YachtSailingYachtSailing

Sailing destination

Santorini

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

Arriving by sea changes Santorini completely. You anchor below the cliffs or off the red and white beaches on the quieter south coast, swim in water still warm from the volcano beneath it, and only go up to the rim - Fira or Oia - for dinner and the sunset, timed to skip the day-tripper crush. It's the one Cycladic island that genuinely looks like nowhere else.

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.

01
Santorini - sailing
01 · Santorini

Four guest cabins, your own catamaran and the freedom to explore Greece from the water. A good-value way into the private charter experience, with the islands setting the pace.

02
Santorini - sailing
02 · Santorini

An easy confidence runs throughout, with six guest cabins, a generous flybridge and open outdoor spaces giving everyone room to find their own rhythm. A quiet favorite for guests who value space without the fuss.

03
Santorini - sailing
03 · Santorini

Generous outdoor spaces and the relaxed, social layout of an L500 make this a comfortable choice for exploring the Greek islands, with plenty of room for long days outside, swimming stops and easy evenings at anchor.

Highlights

What to see & do in Santorini

Santorini1

Beaches & swimming

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.

Santorini2

Sunset views

Black volcanic cliffs rising straight out of a flooded caldera, whitewashed villages balanced along the rim, and a sunset in Oia that draws a crowd every single evening of the season.

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Sunset views

One dramatic night mid-itinerary - the caldera sunset, dinner on the rim, back to the boat to sleep. Nothing here is fixed - your captain places Santorini wherever it works best for your weather and your mood.

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Talk To Our

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

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
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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
View

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
View

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
View
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