The stunning Greek island of Milos shines brightest from the deck of a sailboat. Several excellent day-trips ply these waters, letting you experience the island’s dramatic volcanic coastline the way ancient mariners did. The full-day Kleftiko cruise stands out, combining great snorkeling spots with a tasty onboard lunch. We especially love the Pollonia Port tour for its small-group atmosphere and local insights. For more flexibility, private sailing options let you set your own pace and choose your stops.
Consider these carefully selected sailing adventures for your Milos journey:
Good To Know
Kleftiko Full Day Sailing Cruise by Excellent Yachting offers a highly-rated 96% recommended experience with snorkeling, lunch, and complimentary drinks.
Full-Day Sailing Tour from Pollonia Port provides a 9-hour excursion with a 95% recommendation rate, vegetarian lunch options, and opportunities for swimming and snorkeling.
Catamaran Full Day Cruise explores Poliegos and Kleftiko, featuring a 98% recommendation rate, home-cooked meals, and a maximum of 22 travelers for personalized experiences.
Half-Day Morning Cruise Catamaran boasts a 99% recommendation rate, with stops at Kalogries Beach and Kleftiko Beach, breakfast, lunch, and snorkeling gear.
Private Daily Sailing Cruise offers a 100% recommended full-day experience departing from Adamas port, including fuel, lunch, and snacks for up to 4 people.
Kleftiko Full Day Sailing Cruise With Snorkeling & Lunch
The Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch offers an immersive exploration of Milos’ captivating coastline.
Boasting an impressive 145 reviews and a 96% recommendation rate, this excursion provides a well-rounded experience. Travelers can enjoy snorkeling, a delicious lunch, and complimentary drinks as they take in the scenic views.
The cruise is operated by Excellent Yachting and priced at $150.39 per person, with free cancellation up to 24 hours before departure.
According to customer reviews, the friendly staff, access to fantastic snorkeling spots, and unique activities like swimming in caves and cliff jumping make this a must-do during a visit to Milos.
Read our full review: Kleftiko Full Day Sailing Cruise With Snorkeling & Lunch Review
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Full Day Sailing Cruise on the West Side of Milos Island
On the west side of Milos Island, travelers can embark on a full-day sailing cruise that offers an immersive exploration of the island’s captivating coastline.
With a maximum of 14 guests, this highly-rated experience boasts 112 reviews and a 97% recommendation from previous travelers.
The cruise includes a delightful breakfast, lunch featuring Greek cuisine, and an array of beverages, including coffee, tea, soda, and alcoholic options.
Guests can look forward to warm hospitality from hosts Marion and Nikos, who are known for their knowledge of the island and ability to adapt to weather conditions.
Positive reviews highlight the beautiful scenery, delicious food, and engaging activities, making this a must-do activity while visiting Milos.
Read our full review: Full Day Sailing Cruise on the West Side of Milos Island Review
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Half-Day Morning Cruise Catamaran to Kleftiko With Lunch
Travelers seeking a more intimate sailing experience can embark on a half-day morning cruise aboard a catamaran to explore the stunning Kleftiko region of Milos.
With 86 reviews and a 99% recommendation rate, this cruise offers access to remote beaches, snorkeling, and inclusive breakfast and lunch.
The itinerary includes stops at Kalogries Beach and Kleftiko Beach, with flexible backup options in case of strong winds.
The 22-passenger capacity allows for a personalized experience, complemented by the crew’s praised hospitality and professionalism.
While the snorkeling gear and food quantity could be improved, the overall feedback highlights the delicious cuisine, scenic views, and safe environment.
Read our full review: Half-Day Morning Cruise Catamaran to Kleftiko With Lunch Review
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Catamaran Half Day Morning Cruise: Kleftiko
Set out on a captivating half-day morning cruise aboard a sleek catamaran to explore the stunning Kleftiko region of Milos. This 5.5-hour excursion departs from Milos Adventures in Adamantas and sails to Agia Kiriaki Beach.
Along the way, you’ll witness breathtaking lava formations, pristine beaches, and enchanting sea caves. Savor a delicious buffet lunch with beverages, and enjoy snacks and light refreshments throughout the trip.
With a maximum of 22 travelers, you’ll experience personalized attention from the crew. Though not wheelchair accessible, the cruise is suitable for adults and children aged 7 and up.
Reviews praise the stunning scenery, excellent food, and friendly staff, making this an unforgettable Milos adventure.
Read our full review: Catamaran Half Day Morning Cruise: Kleftiko Review
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CATAMARAN Kleftiko Poliegos & Round of Milos Lunch With Openbar
Explore the captivating Kleftiko region and the island of Poliegos aboard a luxurious catamaran on this comprehensive full-day cruise. Operated by Odysseus A. Yacht Cruises, this highly-rated tour offers breathtaking views and ample opportunities for swimming and snorkeling.
With a maximum of 25 travelers, you’ll enjoy a delightful Greek-inspired meal, including a granola bowl for breakfast and pesto pasta for lunch, all while sipping on complimentary beverages. The knowledgeable crew, praised for their professionalism and attentiveness, will ensure a seamless and memorable experience.
Whether you’re admiring the stunning coastline or cooling off in the crystal-clear waters, this Milos catamaran tour isn’t to be missed.
Read our full review: CATAMARAN Kleftiko Poliegos & Round of Milos Lunch With Openbar Review
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Half-Day Sunset Cruise Catamaran to Kleftiko With Lunch
The Half-Day Sunset Cruise Catamaran to Kleftiko With Lunch offers travelers a remarkable opportunity to experience Milos’ stunning volcanic scenery and picturesque spots only accessible by water.
With 105 reviews and a 99% recommendation rate, this all-inclusive cruise provides a comprehensive experience, including two beach stops, swimming, snorkeling, a delicious lunch, and a sunset cocktail.
The tour includes shuttle transportation, snorkeling gear, and an action camera for use.
While some reviews note occasional delays or short swim times, the overall feedback highlights the friendly crew, delicious food, and unforgettable experiences.
For those seeking a memorable sailing adventure in Milos, this sunset cruise is a top choice.
Read our full review: Half-Day Sunset Cruise Catamaran to Kleftiko With Lunch Review
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Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos
For travelers seeking a more intimate and immersive sailing experience in Milos, the Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos tour offers a unique opportunity.
This full-day excursion, operated by Odysseus A. Yacht Cruises, takes a maximum of 18 guests around the island’s volcanic coastline with three swim stops. Key locations include the dramatic Kleftiko, Kalogries Beach, Agios Dimitrios, and Sikia Cave.
The tour includes breakfast, lunch, local snacks, and drinks, as well as the use of snorkeling equipment and other amenities.
With a 5.0 rating and 96% recommendation from past travelers, this sailing adventure is considered a highlight for many visiting Milos.
Read our full review: Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos Review
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Private Daily Sailing Cruise to Discover the Highlights of Milos
Travelers seeking a private and immersive sailing experience in Milos can embark on the Private Daily Sailing Cruise to Discover the Highlights of Milos.
This tour offers a 28-review, 100% recommended sailing cruise with a price of $1,240.71 per group (up to 4 people). The cruise departs from and returns to the Adamas port at 9:00 am, and includes fuel, lunch, snacks, beverages, and more.
While the tour isn’t wheelchair accessible, most travelers can participate. Confirmed bookings are eligible for free cancellation up to 24 hours before the experience.
With an overall 5.0-star rating, this private sailing tour is highly recommended for those wanting to discover the stunning sights of Milos.
Read our full review: Private Daily Sailing Cruise to Discover the Highlights of Milos Review
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Milos Sailing Tour With Snorkeling
Embarking on a private catamaran cruise, travelers can discover the captivating Kleftiko region of Milos during the Milos Sailing Tour With Snorkeling.
This 100% recommended tour offers a half-day afternoon cruise with sunset views, including snorkeling, beverages, snacks, and a freshly prepared lunch.
Led by an attentive crew, the tour provides live commentary and opportunities to swim in the clear waters and explore remote locations.
Consistently praised for its food quality, scenery, and overall experience, the tour starts at $1,391.10 per person.
While non-refundable, the personalized experience showcases the highlights of Milos, making it a popular choice among travelers.
Read our full review: Milos Sailing Tour With Snorkeling Review
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Half-Day PRIVATE Sunset Cruise Catamaran to Kleftiko With Lunch
This half-day private sunset cruise on a catamaran takes travelers to the captivating Kleftiko region of Milos.
The cruise includes a traditional Greek lunch, beverages, wine, and beers, as well as the use of snorkeling equipment.
With a 95% recommendation rate from 20 reviews, this experience offers exceptional value.
The tour departs from the Port of Adamas at 15:30, with free transportation provided from the port to the departure point at Ayia Kyriaki.
Accommodating up to 22 travelers, this cruise is an ideal way to witness Milos’ stunning coastal landscapes and enjoy the island’s rich culinary heritage.
Read our full review: Half-Day PRIVATE Sunset Cruise Catamaran to Kleftiko With Lunch Review
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Half-Day Private Romantic Sailing Getaway to Kleftiko
Offering a unique and intimate experience, this half-day private sailing getaway to Kleftiko in Milos, Greece, is a romantic and picturesque adventure.
With a 5.0 rating and 99% traveler recommendation, the tour is operated by Milos VIP Services and priced at $692.87 per group of up to 8 people.
Guests can enjoy unlimited bottled water, soda, and chilled white wine, as well as a cheese plateau with fruits and breadsticks.
The experience includes cave exploration, swimming opportunities, and stops at multiple beaches.
Travelers praise the friendly and knowledgeable crew, the scenic views, and the private nature of the excursion, making it an ideal choice for honeymooners and families.
Read our full review: Half-Day Private Romantic Sailing Getaway to Kleftiko Review
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Milos Caves Snorkelling Catamaran Cruise in a Small Group
Travelers can enjoy the captivating Milos Caves Snorkelling Catamaran Cruise, a small-group adventure that showcases the island’s stunning natural landscapes.
Departing from Adamas port, the four-hour excursion takes guests to enchanting caves, hidden coves, and the iconic Kleftiko, where they can snorkel, swim, and even cliff jump.
The attentive crew provides snorkeling gear, lifejackets, and stand-up paddleboards, ensuring a comfortable and safe experience.
Guests can savor a delectable lunch featuring local specialties, accompanied by refreshing beverages, including beer, wine, and traditional Greek liquors.
With a maximum of 12 travelers, the cruise offers an intimate and personalized exploration of Milos’ natural wonders.
Read our full review: Milos Caves Snorkelling Catamaran Cruise in a Small Group Review
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Milos Sailing Tour With Snorkeling and Lunch
Departing from Pollonia Port on Milos, the Milos Sailing Tour with Snorkeling and Lunch takes travelers on a captivating 9-hour excursion to explore the island’s stunning natural wonders.
Boasting a 95% recommendation rate and a 5.0 average rating, this tour accommodates up to 22 guests and provides opportunities for swimming, snorkeling, and learning about the island’s geology.
Along the way, the crew serves a delicious lunch with vegetarian options, as well as beverages including alcoholic drinks.
While most reviews praise the friendly staff and breathtaking scenery, some mention communication and organizational issues related to the captain’s guidance and potential itinerary changes.
Read our full review: Milos Sailing Tour With Snorkeling and Lunch Review
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Catamaran Full Day Cruise: Poliegos – Kleftiko
Traversing the lesser-known Cycladic islands, the Catamaran Full Day Cruise: Poliegos – Kleftiko provides a captivating exploration of Milos and its surrounding natural wonders.
Earning a Badge of Excellence, the 98%-recommended tour offers a chance to visit picturesque west-side caves, coves, and beaches, including the renowned Kleftiko.
Guests can look forward to swimming, snorkeling, and enjoying home-cooked meals and alcoholic beverages onboard.
With a maximum of 22 travelers, the personalized experience ensures an intimate and unforgettable day.
Guests depart from Milos Adventures in Adamantas, returning to Pollonia by van.
Rated 5.0 from 84 reviews, this sailing adventure is a must-do for those seeking to uncover the hidden gems of the Cyclades.
Read our full review: Catamaran Full Day Cruise: Poliegos – Kleftiko Review
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Best of Milos and Poliegos Catamaran Snorkelling Cruise With BBQ
For those seeking a more comprehensive Milos sailing experience, the Best of Milos and Poliegos Catamaran Snorkeling Cruise with BBQ offers an opportunity to discover the lesser-known gems of this captivating Cycladic island.
Aboard an elegant Lagoon 440 catamaran, up to 20 travelers can enjoy a full-day tour that includes sightseeing, snorkeling, and a delicious BBQ lunch.
The itinerary covers abandoned mines, lava islands, sea caves, and picturesque fishing villages, providing a well-rounded exploration of Milos’ natural and historical wonders.
With exceptional crew service, high-quality amenities, and rave reviews, this cruise is an excellent choice for those seeking an unforgettable Milos sailing adventure.
Read our full review: Best of Milos and Poliegos Catamaran Snorkelling Cruise With BBQ Review
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Half-Day PRIVATE Morning Cruise Catamaran to Kleftiko With Lunch
Aboard an elegant Lagoon 440 catamaran, travelers on the Half-Day PRIVATE Morning Cruise Catamaran to Kleftiko With Lunch embark on a captivating journey to explore the renowned Kleftiko region of Milos.
This private cruise, limited to a maximum of 22 participants, departs at 8:20 am from Adamantas pier. During the trip, guests enjoy a delicious lunch, alcoholic beverages, and soft drinks.
Snorkeling equipment is available, and the catamaran offers onboard WiFi. With a 100% recommendation rate and a 5.0 overall rating, this cruise promises an exceptional experience, arriving at the stunning Kleftiko before the crowds, as noted in a recent review.
Read our full review: Half-Day PRIVATE Morning Cruise Catamaran to Kleftiko With Lunch Review
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Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko
On the Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko, travelers depart at 3:00 PM from Milos Adventures in Adamantas.
This tour, which can accommodate up to 22 people, offers beverages, light refreshments, snorkeling equipment, and a vegetarian dinner option.
Travelers praise the friendly crew, delicious food, and beautiful scenery, including stunning sunset views.
However, some reviews note unprofessional crew behavior, poor communication during adverse weather, and concerns about safety.
Guests are advised to arrive 30 minutes early and be aware that the program may change due to weather conditions.
Read our full review: Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko Review
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2-Day Private Sailing Tour Around Milos, Kimolos and Polyaigos
The Day Private Sailing Tour Around Milos, Kimolos and Polyaigos offers travelers a unique opportunity to explore the stunning islands of the Aegean Sea.
This 2-day sailing experience departs from the port of Adamas in Milos, allowing guests to discover the breathtaking landscapes and hidden coves of these three islands.
The tour includes all meals, boat expenses, and gratuities, making it a hassle-free way to experience the region.
With a maximum of 2 guests per booking, the tour provides a personalized and intimate adventure.
Praised by past travelers for its exceptional crew and destinations, this sailing tour is a must-do activity for those seeking to enjoy the beauty of the Greek islands.
Read our full review: 2-Day Private Sailing Tour Around Milos, Kimolos and Polyaigos Review
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Full Day Private Sailing Cruise Around Milos Island
This full-day private sailing cruise around Milos Island offers travelers a unique opportunity to explore the stunning coastline and hidden coves of this picturesque Greek island.
Priced from $1,525.38 per group (up to 8 people), the tour includes a range of amenities such as breakfast, a full lunch cooked on board, and complimentary beverages.
Guests can also enjoy snorkeling equipment, towels, and sunscreen. The itinerary may be adjusted based on weather conditions, ensuring a comfortable and safe experience.
With a 5.0 rating from 9 reviews, this private sailing tour is a highly-rated way to discover the beauty of Milos.
Read our full review: Full Day Private Sailing Cruise Around Milos Island Review
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Half Day Catamaran Morning Cruise in Kleftiko
Milos, the stunning Greek island, offers an array of sailing experiences for travelers. One such adventure is the Half Day Catamaran Morning Cruise in Kleftiko.
This half-day cruise departs from Adamantas at 9 AM, returning to the same meeting point. Accommodating up to 22 passengers, the cruise includes snorkeling equipment, breakfast, lunch, and drinks.
Highlights include visiting three beaches and enjoying a relaxing, sunny atmosphere with a knowledgeable guide. The tour is wheelchair and stroller accessible, though not recommended for those with back problems, pregnant travelers, or serious medical conditions.
Priced at £109.73 per person, this cruise receives excellent reviews for its fantastic experience and incredible time with Captain Black.
Read our full review: Half Day Catamaran Morning Cruise in Kleftiko Review
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Full-Day Sailing Adventure With Lunch Around Milos
Typically, the Full-Day Sailing Adventure With Lunch Around Milos tour offers travelers a comprehensive exploration of Milos’s picturesque coastline.
Operated by Royalty Escapes, the tour takes visitors to the island’s key destinations, including Adamas, Kleftiko, Poliegos, and Pollonia.
With a maximum of 22 participants, the tour includes a skipper, a full lunch with traditional dishes, and local house wine and beverages.
Travelers are asked to arrive at the Milos Adventures office in Adamas port at least 30 minutes before the 9:30 AM departure.
The tour returns to the meeting point at the end.
Confirmation is provided at the time of booking, and the experience is suitable for most travelers, though it isn’t wheelchair accessible.
Read our full review: Full-Day Sailing Adventure With Lunch Around Milos Review
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Private Catamaran Half Day Morning Cruise: Kleftiko
The Private Catamaran Half Day Morning Cruise: Kleftiko offers travellers a private sailing adventure along Milos’ rugged coastline.
Starting at 9:30 am, guests embark on a half-day cruise to the stunning Kleftiko area, known for its dramatic sea caves and white rocky formations.
The tour includes a delicious lunch and the use of snorkeling equipment, allowing guests to fully enjoy the crystal-clear waters.
While not wheelchair accessible, the tour is suitable for most travellers, with no heart problems or other serious medical conditions required.
The private nature of the tour ensures an exclusive experience, though changes may occur based on weather and the skipper’s discretion.
Read our full review: Private Catamaran Half Day Morning Cruise: Kleftiko Review
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VIP Sailing Cruise to Kleftiko
Set out on a captivating VIP sailing experience that unveils Milos’ mesmerizing Kleftiko region. This full-day private cruise accommodates up to 8 guests, offering a chance to indulge in a romantic getaway.
Savor a delectable brunch of Greek fresh fruit salad at Kalogries beach, followed by a lunch of Dacos salad and pasta with basil pesto at Kleftiko. As the day winds down, enjoy a sweet treat of sweetened yogurt with fresh fruits at Gerakas beach.
Onboard, you’ll have access to snorkeling and scuba equipment, WiFi, and restroom facilities. Private transportation is provided, ensuring a seamless and exclusive experience.
Read our full review: VIP Sailing Cruise to Kleftiko Review
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Half Day Catamaran Afternoon Cruise in Kleftiko
Eager to explore Milos’ breathtaking Kleftiko region from a different vantage point? Consider the Half Day Catamaran Afternoon Cruise.
This 3-hour excursion departs at 3 pm from Milos Captain Black in Adamantas. Accommodating a maximum of 22 travelers, the cruise includes snorkeling equipment, an air-conditioned vehicle, and a variety of beverages and a full dinner.
Vegetarian, gluten-free, lactose-free, and vegan meal options are available. While not recommended for those with certain medical conditions, most travelers can participate.
Confirmation is received at booking, and free cancellation is offered up to 24 hours in advance. Priced from $166.50 per person, this cruise offers an unforgettable way to experience the stunning Kleftiko coastline.
Read our full review: Half Day Catamaran Afternoon Cruise in Kleftiko Review
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Sailboat Full Day Tour in Kleftiko and Blue Lagoon With Lunch
A full-day sailboat tour in Milos promises to whisk travelers to the stunning Kleftiko region and the captivating Blue Lagoon. This small-group experience accommodates up to 16 participants, departing from Adamas at 8:30 AM.
The tour includes sailing time, lunch, beverages, snorkeling equipment, and private transportation. Travelers can expect a thoroughly enjoyable day with ample opportunities for swimming and exploring the scenic coastline.
With a 5-star rating from all 10 reviewers, this tour is highly recommended for those seeking an immersive sailing adventure in Milos. The free cancellation policy up to 24 hours prior adds flexibility, making this an appealing option for those planning their Milos itinerary.
Read our full review: Sailboat Full Day Tour in Kleftiko and Blue Lagoon With Lunch Review
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Frequently Asked Questions
Can I Bring My Own Food and Drinks on the Cruise?
You’re generally allowed to bring your own food and drinks on the cruise. However, it’s best to check with the cruise operator beforehand as some may have restrictions or prefer you to purchase items onboard.
Do I Need to Know How to Sail to Join the Tour?
No, you don’t need to know how to sail to join the tour. Most sailing experiences in Milos cater to all skill levels, with knowledgeable crew members providing guidance and instruction throughout the tour.
What Is the Minimum Age Requirement for the Sailing Tours?
The minimum age requirement for the sailing tours typically ranges from 8 to 12 years old, depending on the tour operator. While prior sailing experience is not necessary, children under the age of 8 may not be permitted on certain tours.
Are the Sailing Boats Wheelchair Accessible?
The sailing boats in Milos are not wheelchair accessible. While the tours aim to provide an enjoyable experience for all, the boats’ design and layout make them inaccessible for those with mobility challenges.
Can I Customize the Itinerary for a Private Sailing Tour?
Yes, travelers can typically customize the itinerary for a private sailing tour. Many tour operators in the area offer personalized experiences that cater to the specific interests and needs of each group.
The Sum Up
Milos offers a variety of sailing experiences for visitors. From full-day cruises to Kleftiko to half-day catamaran tours, there’s something to suit every preference. Whether you’re looking for a snorkeling adventure, a leisurely lunch cruise, or a VIP sailing experience, Milos has plenty of options to explore its stunning coastline and crystal-clear waters.