Milos Luxury Sailboat Cruise to Kleftiko Bay with Meal and Drinks
Overview
Available languages
5 hours 30 minutes
Mobile ticket
Set sail on an unforgettable luxury cruise aboard a Jeanneau 57 sailing yacht and discover legendary Kleftiko, one of Milos’ most iconic natural wonders. Departing from Adamas Port, this experience blends relaxation, adventure, and local storytelling in true Cycladic style.
Sail along the stunning coastline, passing colorful Klima and the impressive Sykia Cave before reaching Kleftiko’s dramatic white rock formations, sea caves, and crystal-clear turquoise waters. Once a pirate hideout, the area is rich in history and volcanic beauty, with fascinating stories shared by your skipper along the way.
Anchor in secluded coves for swimming, snorkeling, and stand-up paddleboarding, with time to explore caves and arches from the water. Back on board, enjoy a freshly prepared Mediterranean meal with unlimited drinks as you relax in comfort.
Designed for small groups and authentic island vibes, this cruise is perfect for couples, friends, and travelers seeking a refined yet fun sea adventure.
Additional Info
Infants are required to sit on an adult’s lap
Not recommended for pregnant travelers
Public transportation options are available nearby
Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Klima
Tucked between sea and sky on the island of Milos, Klima is a postcard-perfect fishing village where time seems to stand still. Along the waterfront, brightly painted “syrmata” — traditional fishermen’s houses with boat garages at sea level — reflect in the crystal-clear Aegean waters, creating one of the most photographed scenes in the Cyclades. Once home to generations of local fishermen, Klima still carries the quiet rhythm of island life. As the sun begins to set, the colorful doors glow in golden light, and the village transforms into a serene, romantic escape. A visit here is not just a stop for photos — it’s a step into the authentic soul of Milos.
Sykia beach
Hidden along the southern coast of Milos, Sykia Cave is one of the island’s most breathtaking natural wonders. This spectacular sea cave features a collapsed roof that allows sunlight to pour dramatically into the turquoise waters below, creating an almost otherworldly glow. Accessible only by boat, Sykia feels like a secret sanctuary carved by nature itself. Swim in its calm, crystal-clear waters, float beneath the open sky framed by towering rock walls, and experience one of Milos’ most iconic and unforgettable landscapes.
What‘s Included
Soda/Pop
Shrimp Linguini. Truffle risotto. Greek salad. Various Cretan appetizers. A variety of tropical fruits.
Use of Stand-up paddle board (SUP)
Use of Snorkelling equipment
All Fees and Taxes
Fuel
White wine, Beer
Restroom on board
Swim stop
Towels
Options
Sailing Trip from Adamas port
Meet our crew at the meeting point at the port of Adamas
Reviews
8 reviews
Total reviews and rating from Viator & Tripadvisor
Amazing Experience
Curiosity61323234692,May 20, 2026
- Review from Tripadvisor
5.00Such an amazing trip! Beautiful boat, relaxed schedule, fantastic crew. A highlight of our Greece trip. We would book this sailboat tour again in a heartbeat!
Amazing boat day with delicious food!
T680KNsofiab,May 19, 2026
- Review from Tripadvisor
5.00Such an amazing day out! The guides were super friendly and had great knowledge of the island and the caves. The swim stop was beautiful and the food was perfect. The crew were always topping us up with drinks and snacks, you definitely get your moneys worth! Would highly recommend :)
Beautiful sunset cruise
A7064GHjasminh,May 18, 2026
- Review from Tripadvisor
5.00We had a wonderful time and highly recommend this trip ☺️
All-inclusive boat tour/cruise
helenhK8343CO,May 11, 2026
- Review from Tripadvisor
5.00Amazing experience with great hosts! They were super accommodating and informative + helpful. We had ample fruit, drinks, snacks, and a full authentic Greek meal to boot. On board there was also paddle boards and scuba gear which we used in our 1 hour docking in Kleftiko. The boat itself was clean and there is plenty of space to sit, lay down, and relax (both under cover and above). I was worried about the bathroom before getting on but I had no reason to worry (tbf someone messed up the guest bathroom before so we were using the owner’s bathroom). There was also a little bit of trouble finding the boat at first but we just had to walk further down the dock to find it. Just to note about sailing in general is the strong wind which can blow anything light overboard as well as the gear on the boat when walking around. Super lovely trip though and I would highly highly recommend, along with Cretan as well.
Just go for it!
D6234UGmariap,May 9, 2026
- Review from Tripadvisor
5.00An amazing day sailing to Kleftiko Bay! Everything about this cruise exceeded our expectations. The crew was welcoming, attentive, and made the whole trip feel fun and relaxing from the moment we stepped onboard. Kleftiko is absolutely magical — the water is unbelievably clear and the caves and rock formations are spectacular. We had plenty of time to swim, snorkel, and enjoy the beautiful surroundings. The boat was very comfortable, the lunch onboard was delicious, and the overall atmosphere was perfect for a relaxing day at sea. You can really tell the team cares about giving guests a great experience. If you’re visiting Milos, this cruise is a must-do. One of the best experiences of our trip!
The best experience in milos
Escape00707453545,May 9, 2026
- Review from Tripadvisor
5.00We had an absolutely unforgettable sailing cruise to Kleftiko Bay! The entire experience was perfectly organized from start to finish. The crew was incredibly friendly, professional, and made everyone feel welcome on board. The scenery around Kleftiko is simply breathtaking — crystal-clear turquoise waters, stunning white rock formations, and amazing spots for swimming and snorkeling. The boat was clean and comfortable, and the atmosphere was relaxing and enjoyable throughout the trip. The food and drinks onboard were also excellent and added even more to the experience. It was truly one of the highlights of our vacation in Greece. Highly recommended for anyone visiting Milos and looking for a unique and memorable day at sea. We would definitely do it again!
Amazing cruise to kleftiko
Q827XD,May 9, 2026
- Review from Tripadvisor
5.00Amazing half day experience! The crew was very welcoming and the views were just stunning. The food was also absolutely delicious.
Experience at the top!...
Bamini A,May 8, 2026
- Review from Viator
5.00Experience at the top! The boat tour was beautiful, with swimming stops. Everything was perfectly organized. The food was delicious, fresh and generous — a real treat throughout the day! ☀️🍴 And above all, a huge thank you to the skipper and Georgios who were adorable and very attentive. An experience I recommend 100%!
From €120.00
Want a private experience? Upgrade to a private tour
Related Experiences
Operated by Cretan Sailing Cruises