Sailing around Milos delivers some of Greece’s most dramatic seascapes and best-value boat excursions. The must-do trip circles the island’s southwest coast to Kleftiko, where weathered volcanic formations create natural swimming pools perfect for snorkeling. Half-day catamarans offer good bang-for-buck, while full-day sailings add stops at pristine Poliegos island. Local operators stand out for their reliable service, authentic Greek lunches, and smart itineraries that dodge the crowds.
I especially love the sunset cruises that combine swimming spots with early evening light on the cliffs – they’re less crowded and cooler than midday trips. The 5-hour morning tours earn my vote for families, offering plenty of swim time without overtiring kids.
Let’s look at our favorite boat tours that showcase the best of Milos’ coastline.
Key Points
- Milos offers a variety of sailing experiences, including half-day catamaran cruises, full-day catamaran excursions, and Milos and Poliegos cruises.
- The sailing tours feature scenic highlights like the Kleftiko region, Poliegos Island, Sikia Cave, and traditional fishing villages.
- Guests consistently praise the professionalism of the crew, the quality of the food, and the flexibility of the itineraries.
- Most sailing tours include amenities such as lunch, snacks, beverages, snorkeling gear, and paddleboards, as well as onboard features like Bluetooth sound systems and WiFi.
- Sailing experiences in Milos cater to various group sizes, offer private options, and maintain high traveler recommendation rates, often exceeding 96%.
Half-Day Sunset Cruise Catamaran to Kleftiko With Lunch
For a memorable sunset experience in Milos, consider the half-day catamaran cruise to Kleftiko. This tour showcases the island’s volcanic landscapes, offering two beach stops, swimming, and snorkeling.
You’ll enjoy an all-inclusive lunch and a sunset cocktail aboard the catamaran, which can accommodate up to 22 passengers. The cruise includes transportation from Adamas to the boarding point and provides snorkeling gear, alcoholic and non-alcoholic beverages, and fresh snacks.
With a 5.0 rating from over 100 reviews, this cruise is highly recommended by travelers for its friendly crew, delicious food, and overall enjoyable experience. Some minor delays and limited captain interaction have been noted, but the overwhelming feedback is positive.
Read our full review: Half-Day Sunset Cruise Catamaran to Kleftiko With Lunch Review
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Adamantas: Milos Sightseeing Sailboat Cruise
Eager to explore Milos beyond its stunning sunset cruises? The Adamantas: Milos Sightseeing Sailboat Cruise offers an unforgettable 8-hour experience.
Priced from $169.41 per person, this small-group tour (limited to 10 participants) takes you on a journey to the island’s iconic landmarks, including the Catacombs of Milos and the Kleftiko caves.
Enjoy guided tours, swimming, snorkeling, and a homemade lunch with Greek tapas and local beverages. Despite potential weather changes, the crew ensures a well-organized experience.
With an impressive 4.9/5 rating based on 241 reviews, this cruise delivers on its promise of friendly guides, delicious food, and breathtaking scenery.
Accessibility is limited, but Covid protocols are in place for a safe sailing adventure.
Read our full review: Adamantas: Milos Sightseeing Sailboat Cruise Review
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Half-Day Morning Cruise Catamaran to Kleftiko With Lunch
Situated along the scenic coastline of Milos, the Half-Day Morning Cruise Catamaran to Kleftiko with Lunch offers an opportunity to learn about the island’s natural beauty.
Rated 4.9 out of 86 reviews, this highly recommended tour takes you to the stunning Kleftiko, Pollonia, and Klima.
Aboard a maximum of 22 travelers, you’ll enjoy a delightful breakfast, lunch, and beverages, including local wine.
Snorkeling equipment and an action camera are provided, allowing you to capture the breathtaking scenery.
While most travelers can participate, the tour isn’t wheelchair accessible.
Feedback suggests ensuring ample snorkeling gear and clear communication on sailing versus motoring to enhance the experience further.
Read our full review: Half-Day Morning Cruise Catamaran to Kleftiko With Lunch Review
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Catamaran Full Day Cruise
If you’re seeking a comprehensive sailing experience in Milos, the Catamaran Full Day Cruise is a must-consider option. Priced at $243.52 per person, this 10-hour excursion takes you on a journey past traditional fishing villages, with stops for swimming, diving, and exploring sea caves.
You’ll visit highlights like the Cave of Sikia and the stunning Kleftiko, enjoying a curated lunch onboard. The captain provides detailed explanations, and you’ll witness scenic views, including the sunset, as you return.
This tour isn’t recommended for those with heart problems or pregnant women, but it’s a fantastic way to experience Milos’ natural beauty from the water. Highly rated by previous travelers.
Read our full review: Catamaran Full Day Cruise Review
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Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos
For those seeking a smaller, more intimate sailing experience in Milos, the Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos tour is a fantastic option.
This full-day excursion takes you around Milos’ stunning volcanic coastline, with highlights including Kleftiko, Kalogries Beach, and Agios Dimitrios. Rated 4.9 out of 112 reviews, the tour is recommended by 96% of travelers.
You’ll enjoy three swim stops, snorkeling equipment, and a delicious on-board lunch cooked at Kleftiko. With a maximum of 18 travelers, you’ll experience an intimate atmosphere aboard the spacious boat.
Positive reviews praise the friendly crew, tasty food, and breathtaking scenery.
Read our full review: Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos Review
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From Adamas: Milos and Poliegos Catamaran Cruise With Lunch
Departing from the Port of Adamas in Milos, the Milos and Poliegos Catamaran Cruise with Lunch offers an immersive full-day journey through the stunning Aegean Sea.
Priced from $211.76 per person, this 9.5-hour experience includes a live English and Greek tour guide, free cancellation up to 24 hours in advance, and the option to reserve without upfront payment.
Highlights include swimming, snorkeling, and paddleboarding at picturesque beaches, exploring the famous Kleftiko caves, and enjoying a delectable BBQ lunch with vegan options.
Passengers rave about the exceptional food, friendly staff, and beautiful secluded locations visited, making this an unforgettable sailing adventure.
Read our full review: From Adamas: Milos and Poliegos Catamaran Cruise With Lunch Review
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Full Day Sailing Cruise on the West Side of Milos Island
Sailing along the west side of Milos island offers a full-day adventure exploring the island’s dramatic coastline and hidden gems.
This small-group cruise takes you to stunning locations like Kleftiko Beach and Agios Dimitrios, with stops for snorkeling and cliff jumping. The experience is consistently praised, with 97% of travelers recommending it and a Badge of Excellence awarded.
Enjoy a traditional Greek lunch, snacks, and beverages, all while taking in the breathtaking views. The itinerary adapts to weather conditions, ensuring a comfortable and pleasant experience.
Hosts Marion and Nikos are renowned for their hospitality and knowledge, making this cruise a highlight of any trip to Milos.
Read our full review: Full Day Sailing Cruise on the West Side of Milos Island Review
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Milos: Full Day Milos and Poliegos Catamaran Cruise
Set out on a captivating full-day catamaran cruise that explores the breathtaking coastlines of Milos and the nearby island of Poliegos. This excursion offers savings of up to 25%, with prices starting from $182.64 per person.
You’ll have the flexibility to cancel up to 24 hours in advance for a full refund. The itinerary includes swimming, snorkeling, and sightseeing at stunning locations like Kleftiko bay, Sykia Cave, and Gerakas Beach.
Enjoy a Greek lunch, local dishes, and complimentary drinks throughout the day. With hotel pickup and drop-off, as well as an English and Spanish-speaking guide, this all-inclusive cruise is a fantastic way to experience the natural beauty of the Aegean Sea.
Read our full review: Milos: Full Day Milos and Poliegos Catamaran Cruise Review
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Kleftiko Full Day Sailing Cruise With Snorkeling & Lunch
Venture out on a captivating full-day sailing excursion to explore the renowned Kleftiko region of Milos. This highly-rated cruise, recommended by 96% of travelers, offers an immersive experience with snorkeling, lunch, and more.
Enjoy the use of provided snorkeling equipment as you discover picturesque coves and caves. Savor a delicious meal, accompanied by refreshments including bottled water, soda, and alcoholic beverages.
The cruise accommodates up to 20 travelers and departs at 9:00 am from the Adamas Bus Stop. With a 4.8/5 rating and a Badge of Excellence, this cruise promises an unforgettable day of exploration and relaxation in the stunning Milos landscape.
Read our full review: Kleftiko Full Day Sailing Cruise With Snorkeling & Lunch Review
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Milos: Full-Day Catamaran Cruise to Poliegos and Kleftiko
The Milos: Full-Day Catamaran Cruise to Poliegos and Kleftiko offers a captivating way to explore the stunning islands off the coast of Milos.
Priced at Kč 5,268 per person, this 10-hour excursion takes you to the crystal-clear waters of Poliegos Island and the famous Kleftiko, known for its caves and pirate history.
Along the way, you’ll witness scenic views of fishing villages, lava rocks, and colorful houses.
The experience includes a delicious lunch of traditional Greek dishes, as well as snorkeling equipment and hotel pickup/drop-off.
With an impressive 4.9/5 rating from 135 reviews, this cruise promises an unforgettable day of swimming, sightseeing, and enjoying the natural beauty of Milos.
Read our full review: Milos: Full-Day Catamaran Cruise to Poliegos and Kleftiko Review
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Milos Sailing Tour With Snorkeling and Lunch
This Milos Sailing Tour with Snorkeling and Lunch offers a captivating way to explore the stunning islands and azure waters off the coast of Milos.
Rated 4.8 out of 5 stars with a 95% recommendation rate, this 9-hour experience accommodates up to 22 travelers and departs at 9:00 AM from the Port of Pollonia.
You’ll enjoy beverages, a delicious lunch, and the use of snorkeling equipment as you learn about the natural beauty of the region.
The knowledgeable crew provides an informative historical perspective, while the ample swimming opportunities allow you to truly experience the crystalline waters.
This highly recommended tour is an unforgettable way to discover the enchanting island of Milos.
Read our full review: Milos Sailing Tour With Snorkeling and Lunch Review
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Milos: Half-Day Morning Catamaran Cruise to Kleftiko
Set out on a captivating half-day morning catamaran cruise to the renowned Kleftiko region of Milos. Priced from $164.11 per person, this 6-hour tour departs from Adamas port at 9 am.
Sail along the coastline, passing traditional fishing villages, and visit natural wonders like Arkoudes, Cape Vani, and Sikia cave. Enjoy a full lunch with meat, seafood, and vegetarian options, along with snacks and beverages.
Snorkeling gear is provided, and you’ll have the chance to swim and snorkel at Kalogries and Kleftiko. With a 4.7/5 overall rating based on 223 reviews, this cruise offers an excellent way to experience Milos’ stunning natural beauty.
Read our full review: Milos: Half-Day Morning Catamaran Cruise to Kleftiko Review
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Catamaran Full Day Cruise: Poliegos – Kleftiko
For a captivating full-day catamaran adventure, set sail from Milos Adventures in Adamantas at 9:30 AM.
You’ll explore the islands of Poliegos and Kleftiko, with stops at Kalogries Beach, Kleftiko Beach, Gerakas, and Poliegos.
This cruise is recommended by 98% of travelers, with 84 reviews and a badge of excellence.
Enjoy snacks, lunch, breakfast, and beverages while taking in the stunning scenery.
The small group size of up to 22 travelers ensures a personalized experience.
Snorkeling equipment, life jackets, and pool noodles are provided, and dietary requirements are accommodated.
With a 4.9 overall rating, this is a must for your Milos sailing adventure.
Read our full review: Catamaran Full Day Cruise: Poliegos – Kleftiko Review
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Milos: Full-Day Catamaran Cruise With Paddle Board
Enjoy the captivating waters of Milos with a full-day catamaran cruise that includes the opportunity to paddle board. Priced from Kč 5,017 per person, this small-group experience aboard a spacious 41-foot catamaran takes you to stunning destinations like the Catacombs of Milos, Klima, and the famous Kleftiko.
Explore caves, snorkel in remote beaches, and enjoy Greek tapas, lunch, and an open bar. The cruise lasts 8 hours and includes free cancellation up to 24 hours in advance.
With an impressive 4.9/5 rating from over 56 reviews, this is a must-do activity for your Milos adventure.
Read our full review: Milos: Full-Day Catamaran Cruise With Paddle Board Review
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Milos Caves Snorkelling Catamaran Cruise in a Small Group
Discover the captivating caves and stunning scenery of Milos on this small-group catamaran cruise.
With a maximum of 12 passengers, you’ll enjoy an intimate experience as you sail around the island’s western shores.
Explore hidden coves, snorkel at the Sykia cave, and marvel at the Kleftiko rocks.
The catamaran offers ample space and shade, and you’ll savor homemade Greek tapas, fruits, and beverages during the day.
Snorkeling gear, lifejackets, and towels are provided, and you can even try stand-up paddleboarding.
With a 98% traveler recommendation and a Badge of Excellence, this cruise promises an unforgettable journey through Milos’ natural wonders.
Read our full review: Milos Caves Snorkelling Catamaran Cruise in a Small Group Review
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CATAMARAN Kleftiko Poliegos & Round of Milos Lunch With Open Bar
Set out on a captivating catamaran journey to Kleftiko, Poliegos, and around the enchanting island of Milos.
This 4.9-rated tour, recommended by 96% of travelers, offers an immersive experience with a maximum of 25 passengers.
Savor a hearty breakfast and a delectable on-board lunch, complemented by an open bar serving beer, wine, and soft drinks.
Explore the stunning swim spots and snorkel the crystal-clear waters using the provided equipment.
The crew’s professionalism and friendliness enhance the overall experience, while the itinerary’s flexibility ensures adaptability to weather conditions.
This tour is a must for those seeking an unforgettable sailing adventure in Milos.
Read our full review: CATAMARAN Kleftiko Poliegos & Round of Milos Lunch With Open Bar Review
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Best of Milos and Poliegos Catamaran Snorkelling Cruise With BBQ
This captivating catamaran cruise takes you on an unforgettable journey through the stunning landscapes of Milos and Poliegos.
Recommended by 100% of travelers, this top-rated tour offers an array of inclusions, from freshly prepared Greek tapas and an open bar to a mouthwatering BBQ lunch with vegan options.
Snorkel in the crystal-clear waters, paddle board, or simply relax and soak in the breathtaking views.
The friendly crew, known for their exceptional service and hospitality, will ensure a truly memorable experience.
With transfers, Wi-Fi, and underwater photography, this cruise seamlessly combines adventure and comfort for an unparalleled day in the Greek islands.
Read our full review: Best of Milos and Poliegos Catamaran Snorkelling Cruise With BBQ Review
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Catamaran Half Day Morning Cruise: Kleftiko
Set sail on a captivating half-day morning cruise that whisks you away to the mesmerizing Kleftiko region of Milos.
Departing at 9:00 AM, you’ll embark on a 5-6 hour tour with a maximum of 22 travelers. Savor a buffet lunch, breakfast, and refreshments as you take in the stunning coastal vistas.
Swim in the crystal-clear waters and explore the unique geological formations.
While most guests rave about the delicious food and friendly crew, some felt the tour duration was shorter than advertised or were disappointed by not visiting certain sites.
Nevertheless, with a 96% recommendation rate and a Badge of Excellence, this cruise promises an unforgettable experience.
Read our full review: Catamaran Half Day Morning Cruise: Kleftiko Review
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Half-Day Private Romantic Sailing Getaway to Kleftiko
Escape the crowds and set sail on a private half-day romantic getaway to the captivating Kleftiko region of Milos. This highly-rated experience offers a 99% traveler recommendation, with a Badge of Excellence.
Depart from Agia Kyriaki Beach and explore Milos’ stunning south coast, including the iconic white cliffs and sea caves of Kleftiko.
Enjoy onboard amenities like a Bluetooth sound system, WiFi, and a tender boat for cave exploration. Savor a cheese plateau with fruits and breadsticks, along with unlimited beverages including a chilled white wine.
With a flexible itinerary, this is an ideal choice for honeymooners and anniversary celebrations.
Read our full review: Half-Day Private Romantic Sailing Getaway to Kleftiko Review
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Private Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko
Milos’ stunning coastline sets the stage for an unforgettable Private Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko.
This 3-hour cruise takes you along the island’s picturesque shores, providing opportunities to swim, snorkel, and explore remote beaches and fishing villages.
Savor a delicious lunch and beverages as you soak in the breathtaking scenery, which includes the famous Kleftiko rock formations.
The cruise is highly recommended by past travelers, who praise the attentive crew and personalized service.
Whether you’re looking for a romantic getaway or a memorable adventure, this catamaran cruise is a must-do activity in Milos.
Read our full review: Private Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko Review
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The Sum Up
Milos offers a variety of sailing experiences to suit different budgets and preferences. Whether you’re looking for a half-day cruise, a full-day excursion, or a private romantic getaway, you’ll find options that provide stunning views, opportunities to explore Milos’ natural wonders, and a chance to enjoy delicious local cuisine. With so many exceptional sailing tours available, you’re sure to create unforgettable memories on the beautiful waters surrounding Milos.