Milos is a standout for sailing because of its dramatic coastline, colorful fishing villages, and access to remote caves and beaches that are nearly impossible to reach on land. The limestone cliffs of Kleftiko, the uninhabited Poliegos island, and the famous sea caves make this Greek island a sailor’s paradise. Popular tours like the Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ offer a taste of everything—luxury, scenery, and fun. Meanwhile, the half-day Kleftiko cruise is perfect for those with limited time who still want to see the iconic caves. Each experience offers a different way to enjoy Milos from the water, whether you’re seeking a private getaway or a social adventure with good food and snorkeling.
Quick Overview
The list below covers a variety of sailing tours, from full-day excursions to private charters, with options for snorkeling, lunch, and luxury experiences. Many tours focus on Kleftiko, the island’s famous pirate bay, while others explore Poliegos and Milos’ rugged coastlines. Some tours are small group adventures, like Milos caves snorkelling Catamaran Cruise, that cap at just 12 guests for a more intimate experience. Others are luxury private options perfect for couples celebrating special occasions or families seeking exclusivity. Now, let’s dive into the details.
1. Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ

This luxury cruise on a Lagoon 440 catamaran is a standout. Limited to 20 travelers, it offers spacious comfort and a beautifully curated experience. Your day includes stops at Klima, where the Venus de Milo was discovered, and Seagull Islands, a rare hexagonal rock formation. The main highlight is Galazia Nera—the Blue Lagoon—where you’ll swim in fluorescent, crystal-clear waters. The crew captures your day with drone and underwater photos, adding a fun keepsake. Included is a delicious BBQ lunch, drinks, and onboard Wi-Fi—perfect if you want to share your trip instantly. Reviewers love the personalized service and the stunning scenery, describing it as a top-notch experience. Ideal for travelers seeking luxury, good food, and photo-worthy moments.
Bottom Line: If you prefer a semi-private, well-rounded day with snorkeling, sightseeing, and gourmet food, this cruise ranks highly.
2. Milos Sailing Tour with snorkeling and lunch

This 8-hour sailing adventure is perfect for families and first-time visitors. It includes snorkeling, swimming at hidden coves, and a delicious meal onboard. Starting from Adamas or Pollonia, you’ll explore Milos’ coast, with stops at Kleftiko and other secluded spots. The tour prides itself on finding beaches and caves that are hard to access on land, offering a sense of discovery. Reviewers mention the friendly crew, good food, and stunning scenery. The tour strikes a good balance between activity and relaxation, making it excellent for those who want to see a lot without feeling rushed. Pricing offers solid value considering the meals and snorkeling gear included.
Bottom Line: Best suited for families and newcomers who want a comprehensive, comfortable day out with plenty of swimming and sightseeing.
3. Milos caves snorkelling Catamaran Cruise in a small group

This small-group cruise limits to just 12 passengers, making it ideal for those wanting a more intimate experience. The route takes you away from the crowds to swim in secluded coves, explore Sykia Cave, and enjoy the famous Kleftiko caves with snorkeling gear provided. The crew provides lunch, drinks, and snorkeling equipment, making it easy to relax and focus on the scenery. Reviewers highlight the friendly crew, the extra space onboard, and the fantastic photo opportunities. The small group size means more personalized attention and fewer people fighting for space at the stops.
Bottom Line: If you prefer a quieter, more personalized cruise with excellent snorkeling and cave exploration, this tour is a top choice.
4. Catamaran Half Day Morning Cruise: Kleftiko

For about $180, this half-day cruise offers a compact experience exploring Kleftiko’s caves and beaches. It focuses on the West and South sides of Milos, with stops at Kalogries Beach, sea caves, and the pirate bay. The cruise includes snorkeling, sunbathing, and a buffet lunch, offering a good mix of activity and relaxation. The reviews praise the scenic stops and friendly crew, though some mention that sails are not always raised and the engine runs the whole day. It’s ideal for travelers with limited time who want to see iconic sights without a full-day commitment.
Bottom Line: Great for a quick yet fulfilling taste of Milos’ sea caves and coastline, especially if you prefer shorter trips.
5. Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

This full-day adventure covering 9 hours is tailored for those wanting to explore beyond the usual. It includes breakfast, lunch, and snorkeling at Kleftiko and other remote spots. The boat visits hidden beaches and caves, with multiple swimming stops. Reviewers mention delicious food and ample swimming opportunities, plus the flexibility of starting from either Adamas or Pollonia. It’s excellent for travelers who want a comprehensive day at sea, especially if interested in snorkeling in caves and exploring isolated beaches.
Bottom Line: Perfect for those wanting a full immersion into Milos’ seascapes with plenty of time for swimming and snorkeling.
6. CATAMARAN Kleftiko Poliegos & Round of Milos Lunch with Openbar

This luxury catamaran tour combines visits to Kleftiko, Poliegos, and Milos’ coast, with all meals and drinks included. It’s a 9-hour journey with lots of photo opportunities and snorkeling stops. Reviewers love the comfortable boat, delicious lunch, and scenic scenery, emphasizing how well-organized the trip is. It’s ideal for travelers seeking a day of indulgence, good food, and a relaxed pace.
Bottom Line: Best suited for those wanting a full-day, all-inclusive luxury experience with great photo ops.
7. Full day sailing cruise on the West side of Milos island

This 9-hour small-group tour is a solid choice for travelers who want to immerse themselves in Milos’ coastal scenery. It features five stops, including Kleftiko, Agios Dimitrios, and Cape Vani. Snorkeling gear is included, and the tour offers breakfast, drinks, and lunch. Reviewers mention the beautiful sites and attentive crew. The cap of 14 guests ensures a more personalized experience than larger cruises.
Bottom Line: Great for those wanting an authentic, small-group experience with snorkeling, sightseeing, and local food.
8. Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos

This 9-hour small group tour offers a rich itinerary: Kleftiko, Sikia Cave, Kalogries Beach, and Agios Dimitrios. It’s designed for up to 12 guests, ensuring personalized service. The stops include snorkeling, swimming, and photography. Guests praise the friendly crew, and the well-planned stops. The included lunch and drinks make it a comfortable full-day experience.
Bottom Line: Ideal for those seeking a detailed exploration with a small, friendly group.
9. Catamaran Full Day Cruise: Poliegos – Kleftiko

This 9.5-hour cruise excels at revealing Milos’ lesser-known coastlines and hidden beaches. It visits Poliegos, Kleftiko, and other remote spots, with snacks and lunch included. Reviewers highlight the beautiful scenery, delicious food, and friendly crew. Ideal for families and small groups wanting an in-depth day on the water.
Bottom Line: Excellent choice for those wanting an immersive experience exploring Milos’ unspoiled coast.
10. Half-Day Private Romantic Sailing Getaway to Kleftiko

This private 5-hour trip is perfect for romantic couples or small groups. It includes snacks, wine, and a tender to access sea caves like Tsigrado and Firiplaka. The privacy and flexibility of a private charter make it a favorite for honeymooners or special occasions. Reviewers mention the personalized service and spectacular scenery.
Bottom Line: Best for romantic getaways and those wanting a tailored, intimate experience.
11. Private Daily Sailing Cruise to Discover the Highlights of Milos

This deluxe private cruise offers complete control over your itinerary, including stops at Sikia, Kleftiko, Poliegos, and scenic villages. It includes lunch, drinks, and swimming stops. Guests praise the personalized service and flexibility to customize the day. It’s suited for small groups or families looking for a bespoke experience.
Bottom Line: Ideal for travelers wanting full control and a luxury, private adventure.
12. Private Catamaran Half Day Afternoon Cruise with Sunset: Kleftiko

This private 5-hour cruise focuses on seeing Milos’ highlights with the added bonus of sunset views. It visits Kleftiko, Kalogries, and other scenic spots, with swimming, snorkeling, and lunch included. The personalized service and flexibility make it popular among honeymooners or those celebrating special milestones.
Bottom Line: Perfect for a romantic sunset escape with customizable stops.
13. Milos & Poliegos Catamaran Cruise Homemade Full menu BBQ & Drinks

This group cruise combines Milos and Poliegos with a homemade BBQ onboard. It includes breakfast, lunch, snacks, and drinks, making it a food lover’s dream. The stops include Kalogries, Sykia cave, and Kleftiko, with plenty of swimming and snorkeling. Reviewers love the delicious homemade food and relaxed pace. Great for those wanting more than just sightseeing—food and socializing are key.
Bottom Line: Best for travelers wanting a full day with great food and multisite exploration.
14. Milos: Small Group Yacht Tour—Kleftiko Sarakiniko Poliegos

This small-group yacht tour offers exclusive access to Kleftiko, Sarakiniko, and Poliegos. The curated route includes snorkeling, swimming, and scenic stops, with a focus on personal experience. Reviewers note the friendly crew, delicious onboard drinks, and authentic Greek flavors. It’s a great pick for those wanting an exclusive, personalized day out on the water.
Bottom Line: Perfect for travelers wanting luxury, exclusivity, and customized sights.
15. Full Day Sailboat Private Kleftiko & Blue Lagoon with Lunch

This private 9-hour cruise is ideal for up to 8 people, taking you to Kleftiko and Blue Lagoon with swimming, snorkeling, and relaxing. The tender allows close-up cave exploration, and the lunch and drinks onboard ensure a relaxing day. The reviews emphasize the beautiful scenery and personalized service. It’s a perfect choice for families or small groups celebrating a special occasion.
Bottom Line: For an intimate, customizable adventure, this private cruise offers luxury and flexibility.
How to Choose the Best Sailing Experience in Milos
When selecting your sailing adventure, consider your budget, time available, and interests. If you want an all-inclusive, luxury experience with plenty of photo opportunities, the Best of Milos and Poliegos Catamaran snorkelling Cruise with BBQ is a prime pick. For families and first-timers, the snorkeling tour offers a good balance of comfort and activity. Meanwhile, those seeking privacy or celebrating a special occasion might prefer the private options.
Booking early is recommended, especially during the peak summer months, as many tours fill up quickly. Think about what you’re most excited about—whether it’s snorkeling, remote caves, or fine dining—and pick the experience that best matches your trip style.
To sum it up, Milos offers a range of sailing experiences to suit nearly every traveler. From luxury catamarans with onboard Wi-Fi to private romantic escapes, there’s no shortage of ways to enjoy this island’s stunning coast from the water. For families, couples, or solo travelers, booking early ensures you’ll secure a spot on one of these memorable adventures. Now, get ready to set sail and enjoy all that Milos’ sparkling waters have to offer.