Greece · SAILING TRIPS WITH LUNCH IN MILOS
Every trip has one spare day in it. These 15 sailing trips with lunch in Milos are the ones that justify handing it to a boat, priced and timed so you can decide over breakfast.
Spend 10 hours circling Milos aboard a small motor-powered sailboat, with swim stops at Polyaigos, Gerakas, and Kleftiko. Guides such as Dora, Niki, and Alexandra share island stories, while the crew serves snacks, tuna pasta, salad, drinks, and wine. Bring sun protection, a towel, and a jacket.
“Amazing day, Dora was an excellent host who worked very hard”
Spend eight hours sailing from Adamas along Milos’ west coast with an experienced crew, stopping at Kalogries, Kleftiko, and Agios Dimitrios. You’ll snorkel through white-rock caves by yacht and RIB, enjoy breakfast snacks, a Greek lunch, drinks, and underwater photos. Crew names have included Captain Giannis, Juliano, Christos, Dionysis, and the two Georges.
“We really loved the whole day, there was plenty of adventure, swimming, great food and drinks, new information about Milos and perfect entrance into Pirate Bay. We had amazing time sailing around Milos. It was definitely the best tour from our trip.”
Spend about nine hours aboard POLCO Sailing’s Lagoon 440, cruising from Adamantas to Poliegos, Kleftiko, Gerakas, Kalogries, and more. Expect swimming, snorkeling, paddleboarding, Greek tapas, a BBQ lunch, drinks, Wi-Fi, and underwater GoPro photos. The crew may include Yannis, Dina, Flo, Elena, or other POLCO team members.
“Tour was on Sept. 9, 2024. What an amazing tour! The staff members were fantastic, very friendly and chatty. The food was delicious and exceeded expectations. It really was freshly prepared on the catamaran. One of the best things was that this wasn't a "drink your face off" party boat. There was music playing but it wasn't loud at all. It really was a relaxed and enjoyable experience. Highly recommend.”
Spend about eight hours sailing around Milos from Pollonia or Adamas, with stops at Kleftiko, Sykia, Fyrligos, or Gerakas. You’ll snorkel with crew guidance, explore caves by small boat, eat Greek food, and enjoy drinks throughout the day. The crew may include Juliano, Vitaly, RJ, Effi, Christo, or Vasili.
“Vitaly, and the rest of the crew were amazing to ride with! The scenery was spectacular. The accommodations (food, drink, additional small boat explorations) were great. Would HIGHLY recommend joining this excursion. Thanks all!”
Spend about 10 hours sailing from Adamas around Milos and Poliegos aboard a catamaran limited to 22 people. Swim at Kalogries, Kleftiko, Gerakas, and Galazia Nera, pass Sykia Cave and old mining sites, and enjoy breakfast, fresh BBQ lunch, snacks, drinks, snorkeling gear, and an action camera. Crew names vary, with Clara, Elena, Christos, Anastasia, and Despina among the guides.
“We recently enjoyed a full-day cruise around the island, and it was an unforgettable experience thanks to Clara, Christos, and Elena. Clara's boundless energy and leadership kept our team engaged and enthusiastic throughout the day. Christos, with his exceptional boat skills and excellent driving, ensured we navigated the waters safely and smoothly. Elena prepared the most beautiful lunch, easily the best meal we've had in Greece so far. Her culinary talents added a delicious and memorable touch to our trip. This cruise was a highlight of our visit, and we highly recommend it to anyone looking for an exceptional experience.”
Spend about nine hours aboard a shared catamaran from Adamantas, visiting Kleftiko, Kalogries, Gerakas, Poliegos, and possibly Sarakiniko. Swim, snorkel, photograph sea caves, and enjoy breakfast, a cooked Greek lunch, snacks, and beer and wine. The crew may include Silvan, JP, Christos, Fay, Facundo, or Nikos, depending on the sailing.
“Lovely boat and crew. Well worth taking a day to go around the island and get to see great stops and some of the most incredible water colors.”
Spend 9 to 10 hours sailing around Milos with a small group of up to 20 people. Julio and the two Georges may guide you through Kleftiko’s caves, sea tunnels, swimming spots, and local stories, with snorkeling gear, meals, drinks, and onboard facilities included. Choose a departure from Adamas or Pollonia.
“STOP LOOKING FOR OTHER MILOS SAILING TOURS. Book this one now. The captain and crew were terrific. Knowledgeable, friendly and caring guys. Amazing sights, history, food and swimming. Swim in caves, cliff jumping spot too! THE BEST.”
Join Giannis, Emilios, and Angelos for a five-hour catamaran from Adamas to Kleftiko. You will pass Klima, Cave Vani, Bear Rocks, and Sykia Cave, with swimming, snorkeling, breakfast, lunch, fruit, and drinks included. Weather can change the route, but the crew adjusts the day to keep you on the water safely.
“10/10!! We loved our guides, Giannis, Angel and Emilois, they were accomodating and just all round good vibes! The food was yummy and they always made sure our drinks were full! Kleftiko was magical and so was Kipos with the hot water cave. I would highly recommend this trip!”
Spend 5.5 to 7 hours aboard a modern DanEri Yachts catamaran from Adamantas. You’ll see Klima, Cape Vani, Sykia Cave, and Kleftiko, with a Mediterranean meal, open-bar drinks, SUP boards, snorkeling gear, and a sunset finish. Groups are limited to 20, and private options are available.
“This was an excellent time. The food, the music, the views, the crew were all amazing. Highly recommend this experience.”
Spend nine hours sailing from Adamas along Milos’s volcanic coast, with swims at Agathia, Kleftiko, Gerakas and Poliegos. Expect breakfast, Greek lunch, fruit, drinks and snorkeling gear. Crews often include Christos and George, though names can vary. Weather determines the final route.
“Amazing day on the water with the crew, who were so friendly and kind to everyone. We had really strong wind that day, so the crew were really skilled at putting everyone at their ease and working out an alternate route so that we made the most of several sheltered spots and overall had a wonderful day. Tasty food, and beautiful scenery.”
Join Trinity Yachting for a six-hour sunset catamaran from Milos. You’ll swim at Kleftiko and Kalogries, view Sykia Cave and Klima, eat a Greek lunch, and enjoy beer, wine, snacks, and a sunset mojito. The boat carries up to 22 people, with free transport from Adamas to Agia Kiriaki.
“We were hesitant to book a sunset tour rather than a morning session but it was the best decision. It was so beautiful, food was insanely good, and staff were amazing (Clara, Christos and Elena). We were very lucky and had an amazing group and met so many new people! Highly recommend over a morning session”
Spend 9 to 10.5 hours aboard a spacious DanEri Yachts catamaran from Adamantas. Swim at Polyegos, Triades, and Kleftiko, use SUPs and snorkeling gear, and enjoy brunch, Greek lunch, cheese, fruit, wine, beer, and soft drinks. Crew members such as Zacharias and Jozef add warm, attentive service to a polished day at sea.
“The cruise was amazing, saw amazing sites, crew was fantastic, knowledgeable, and ran everything seamlessly. Lunch was delicious and all the water accessories (paddle boards, floaties, googles) were fun.”
Spend 5.5 to 7 hours aboard a modern DanEri Yachts catamaran from Adamantas. Sail past Klima and Cape Vani, pause at Sykia Cave, then swim, snorkel, paddleboard, and eat a fresh Greek lunch at Kleftiko. The English-speaking crew, including Andreas, Ilias, and Captain Joseph, provides drinks, gear, shade, and plenty of practical help.
“This was genuinely one of the best boat tours I’ve ever been on. The crew were all super attentive, kind and funny. They gave anyone that was cold blankets and were constantly making sure everyone had refreshments. The food was also so tasty and made with love. They take you to all the most beautiful and picturesque sights in Milos. Highly recommend!!!”
Spend 9.5 hours aboard a spacious 44-foot catamaran from Adamas, visiting Poliegos, Kleftiko, Sykia, Gerakas, and more. You will swim, snorkel, paddleboard, eat a BBQ lunch, and enjoy drinks and snacks. The crew may include Dina, Forrest, and Yannis, with shaded seating and GoPro photos included.
“FOREST, DINA, & YANNIS (John) are the BEST! If you’re looking to do a tour in Milos THIS IS IT. We were well taken care of with multiple meals/snacks/drinks and various other items. We visited the most beautiful locations while the staff made the trip fun, inviting, and comfortable. Even if you get sea sick… the staff are amazing and there to help you have the best time. After much research… this trip exceeded expectation. BOOK it now. Don’t miss this.”
Spend 9 to 10 hours aboard a Naya Yachting catamaran from Adamas, visiting Kalogries, Sykia, Kleftiko, Gerakas, and Poliegos. You get homemade breakfast, a Greek BBQ lunch, drinks, swimming gear, and a vegan option. The cruise is offered in English and returns to the port.
“10 out of 10!! Must do it! Honestly it was the highlight of our trip. Family owned businesses so their attention to detail was phenomenal! Definitely would recommend this !! Again it’s a must do!!!!”
Every island we sail from, and every kind of day that leaves it.
