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Milos Luxury Sailboat Cruise to Kleftiko Bay with Meal and Drinks

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.

Milos Luxury Sailboat Cruise to Kleftiko Bay with Meal and Drinks

5 hours 30 minutesFree Cancellation

Milos Kleftiko Sailing Cruise with Lunch, Drinks & Snorkeling

Experience one of the best Milos boat tours with a sailing cruise to Kleftiko along the island’s stunning west coast. Departing from Adamas, sail past volcanic landscapes, hidden coves and sea caves, with multiple stops for swimming and snorkeling in crystal-clear waters. Visit Kleftiko, swim at Kalogries Beach and explore Sykia Cave, some of Milos’ most iconic locations. Relax on deck and enjoy breakfast, lunch, drinks, seasonal fruits and traditional sweets served on board. With a small-group setting and experienced local crew, this sailing cruise offers a comfortable and unforgettable way to discover Milos. Highlights Full-day experience (10:00–17:00) Visit Kleftiko, Sykia Cave & Kalogries Beach Swimming, snorkeling and cave exploration Breakfast, lunch, drinks, fruits & sweets included Small-group experience with local crew Important Note: The itinerary is indicative and may be adjusted depending on weather, sea conditions, or for the safe operation of the cruise.

Milos Kleftiko Sailing Cruise with Lunch, Drinks & Snorkeling

7 hoursFree Cancellation

Kleftiko

Milos Small-Group Full-Day Cruise with Snorkelling and Lunch

8 hoursFree Cancellation

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

9 to 10 hoursFree Cancellation

Milos & Poliegos Catamaran Cruise Homemade Full menu BBQ & Drinks

Milos & Poliegos Catamaran Cruise Homemade Full menu BBQ & Drinks

9 to 10 hoursFree Cancellation

Catamaran Full Day Cruise: Poliegos - Kleftiko

If you love the sea, if you seek to escape from the everyday routine, if you long for the intense emotions of nature, if you seek to broaden your horizons, then a catamaran sailing boat adventure is precisely what you want. Milos beauties are mostly hidden and unreachable by land. The catamaran will lead you to beautiful, pristine and isolated beaches, far from the hassle of the crowds. With this cruise, you will have the chance to discover most of the island coastlines and see the huge diversity of colours, caves and beaches Milos has to offer.

Catamaran Full Day Cruise: Poliegos - Kleftiko

9 hours 30 minutesFree Cancellation

Likely to Sell Out

Private Half Day Morning Cruise of Milos and Kleftiko

This private sailing cruise offers a premium, all-inclusive experience on a modern sailing yacht exclusively for you. With a dedicated captain and hostess on board, you enjoy personalized service, tailored itineraries, and complete privacy. Unlike group tours, this experience includes freshly prepared food, unlimited drinks, and access to secluded coves and hidden spots only a true sailing yacht can reach. A fully customized, luxurious day on the sea of Milos.

Private Half Day Morning Cruise of Milos and Kleftiko

6 hours 30 minutesFree Cancellation

Our 55-foot sailing yacht in Kleftiko

Round of Milos and Poliegos Sailing boat snorkelling cruise

9 hoursFree Cancellation

Catamaran Half Day Morning Cruise: Kleftiko

Catamaran Half Day Morning Cruise: Kleftiko

6 hoursFree Cancellation

Milos oneiro-kleftiko sailing experience with local guide

Milos is famed for its stunning, otherworldly coastal scenery, including the lunar-like Sarakiniko Beach— but the most impressive views aren’t reachable by land. On this small-group sailing tour, explore the island’s remoter west coast—a side of Milos most travelers miss—as you explore by boat. Along the way, listen to your skipper explain the island’s history and unique geology.

Milos oneiro-kleftiko sailing experience with local guide

7 hoursFree Cancellation

Half day Catamaran Morning Cruise in Kleftiko

Half day Catamaran Morning Cruise in Kleftiko

6 hoursFree Cancellation

Full Day Boat Tour Around Milos and Poliegos

Every side of the island has complete different things to offer you! There are caves and stories about pirates . There are huge piles of lava that have been standing there for thousands of years , longing to be admired and little fisherman villages ,like nothing else you have seen before, built by the water. Swimming in exotic colorful and transparent water with a completely different scenery each time we make a stop and it always goes with an open bar with drinks and beverages and a freshly cooked Mediterranean meal onboard . We provide you with snorkeling gear and a waterproof camera so you may take unique pictures for these wonderful memories that last forever ! Trust us as we love the water and what comes with it! We sail all year long as we can’t escape the passion of feeling the wind on our faces and the water under our feet and through the boat! Come fall in love with the island that still surprises each and everyone one of us and has been doing it for the past several years!

Full Day Boat Tour Around Milos and Poliegos

10 hoursFree Cancellation

Likely to Sell Out

Milos: Private SpeedBoat Tour—Kleftiko Sarakiniko Poliegos

[Up to 10 Guests] Private Cruise in Milos and across the Cyclades • Morning, Sunset, or Full Day options • Explore Kleftiko, Sarakiniko & more on a luxury open-yacht • Open bar and meals included Charter the entire yacht on a Private Cruise in Milos and the Cyclades, with three curated route options across Milos, Kimolos, and Poliegos. Our cruises cover more coastline than you'll find on a typical private charter. Your captain shapes the day around your preferences and confirms your meeting point 48 hours before departure. Hotel and villa pick-up available upon request. – Every route is tailor-made. Discuss your preferred stops and durations directly with your captain. Half-Day cruises include 5 to 6 stops over 5 hours, Full-Day cruises include 7 to 8 stops over 8 hours. Stops may be adjusted on the day based on conditions. Book your Private Cruise!

Milos: Private SpeedBoat Tour—Kleftiko Sarakiniko Poliegos

5 to 8 hoursFree Cancellation

Price varies by group size

Special Offer

Full Day Tour to Kleftiko, Firlingos and Poliegos Catamaran

Sailing across the coastline, we will pass by the traditional fishing villages of Skinopi, Klima with the colorful little houses – called “Sirmata”- built by the seaside, Areti and Fourkovouni.  Then, we will visit Arkoudes, a complex of lava rocks, which takes its name from its characteristic shape, of a bear.   Opening the sails, we are heading to the impressive Cape Vani and our first stop for a swim, the natural bay of Kalogries. Follows the stunning cave of Sikia, where we will be able to see the characteristic hole in its roof as well as the entrance of the cave.   The famous old pirate bay of Kleftiko is the next stop, where our crew will guide you to explore it !   Next will visit beach of Gerakas and its hot springs.   Then we will head to the largest uninhabited island of the Cyclades, Polyaigos. There we will swim in the "Blue Waters", an area with amazing turquoise waters.  Last stop for photography is Glaronisia (three volcanic islands).

Full Day Tour to Kleftiko, Firlingos and Poliegos Catamaran

10 hoursFree Cancellation

Full day sailing cruise on the West side of Milos island

Milos is renowned for its stunning Aegean coastlines, but many of the island’s most spectacular sights are only reachable from the water. Spend the day out on the open sea during this full-day small-group sailing and snorkeling excursion, covering Milos’ western side. Tours include five get-down stops, from the volcanic sands of Kleftiko Beach to the bay of Agios Dimitrios. Top it off with Breakfast, alcoholic drinks, and a traditional Greek lunch.

Full day sailing cruise on the West side of Milos island

9 hoursFree Cancellation

Half-Day Private Romantic Sailing Getaway to Kleftiko

Experience Milos’ south coast and the white cliffs and coves of Kleftiko in style on this surprisingly affordable private sailboat charter. Enjoy unlimited bottled water, soft drinks including Coca-Cola and Fanta, a bottle of chilled white wine, and snacks, with a tender to get you right into the caves and shower and restroom on board. Good for up to eight travelers, with a high-quality Bluetooth sound system for your favorite tracks.

Half-Day Private Romantic Sailing Getaway to Kleftiko

5 hoursFree Cancellation

Likely to Sell Out

Milos Luxury Catamaran Cruise to Kleftiko Bay with Lunch

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge, or dance under the open sky, you’ll always find your perfect spot. Soft, uplifting music sets a warm and joyful tone throughout the day. Between smiles and melodies, you’ll enjoy Greek snacks, a light brunch, and a delicious lunch — all included. Espresso, tea, water, soft drinks, protein shake, local Greek white wine and beer are available whenever you wish. For those seeking adventure, the sea becomes your playground. Try stand-up paddleboarding, explore underwater life with snorkeling gear, or simply drift on an inflatable noodle. And of course, our iconic pink flamingo float is always ready for your next unforgettable photo. Whether you're after excitement or gentle relaxation, there’s something for everyone.

Milos Luxury Catamaran Cruise to Kleftiko Bay with Lunch

5 hours 30 minutesFree Cancellation

Milos Sunset Catamaran Cruise to Kleftiko Bay with Meal & Drinks

With its caves and sea arches, Kleftiko Beach is one of Milos’ most in-demand locations. See it in style when you book this catamaran cruise, with meals, snacks, and drinks included plus snorkeling gear, fishing kit, pool noodles, and stand-up paddleboards (SUP) to entertain you. Choose between morning and sunset cruises, and upgrade to include transfers: You can also make lifetime memories with a private cruise just for your group.

Milos Sunset Catamaran Cruise to Kleftiko Bay with Meal & Drinks

5 hours 30 minutesFree Cancellation

Swimming noodles

Explore the stunning volcanic coastline of Milos—and enjoy three swim stops plus a stop in Kleftiko—during this full-day sailing excursion. Enjoy close-up views of Milos' attractions, from the colorful fishing village of Klima to the rock formations of Cape Vani. Other highlights include a swim and snorkel stop at the ancient pirate hideout of Kleftiko, and swimming at Kalogries Beach and Agios Dimitrios.

Sailing Boat Kleftiko and Sikia Cave West of Milos

9 hoursFree Cancellation

Sailingboat: Kleftiko & Poliegos Full Day with Lunch & Open bar

With its volcanic origins, dramatic scenery, and turquoise waters, Milos is one of Greece’s most spectacular islands—and this full-day yacht tour offers the perfect way to discover its highlights. Hop aboard your vessel at Adamas, and set sail. Admire colorful rock formations, visit numerous beaches (including Kleftiko Beach), enjoy meals and beverages, have free time to swim and snorkel, explore Poliegos Island, and more.

Sailingboat: Kleftiko & Poliegos Full Day with Lunch & Open bar

10 hoursFree Cancellation

kleftiko

Milos Sailing Tour with snorkeling and lunch

8 hoursFree Cancellation

Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos

Experience the magic of Milos on a luxury catamaran cruise designed for total comfort and adventure. Your journey begins at Adamantas, sailing first to the otherworldly lunar landscape of Sarakiniko for breathtaking photos of its famous white rocks. Next, dive into the electric blue waters of Galazia Nera on Polyegos Island, a hidden paradise known for its striking turquoise color. We continue to the tranquil Spathi Beach for a relaxing swim and a freshly prepared Greek lunch featuring organic, local ingredients. Afterwards, we reach the legendary Kleftiko, a former pirate hideout with towering cliffs and sea caves. Here, the sea becomes your playground – enjoy snorkeling, stand-up paddleboarding, or relaxing on our iconic pink flamingo. The return journey is equally spectacular. Capture photos of the majestic Sykia Cave and dramatic Cape Vani before sailing past the colorful "syrmata" boat garages of Klima village. With an open bar, professional crew, and elegant atmosphere.

Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos

9 hoursFree Cancellation

Catamaran Half Day Shared Kleftiko Trip

With its caves and sea arches, Kleftiko Beach is one of Milos’ most spectacular locations. See it from the best vantage point—on the water—when you join this half-day catamaran cruise with a photo opp by Sikia Beach’s cave and a swim stop at Kalogries Beach. A fresh-cooked meal keeps the hunger pangs away, while water, soft drinks, beer, and wine keep you hydrated. Snorkeling gear lets you see the seascapes up close.

Catamaran Half Day Shared Kleftiko Trip

5 hoursFree Cancellation

Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

9 to 10 hoursFree Cancellation

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