YachtSailingYachtSailing

Sailing destination

Syros

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

Syros was the busiest port in Greece for much of the 1800s, and Ermoupoli still shows it: grand civic buildings, a genuine city rhythm, and a culinary reputation (its own nougat, its own cheese) most visitors don't expect from a Cycladic stop. The beaches around the coast are quieter and less built-up than the town itself.

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 Syros 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.

The character of Syros

Ermoupoli, Syros' capital, is unlike anywhere else in the island group - a 19th-century shipping-wealth city of marble squares, an opera house, and pastel mansions climbing two hillsides above the harbor.

For guests who want architecture and a proper town alongside the beaches.

What you do here

How it fits a week

An evening in a real town for a change - the harbor, the architecture, dinner in the squares. Nothing here is fixed - your captain places Syros wherever it works best for your weather and your mood.

Highlights

What to see & do in Syros

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Scenic walks & trails

Walk Ermoupoli's marble squares and pastel hillside streets

Syros2

See The Th

See the 19th-century Apollo opera house

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The old harbour

Dinner in the harbor town, with the island's own nougat after

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Beaches & swimming

Swim a quieter beach along the coast outside town

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
Saronic Gulf
Saronic Gulf
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Our fleet

Featured yachts

King of Diamonds, 56 ft

A Lagoon 560 S2 flagship where elegance meets a confident, unhurried rhythm - six staterooms for up to ten guests, refit in 2025. Crewed by an experienced captain and host chef, built for moments that linger long after the anchor is raised.

Staterooms 6 • Up to 10 Guests • Refit 2025

from / week
€14,000
View

Poker Face, 45 ft

Relaxed, confident and easygoing - four cabins for up to eight guests aboard a Lagoon 450 Flybridge, refit in 2023. One of the fleet’s most consistently booked catamarans.

Staterooms 4 • Up to 8 Guests • Refit 2023

from / week
€5,000
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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 2025

from / week
€10,000
View
View all yachts
Syros
Plan your sailing holiday

Ready to explore Syros?

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