Sailing around Milos delivers Greece’s most dramatic volcanic coastline views, with the island’s famous white cliffs and hidden caves best seen from the water. The must-do excursion is a full-day catamaran cruise to Kleftiko, where towering rock formations and crystal-clear waters create a natural wonderland. Small-group tours (maximum 10 people) offer the most comfortable experience, while private charters provide ultimate flexibility. The top operators combine swimming stops at remote beaches with traditional Greek lunches featuring fresh seafood and local wines. For the best value, we especially recommend the 6-hour afternoon cruises that include sunset viewing.

Check out our tested and approved sailing tours below.

Key Points

  1. Variety of sailing tours available in Milos, including full-day, half-day, private, and group options with maximum capacities ranging from 10 to 22 guests per tour.

  2. Highly rated sailing experiences that showcase the island’s stunning coastlines, unique volcanic landscapes, and traditional fishing villages, with activities like snorkeling and swimming.

  3. Personalized sailing experiences with small group tours, some achieving 99% recommendation rates, and praised for their friendly and engaging crew members.

  4. Culinary highlights featuring homemade meals with local cuisine, BBQ options, and special dietary accommodations, complemented by unlimited beverages and snacks.

  5. Consistently high guest satisfaction, with tours receiving 5-star reviews for their food, scenery, and exceptional crew service, despite some minor issues noted in reviews.

Milos Sailing Tour With Snorkeling and Lunch

Milos Sailing Tour With Snorkeling and Lunch

On a sunny morning in Milos, travelers embark on a captivating sailing tour that promises a delightful blend of sightseeing, snorkeling, and a delicious lunch.

This 9-hour experience accommodates up to 22 guests, offering hotel pickup and drop-off at Pollonia Port. The tour includes a range of culinary delights, from brunch to afternoon tea, complemented by alcoholic and non-alcoholic beverages.

Snorkeling equipment is provided, allowing guests to explore the stunning underwater world.

While the tour generally receives excellent reviews, some travelers have noted occasional issues with organization and communication.

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Adamantas: Milos Sightseeing Sailboat Cruise

Adamantas: Milos Sightseeing Sailboat Cruise

Milos’ picturesque harbor of Adamantas sets the stage for this captivating sightseeing sailboat cruise. Priced at €160 per person, this 8-hour adventure accommodates up to 10 participants, offering tours in English and Greek.

Key highlights include photo stops at the Catacombs of Milos, Klima, and Akra Vani, as well as opportunities for breakfast, snorkeling, and lunch at destinations like Kalogries Beach and Kleftiko.

With an experienced skipper and crew, the cruise provides homemade meals, beverages, and photography equipment. Guests can expect an engaging experience, as evidenced by the 4.9/5 rating based on 241 reviews praising the friendly guides and diverse activities.

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Best of Milos and Poliegos Catamaran Snorkelling Cruise With BBQ

Best of Milos and Poliegos Catamaran Snorkelling Cruise With BBQ

The “Best of Milos and Poliegos Catamaran Snorkelling Cruise With BBQ” offers a full-day adventure exploring the breathtaking coastlines of these two idyllic Greek islands.

With a maximum of 20 travelers, this highly-rated tour (100% recommended) provides an intimate and personalized experience. Guests can enjoy a delicious BBQ lunch with vegan options, an open bar, and the opportunity to snorkel in stunning locations.

The crew is praised for their friendly and engaging service, and travelers can even receive underwater photos taken with a GoPro camera.

The itinerary is subject to change due to weather, but the incredible scenery and memorable experiences make this cruise a must-do activity in Milos.

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Milos: Half-Day Morning Catamaran Cruise to Kleftiko

Milos: Half-Day Morning Catamaran Cruise to Kleftiko

This half-day morning catamaran cruise to Kleftiko offers travelers a chance to discover the stunning coastlines and hidden gems of the idyllic Greek island of Milos.

Priced at Kč 3,890 per person, the 6-hour excursion departs from Adamas port at 9 AM, sailing past traditional fishing villages and visiting sites like the Arkoudes rock formation and Kalogries beach.

The highlight is swimming and snorkeling at the renowned Kleftiko bay, known for its white rocks and caves. A curated onboard lunch with local dishes is included, along with snorkeling gear and hotel transfers.

With a 4.7/5 rating and rave reviews, this cruise is a must-do for those seeking an unforgettable Milos experience.

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Kleftiko Full Day Sailing Cruise With Snorkeling & Lunch

Kleftiko Full Day Sailing Cruise With Snorkeling & Lunch

Exploring the alluring Kleftiko coves, this full-day sailing cruise offers travelers an immersive experience in Milos’ stunning coastal landscapes.

Operated by Excellent Yachting, the tour accommodates a maximum of 20 people and boasts a 96% traveler recommendation.

Highlights include snorkeling in turquoise waters, swimming in caves, and accessing hard-to-reach beaches.

The tour includes lunch, snacks, and beverages, as well as the use of snorkeling equipment.

Travelers can opt for private transportation and enjoy free cancellation up to 24 hours prior.

With its knowledgeable guides, top-rated reviews, and variety of activities, this Kleftiko cruise is an excellent choice for those seeking a comprehensive sailing adventure in Milos.

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Milos: Full-Day Catamaran Cruise With Paddle Board

Milos: Full-Day Catamaran Cruise With Paddle Board

Embarking on a full-day catamaran cruise, travelers can discover Milos’ captivating coastline and hidden gems. Priced from €200.00 per person, this 8-hour small-group experience aboard a spacious 41-foot catamaran offers a chance to explore the island’s highlights, including the Catacombs of Milos, Klima, and Akra Vani.

Guests can swim, snorkel, and paddle board at remote beaches and the iconic Kleftiko, while enjoying Greek tapas, lunch, and drinks onboard. The crew’s friendliness and professionalism contribute to an engaging and family-friendly atmosphere.

With a 4.9/5 rating based on 56 reviews, this cruise promises unforgettable memories and a chance to immerse in Milos’ natural beauty.

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Half-Day Private Romantic Sailing Getaway to Kleftiko

Half-Day Private Romantic Sailing Getaway to Kleftiko

Milos’ south coast beckons travelers with its dramatic white cliffs and captivating Kleftiko caves, accessible only by boat.

The Half-Day Private Romantic Sailing Getaway to Kleftiko offers an intimate experience to explore this unique landscape. Guests can sail from Agia Kyriaki to the Kleftiko area, where they’ll have the opportunity to go ashore and discover the caves.

The tour includes a cheese platter, unlimited beverages, and a bottle of chilled white wine. With a maximum of 8 travelers, the private sailboat charter ensures a personalized and relaxed atmosphere, perfect for couples or small groups.

Highly praised for its friendly crew, beautiful scenery, and overall exceptional value, this sailing adventure is a highlight of any Milos visit.

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Milos: Full-Day Catamaran Cruise to Poliegos and Kleftiko

Milos: Full-Day Catamaran Cruise to Poliegos and Kleftiko

This full-day catamaran cruise takes travelers on a captivating journey to the islands of Poliegos and Kleftiko, showcasing Milos’ stunning natural beauty.

Priced from €210 per person, the 10-hour experience allows visitors to swim in Poliegos’ clear waters, discover unique beaches, and explore the caves of Kleftiko.

Along the way, they’ll enjoy scenic views of traditional fishing villages, lava rocks, and colorful houses.

The cruise includes snacks, drinks, lunch, and snorkeling equipment, with special meal requests accommodated.

While not suitable for children under 7, pregnant women, or wheelchair users, the cruise earns rave reviews for its knowledgeable guides, quality service, and well-organized itinerary.

Read our full review: Milos: Full-Day Catamaran Cruise to Poliegos and Kleftiko Review
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Full Day Sailing Cruise on the West Side of Milos Island

Full Day Sailing Cruise on the West Side of Milos Island

Departing from the picturesque Adamas port, travelers can enjoy a full-day sailing adventure along the western coast of Milos Island.

This highly-rated cruise, with a maximum of 14 guests, offers an intimate experience showcasing the island’s natural beauty. Visitors can swim, snorkel, and explore sea caves at destinations like Kleftiko, Tsigrado beach, and Sarakiniko bay.

The knowledgeable hosts, Marion and Nikos, are praised for their hospitality and delicious homemade meals featuring local Greek cuisine.

With a 97% traveler recommendation and a Badge of Excellence, this sailing excursion is an unforgettable way to discover the stunning landscapes and crystal-clear waters of Milos.

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Milos: Full Day Milos and Poliegos Catamaran Cruise

Milos: Full Day Milos and Poliegos Catamaran Cruise

Travelers can embark on a full-day catamaran cruise exploring the stunning islands of Milos and Poliegos. Priced from €172.50 per person, it offers exceptional value with a 25% discount.

The experience includes a live tour guide, opportunities to swim, snorkel, and sunbathe at beautiful bays, and exploration of the Kleftiko caves with their pirate history. Guests will savor traditional Greek cuisine, including breakfast and lunch, along with beverages.

The cruise departs at 8:30 AM and visits key locations like Agathia Beach, Kleftiko, Gerakas Beach, and Poliegos.

With an overall rating of 4.7/5 from 40 reviews, this cruise is a must-do for those seeking an unforgettable day on the waters around Milos.

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Catamaran Half Day Morning Cruise: Kleftiko

Catamaran Half Day Morning Cruise: Kleftiko

A captivating half-day catamaran cruise allows guests to explore the renowned Kleftiko region of Milos.

This highly-rated 5-hour experience departs from Milos Adventures at 9 AM, transporting passengers to the stunning Agia Kiriaki Beach by 4 PM.

Along the way, travelers can swim, snorkel, and sunbathe, while enjoying a delightful buffet lunch and complimentary beverages.

With a maximum capacity of 22, the cruise offers an intimate and personalized setting.

Reviewers praise the knowledgeable crew, delicious food, and breathtaking scenery.

Though not suitable for young children or those with mobility issues, the Kleftiko cruise is an excellent choice for travelers seeking a memorable day on the Aegean Sea.

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From Adamas: Milos and Poliegos Catamaran Cruise With Lunch

From Adamas: Milos and Poliegos Catamaran Cruise With Lunch

The Milos and Poliegos Catamaran Cruise With Lunch departs from the Port of Adamas, inviting guests on a 9.5-hour exploration of the stunning Aegean Sea.

Priced from $211.37 per person, the tour includes snorkeling, a BBQ lunch, and activities like swimming and paddleboarding.

Travelers will visit notable sites like Kleftiko, Gerakas Beach, and Sykia Cave, with the flexibility to adjust the itinerary based on weather conditions.

The spacious 44-foot catamaran offers shaded seating, an open bar, and GoPro photography.

With an excellent 4.9/5 rating from 46 reviews, this cruise promises a personalized experience highlighting Milos’ natural beauty.

Read our full review: From Adamas: Milos and Poliegos Catamaran Cruise With Lunch Review
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CATAMARAN Kleftiko Poliegos & Round of Milos Lunch With Openbar

CATAMARAN Kleftiko Poliegos & Round of Milos Lunch With Openbar

Embarking on a captivating catamaran excursion, guests can explore the stunning Kleftiko, Poliegos, and the full circumference of Milos while indulging in a delectable lunch with an open bar.

Operated by Odysseus A. Yacht Cruises, this tour accommodates a maximum of 25 travelers and boasts an impressive 96% traveler recommendation.

The menu includes a hearty breakfast, a freshly cooked Greek-inspired lunch, and an afternoon snack, complemented by a variety of beverages.

Amenities such as snorkeling equipment, towels, sunscreen, and hats are provided, ensuring a comfortable and convenient experience.

With consistently positive reviews highlighting the amazing food, attentive staff, and stunning scenery, this catamaran tour offers an unforgettable sailing adventure in Milos.

Read our full review: CATAMARAN Kleftiko Poliegos & Round of Milos Lunch With Openbar Review
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Catamaran Full Day Cruise

Catamaran Full Day Cruise

Departing from Milos Adventures in Adamas port at 8:30 a.m., this full-day catamaran cruise offers a comprehensive exploration of Milos’ stunning coastline and hidden gems.

Priced from $243.08 per person, the 10-hour tour includes stops at traditional fishing villages, the Arkoudes lava rock complex, and the renowned Kleftiko sea caves, where guests can swim and snorkel.

A curated lunch is served on board, and the attentive crew provides detailed explanations of the landscapes.

With free cancellation up to 24 hours in advance, this excursion is an excellent choice for travelers seeking a well-rounded Milos sailing experience.

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Half-Day Morning Cruise Catamaran to Kleftiko With Lunch

Half-Day Morning Cruise Catamaran to Kleftiko With Lunch

On this half-day morning catamaran cruise, travelers will set sail from the port of Adamas in Milos, Greece, bound for the renowned Kleftiko sea caves.

The tour includes a breakfast and lunch spread, as well as complimentary beverages and snacks. Guests can enjoy stunning island scenery, snorkel in the crystal-clear waters, and capture the experience with an action camera provided.

With a maximum capacity of 22 travelers, the crew ensures a personalized and well-organized experience.

While the tour receives excellent reviews, there are a few areas for improvement, such as increasing food quantities and advising guests to bring extra sun protection.

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Catamaran Full Day Cruise: Poliegos – Kleftiko

Catamaran Full Day Cruise: Poliegos - Kleftiko

Travelers seeking a more comprehensive sailing experience in Milos can embark on the Catamaran Full Day Cruise: Poliegos – Kleftiko. This 98% recommended cruise sails along Milos’ picturesque coastline, stopping at traditional fishing villages and pristine beaches.

Guests can swim, snorkel, and explore landmarks like the Arkoudes complex and Cape Vani. The cruise provides breakfast, snacks, lunch, and beverages, including alcoholic options.

While not suitable for those with mobility issues, the cruise accommodates up to 22 travelers and earns a Badge of Excellence. With an overall rating of 5.0 from 84 reviews, this full-day excursion offers an exceptional opportunity to experience the natural beauty of Milos.

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Half-Day Sunset Cruise Catamaran to Kleftiko With Lunch

Half-Day Sunset Cruise Catamaran to Kleftiko With Lunch

Embarking on the Half-Day Sunset Cruise Catamaran to Kleftiko with Lunch, travelers can experience Milos’ picturesque coastline and stunning natural landmarks.

The tour accommodates a maximum of 22 guests and includes complimentary transportation, snorkeling equipment, an authentic Greek lunch, and a refreshing cocktail at sunset.

With 99% of previous travelers recommending this experience, the cruise offers multiple swimming stops, attentive crew, and beautiful sunset views.

While some feedback mentions transportation delays and limited swim times, the tour’s overall 5-star rating highlights its ability to deliver an unforgettable sailing adventure in Milos.

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Milos Caves Snorkelling Catamaran Cruise in a Small Group

Milos Caves Snorkelling Catamaran Cruise in a Small Group

The Milos Caves Snorkelling Catamaran Cruise in a Small Group offers travelers an intimate and immersive exploration of Milos’ stunning coastline and captivating underwater world.

Accommodating up to 12 guests, this highly-rated tour provides a personalized experience complete with informative guides, delectable Greek cuisine, and top-notch equipment.

Snorkel through vibrant caves, discover hidden coves, and enjoy thrilling cliff jumping. The attentive crew ensures exceptional service, regularly refreshing travelers with local beverages and homemade snacks.

With overwhelmingly positive reviews, this is a must-do activity for those seeking to enjoy Milos’ natural beauty and rich history.

The tour’s convenient round-trip hotel transfers make for a seamless adventure from start to finish.

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Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos

Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos

This full-day sailing excursion aboard a small group of no more than 18 invites travelers to explore the volcanic coastline of Milos.

Guests will swim and snorkel at three stunning locations, including the famous Kleftiko and Kalogries Beach. Along the way, they’ll enjoy close-up views of Klima fishing village and Cape Vani.

The tour also includes a stop at the Sikia Cave for photo opportunities. Meals, snacks, and drinks are provided, along with snorkeling gear and other necessary equipment.

While some guests were disappointed by the lack of actual sailing, the overall experience is highly recommended, with 96% of 112 reviews praising the crew, food, and scenery.

Read our full review: Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos Review
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Private Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Private Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Eager to experience the stunning landscapes of Milos from a unique vantage point? The Private Catamaran Half Day Afternoon Cruise with Sunset: Kleftiko offers a captivating 4-5 hour journey along the island’s coastline.

Departing from Milos Adventures at 3:00 PM, this tour provides a front-row seat to the region’s natural beauty, including the iconic Kleftiko caves. Aboard the catamaran, guests enjoy beverages, snacks, and a delicious lunch, while the crew offers live commentary.

Snorkeling equipment is available, and the experience caters to various dietary needs. With an exceptional 5-star rating from past travelers, this cruise promises an unforgettable afternoon of exploring Milos’ picturesque shores and witnessing a breathtaking sunset.

Read our full review: Private Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko Review
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Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Embarking on the Catamaran Half Day Afternoon Cruise with Sunset: Kleftiko provides a captivating 4-5 hour journey along Milos’ picturesque coastline.

Travelers can enjoy complimentary coffee, tea, alcoholic beverages, and a light meal as they explore the stunning Kleftiko sea caves. The cruise offers opportunities to swim and snorkel, with equipment provided.

While the overall experience earns high praise, some travelers have reported issues with the crew’s professionalism and communication, especially during inclement weather.

It’s advisable to arrive early, be aware of weather conditions, and consider alternative companies if service quality is a concern.

With its stunning vistas and amenities, this cruise remains a popular activity for visitors to Milos.

Read our full review: Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko Review
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Half-Day PRIVATE Morning Cruise Catamaran to Kleftiko With Lunch

Half-Day PRIVATE Morning Cruise Catamaran to Kleftiko With Lunch

A half-day private morning cruise aboard a catamaran offers travelers a captivating opportunity to explore the renowned Kleftiko region of Milos, Greece.

Departing at 8:20 am, this exclusive tour accommodates up to 22 guests and includes a wealth of amenities, from alcoholic beverages and snorkeling equipment to a delicious lunch.

With a 100% recommendation rate from 13 reviews, the cruise is praised for its exceptional service, fast catamaran, and arrival at destinations before the crowds.

Whether you’re seeking an intimate island adventure or a memorable day on the water, this private morning cruise to Kleftiko promises an unforgettable experience in Milos.

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Half-Day PRIVATE Sunset Cruise Catamaran to Kleftiko With Lunch

Half-Day PRIVATE Sunset Cruise Catamaran to Kleftiko With Lunch

Travelers seeking a more tranquil and romantic experience on the waters of Milos can opt for the Half-Day PRIVATE Sunset Cruise Catamaran to Kleftiko With Lunch.

This personalized cruise offers a 95% satisfaction rate among past guests, who praise the attentive staff, delicious Greek cuisine, and stunning views of Milos’ unique rock formations.

The catamaran can accommodate up to 22 guests, providing an intimate setting to explore Kleftiko Beach, accessible only by boat.

Included are snorkeling gear, transportation, and free-flowing beverages and wine.

With a departure from Adamas at 15:30, this sunset cruise promises a memorable way to end the day in Milos.

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Private Daily Sailing Cruise to Discover the Highlights of Milos

Private Daily Sailing Cruise to Discover the Highlights of Milos

This private daily sailing cruise offers travelers the opportunity to discover the highlights of Milos.

Departing from the port of Adamas, you’ll embark on a 28-review, 100% recommended private tour with a knowledgeable captain.

Priced from $1,244.06 for up to 4 people, the cruise includes fuel, lunch, snacks, alcoholic beverages, and even beach towels.

With free cancellation up to 24 hours prior, you can plan your day with confidence.

Whether you’re seeking breathtaking scenery, high-quality service, or a comfortable sailing experience, this tour delivers positive reviews across the board.

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Full Day Private Sailing Cruise Around Milos Island

Full Day Private Sailing Cruise Around Milos Island

Although this full day private sailing cruise around Milos island is priced from $1,529.49 per group of up to 8 people, the reviews speak for themselves – a 5.0 rating from 9 previous travelers.

The cruise includes a delicious breakfast, local specialties, a customizable full lunch cooked onboard, beverages, and even snorkeling equipment.

The itinerary is flexible, adjusting to weather conditions, and the cruise starts and ends at a convenient meeting point.

While it’s not wheelchair accessible, this experience is suitable for most travelers.

With free cancellation up to 24 hours in advance and a pay later option, this private sailing adventure is worth considering for those seeking to explore Milos by water.

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Frequently Asked Questions

What Is the Maximum Capacity of the Sailing Boats?

The sailing boats typically have a capacity of 6 to 12 passengers, depending on the size and model of the vessel. Most tours accommodate small groups for a more personalized and intimate sailing experience.

Are There Any Age Restrictions for the Sailing Tours?

Most sailing tours in the area don’t have age restrictions, but some operators may have minimum age requirements for safety reasons. It’s best to check with the specific tour company before booking to ensure the tour is suitable for your group.

Can I Bring My Own Food and Drinks on the Sailing Trips?

Passengers can generally bring their own food and drinks on sailing trips, but it’s best to check with the tour operator beforehand. Some may have restrictions or provide meals and refreshments as part of the experience.

Are the Sailing Tours Wheelchair Accessible?

Many sailing tours in the area accommodate wheelchair users, though accessibility may vary. It’s best to inquire about specific arrangements and accommodations when booking to ensure the sailing experience meets the needs of wheelchair-bound travelers.

Do the Sailing Tours Include Any Historical or Cultural Information?

The sailing tours typically include some historical and cultural information about Milos, providing passengers with insights into the island’s rich heritage and unique features. They often highlight notable landmarks and share stories about the local culture along the way.

Recap

Milos offers a variety of sailing experiences, from half-day cruises to full-day private tours. Visitors can explore the island’s unique geological formations, go snorkeling, and enjoy local cuisine on board. Whether you’re looking for a leisurely sightseeing trip or an adventurous day on the water, Milos has something to suit every sailing enthusiast.