Private luxury cruises from the crystal waters of Milos.
Up to 8 guests · Snorkeling · Sunset · Star-gazing · Moon Party
"Work like a captain, party like a pirate"
Our Experiences
Every cruise departs from the Port of Milos, next to the ferry dock. Select the experience that matches your vibe.
142€ / person
Experience the magic of Milos from the sea. Departing from Adamas Port, you'll cruise along the island's stunning coastline, stopping at the charming bay of Fyropotamos for photos against its postcard-perfect backdrop. Dive into the emerald waters of Papafragka, where dramatic cliffs and hidden sea caves create a truly unique swimming experience. Then sail to the world-famous Sarakiniko, whose striking white volcanic landscape meets the crystal-clear Aegean. Enjoy a refreshing swim and a leisurely lunch before heading back to Adamas, carrying memories of Milos' most spectacular sights.
142€ / person
Experience the wild beauty of Milos as the afternoon light transforms the island's dramatic coastline. Departing from Adamas Port, you'll cruise towards the striking landscapes of Vani, where rugged cliffs meet the deep blue Aegean. Enjoy a refreshing swim in the calm, turquoise waters of Kalogries Beach before capturing unforgettable photos at the magnificent sea cave of Sykia, one of Milos' most impressive natural wonders. Continue to the legendary Kleftiko, where towering white rock formations and crystal-clear waters create a setting unlike any other. Swim, relax, and savor a delicious lunch as the sun begins its descent, painting the landscape in golden hues. As the day draws to a close, enjoy a breathtaking Aegean sunset before sailing back to Adamas with memories of Milos at its most spectacular.
192€ / person
Embrace the tranquil side of Milos as day gently fades into night. Departing from Adamas Port, you'll cruise to the peaceful waters of Achivadolimni, where you can admire the island's vibrant evening atmosphere and watch the lights of Milos come to life along the coast. As twilight deepens, continue to the iconic shores of Sarakiniko, where the island's lunar landscape takes on a magical glow beneath the moonlight. Relax under a sky filled with stars, enjoy chilled music, refreshing cocktails, and, if you wish, a moonlit swim in the crystal-clear Aegean. Unwind, disconnect, and experience Milos at its most serene before sailing back to Adamas.
Exclusive
Your boat, your rules, your celebration. Whether it's a birthday, bachelor / bachelorette party, corporate retreat, or simply wanting complete privacy - we design the perfect experience around you. Timing, route, food, music - all customized.
The Orion Way
Explore Milos from the water and uncover dramatic sea caves, secluded swimming spots, volcanic formations, and crystal-clear bays accessible only by boat.
Stand-up paddleboards and inflatable water toys included in every cruise. Just add water.
Away from city lights, Milos offers some of the clearest night skies in Greece. Watch the stars from the deck.
Quality snacks, freshly prepared food, beers, wines and soft drinks - all included depending on your cruise. Cocktails available on demand.
Included in Every Cruise
Snorkeling Gear
Stand-Up Paddleboards
Safety Equipment
Inflatables
Glow Sticks (Evening)
Music System
About Orion
Orion Cruises was born from a passion for the sea, a love of life, and the belief that the best stories are made on the water. Based in the breathtaking island of Milos, we offer carefully curated experiences for up to 8 guests at a time - small enough to be personal, large enough to be unforgettable.
"Creating unforgettable, guest-centered experiences on the water with a blend of relaxed luxury and social energy."
Our crew are what we call "trained pirates" - professional, certified, skilled and always ready to make you laugh while keeping you safe. Every detail, from safety gear to sunset drinks, is taken care of.
"Pirates"
Crew
The crew is a carefully selected team, trained directly by the founders to deliver a consistent and high-quality experience. They operate with one clear priority: making sure every guest enjoys their time to the fullest.Friendly, attentive, and naturally service-oriented, they combine professionalism with a sense of humor, always ready to meet even the most demanding expectations. Around here, we call them “pirates” - not just for how they work, but for how well they know how to have a good time.As for rewards, let’s just say they run on rum and late-night cruises under the moonlight.
"The Legend"
Head of Operations
Achilleas is a Merchant Marine Officer with 12 years of hands-on experience across all types of vessels. As Co-founder and Head of Operations, he oversees crew management and keeps day-to-day operations on track. A natural problem solver with deep industry knowledge, he’s someone the team relies on when things get complex. He combines experience with a steady, no-nonsense approach. More at home at sea than on land, he stands by his motto: work like a captain, party like a pirate.
"The Gorilla"
Head of Sales & Business Development
Alexandros has a background in business and over four years of sailing experience. As a co-founder operates as the Head of Sales and Business Development, he focuses on driving growth, building partnerships, and opening new opportunities for the company. He’s known for his problem-solving approach and ability to think beyond the obvious, bringing both structure and creativity into play. Around the team, his nickname matches both his presence and his energy. Outside of work, he leans into anything that gets the adrenaline going. He lives by a simple rule: what’s worth doing is worth overdoing it - especially if it’s a party.
Good to Know
All cruises depart from the Port of Milos, right next to the ferry dock. Easy to find, impossible to miss. Meeting Point: Mentor Coffee Guidance and more At least 15 minutes prior to departure
Full refund if cancelled up to 24 hours before departure. 50% refund for weather-related early termination. We'll always do right by you.
Pets are not allowed on board (safety & heat reasons). Children under 12 are not permitted. The boat is not fully accessible for guests with mobility limitations.
We keep it intimate - maximum 8 guests per cruise. This means personal attention, more space, and a far better experience.
FAQ
Swimwear, sunscreen, and a towel are all you really need. Light, comfortable clothing is recommended - something that lets you feel relaxed and at ease throughout the experience.
Everything else is taken care of. Just bring a good mood and be ready to enjoy the day.
Each cruise includes everything needed for a complete and comfortable experience at sea. This covers snorkeling equipment, SUPs, inflatable water toys, and all required safety gear.
Onboard, guests are offered snacks or meals depending on the cruise, along with coffee, water, soft drinks, beer, and wine. A few extra touches - like glowsticks for the evening - add to the atmosphere.
Everything is designed to keep the experience easy, enjoyable, and well taken care of from start to finish.
For safety reasons, pets are not allowed onboard. This includes all companion animals and guide dogs.
Due to the heat, limited shade, and the risks involved during boarding and swimming stops, the environment is not suitable for them. Our priority is to ensure a safe and comfortable experience for all - guests and animals alike.
For safety reasons, infants and children under the age of 12 are not allowed onboard.
Due to the heat, limited shade, and the nature of the experience at sea, the environment can become challenging for younger guests. In addition, boarding, swimming stops, and movement around the vessel carry risks that make it unsuitable, even under parental supervision.
Our priority is to ensure a safe and comfortable experience for everyone onboard.
Guest safety and overall experience always come first. In case of bad weather, the skipper is responsible for deciding whether the cruise can take place.
If a cruise is canceled before departure, it can either be rescheduled for another day or fully refunded. If weather conditions change unexpectedly during the trip and the cruise needs to end early, a 50% refund is provided.
All cruises depart from the port of Milos, right next to the ferry dock.
Meeting Point: Mentor Coffee Guidance and more
At least 15 minutes prior to departure
All our cruises are operated with a professional skipper and crew onboard.
This ensures a safe, smooth, and well-managed experience, while allowing guests to fully relax and enjoy their time at sea.
The Morning, Afternoon and Escape from reality cruises follow a fixed format and cannot be modified.
Customization is available only through private bookings. Upon request and with adequate notice, elements such as route, menu, and drinks can be adjusted to match your preferences.
For our standard cruises, the menu can be adjusted with prior notice to accommodate allergies and health-related dietary needs.
However, it cannot be modified based on personal taste preferences, as it is designed as part of the overall experience.
For private cruises, menu options can be fully customized upon request.
“Unlimited” means guests are welcome to enjoy drinks freely, within the available onboard supply.
When it comes to alcohol, the skipper reserves the right to limit consumption for any guest if their behavior is affecting their own safety or the experience of others onboard.
All crew members are trained in first aid, and the skipper holds the necessary certifications to handle medical situations onboard.
In the event of a more serious incident, the appropriate authorities are immediately notified, and the necessary steps are coordinated to ensure fast and effective assistance.
Cancellations made in writing up to 24 hours before the scheduled start of the cruise are eligible for a full refund.
In any other case, refunds are not available.
Bookings can be made up until the first cruise of the day begins, subject to availability.
We recommend booking in advance, as spots are limited and cruises tend to fill up quickly.
No prior sailing experience is required.
Basic swimming ability is recommended for those who wish to take part in water activities, but it is not mandatory to enjoy the overall experience onboard.
Cruises depart on schedule to ensure the full experience for all guests.
If you arrive late, we may not be able to delay departure, and participation cannot be guaranteed. In such cases, the booking is considered a no-show and is non-refundable.
At the moment, the experience is not fully accessible for guests with mobility limitations.
Due to the nature of the vessel, boarding procedures, and movement onboard, as well as swimming stops and sea conditions, it can be challenging to ensure the level of safety and comfort we aim to provide.
We approach this with great care and respect, and our decision is based on maintaining a safe environment for all guests. If you have specific questions or would like to discuss individual needs, we’re always open to hearing from you and exploring what may be possible.
Each case is different, and we strongly recommend consulting with your doctor before booking.
Participation is based on personal judgment and comfort level, taking into account the nature of the experience at sea. Guests who choose to join during pregnancy do so under their own responsibility throughout the duration of the cruise.
If you have any concerns, we’re always available to discuss the details of the experience to help you make an informed decision.