YachtSailingYachtSailing

Sailing destination

Santorini

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

A visit to the picturesque village of Oia is a journey into the charm and romantic allure that has made this a world-renowned destination. Oia's narrow, winding streets are a delight to explore and definitely to indulge in the panoramic views of the caldera. Known for having one of the most spectacular sunsets in the world, find a suitable spot, whether it's the famous Castle of Oia, a seaside cafe, or the cliffs along the caldera, and witness the sun dip below the horizon, painting the sky in hues of pink, orange, and purple.

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 Santorini 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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Santorini - 3 TOP THINGS TO DO IN SANTORINI
01 · Santorini

3 TOP THINGS TO DO IN SANTORINI

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Santorini - sailing
02 · Santorini

A visit to Fira, the bustling capital of Santorini, promises a vibrant blend of culture, history, and stunning landscapes. It offers numerous spots to take in the breathtaking views of the Caldera while the cliffside walkways and viewpoints provide excellent photo opportunities, especially during sunset. Explore the narrow streets and discover unique items, from handmade jewelry to local artwork, visit the Three Bells or simply blend with the locals while enjoying a coffee in town's square.

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Santorini - sailing
03 · Santorini

This could possibly be the most famous and unique looking beach on the island. It is located in very close proximity to the ancient site of Akrotiri. Due to the small size of the beach it can often get crowded, however this is not a problem as you will be on board our catamaran.

Santorini, with its enchanting beauty, rich history, and warm hospitality, invites you to explore a destination where every moment feels like a work of art. Whether you're savoring a sunset in Oia, strolling through ancient ruins, or relaxing on unique beaches, Santorini promises an unforgettable journey into the heart of the Aegean.

YachtSailing
Highlights

What to see & do in Santorini

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White Beach

Close by Red beach, the White beach is known for its white cliffs and pebbles providing a more secluded environment and can be accessed with a catamaran.

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Black Sand Beach

A black sand beach f illed with amenities and activities for everyone. T he wider area is home to a number of tavernas and shops that see abundant nightlife.

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Family-Friendly Beach

A family-friendly beach with shallow waters, making it suitable for children. It has a relaxed atmosphere and offers various facilities, including beachfront tavernas.

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Beaches & swimming

Less crowded, this beach is characterized by its white cliffs and unique lunar-like landscape, offering a mixture of fine black sand and pebbles.

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Black Sand Beach

Another well-organized black sand beach featuring a long promenade with restaurants, cafes, and shops. The ancient Thera archaeological site is also nearby.

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Ancient Akrotiri

Often called the Pompeii of Greece, this archaeological site is worth visiting. Akrotiri is an ancient Minoan city destroyed by a volcanic eruption ages ago leading to the island's unique geological formation, creating the Caldera. The city was buried under layers of volcanic ash, which ultimately preserved many of its structures and artifacts. After your visit to the site, you can explore the alleways of the town admiring the ancient buildings, the streets and workshops.

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Amoudi Bay

Amoudi Bay is a small fishing village located below Oia and once was the main port during the 19th and the 20th century. It is renowned for its seafood tavernas that line the waterfront. These charming establishments serve freshly caught fish, calamari, lobster, and other local delicacies. Dining at one of the tavernas is a must for those seeking a true taste of Santorinian cuisine. Combined with its dramatic setting and panoramic views of the Caldera, it creates a postcard-perfect backdrop.

When to go

The active volcano is located on "Nea Kameni", an islet that faces the caldera and can only be approached by sea. Once there, you can explore an ashen land, naturally decorated with almost exclusively black and red lava stones. From there, the world’s biggest caldera can be seen, with the famous whitewashed villages built on its top. Thanks to the high temperatures of the volcano, there are hot springs where you can go swimming near the crater. They are situated in the uninhabited islet of Palea Kameni, with water temperatures reaching 35°C.

During May temperatures have a range from 16°C to 22°C

In July and August temperatures tend to increase

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
Paros
Paros
Naxos
Naxos
Read on the blog

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2 WEEK CYCLADES ITINERARY

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Our fleet

Featured yachts

Ace of Diamonds, 52 ft

Bright, open decks and a flybridge made for sunset moments under sail - six cabins for up to ten guests, refit in 2025. The flybridge is where the evenings end up, drink in hand, islands going gold.

Staterooms 6 • Up to 10 Guests • Refit 2025

from / week
€14,590
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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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View all yachts
Santorini
Plan your sailing holiday

Ready to explore Santorini?

Talk to our team and we'll tailor the perfect one-week catamaran itinerary around Santorini - 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