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Sailing
20 results
Best Seller
Some of Milos’ most beautiful landscapes, from the stunning Sykia sea cave through to Kleftiko Beach with its eerie white caves and coves, can only be reached by sea. Discover them in style, aboard a Lagoon 400 S2 sailing catamaran with a small group, when you opt for this full-day cruise. Enjoy a stop at Gerakas beach and Galazia Nera at Poliegos and a barbecue lunch on board.
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5.0
(360)
Full-Day Small-Group Cruise in Milos & Poliegos with Lunch
8 to 10 hours
Free Cancellation
from
$251
Join this group catamaran cruise that goes to both Milos and Poliegos, plus serves up a homemade menu with barbeque and drinks. You don’t need to organize anything. Just show up ready to swim in turquoise water, snorkel, hang out on the beaches, and maybe swim in natural hot springs. You can also check out a traditional fishing village, Kilma.
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5.0
(34)
Milos & Poliegos Catamaran Cruise Homemade Full menu BBQ & Drinks
9 to 10 hours
Free Cancellation
from
$251
Likely to Sell Out
With its volcanic origins, dramatic scenery, and turquoise waters, Milos is one of Greece’s most spectacular islands—and this full-day yacht tour offers the perfect way to discover its highlights. Hop aboard your vessel at Adamas, and set sail. Admire colorful rock formations, visit numerous beaches (including Kleftiko Beach), enjoy meals and beverages, have free time to swim and snorkel, explore Poliegos Island, and more.
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4.8
(255)
Kleftiko Poliegos and Round Trip Of Milos Island Lunch & Open bar
10 hours
Free Cancellation
from
$190
The coastline of the island of Milos is home to many beaches and coves you can’t reach by land. Explore the natural seascapes and dive into deep blue waters on this full-day sailing cruise as you swim and snorkel at various spots around the island, and explore the bright limestone rocks of Kleftiko, an old pirate cave.
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4.8
(157)
Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch
9 to 10 hours
Free Cancellation
from
$168
Get ready to travel in style—on a luxury catamaran that sails between stunning beaches, bays, and coastal scenery, such as Kleftiko Beach, Poliegos, and Milos. To ensure you feel relaxed and well looked after—the onboard crew serve you breakfast, lunch, and afternoon seasonal fruits. There’s also snorkeling equipment provided so you don’t need to bring your own.
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4.9
(243)
CATAMARAN Kleftiko Poliegos & Round of Milos Lunch with Openbar
9 hours
Free Cancellation
from
$286
Likely to Sell Out
Explore the stunning volcanic coastline of Milos—and enjoy three swim stops plus a stop in Kleftiko—during this full-day sailing excursion. Enjoy close-up views of Milos' attractions, from the colorful fishing village of Klima to the rock formations of Cape Vani. Other highlights include a swim and snorkel stop at the ancient pirate hideout of Kleftiko, and swimming at Kalogries Beach and Agios Dimitrios.
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4.9
(200)
Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos
9 hours
Free Cancellation
from
$168
Milos is famed for its stunning, otherworldly coastal scenery, including the lunar-like Sarakiniko Beach— but the most impressive views aren’t reachable by land. On this small-group sailing tour, explore the island’s remoter west coast—a side of Milos most travelers miss—as you explore by boat. Along the way, listen to your skipper explain the island’s history and unique geology.
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5.0
(358)
Milos oneiro-kleftiko west Milos
7 hours
Free Cancellation
from
$192
Likely to Sell Out
Milos is renowned for its stunning Aegean coastlines, but many of the island’s most spectacular sights are only reachable from the water. Spend the day out on the open sea during this full-day small-group sailing and snorkeling excursion, covering Milos’ western side. Tours include five get-down stops, from the volcanic sands of Kleftiko Beach to the bay of Agios Dimitrios. Top it off with Breakfast, alcoholic drinks, and a traditional Greek lunch.
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4.9
(136)
Full day sailing cruise on the West side of Milos island
9 hours
Free Cancellation
from
$174
Set sail for two of the most beautiful islands in the Cyclades, Milos and Poliegos, on this full-day group catamaran tour from Adamas. Visit remote bays and beaches accessible only by water, including Kalogries and Kleftiko Beaches. Swim, snorkel, and enjoy breakfast and a barbecue lunch with included drinks on board.
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4.9
(263)
Catamaran Full-Day of Milos and Poliegos With Lunch & BBQ
10 hours
Free Cancellation
from
$216
Every side of the island has complete different things to offer you! There are caves and stories about pirates . There are huge piles of lava that have been standing there for thousands of years , longing to be admired and little fisherman villages ,like nothing else you have seen before, built by the water. Swimming in exotic colorful and transparent water with a completely different scenery each time we make a stop and it always goes with an open bar with drinks and beverages and a freshly cooked Mediterranean meal onboard . We provide you with snorkeling gear and a waterproof camera so you may take unique pictures for these wonderful memories that last forever ! Trust us as we love the water and what comes with it! We sail all year long as we can’t escape the passion of feeling the wind on our faces and the water under our feet and through the boat! Come fall in love with the island that still surprises each and everyone one of us and has been doing it for the past several years!
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4.7
(7)
Full Day Boat Tour Around Milos and Poliegos
10 hours
Free Cancellation
from
$192
See the coast of Milos minus the beachside crowds in one relaxing half-day boat trip from Agia Kiriaki. Ideal if you’re short on time, this half-day cruise includes time to swim in the calm waters of Gerontas Bay and Kleftiko, plus a scenic route past the blonde sands of Gerakas, Tsigrado, Firiplaka and Katergo beaches. Iced coffee, raki, and local treats are among the perks.
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4.6
(200)
Half Day Boat Tour to Kleftiko Milos
4 hours
Free Cancellation
from
$60
Explore the Aegean island of Milos on this sailing excursion. Enjoy a small group experience with up to 12 passengers that includes visits to Cape Vani, Kalogries Beach, and Agios Dimitrios bay. Check out the caves of Kleftiko and Sykia by dinghy, go swimming and snorkeling, and relax by the sea. Enjoy complimentary lunch, snacks, drinks, access to snorkeling equipment, and GoPro photos.
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5.0
(1,230)
Milos Small-Group Full-Day Cruise with Snorkelling and Lunch
8 hours
Free Cancellation
from
$192
Our special trip is a full day tour gift to the soul, as you have the chance to witness virial historical monuments, by the sea, that not only are they majestic but also have been there for thousands of years! Our company’s signature is hospitality, combined with love for the water and our guests onboard, who choose us as their guides for a perfect day! With the help of our team, you will explore the most precious, hidden treasures of the west part of Milos, whilst enjoying various snacks and meals that will be offered to you by our crew members throughout the whole trip. The sun and sea will dehydrate you, so don’t miss our open bar and keep on asking for more drinks, after all they are free! We are friendly and passionate people and love to share our knowledge for the island with anyone who cares to listen! Use our waterproof camera to achieve having long lasting memories and our snorkeling gear to dive smoothly. You will be grateful to have offered such a gift to yourself!
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5.0
(5)
Full Day Boat Tour to Kleftiko & Sykia Cave
8 hours
Free Cancellation
from
$192
Katerina Sailing Boat Milos is a family-run sailing experience offering authentic and intimate trips around the island of Milos. With Captain Katerina at the helm, we welcome guests aboard to explore the hidden side of Milos — from sea caves and secret beaches to unforgettable sunsets and sunrises. mission is to share the beauty of the Aegean with a warm smile, homemade food, and a touch of Cycladic magic. We begin day just before sunrise, sailing from Adamas into the calm morning sea to witness the first light over the Aegean. Guests are invited to swim in peaceful bays during the golden hour, enjoy a homemade breakfast, and capture the serenity of Milos in the early morning glow. As the journey continues, we visit remote spots perfect for snorkeling, exploring, and relaxing. Later in the trip, we serve a full lunch on board, featuring homemade dishes, local wine, and fresh fruit. We return to Adamas, leaving you refreshed, fulfilled, and filled with unforgettable memories
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5.0
(9)
Katerina Sailing Sunrise and Sunset Cruises
6 to 8 hours
Free Cancellation
from
$1,197
Per group
The best way to view Milos’ coastline is undoubtedly from the water, especially when you’re cruising on a luxury sailing yacht. Opt for an activity-packed experience of the Greek island on a sailing tour that includes a snorkel safari; breakfast, lunch, afternoon tea, and snacks; and multiple swimming stops at spots hand-picked by your guide. This experience is ideal for families.
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4.8
(271)
Milos Sailing Tour with snorkeling and lunch
8 hours
Free Cancellation
from
$180
Set sail from Adamas on an unforgettable cruise through the stunning Aegean Sea, where captivating landscapes and serene waters await. Marvel at the natural beauty as you pass by Kimolos, with opportunities for memorable photos or a refreshing swim. The journey leads to Polyaigos, famous for its turquoise waters, perfect for swimming and relaxation, followed by a visit to Manolonisi, known for its exceptional scenery and tranquil atmosphere. This cruise promises a blend of adventure and peace, offering a unique glimpse into the Aegean's charm. - Depart from Adamas or Agia Kyriaki based on weather conditions - Explore the picturesque Kimolos island with photo and optional swim stops - Swim in the exotic turquoise waters of Polyaigos - Enjoy tranquil moments at the beautiful Manolonisi island
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Aegean Private Sea Cruise Polyaigos and Kimolos
8 hours
Free Cancellation
from
$1,317
Per group
The cruise starts from Adamantas and offers a unique maritime experience amidst the impressive landscapes of western Milos. As the boat gently glides through the calm waters, the view of the picturesque fishing villages of Klima and Arkoudes unfolds like a postcard, creating moments of relaxation. The journey continues towards Sykia, one of the island’s most authentic and unexplored spots. The wild beauty of the coastline, combined with the deep turquoise waters, creates a setting ideal for tranquility. A highlight of the cruise is the iconic Kleftiko, with its imposing white rocks and crystal-clear waters. Here, moments of swimming are offered, as well as a carefully prepared onboard meal, with views of the endless blue of the Aegean Sea. On the return journey, a stop at Kalogries adds a final, refreshing sea experience, while passing the impressive Cape Vani perfectly concludes a high-aesthetic cruise, designed for those seeking comfort, quality, and authentic experiences.
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Private Milos Sailing Cruise to Kleftiko with Lunch and Swimming
8 hours
Free Cancellation
from
$1,317
Per group
Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves of the famous old pirate bay of Kleftiko and discovering a part of the South side.
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4.8
(196)
Catamaran Half Day Morning Cruise: Kleftiko
6 hours
Free Cancellation
from
$186
Every side of the island has completely different things to offer you! There are caves and stories about pirates. There are huge piles of lava that have been standing there for thousands of years, longing to be admired and little fisherman villages, like nothing else you have seen before, built by the water. Swimming in exotic colorful and transparent water with a completely different scenery each time we make a stop, and it always goes with an open bar with drinks and beverages and a freshly cooked Mediterranean meal onboard. We provide you with snorkeling gear and a waterproof camera so you may take unique pictures for these wonderful memories that last forever! Trust us as we love the water and what comes with it! We sail all year long as we can’t escape the passion of feeling the wind on our faces and the water under our feet and through the boat! Come fall in love with the island that still surprises each and every one of us and has been doing it for the past several years!
...More
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5.0
(1)
Private Boat Tour in Milos with Lunch
6 to 10 hours
Free Cancellation
from
$1,916
Per group
If you love the sea, if you seek to escape from the everyday routine, if you long for the intense emotions of nature, if you seek to broaden your horizons, then a catamaran sailing boat adventure is precisely what you want. Milos beauties are mostly hidden and unreachable by land. The catamaran will lead you to beautiful, pristine and isolated beaches, far from the hassle of the crowds. With this cruise, you will have the chance to discover most of the island coastlines and see the huge diversity of colours, caves and beaches Milos has to offer.
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4.9
(90)
Catamaran Full Day Cruise: Poliegos - Kleftiko
9 hours 30 minutes
Free Cancellation
from
$251
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