YachtSailingYachtSailing

Sailing destination

Little Cyclades

Island group
Cyclades islands
Best time to sail
May – October
How
Private crewed catamaran
Explore Little Cyclades

Koufonisia, a captivating gem within the Little Cyclades, beckons with its enchanting beauty and laid-back charm. When on board on one of our catamarans, you will discover hidden sea caves, pristine beaches such as Pori as well as opportunities for snorkeling. Don't miss the chance to stroll through the charming Chora and relish the flavors of the sea in waterfront tavernas. Koufonisia, with its simplicity, natural beauty, and welcoming atmosphere, offers a serene escape for those seeking an authentic Greek island experience.

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 Little Cyclades 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
Little Cyclades - Discovering the enchanted Little Cyclades
01 · Little Cyclades

Discovering the enchanted Little Cyclades

02
Little Cyclades - sailing
02 · Little Cyclades

Donoussa is an off-the-beaten-path destination, perfect for those seeking a tranquil retreat away from more touristy areas. Explore the Cave of the Seven Virgins, a unique natural formation near Stavros, e njoy the celestial wonders far away from city lights or visit Stavros village and blend in with the locals. Whether you seek pristine beaches, hiking adventures, or a taste of local life, this Little Cyclades gem has something special to offer.

03
Little Cyclades - sailing
03 · Little Cyclades

These islands captivate visitors with their unspoiled beauty, serene atmosphere, and traditional charm providing a refuge for those seeking a slower pace of life, away from the bustling tourist hubs. Whether you're drawn to secluded beaches, hiking trails, or the warm hospitality of traditional villages, the Little Cyclades complex invites you to discover the timeless allure of authentic Greek island living.

Highlights

What to see & do in Little Cyclades

Little Cyclades1

Beaches & swimming

The longest beach in Ano Koufonisi with white sandy shore and emerald-green waters. There are a few nearby attractions and spots ideal for snorkeling such as "The Devil's Eye" cave, "Pisina", which is a natural rock formation and Gala beach, a truly magical spot with unique atmosphere.

Little Cyclades2

Beaches & swimming

This beach offers stunning clear water with fine sand, suitable for snorkelling and swimming to near small water caves.

Little Cyclades3

Beaches & swimming

A tropical blend of blue and greens combined with fine white sand, this beach serves a unique view of the uninhabited island of Keros.

Little Cyclades4

Secluded Beach

This secluded beach in Schinoussa is an unspoiled spot surrnounded by nature providing a serene escape.

Little Cyclades5

Beaches & swimming

A pristine stretch of sand with azure waters, surrounded by hills and offering a tranquil environment for sunbathing and swimming.

Little Cyclades6

Beaches & swimming

This gem is located in a small remoted bay featuring unspoilt turquoise blue waters and tranquil sandy shores

Little Cyclades7

Sandy Beach

A beautiful, sandy beach offering a tranquil setting surrounded by hills and is an excellent spot for swimming and enjoying the natural beauty of the island.

Little Cyclades8

The old harbour

This amazing beach is situated next to Iraklia port. It is ideal for families with shalow, calm, crystal clear waters.

Little Cyclades9

Beaches & swimming

A quite small, isolated beach surrounded by impressive, rock formations with colors ranging from green to copper and gold, another ideal spot for snorkeling enthusiasts.

When to go

During May temperatures start from 19°C to a high 23°C.

During summer the weather wams up to 28°C.

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
Read on the blog

LITTLE CYCLADES ITINERARY

Read article

Fine Dining On A Sailing Yacht

Read article

2 WEEK CYCLADES ITINERARY

Read article
Our fleet

Featured yachts

Queen of Hearts, 52 ft

Graceful living areas and a warm, social layout for memorable Aegean weeks - seven cabins that host up to twelve guests, refit in 2024. An easy boat to fill with family or friends without anyone feeling crowded.

Staterooms 7 • Up to 12 Guests • Refit 2024

from / week
€15,000
View

Royal Flush, 52 ft

Confident lines and refined interiors for effortless island-hopping - seven cabins that sleep up to twelve guests, refit in 2024. A steady, well-kept catamaran that makes moving between islands feel easy.

Staterooms 7 • Up to 12 Guests • Refit 2024

from / week
€15,540
View

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
View all yachts
Little Cyclades
Plan your sailing holiday

Ready to explore Little Cyclades?

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