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100+ results
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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Katerina Sailing Sunrise and Sunset Cruises
6 to 8 hours
Free Cancellation
5.0
(9)
from
$1,183
Per group
Exclusive Itinerary: Visit unique destinations like Gerakas, Polyaigos, and Sarakiniko, offering a diverse exploration of Milos and its surroundings. Hidden Gems: Discover secluded spots such as Mersini and Galazia Nera, away from typical tourist paths for a tranquil experience. Explore ancient caverns and hidden coves at Faros and Fanaras Cave, adding adventure and historical intrigue. Local Cuisine and Relaxation: Enjoy stops at Prassonisi and Psathi in Kimolos, where you can savor local delicacies and unwind in picturesque settings. Small Group Experience: Our tour ensures a personal and comfortable experience with smaller groups, allowing for individual attention and ample space to relax. Stunning Photo Opportunities: Capture breathtaking landscapes, pristine waters, and dramatic cliffs, creating lasting memories of Milos' natural beauty.
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Private Cruise with Speedboat: Milos- Polyaigos- Kimolos
8 hours
Free Cancellation
5.0
(7)
from
$947
Per group
Begin this tour by visiting Triades, a collection of three fine-grained yellow sandy beaches with crystal clear shallow blue waters. Then, take a dip in the icy cold waters of Sikia Cave, which is considered one of Milos’ most beautiful sea caves. The final stop is at Kleftiko, an old pirate haven known for its vivid white rock formations and breathtaking crystal clear turquoise waters. Rent a boat from Milos Boat Charters, we offer you, your family, friends or colleagues a unique and adventurous experience that will be remembered for a lifetime. Throughout your journey, you will have a sense of complete freedom, comfort, style, and most importantly safety. Hire the most comfortable and capable vessel for a private boat tour or a custom one. Top Destinations like: Kleftiko, Sarakiniko, Sikia and much more are included.
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Private Milos Tour "Pirates’ Hideout"- Luxury Boat Rental
5 hours
Free Cancellation
5.0
(7)
from
$1,154
Per group
[Up to 10 Guests] Charter the entire yacht on a Private Cruise in Milos, with three curated route options across Milos, Kimolos, and Poliegos. With up to 13 stops per route, our cruises cover more coastline than you'll find on a typical private charter. Every route is tailor-made. Discuss your preferred stops and durations directly with your captain, who confirms your meeting point 48 hours before departure. Hotel and villa pick-up available upon request. Half-Day cruises include 5 to 6 stops over 5 hours. Full-Day cruises include 7 to 8 stops over 8 hours.
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Milos: Private Boat Tour—Kleftiko Sarakiniko Poliegos
5 to 8 hours
Free Cancellation
5.0
(3)
from
$947
Price varies by group size
Likely to Sell Out
Our "West Side of Milos & Kleftiko" cruise offers a unique blend of natural beauty, historical exploration, and relaxation. Enjoy the privacy of the yacht by sailing through the Aegean Sea with our monohull sailing boat and our experienced crew. Explore the Mediterranean biodiversity, sunbathe under the Greek sun and make the most of now, now. Enjoy refreshing swims at Kalogries, Kleftiko, and Agios Dimitrios beaches, each offering crystal-clear waters and serene surroundings. Capture stunning images at Sykia Cave, Arkoudes Beach, and the picturesque village of Klima with its iconic "syrmata" boathouses. The calm waters and hidden sanctuaries of Milos provide a peaceful and relaxing environment. The itinerary may change based on weather conditions or your preferences, ensuring a personalized experience. This cruise is perfect for anyone that want to spend a great day on a sailing yacht seeing all the best parts of Milos.
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Private Cruise West Side of Milo's & Kleftiko
7 hours 30 minutes
Free Cancellation
5.0
(2)
from
$947
Per group
[Up to 16 Guests] Charter the entire yacht on a Private Cruise in Milos, with three curated route options across Milos, Kimolos, and Poliegos. With up to 13 stops per route, our cruises cover more coastline than you'll find on a typical private charter. Every route is tailor-made. Discuss your preferred stops and durations directly with your captain, who confirms your meeting point 48 hours before departure. Hotel and villa pick-up available upon request. Half-Day cruises include 5 to 6 stops over 5 hours. Full-Day cruises include 7 to 8 stops over 8 hours.
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Milos: Private Yacht Tour—Kleftiko Sarakiniko Poliegos
5 to 8 hours
Free Cancellation
5.0
(4)
from
$947
Price varies by group size
This tour takes you around Milos Island, stopping at key locations for a swim or just to take in the breathtaking scenery. Then it’s off to Polyaigos Island, the Aegean Sea’s largest uninhabited island where you will be captivated by the natural beauty and amazing crystal clear blue waters. Renting a boat from Milos Boat Charters we offer you, your family, friends or colleagues a unique and adventurous experience that will be remembered for a lifetime. Throughout your journey, you will have a sense of complete freedom, comfort, style, and most importantly safety.
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Private Milos Tour "Islands of Colours"- Luxury Boat Rental
7 hours
Free Cancellation
5.0
(6)
from
$1,308
Per group
Travel in comfort from Milos to Santorini with our one-way private helicopter charter service. Enjoy a comfortable, safe, and hassle-free trip between all major Greek destinations.
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Private Helicopter Transfer from Milos to Santorini
30 minutes
5.0
(2)
from
$5,412
Per group
Enjoy a relaxing half-day catamaran cruise along the coastline of Milos Island. Pass traditional fishing villages with colorful homes, beautiful beaches, and secluded bays, some of which you can swim or snorkel in. Spend time relaxing on board over lunch, taking time out of a busy travel schedule. As this is a half-day cruise, you can fit other activities into your day too, if you like.
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Shared Half Day Cruise from Milos to Provatas & Kleftiko
5 hours 30 minutes
Free Cancellation
4.5
(52 Operators)
from
$231
We know the whole island like the palm of our hand. We can take you to dramatic sea caves and beaches so secluded even the local goats have a hard time getting there.
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6 Hours Kimolos and Poliegos islands Private tour
6 hours
Free Cancellation
5.0
(14)
from
$1,834
Per group
This is more than a simple boat trip — it is a private, full-day sea escape designed for relaxation, freedom and authentic experiences. Traveling on a traditional boat in a private setting allows you to enjoy the day at a relaxed pace, away from crowds and strict schedules. The experience includes six carefully selected swim stops, offering plenty of time for sunbathing, swimming and snorkeling in crystal-clear waters. A unique highlight is the hauling of the fishing nets during the journey, giving you a genuine glimpse into local maritime life without taking away from the relaxed character of the tour. Meals are prepared on board “from sea to plate” and are complemented by local treats, fresh fruit, dessert and drinks. Weather permitting, the boat also visits sea caves accessible only to small boats and experienced captains, adding a sense of exploration beyond typical routes. The tour can also be tailored for special occasions such as proposals, birthdays or anniversaries.
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Full-Day Private Sea Escape to Polyaigos
7 hours
5.0
(2)
from
$1,538
Per group
The highlight of your private half day catamaran cruise is Kleftiko, a truly unique and majestic spot on Milos. Known for its towering white rock formations and hidden caves, Kleftiko was once a pirate hideout and is now a popular destination for adventurers. Take time to swim in its turquoise lagoons, explore the caves by boat, or simply marvel at the natural beauty that surrounds you. Throughout your private catamaran cruise, you’ll be treated to personalized service from an experienced crew, ensuring a seamless and unforgettable journey. Enjoy complimentary refreshments on board as you cruise in luxury and style, far from the crowds. Whether you’re celebrating a special occasion, enjoying a romantic escape, or seeking an intimate adventure with family or friends, this private half-day catamaran cruise to Gerakas, Fyriplaka, and Kleftiko offers the perfect way to experience Milos from the sea.
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Milos Private Half Day Cruise around Milos
5 hours
Free Cancellation
5.0
(8)
from
$2,603
Per group
Likely to Sell Out
Milos’ rugged sea caves can only be reached by boat. Make lifetime memories as you experience them the stylish way—aboard your very own sailboat. Savor lunch, drinks, and fresh fruit as you sail the coast, with stops to swim and snorkel at Sikia Beach’s roofless cave, Kleftiko Beach’s sea arches, and Poliegos’ blue lagoon. Snorkeling gear is included so you can experience the seascapes up close.
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Full Day Sailboat Private Kleftiko & Blue Lagoon with Lunch
9 hours
Free Cancellation
4.8
(20)
from
$2,367
Per group
Discover the enchanting beauty of Sarakiniko, a unique volcanic landscape characterized by its striking white rocks and caves. This early morning tour picks up customers directly from their location, ensuring a seamless start to the day. Witness the serene sunrise illuminating the captivating formations and enjoy the tranquil atmosphere of this stunning destination. Ideal for nature lovers and photography enthusiasts looking to capture the magic of this extraordinary site. - Early morning pick-up from your location for convenience - Explore the unique volcanic formations of Sarakiniko - Perfect for nature lovers and photography enthusiasts - Enjoy a peaceful sunrise amidst stunning scenery
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Sunrise Sarakiniko Tour with Van
1 hour to 1 hour 30 minutes
Free Cancellation
5.0
(3 Operators)
from
$95
Price varies by group size
Experience the flavors of local Greek life on a relaxed, food-focused journey that blends tradition, village charm, and farm-to-table tastes. Begin at a traditional open bakery, where freshly baked breads and pastries introduce you to time-honored techniques and everyday culinary culture. Enjoy a scenic walk through the village of Pollonia, followed by a sweet pause to savor classic galaktoboureko or seasonal karpouzopita in a laid-back seaside setting. Continue with a tasting at Alevromilos, showcasing artisanal products and authentic local ingredients. End the experience with Greek sweet spoon desserts and coffee, made from fruits sourced from nearby farms, offering a warm taste of local hospitality and the land behind each flavor.
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Taste Milos Private Food and Wine Experience with Greek Treats
2 hours 30 minutes
Free Cancellation
from
$453
Price varies by group size
During your Private Full-Day Catamaran Cruise in Milos, you will visit some of the island’s most iconic locations. Begin with a visit to Kleftiko, a world-famous spot known for its dramatic rock formations, hidden caves, and crystal-clear turquoise lagoons. Swim, snorkel, and explore this stunning natural wonder at your leisure. Next, head to Gerakas Beach, a serene and secluded spot with calm, shallow waters perfect for swimming and relaxation. Finally, discover Fyriplaka Beach, where vibrant cliffs meet the Aegean’s azure waters, providing a picturesque backdrop for relaxation and adventure. Throughout your journey, your crew will provide personalized service, ensuring a relaxing and memorable day on the water. Whether you’re celebrating a special occasion, enjoying a romantic escape, or spending quality time with family and friends, this private full-day catamaran cruise offers an exclusive and luxurious way to experience the beauty of Milos.
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Milos Private Full Day Cruise around Milos
9 hours
Free Cancellation
5.0
(6)
from
$3,550
Per group
Experience a fully private and exclusive speedboat tour in Milos. Your professional skippered cruise offers a personalized and stress-free journey through the island's most stunning coastal landscapes. Fuel, skipper, and all taxes are included in the price - no hidden fees. Snacks and cold refreshments, including wine and beer, are provided on board. Board your comfortable 21ft (6.5 meters) speedboat and enjoy Milos' hidden gems away from the crowded tour boats. We provide snorkeling masks so you can explore crystal-clear waters and hidden sea caves at your own pace. This is the best way to discover the natural beauty of Milos in a relaxed, luxurious, and all-inclusive setting. Important Information: Please note that the speedboat tour itinerary is indicative and may change depending on weather conditions at the discretion of the skipper. Your safety is your top priority, and any route adjustments are made to ensure the most comfortable and safe experience at sea.
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All inclusive Private Speedboat With Skipper up to 5 pers max
4 hours
Free Cancellation
5.0
(1,189 Operators)
from
$1,006
Per group
Likely to Sell Out
Your day begins at Adamantas Port aboard a sleek, all-inclusive catamaran. As you sail across turquoise waters, the coastline reveals the colorful boathouses of Klima — traditional “syrmata” that create one of Milos’ most picturesque scenes. Soon after, you arrive at legendary Kleftiko Bay, where towering white cliffs, natural arches, and hidden caves form a breathtaking setting once used as a pirate refuge. Here, you can swim, snorkel, paddleboard, or simply relax while enjoying unlimited drinks from the open bar and Mediterranean lunch is then served on deck as the catamaran glides gently through the Aegean. In the afternoon, your adventure continues with an exciting Jeep tour across Milos’ rugged landscapes. Remote paths, and panoramic viewpoints unfold as the sun begins to set, painting the sky in warm golden and pink tones. A relaxed picnic with local delicacies completes the moment. Two unique adventures — one extraordinary day.
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Catamaran Cruise to Kleftiko and Jeep Safari Sunset Experience
6 to 9 hours
Free Cancellation
5.0
(39 Operators)
from
$272
Explore Milos island with the best boat and crew of the island! As the boat navigates the coastline, venture into the intriguing depths of Sykia Cave, uncovering the geological wonders that characterize Milos. Throughout the day, indulge in a culinary journey with food and drinks served on board, featuring local delicacies that elevate the experience. The full-day tour encapsulates the essence of Milos, offering a comprehensive exploration of its diverse landscapes, from dramatic cliffs to serene beaches. With the sun setting on the horizon, casting a warm glow over the sea, this immersive journey ensures that every moment is a celebration of Milos' natural beauty, complemented by the pleasures of gastronomy in a setting that feels nothing short of magical.
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Milos Full Day Cruise Via Traditional Boat
10 hours
Free Cancellation
5.0
(803 Operators)
from
$195
Discover the captivating beauty of Milos and Polyegos Island on this full-day sailing tour. Explore unique volcanic landscapes, hidden coves, and crystal-clear waters while visiting iconic spots like Kleftiko, Polyegos, and Gerakas Beach. Swim in the serene Blue Lagoon and snorkel among vibrant marine life, making unforgettable memories in this Cycladic paradise. Perfect for nature lovers and adventure seekers, this tour offers a great way to relax and soak in the stunning coastal views. - Full-day cruise from Adamas, lasting approximately 9.5 hours - Includes Greek menu, open bar and snorkeling equipment - Maximum group size of 20 passengers for an intimate experience Please note that the Sailing boat tour itinerary is indicative and may change depending on weather conditions at the discretion of the skipper. Your safety is your top priority, and any route adjustments are made to ensure the most comfortable and safe experience at sea.
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Full Day Kleftiko and Polyegos Tour Open Bar and Snorkeling
9 hours 30 minutes
Free Cancellation
5.0
(1,189 Operators)
from
$195
Likely to Sell Out
A rib boat adventure ,that promises long time stops in a faster way and in a small group of people! Seize the opportunity of admiring this wondrous island through luxury and speed in a brand new craft. A few hours of pure bliss where only sunscreen is needed. Put on your biggest smile and join this tour as it offers our guests mouthwatering snacks after swimming, an open bar with drinks and beverages- as we don’t want you dehydrated- a waterproof camera (no extra charge and your pictures uploaded on our site for your convenience), snorkeling gear for your own little secret excursion in the water and a surprise cocktail to conclude our trip with fruity flavors and aromas that praise Greece.
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Semi-Private Power Boat Tour to Kleftiko
5 hours
Free Cancellation
5.0
(2 Operators)
from
$189
⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Milos, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.
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Private Vacation Photoshoot with Photographer in Milos
1 hour
Free Cancellation
4.5
(70 Operators)
from
$164
Price varies by group size
Witness the stunning jewels of South Cyclades with a tour above Milos, Kimolos and Polyegos and a unique perspective from above. This 20-minute helicopter ride takes you over the breathtaking Kleftiko beach, where you can marvel at the island's iconic rocky landscape as the sun dips below the horizon. Soar above the uninhabited islet of Polyegos and the stunning white-washed Kimolos before getting back to Milos. This exclusive journey is limited to 4 travelers, ensuring an intimate experience as you capture unforgettable views of the Aegean Sea. - 20-minute helicopter flight showcasing Milos, Kimolos and Polyegos - Convenient pick-up and drop-off at Milos Airport - Maximum of 4 passengers for a personalized experience - Bottled water included for your comfort during the flight
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Hop on a Helicopter Tour around Milos, Kimolos and Polyegos
20 minutes
Free Cancellation
from
$402
Discover the highlights of Milos in comfort on this small-group van tour, combining iconic sights, charming villages, and a traditional Greek meal. Start at the Venus of Milos archaeological site and Ancient Theatre, where history meets stunning views. Continue to Plaka, the island’s picturesque capital, known for its whitewashed alleys and panoramic vistas over the Aegean Sea. Visit Mandrakia, a postcard-perfect fishing village famous for its colorful boat garages carved into the rocks, before heading to Sarakiniko, Milos’ most famous beach, renowned for its dramatic white volcanic formations and lunar-like landscape. Enjoy free time to explore or swim. The tour concludes with a traditional lunch at Aleuromilos, featuring a generous 9-dish tasting menu made with fresh local ingredients and paired with local wine, offering a true taste of Milos hospitality. Ideal for travelers who want to experience Milos’ top sights and authentic flavors in one relaxing day.
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Milos Highlights Van Tour and Traditional Tavern Lunch
4 hours
Free Cancellation
from
$783
Price varies by group size
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