YachtSailingYachtSailing

Sailing destination

Milos

Island group
Cyclades Islands
Best time to sail
May – October
How
Private crewed catamaran
Explore Milos

The island's unique geological formations, including striking cliffs, volcanic rocks, and hidden sea caves, create a visual spectacle that sets Milos apart. Beyond its remarkable natural features, Milos boasts picturesque villages with whitewashed buildings, each exuding a charm of its own. With a coastline adorned with golden beaches and crystalline waters, Milos offers a perfect blend of relaxation, adventure, and cultural exploration, making it a sought-after destination in the Aegean.

How your week works

There's no fixed route - your week bends to you.

Every charter is private and fully custom. Your captain shapes each day around the weather, the sea and what you feel like - more swimming or more towns, an early start or a slow morning. Anything you read here about Milos is inspiration, not a schedule; you can change plans anytime on board.

Planned with you daily

The route is set together, each morning.

Weather-led

Always the calmest, most beautiful option.

Your call

Linger longer wherever you fall in love.

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Milos - Allow Milos to take your Breath Away
01 · Milos

Allow Milos to take your Breath Away

Sailing around Milos on a catamaran transforms the island experience into a truly magical maritime adventure. Navigating the azure waters, catamaran voyagers can explore Milos' hidden gems, from the iconic Sarakiniko Beach with its lunar-like landscape to the enchanting Kleftiko sea caves. As the sun sets over Milos, the catamaran offers a front-row seat to the breathtaking spectacle, casting a warm glow over the cliffs and creating an unforgettable ambiance.

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Milos - sailing
02 · Milos

Famous for its pristine waters, elaborate caves and imposing rock formations, Kleftiko is a must destination during your 2 week sailing adventure. Known to be an old pirates' hideout, today it is one of the most popular tourist attractions in Milos. Here, you can spend endless hours of snorkeling and diving into the turqoise waters or admire the view from the comfort of your catamaran.

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Milos - sailing
03 · Milos

One of the biggest and most beautiful caves in Milos worth exploring and observing. While onboard our catamaran indulge in the fascinating natural displays Milos has to offer. Here you can enjoy the use of your Stand up paddle, snorkels, and underwater camera. A destination not to miss during your sailing trip.

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Milos - sailing
04 · Milos

Sarakiniko is one of the most iconic and visually striking locations in Milos. Renowned for its unique and otherworldly landscape with its white volcanic rock formations it sets a surreal scenery, not to be missed. A perfect spot to admire the sunset with t he contrast between the white rock and the blue sea creating a captivating visual spectacle.

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Milos - sailing
05 · Milos

This is probably the most impressive beach in the whole of Milos. Gifted with a truly unique geological profile making it one of the most remote locations in Greece. Probably one of the country’s best beaches and natural spectacles. Located 5km away from Plaka at the northeastern part of the island. Famous for its moon like appearance, surely creating memories of a lifetime.

Visiting Milos is a memorable and almost surreal experience, offering a unique blend of natural beauty and geological wonder. Whether exploring the caves, swimming in the pristine waters, or simply enjoying the scenery, Milos is a great destination

YachtSailing
Highlights

What to see & do in Milos

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Secluded Beach

A beautiful and secluded beach found between two cliffs on the southern coast of the island. One of beaches in Milos with the most character due to its location and landscape. Famous for being difficult to get to, you’ll have no problem accessing the bay while onboard your yacht. Eliminating the need to walk steeply down to the beach.

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Beaches & swimming

Is a beach surrounded by trees with remarkably blue colored waters, resembling a massive swimming pool. This beach is located in a small bay where a lot of fisherman have made it their spot to fish and live. When seeking shelter from southern winds you will find this to be an ideal location to stop and relax while sailing this beautiful island.

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Sandy Beach

One of the many extraordinary locations in Milos, when viewed from above witness a wonderful sandy beach with waters which lead between two cliffs meeting to create a small cave entrance to the sea. There a numerous sea caves surrounding this area which offer a lot to explore for the adventurous spirit.

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Ancient sites

Just a few meters away you will find the ancient town of Phylakope, here you can explore the remaining ruins of walls, structures, and ancient graves now almost all submerged below the sea.

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Beaches & swimming

Is a sandy and extremely flat beach located directly next to Tsigrado. With a long coastline and silver sand with massive cliffs taking up the background of the coastline.

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Is Extremely Shallow

It is extremely shallow for some meters before reaching any sort of depth making it a good location for young children to play and splash around in the sea. Allowing parents to not have to be concerned of any unexpected depths occurring suddenly.

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One Of The

One of the most historical sites in Milos, and probably the last remaining sign of Venetian rule on the Island. “Kastro” was built during the 13th century along with a small settlement called “Chora”. It is located on the second highest hilltop of Milos and is around 280 meters tall. At the very peak is Panagia Skiniotissa (Also reffered to as “Mesa Panagia”). There is also a bigger church you may noticed called Panagia Thalassitra.

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Ancient sites

You will be amazed at how well preserved the castle is, especially due to turbulent history it endured over the eras. Venturing up to the castle you will notice quite a few ruins, but also some scattered homes and churches along the way. The village was not able to keep up with the speed of the population’s growth which lead to many moving down the hill (This area is now known as Plaka).

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Sunset views

Here you can enjoy probably the best panoramic view of Milos, and I would suggest venturing up to enjoy the incredible array of colors offered by the sunset of this beautiful island.

Frequently asked questions

01Is the itinerary fixed, or can we customize our route? +

All our trips are fully customizable. There is no fixed itinerary. The final route is shaped together with you, based on your preferences (how many hours you wish to sail per day, sightseeing or relaxation, hiking, swimming, local cuisine, etc.) and - most importantly - the weather at the time of your trip. The captain adjusts the plan daily to keep the experience relaxed, safe and enjoyable, and you can stay longer at places you love.

02Cyclades or Saronic Islands – what’s the difference and which do you recommend? +

The Cyclades offer iconic whitewashed villages, dramatic landscapes and longer open-water crossings - ideal for experienced cruisers and classic Greek scenery. The Saronic is calmer, greener and closer to Athens, with short hops between historic islands - perfect for relaxed sailing and families. We recommend based on your dates, group and pace.

03Can we visit Santorini, Mykonos, Naxos, or other specific islands in one week? +

Yes - within reason. A one-week route comfortably covers a cluster of nearby islands. Combining far-apart highlights (e.g. Mykonos and Santorini) is possible but means longer sailing days. We’ll design a realistic route that includes your must-see islands without rushing.

04What happens if the weather is bad? Will the trip be canceled? +

Trips are very rarely canceled. The captain monitors conditions daily and adapts the route to keep you in sheltered, comfortable waters. Safety and enjoyment always come first, and the flexible itinerary means there is almost always a great alternative nearby.

05Are prices per person or for the entire boat? +

Prices are for the entire boat - you charter the whole catamaran for your group, not per person. This makes it excellent value for families and groups of friends sharing the experience.

06What additional costs should we expect beyond the yacht price? +

Typical extras include fuel, marina/port fees, food and drinks, and the crew gratuity. We provide a clear breakdown in advance so there are no surprises, and you can choose your provisioning and dining preferences.

07How many islands will we visit during the week? +

Usually 5–7 islands or anchorages in a week, depending on distances and your pace. We balance moving and relaxing so you experience variety without spending all day at sea.

08Can we decide where to stop each day, or is it decided in advance? +

Both. We agree a flexible plan before departure, then fine-tune it day by day with your captain based on weather and what you’re enjoying. You stay in control of your holiday.

Explore more in the Cyclades
Cyclades
Cyclades
Mykonos
Mykonos
Santorini
Santorini
Paros
Paros
Read on the blog

LITTLE CYCLADES ITINERARY

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2 WEEK CYCLADES ITINERARY

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1 week Cyclades Itinerary

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Our fleet

Featured yachts

Queen of Diamonds, 52 ft

A calm, elegant catamaran for relaxed family and friends charters - six cabins for up to ten guests, refit in 2024. An easy, unfussy layout that suits a slower kind of week at sea.

Staterooms 6 • Up to 10 Guests • Refit 2024

from / week
€14,590
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Casino Royale, 50 ft

Nimble and welcoming, ideal for exploring the Cyclades at your own pace - six cabins for up to ten guests, refit in 2024. Light enough to feel quick, roomy enough to feel generous.

Staterooms 6 • Up to 10 Guests • Refit 2024

from / week
€13,900
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King of Diamonds, 56 ft

Where elegance meets a confident, unhurried rhythm - six ensuite cabins and generous living spaces for up to ten guests, freshly refit in 2025. Captain and chef included, so every day is simply lived, not managed.

Staterooms 6 • Up to 10 Guests • Refit 2025

from / week
€18,220
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View all yachts
Milos
Plan your sailing holiday

Ready to explore Milos?

Talk to our team and we'll tailor the perfect one-week catamaran itinerary around Milos - skipper, hostess and all.

Ask an advisor

Get in touch

Contact usSend an enquiry, a real advisor replies personally Arrange a video callPick a time that works for you Call us+30 693 723 4566 WhatsApp usAlso available on the same number