Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

If you’re visiting the Greek island of Milos, a boat trip isn’t just a nice add-on—it’s the highlight of many travelers’ trips. For about $184 per person, you get roughly six hours on a comfortable catamaran exploring some of Milos’s most famous spots, with plenty of swimming, snorkeling, and the chance to catch an unforgettable sunset. The cruise departs from Agia Kiriaki, and the main attraction is Kleftiko, the legendary pirate bay with crystal-clear waters and dramatic sea caves.

Two things we particularly like about this tour: First, the small group size (max 22 travelers) makes it feel intimate, helping everyone get personalized attention from the friendly crew. Second, the freshly prepared onboard meal—a real treat after a morning of swimming and exploring. That said, one thing to consider is the weather dependency—bad weather can lead to fewer stops or even cancellation, which is something to keep in mind if your trip coincides with windier days.

This tour suits travelers who love authentic, scenic experiences—those who want to see Milos from the water, enjoy a relaxed pace, and appreciate good food and drinks in a friendly setting. If you’re traveling with kids over 7 or have mobility issues, check the restrictions, but for most active travelers, it promises a memorable day.

Key Points

• Stunning scenery and snorkeling opportunities in Kleftiko
• Intimate group sizes for a more personalized experience
• Excellent onboard food and drinks, including wine and fresh fruit
• Flexible stops for swimming, exploring caves, and sightseeing
• Sunset cruise offers a perfect photo opportunity
• Weather-dependent activity that might be affected by conditions

An In-Depth Look at the Experience

The Starting Point and Embarkation

The adventure begins at Agia Kiriaki, where a tender boat whisks you out to the catamaran. From the moment we stepped aboard, the vibe was relaxed, and the boat’s size—only about 15-22 guests—immediately made it feel more like a friendly gathering than a crowded tour. The crew’s friendly, helpful attitude set the tone for the entire trip. You’ll want to arrive a little early to settle in, as the boat departs promptly at 3:00 pm, and being on time ensures you won’t miss the first stunning views.

First Stop: Kleftiko Beach

This is the star of the trip—Kleftiko—the old pirate bay famous for its authentic caves and transparent waters. The scenery here is jaw-dropping: towering limestone formations and caves that invite exploration. You’ll have about an hour and a half to swim, snorkel, and explore the caves. The crew guides you to the best spots, which is helpful for those unfamiliar with the area. Many reviews mention how easy it was to get in and out of the water, thanks to the well-designed boat and gentle access points.

We loved the way the crew took time to ensure everyone was comfortable and knew where to go. As one reviewer mentioned, “Swimming was great, and the food was superb,” highlighting how well-rounded the experience was. You’ll want your waterproof camera ready—these caves are perfect for photos, especially with the late afternoon light.

Second Stop: Kalogries Beach and the West Coast

Leaving Kleftiko, the boat sails along the coast, passing by iconic sites like Sykia Cave—noted for its collapsed ceiling—adding to the sense of being in a cinematic landscape. The next swimming stop at Kalogries Beach offers another chance to cool off and soak in the scenery. About 40 minutes, which feels just right for a quick dip, sunbathing, or relaxing on the boat.

Many travelers found this part of the cruise to be a highlight—beautiful waters, manageable crowds, and friendly crew making sure everyone got their turn for a swim. The general consensus is that the stops were well timed, and the crew kept the experience flowing smoothly.

The Bay of Cape Vani and Traditional Villages

As the boat turns around Cape Vani, you get a view of Arkoudes, lava formations resembling bears, which is a fun visual treat. The last leg of the cruise takes you past charming fishing villages like Skinopi, Klima, Areti, and Fourkovouni with their colorful, “Sirmata” houses—this is where the sunset magic happens.

About 30 minutes before dusk, the boat slows down, giving everyone a chance to enjoy the view of the sky changing colors. The crew often plays relaxed music, making this a perfect moment for photos and reflection. Several reviews mention that the sunset here is “immaculate” and “a real highlight,” making it a fitting finale to the day.

Food, Drinks, and Overall Atmosphere

What’s a Greek cruise without good food and drinks? Included in the tour are beverages, light refreshments, snacks, and alcohol, with wine and local spirits available. The onboard meal, prepared fresh by the crew, is consistently praised as delicious—some reviewers mention it as among the best they’ve had in Greece. Think fresh fruit salads, local wine, and tasty snacks that keep spirits high after a day of swimming.

The crew members are often singled out for their friendly and professional attitude. One reviewer said, “Paul was awesome,” highlighting how personalized and attentive the service was. They also mention how the smaller boat size made the experience feel more intimate and fun.

Weather and Timing

The tour is weather-dependent, with cancellations possible if conditions are poor. This is common with sea excursions, but the company offers full refunds or rescheduling if needed. It’s advisable to arrive a bit early for the start, especially during busy seasons, to get your preferred spot.

Who Will Love This Tour?

This cruise is ideal for travelers who appreciate scenic beauty, good food, and relaxed pace. It’s perfect for those who love to swim and snorkel in clear waters and are keen on catching a beautiful sunset. Families with children over 7, who are comfortable with water activities, will find it especially rewarding.

However, if you have mobility issues, the tour might not be suitable. Also, those wary of weather cancellations should keep flexible plans just in case.

Final Thoughts: Is it Worth It?

For around $184, you’re getting nearly six hours of stunning views, delicious food, and memorable swimming in some of the most iconic spots of Milos. The small group size, attentive crew, and picturesque stops make this a good value for those wanting an authentic, relaxing day at sea. The experience is well-organized, enjoyable, and offers plenty of opportunities to unwind and take in the scenery.

While weather can influence the day’s flow, most travelers agree that the highlights—Kleftiko caves, charming fishing villages, and the sunset—are worth the price. It’s especially suitable for those who enjoy guided exploration with a personal touch and a leisurely pace.

If you’re looking for a way to experience Milos beyond the beaches, this cruise offers a wonderful blend of adventure, comfort, and beauty. Just be sure to book in advance, arrive on time, and come prepared for a day of sunshine, sea, and spectacular views.

FAQ

Is this tour suitable for children?
Yes, children over 7 are generally considered suitable, as long as they are comfortable with water activities and boat trips.

What should I bring on the cruise?
Bring sun protection (hat, sunscreen), swimwear, a towel, waterproof camera, and maybe a light jacket for the sunset. The boat provides snorkeling equipment and refreshments.

Can I get vegetarian food onboard?
Yes, a vegetarian option is available, but it’s best to advise at the time of booking.

How long is the cruise?
The total experience lasts about 6 hours, including stops and sailing time.

What is included in the price?
You get beverages, light refreshments, snacks, snorkeling gear, coffee/tea, and alcoholic drinks.

Is there hotel pickup or drop-off?
No, the tour starts at the Milos Adventures meeting point in Adamantas. You’re responsible for your transportation there.

What happens if the weather is bad?
The tour is weather-dependent. If canceled, you’ll receive a full refund or the option to reschedule.

How many people are on the boat?
A maximum of 22 travelers ensures a more personalized experience.

What makes this cruise special compared to others?
Smaller group size, excellent food, friendly crew, and the chance to explore Kleftiko’s caves are key differentiators.

This Milos catamaran cruise to Kleftiko offers a perfect balance of scenic adventure, cultural charm, and relaxation—an experience worth setting aside a day for if you’re visiting the island.