port

Agia Kiriaki appears as the final stop and disembarkation point in the combined half-day morning and full-day cruise arrangement. In that case, you leave by tender, and a van takes you back to Adamantas. The standard description also says the activity ends at the original meeting point.
This wording means you should confirm the exact return arrangement for your departure. The supplied schedule gives a return to Adamantas at about 3:15 p.m., while one account places the return closer to 3:30 p.m. Allow a little flexibility when planning a dinner reservation, ferry connection, or afternoon activity.
The timing is unusual for something called a half-day cruise. You leave around 9 a.m. and spend roughly six hours on the water. I would plan this as a full morning plus much of the afternoon, not as a short outing you can squeeze between breakfast and lunch.
Is $174.20 a fair price?

At $174.20 per person, this is a mid-to-high priced excursion. The value depends on how much of the package you would otherwise pay for separately.
You are getting:
- About six hours on a catamaran
- A maximum group size of 18
- Several coastal sightseeing points
- Swimming stops at places reached by boat
- Snorkeling equipment
- Fruit salad
- Lunch prepared on board
- Beer, wine, and soft drinks
- Crew guidance around Kleftiko
- A return to Adamantas, or transport back from Agia Kiriaki when that arrangement applies
A simple boat ride with no meal may cost less. But if you want a full day on the water, the lunch and drinks make the comparison more favorable. The small group also matters. A full group of 18 is not private, but it is far more manageable than a large ferry-style excursion.
I would consider it good value for couples, friends, and first-time visitors who want to see several coastal sights without renting a boat. It is less appealing if your main aim is quiet sailing, a private experience, or a guaranteed visit to Kleftiko.
Who should book this cruise?
I would recommend it to you if you want a mix of sightseeing, swimming, food, and easy logistics. You do not need to organize separate transport to remote beaches, find lunch, or work out how to reach Kleftiko from land.
It suits confident swimmers and people who enjoy getting into the sea from a boat. The itinerary includes swimming and snorkeling, but the supplied information does not promise a guided snorkeling lesson. You should be comfortable managing your own time in the water.
It also suits people who value a friendly crew. Paul and George receive repeated praise for their hospitality, island knowledge, and ability to keep people comfortable when the wind changes. That human element may matter as much as the scenery.
I would pause before booking if you dislike boat motion, need a guaranteed schedule, or are visiting during a period when cold water would spoil the day. The tour requires good weather and may be canceled or altered when conditions are poor.
Free cancellation is available up to 24 hours before departure for a full refund. If bad weather or an insufficient number of bookings cancels the trip, you are offered another date or a full refund.
Final verdict: a strong day at sea on Milos
You should book this cruise if you want the classic Milos coast in one well-organized outing. The crew, meal, and small group give it more personality than a basic sightseeing boat, while the stops at Kalogries, Sikia, and Kleftiko provide a satisfying range of scenery.
Keep your expectations realistic. This is a long, weather-dependent boat day, not a guaranteed Kleftiko transfer. Eat before you go, prepare for wind and possible motion, and leave your afternoon open. If you can accept those conditions, the combination of clear water, volcanic rock, several swims, and an excellent lunch makes this one of the better ways to spend a day around Milos.
FAQ
How long does the Milos catamaran cruise last?
The cruise lasts approximately six hours. It starts at 9 a.m. and is scheduled to return around 3:15 p.m., with some departures reaching port closer to 3:30 p.m.
Where does the cruise start?
You meet at Milos Captain Black in Adamantas, Milos, at 9 a.m.
Where does the cruise end?
The standard arrangement ends back at the meeting point in Adamantas. For the combined half-day morning and full-day cruise arrangement, disembarkation may take place at Agia Kiriaki, followed by van transport back to Adamantas.
Is lunch included?
Yes. A hearty lunch prepared by the crew is served on board after the Kleftiko swim.
Is breakfast included?
No breakfast is listed. A fresh fruit salad is served at Kalogries, so you may want to eat before departure if you need a full morning meal.
Are drinks included?
Yes. Complimentary alcoholic beverages are included, along with soft drinks, beer, and wine.
Is snorkeling equipment provided?
Yes. The boat provides snorkeling equipment for use during the swimming stops.
Can the cruise visit Kleftiko in all weather?
No. The itinerary can change based on weather and the skipper’s decision. High winds may prevent the boat from reaching Kleftiko, in which case an alternative route may be offered.
What is the cancellation policy?
You can cancel up to 24 hours before the start time for a full refund. Cancellations or changes made less than 24 hours before departure are not accepted for a refund. If poor weather or an insufficient number of bookings cancels the cruise, you are offered another date or a full refund.
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