Adamantas is a fantastic base for sailing adventures. This small port town packs a punch with its proximity to Milos’ dramatic coastlines, caves, and uninhabited islands. Whether you’re after a full-day exploration, a luxurious private cruise, or a half-day escape, the options here are diverse and well-designed for different tastes. We’re especially fond of tours like the Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch, which combines breathtaking scenery with authentic Greek hospitality. This tour offers a full 10-hour experience, perfect for those who want to see a lot and enjoy a leisurely meal onboard.
If you prefer a shorter, more intimate experience, the Milos: Private Half-Day Catamaran Cruise to Kleftiko Bay delivers a luxurious, personalized trip with stunning views and water activities. For those on a budget but wanting a comprehensive day out, the Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch offers a balanced mix of adventure, sightseeing, and tasty Greek food. Below, you’ll find detailed descriptions of each of the best sailing experiences in Adamantas to help you decide which one fits your style.
1. Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch
At number 1, this full-day sailboat tour stands out for its extensive itinerary and excellent reviews—rated 4.9 out of 5 from over 1200 travelers. You start from Sailing Milos and explore Milos’ coast, winding past Sarakiniko Beach and Glaronesia before reaching Polyaigos, one of Greece’s largest untouched islands. The highlight is snorkeling in the caves of Kleftiko, a must-see for its striking white rock formations and hidden sea caves.
What makes this tour unique is the comprehensive nature: you circumnavigate Milos, swim at three different locations, and get a chance to learn about the island’s history from your guide. The onboard lunch includes drinks served in a stunning setting, elevating the experience beyond just sightseeing. Guests love the knowledgeable guides, especially Nikki, who is praised for her warmth and local insight. This tour is perfect for travelers looking to combine adventure with comfort in a single day.
Bottom Line: A well-rounded, active day with plenty of swimming, stunning scenery, and local food—ideal for visitors who want an immersive Milos experience.
2. Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch
Number 2 on our list offers an 8-hour escape aboard a luxurious yacht, rated 4.8 out of 5 by 585 reviews. This trip emphasizes exploring Kleftiko, famous for its white rocks and caves, accessible only by boat. The tour departs from Aggeliki ice cream shop, setting a relaxed tone for the day.
The guided snorkeling tour is a major draw, with the crew taking underwater photos so you can remember the experience. You’ll also pass by Cape Vani with its abandoned manganese mines and see traditional fishing villages along the way. The highlight is exploring the caves of Kleftiko, where you can swim and snorkel in crystal waters and admire the stunning rock formations.
Guests mention the crew’s personable attitude and excellent service, often noting the beautiful scenery and tasty onboard Greek lunch. This trip balances adventure and relaxation, making it perfect for active travelers who want a taste of Milos’ legendary caves without a full-day commitment.
Bottom Line: A luxurious, well-organized day that packs snorkeling, sightseeing, and great food into a manageable 8 hours—great for couples or small groups.
3. Milos: Full-Day Sailboat Cruise with Food and Open Bar
At number 3, this full-day cruise offers 9 hours of sailing fun around Milos. Rated 4.8 from 120 reviews, it’s perfect for travelers eager to combine sightseeing, swimming, and relaxing with a lively onboard atmosphere. Starting from two locations—Odysseus A Cruises or Odyssey A Cruises—the trip explores Kleftiko, Poliegos, and Milos’ charming fishing villages.
Guests enjoy discovering hidden caves and swimming in turquoise waters, with an onboard lunch and drinks served from an open bar. The itinerary includes stops at Akra Vani, Sykia Cave, Tsigrado Beach, and other scenic spots, making this a comprehensive day at sea. The guide’s commentary and the lively music playlist enhance the experience, which many travelers describe as a highlight of their trip.
This tour is excellent for those who want a full day of adventure, delicious food, and a festive atmosphere. The value speaks for itself, especially with unlimited drinks and the opportunity to see multiple islands and caves.
Bottom Line: A lively, all-inclusive experience suited for travelers who want to mix sightseeing with plenty of socializing and swimming.
4. Milos: Kleftiko Morning Catamaran Cruise with Lunch & Drinks
Number 4, this morning cruise on a luxurious catamaran is rated 4.9 out of 5 from 53 reviews. It’s perfect for those who prefer a shorter, more intimate outing—lasting about 5.5 hours. It departs from Adamantas and takes you to Kleftiko Bay—a highlight for its dramatic cliffs and caves.
The cruise is a relaxing journey with unlimited drinks, soothing onboard music, and plenty of swimming and snorkeling. The day includes a freshly prepared Mediterranean lunch onboard, making it an ideal choice for families or couples wanting a semi-private experience. The boat’s spacious deck and modern amenities contribute to its popularity.
Guests rave about the attentive crew and the chance to swim in crystal-clear waters at Kleftiko, often calling it a highlight of their trip. The tour balances luxury and adventure, with some mentioning it as their best experience on Milos.
Bottom Line: A perfect choice for travelers seeking comfort, elegance, and quality water activities in a shorter timeframe.
5. Milos: Kleftiko & Poliegos Catamaran Trip with Meal & Drinks
Number 5 offers a full 10-hour day exploring both Kleftiko and Poliegos, with stops at Gerakas, Sikia Cave, and the Blue Lagoon. This well-rated (4.8/5 from 58 reviews) catamaran cruise combines swimming, snorkeling, and sightseeing across multiple scenic spots.
Guests love the chance to swim at 4 of the most famous locations in Milos and Polyegos. The onboard Greek food, along with unlimited beer, wine, and soft drinks, makes the day both delicious and relaxing. The boat itself is new and comfortable, operated by a friendly crew that makes safety and fun a priority.
Reviewers highlight the boat’s capacity for calm and enjoyable water activities, with many noting the opportunity to see the Cape Vani, Sikia Cave, and Sarakiniko Beach from the water. It’s suited for those who want a comprehensive, laid-back day with good food and multiple swim stops.
Bottom Line: A full-day, all-inclusive cruise perfect for those who want to see many top sights without rushing.
6. Kleftiko Trip Catamaran: Half day | Lunch & OpenBar
Number 6 is a shorter, 5-hour cruise rated perfect (5/5 from 10 reviews). It focuses on Kleftiko, offering a quick but rich experience aboard a sleek catamaran. The tour includes a visit to Skinopi Beach and Klima Beach, with stops for swimming, snorkeling, and exploring caves.
Guests appreciate the all-inclusive onboard lunch, which includes breakfast, seasonal fruits, and drinks. The highlight is swimming in the famous Kleftiko Pirate’s Shelter, where the caves and rock formations are spectacular. It’s an excellent option for travelers short on time but who want a quality water day with much relaxation.
Many reviews praise the crew for their friendliness and the boat’s comfort, making it a standout for a half-day adventure.
Bottom Line: An efficient, luxurious trip ideal for those wanting a quick but memorable Milos sailing experience.
7. Adamantas: Kleftiko Sailing Cruise with Meal and Swim Stops
Rated 5/5 from 5 reviews, this 7-hour cruise offers an authentic sailing experience from Adamantas to Kleftiko. You’ll enjoy sailing along Milos’ West Coast, with opportunities to swim and snorkel at Kleftiko Bay and Kalogries Beach.
What sets this tour apart is its focus on local flavors, with homemade Greek dishes and wine served onboard. The captain, Ilias, shares stories about Milos and makes sure everyone feels welcomed. The experience combines good food, scenic views, and water activities in a relaxed setting.
This trip appeals to travelers wanting a smaller group, personalized service, and a mix of adventure and culture. Reviewers call it unforgettable, emphasizing the friendly crew and authentic atmosphere.
Bottom Line: A cozy, friendly cruise perfect for those seeking a personal touch in their sailing adventure.
8. Milos: Private Half-Day Catamaran Cruise to Kleftiko Bay
Number 8 offers a private 5.5-hour cruise rated 4.8 out of 5. It’s designed for groups up to 10, making it ideal for families, friends, or special celebrations. You will sail from Adamantas and enjoy exclusive access to Milos’ most beautiful spots.
You can customize your route to include Sykia Cave, Kleftiko, or Polyaigos, depending on your preferences. Water activities like swimming, snorkeling, and paddleboarding are included, along with a freshly cooked Mediterranean meal and drinks. The privacy and flexibility are what make this trip stand out.
Many reviewers emphasize the value of a tailored experience, with the crew making it truly special. It’s suited for those who want privacy, comfort, and a bespoke itinerary.
Bottom Line: Perfect for groups or couples wanting a personalized, luxurious day at sea.
$2,146 per group up to 10
9. Milos: Private Motor Yacht Cruise to Kleftiko – Sykia
Finally, the private motor yacht cruise provides total flexibility, rated 5/5 from reviews. You can choose a custom route to explore Kleftiko, Sarakiniko, or Polyaigos, and enjoy a full day or sunset cruise. The focus is on comfort, privacy, and creating unforgettable summer memories.
This experience is excellent for small groups who want a bespoke, intimate day on the water with professional crew guiding the way. The yacht offers activities like swimming, relaxing, and enjoying a gourmet onboard meal with drinks.
Reviewers mention the exceptional service and the chance to explore the island at your own pace, making it a top choice for special occasions.
Bottom Line: An exclusive, flexible cruise ideal for those who want total control over their Milos sailing experience.
$2,417 per group up to 4
How to Choose the Right Sailing Experience
When deciding between these tours, consider your budget, time available, and what kind of experience you want. Full-day tours like the Adamas: Milos & Polyaigos Full-Day Sailboat Tour are perfect for active travelers eager to see many sights. If you prefer a more intimate, luxurious outing, the Private Half-Day Catamaran might suit you best. For those with limited time but still want the essentials, a half-day Kleftiko Catamaran offers a quick yet memorable experience.
Think about your interest in snorkeling, gourmet food, or private customization. Booking early is recommended, especially in peak season, to secure your spot.
In summary, Adamantas offers a rich selection of sailing adventures, catering to all kinds of travelers—whether you’re after a full-day exploration, a private luxury cruise, or a quick water escape. The best choice depends on your timing, budget, and desire for adventure or privacy. No matter what, these tours promise a fantastic way to enjoy Milos’ stunning coast and caves from the comfort of a boat. We encourage you to book early and prepare for a memorable day on the water.