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The sea caves and swimming spots around Milos and Polyaigos are hard to reach without a boat and someone who knows the coastline. Cruise out for a full day of swimming, snorkeling, and exploring the old pirate coves, with the route and timing handled for you. Snacks, lunch, and drinks are all provided on board, so you can turn up and settle in while the crew runs the day.
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Milos and Polyaigos Full Day Cruise with Meals and Snorkelling
9 to 10 hours
Free Cancellation
4.8
(370)
from
$148
Likely to Sell Out
Some of Milos’ most beautiful landscapes, from the stunning Sykia sea cave through to Kleftiko Beach with its white caves and coves, can only be reached by sea. See them aboard a Lagoon 400 S2 sailing catamaran with a small group on this full-day cruise. Enjoy stops at Gerakas beach and Galazia Nera at Poliegos and a traditional Greek lunch on board.
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Full-Day Small-Group Cruise in Milos & Poliegos with Lunch
9 to 10 hours
Free Cancellation
5.0
(376)
from
$249
Kleftiko Beach has some unique and distinctive rock formations that have led to the area being one of the most renowned tourist spots on the island of Milos. Hop aboard a boa from Agia Kiriaki Beach for a half-day tour of Kleftiko and other nearby spots, including the secluded beaches of Gerakas and Tsigrado.
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Milos Half-day Tour to Kleftiko
4 hours
Free Cancellation
4.8
(103)
from
$59
Hop in a kayak at Firiplaka Beach to explore the coastline of Milos island, where white sand shores and volcanic sea caves beg to be discovered. Led by a local guide, the tour follows a round-trip route to Tsigrado and Gerakas, two of the must-visit Milos beaches. You'll have time to swim, snorkel, and even snack on a traditional island treat, too.
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Kayaking Tour to the secrets of Milos
3 hours 30 minutes
Free Cancellation
5.0
(256)
from
$71
Semi-Private Cruise in Milos aboard the Raptor • Morning & Sunset Options • Explore Kleftiko, Sarakiniko & more on a luxury open-yacht • Open bar and meals included – Join a Small-Group Cruise in Milos aboard a luxury open-yacht with three curated route options across Milos, Kimolos, and Poliegos. Our cruises cover more coastline than you'll find on a typical day out. Our captain selects the best route for the day and confirms your meeting point 48 hours before departure. – Stops may be adjusted on the day based on conditions to ensure the best experience. Reserve your spot!
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Milos: Small Group Yacht Tour—Kleftiko Sarakiniko Poliegos
5 hours
Free Cancellation
4.9
(63)
from
$202
Join us on an unforgettable journey through the stunning landscapes, charming villages, and ancient wonders of Milos. With our luxury 8-seat Mercedes Vito, you’ll travel in air-conditioned comfort while uncovering secret spots and local favorites—guided by someone who truly knows and loves the island. Whether you’re into history, nature, local flavors, or just want to soak up the island’s laid-back atmosphere, our private tours feel less like sightseeing and more like a road trip with a local friend.
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Milos Van Tour With Local Guide
4 hours
Free Cancellation
5.0
(9)
from
$214
Price varies by group size
With its rugged arches and caves, Kleftiko Beach is one of Milos’ star attractions. Skip the long hike down and up and see it from the water on this intimate cruise with swim stops en route—and snorkeling gear included so you can make the most of the crystal waters. An open bar gets the party spirit flowing, while an authentic Greek lunch keeps you energized.
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Half day adventure to Kleftiko bay and Open Bar with Lunch
7 hours
Free Cancellation
5.0
(284)
from
$152
Special Offer
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.
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Catamaran Half Day Shared Kleftiko Trip
5 hours
Free Cancellation
4.9
(189)
from
$214
$180
Maximize time on Milos Island with a private sightseeing tour in an air-conditioned vehicle. Get picked up at your hotel or the address of your choice and set out on a half-day excursion to see top landmarks including Sarakiniko Beach and the picturesque fishing village of Mandrakia. Skip the hassle of driving or navigating and explore Firopotamos Beach and the colorful village of Klima at your own pace.
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Land Excursion Around Milos Island
4 hours
Free Cancellation
4.4
(14)
from
$380
Per group
Experience an exclusive Jeep safari through the untouched western part of Milos. With a small, semi-private group, every moment feels exclusive and unhurried. Our professional driver ensures you explore Milos safely and comfortably, sharing local knowledge, hidden spots, and captivating stories. During your adventure, you’ll enjoy a relaxing picnic break with drinks: water, soft drinks, wine, and beer – along with a fresh cheese platter, seasonal fruits, and light snacks. It’s a perfect moment to unwind, recharge, and savor the flavors of Milos before continuing your journey. The highlight of your tour is a secluded sunset spot in the wild, untouched western part of Milos. Sip a glass of wine as the sun casts golden light across the landscape. No crowds, no noise — just complete serenity and the magic of one of the island’s most remote corners. From the very first moment until the end of your tour, we ensure you feel comfortable, relaxed, and in safe hands.
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West Milos Jeep Adventure Hidden Beaches and Sunset Picnic
5 hours 30 minutes
Free Cancellation
5.0
(1)
from
$178
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.
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Milos oneiro-kleftiko sailing experience with local guide
7 hours
Free Cancellation
5.0
(441)
from
$166
Step aboard a premium catamaran and experience one of the best Milos boat tours to Kleftiko. Sail along Milos’ west coast, passing volcanic landscapes, hidden caves and turquoise bays, with multiple stops for swimming and snorkeling. Explore the iconic caves of Kleftiko, one of the island’s top highlights and a must-see on any Milos sailing cruise. Relax on spacious decks and enjoy breakfast, lunch and drinks on board. Snorkeling equipment, swimming noodles and an underwater camera are included. With a small group and a smooth, comfortable ride, this catamaran cruise offers a premium and unforgettable Milos sailing experience. Highlights Small-group sailing experience (up to 16 guests) Visit Kleftiko caves, Sykia & Kalogries Beach Swimming, snorkeling Breakfast, lunch, drinks, fruits & sweets included Experienced local skipper and crew Important Note: The itinerary is indicative and may be adjusted depending on weather, sea conditions, or for the safe operation of the cruise.
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Milos Kleftiko Catamaran Cruise with Lunch Drinks and Snorkeling
7 hours
Free Cancellation
5.0
(2)
from
$166
Special Offer
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).
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Full Day Tour to Kleftiko, Firlingos and Poliegos Catamaran
10 hours
Free Cancellation
5.0
(5)
from
$214
$192
Likely to Sell Out
Explore the Aegean island of Milos on this sailing excursion. Enjoy a small group experience with up to 12 passengers that includes visits to Cape Vani, Kalogries Beach, and Agios Dimitrios bay. Check out the caves of Kleftiko and Sykia by dinghy, go swimming and snorkeling, and relax by the sea. Enjoy complimentary lunch, snacks, drinks, access to snorkeling equipment, and GoPro photos.
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Milos Small-Group Full-Day Cruise with Snorkelling and Lunch
8 hours
Free Cancellation
5.0
(1,567)
from
$190
Special Offer
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.
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Sailing Boat Kleftiko and Sikia Cave West of Milos
9 hours
Free Cancellation
4.9
(236)
from
$166
$158
Planning the perfect boat day around Milos can mean comparing tours, packing supplies, and worrying about what’s included. This all-inclusive catamaran cruise simplifies it. Sail in comfort to standout spots such as Kleftiko and the turquoise waters of Galazia Nera, with meals, drinks, and snorkeling gear provided on board. With everything arranged in advance—and even photos captured for you—you can fully relax and enjoy the coastline instead of managing logistics.
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Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ
9 hours
Free Cancellation
5.0
(580)
from
$238
Likely to Sell Out
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.
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Half-Day Private Romantic Sailing Getaway to Kleftiko
5 hours
Free Cancellation
4.9
(83)
from
$748
Per group
Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves of the famous old pirate bay of Kleftiko and discovering a part of the South side.
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Catamaran Half Day Morning Cruise: Kleftiko
6 hours
Free Cancellation
4.8
(211)
from
$184
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.
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Milos Kleftiko Sailing Cruise with Lunch, Drinks & Snorkeling
7 hours
Free Cancellation
4.6
(10)
from
$131
Set sail on a traditional Greek fishing boat and uncover the stunning beauty of Milos with a unique cruise experience. Enjoy three swimming stops at picturesque locations, including Kalogries Beach's turquoise waters, the exploratory Sykia Cave, and the iconic pirate hideout of Kleftiko, known for its striking white rock formations. Participate in traditional fishing with provided gear and delight in a freshly cooked lunch featuring authentic Greek dishes, complemented by cold drinks. With a small group of just 12 guests, this tour promises an intimate and personal atmosphere. - Swim in the crystal-clear waters at three beautiful locations - Try your hand at fishing with provided rods and gear - Savor a freshly cooked lunch featuring traditional Greek dishes - Enjoy a cozy atmosphere with a maximum of 12 guests for a personal experience
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Private Boat Cruise to Kleftiko Swimming Fishing and Lunch
7 hours
5.0
(3)
from
$1,782
Per group
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.
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Catamaran Full Day Cruise: Poliegos - Kleftiko
9 hours 30 minutes
Free Cancellation
4.9
(96)
from
$249
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!
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Full Day Boat Tour Around Milos and Poliegos
10 hours
Free Cancellation
4.7
(7)
from
$190
See the coast of Milos minus the beachside crowds in one relaxing half-day boat trip from Agia Kiriaki. Ideal if you’re short on time, this half-day cruise includes time to swim in the calm waters of Gerontas Bay and Kleftiko, plus a scenic route past the blonde sands of Gerakas, Tsigrado, Firiplaka and Katergo beaches. Iced coffee, raki, and local treats are among the perks.
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Half Day Boat Tour to Kleftiko Milos
4 hours
Free Cancellation
4.6
(219)
from
$59
Experience the beauty of Milos aboard a luxury speedboat for up to 6 passengers — with a professional skipper included in the price. Enjoy a personalized sea adventure on a modern, fully equipped vessel designed for comfort and safety. With your experienced local captain at the helm (no extra charge), relax and discover the magic of the Aegean stress-free. Visit iconic spots like Kleftiko, swim in the crystal-clear waters of Sykia Cave, and explore secluded beaches and hidden caves accessible only by boat. Choose between a Full Day (9 hours) or Half Day (4,5 hours) option, tailored to your schedule. Included: Private luxury speedboat (up to 6 guests) Professional skipper included in the price Swimming stops & visits to Milos’ highlights Relax, explore, and create unforgettable memories on the water. ✨
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Discover the Aegean Luxury Speed Boat with Skipper in Milos
4 hours 30 minutes
Free Cancellation
5.0
(24
Operators
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from
$534
Per group
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