SailTiesSailTies

Logbook App

  • Digital Logbook
  • SailTies Plus
  • Crew Match
  • Support
  • Sailor stories

Adventures

  • All adventures
  • Destinations
  • Expeditions
  • Racing
  • Mile building
  • Gift vouchers

Sailing trips

  • Caribbean sailing
  • Mediterranean sailing
  • Americas sailing
  • UK sailing
  • Indian Ocean sailing
  • Arctic sailing
  • Atlantic crossings
  • Fastnet Race 2027
  • Caribbean regattas
  • Yachtmaster mile building
  • Offshore passage making

For Businesses

  • Operators
  • Sailing schools
  • Instructors
  • Clubs & groups

About Us

  • About SailTies
  • Blog

Follow us

SailTies
Download on the App StoreGet it on Google Play

© SailTies

  • Privacy
  • Terms
  • Cookies
  • Contact us
Cyclades cruise — Sailing Holiday in Greece
Sailing Holiday from Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos — Marina Alimos (Athens) – Gateway to the Greek Islands
Cyclades cruise — Kea – The Hidden Gem of the Cyclades
Sailing Holiday from Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos — Kythnos – Untouched Beauty in the Heart of the Cyclades
Cyclades cruise — Serifos – Wild Beauty and Authentic Cycladic Charm
Sailing Holiday from Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos — Sifnos – The Cyclades' Finest Blend of Beauty, Culture and Gastronomy
Cyclades cruise — Milos – A Sailor’s Dream of Hidden Coves and Turquoise Waters
Sailing Holiday from Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos — Karthaia Bay (Kea) – Where Ancient Greece Meets the Aegean
Cyclades cruise — Marina Alimos
Sailing Holiday from Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos — Sailing Holiday in Greece
Cyclades cruise — Marina Alimos (Athens) – Gateway to the Greek Islands
Sailing Holiday from Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos — Kea – The Hidden Gem of the Cyclades
Cyclades cruise — Kythnos – Untouched Beauty in the Heart of the Cyclades
1/13
Cyclades cruise — Sailing Holiday in Greece
Sailing Holiday from Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos — Marina Alimos (Athens) – Gateway to the Greek Islands
Cyclades cruise — Kea – The Hidden Gem of the Cyclades
Sailing Holiday from Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos — Kythnos – Untouched Beauty in the Heart of the Cyclades
Cyclades cruise — Serifos – Wild Beauty and Authentic Cycladic Charm

Cyclades cruise

Sailing Holiday from Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos, Greece

CruisingBeginner & IntermediateGreece - Europe

2 Dates

From €450 EUR today (€1,500 EUR total)

Set sail from Athens and discover the timeless beauty of the Cyclades, where whitewashed villages cling to rugged hillsides, crystal-clear waters shimmer under the Aegean sun, and every harbor welcomes you with authentic Greek hospitality. This unforgettable 7-day cruise takes you through some of the most enchanting islands of the Western Cyclades. Wander the charming waterfront of Kea, swim in the turquoise waters of Kythnos' famous Kolona Beach, and lose yourself in the narrow alleys of Serifos, crowned by its spectacular hilltop Chora. Explore the elegant villages and hidden coves of Sifnos before reaching Milos, one of Greece's most breathtaking islands, renowned for its dramatic volcanic landscapes, colorful fishing villages, and the iconic sea caves of Kleftiko.

Up to 4 aboard

Trip Itinerary: Marina Alimos (Athens) – Gateway to the Greek Islands to Marina Alimos

Why We Love This Sailing Holiday

When you think of picture perfect greek islands, this is it!

1

Start - Marina Alimos (Athens) – Gateway to the Greek Islands

one of the largest and most modern marinas in the Mediterranean, is the perfect starting point for an unforgettable sailing adventure in Greece. Located just minutes from the heart of Athens and only a short transfer from Athens International Airport, the marina combines convenience, excellent facilities, and direct access to some of the most beautiful cruising grounds in the Aegean Sea. With a vibrant waterfront atmosphere, numerous cafés, restaurants, and marine services, Alimos offers everything sailors need before setting sail.

Sailing at Marina Alimos (Athens) – Gateway to the Greek Islands on Cyclades cruise
2

Kea – The Hidden Gem of the Cyclades

Just a short sail from Athens, Kea is the Cyclades’ best-kept secret and the perfect first island to discover on a Greek sailing adventure. Combining authentic island charm with unspoiled natural beauty, Kea offers a peaceful alternative to the more crowded Cycladic destinations. Sail into the picturesque harbor of Vourkari, a favorite gathering place for yachts and sailors, where waterfront tavernas, elegant cafés, and boutique shops create a relaxed cosmopolitan atmosphere. Explore secluded coves with crystal-clear waters, ideal for swimming, snorkeling, and enjoying a tranquil night at anchor beneath the stars.

Sailing at Kea – The Hidden Gem of the Cyclades on Cyclades cruise
3

Kythnos – Untouched Beauty in the Heart of the Cyclades

Kythnos is a sailor's paradise, where authentic Greek island life meets breathtaking natural beauty. Blessed with more than 100 secluded bays and beaches, this charming Cycladic island offers endless opportunities to drop anchor in crystal-clear waters, far from the crowds and noise of modern tourism. Approaching Kythnos by yacht reveals dramatic coastlines, golden beaches, and picturesque whitewashed villages nestled among rolling hills. The island's welcoming harbors, including the lively marina of Loutra and the traditional port of Merichas, provide the perfect setting to experience genuine Greek hospitality, waterfront tavernas, and spectacular sunset views. For those seeking tranquility, Kythnos is renowned for its sheltered anchorages and unspoiled coves, ideal for swimming, paddleboarding, or simply enjoying a peaceful evening under a sky full of stars. Ashore, charming stone-paved streets, authentic local cuisine, and scenic walking trails invite exploration beyond the coastline.

Sailing at Kythnos – Untouched Beauty in the Heart of the Cyclades on Cyclades cruise
4

Serifos – Wild Beauty and Authentic Cycladic Charm

Serifos is one of the most captivating islands in the Cyclades, a destination where dramatic landscapes, pristine beaches, and authentic Greek character create an unforgettable sailing experience. Rising from the deep blue Aegean, the island enchants visitors with rugged hills, spectacular cliffs, and countless secluded coves waiting to be explored. Arriving by yacht in Livadi, Serifos' charming waterfront harbor, sailors are welcomed by crystal-clear waters, traditional tavernas, and the relaxed atmosphere that defines island life. Above the port, the island's iconic Chora crowns a hilltop, offering breathtaking panoramic views and some of the most beautiful sunsets in the Cyclades. For sailors, Serifos is a true treasure. Hidden anchorages, turquoise bays, and golden-sand beaches invite endless days of swimming, snorkeling, and relaxation. The island remains wonderfully unspoiled, preserving the authentic spirit of the Aegean and offering a peaceful escape from the busier tourist destinations.

Sailing at Serifos – Wild Beauty and Authentic Cycladic Charm on Cyclades cruise
5

Sifnos – The Cyclades' Finest Blend of Beauty, Culture and Gastronomy

Sifnos is a true jewel of the Cyclades, renowned for its elegant charm, crystal-clear waters, and exceptional culinary heritage. Combining picturesque landscapes with authentic Greek traditions, the island offers sailors a perfect balance of relaxation, exploration, and refined island living. Your journey begins in the beautiful bay of Kamares, a naturally sheltered harbor framed by golden hills and turquoise waters. From there, discover pristine beaches, hidden coves, and inviting anchorages that make Sifnos one of the most rewarding stops in the Aegean. Ashore, whitewashed villages perched on hilltops reveal a timeless Cycladic atmosphere. Wander through the narrow streets of Apollonia, enjoy breathtaking sea views from Kastro, and experience the island's warm hospitality in traditional tavernas and charming cafés.

Sailing at Sifnos – The Cyclades' Finest Blend of Beauty, Culture and Gastronomy on Cyclades cruise
6

Milos – A Sailor’s Dream of Hidden Coves and Turquoise Waters

Milos is one of the most spectacular sailing destinations in Greece, famous for its extraordinary coastline, crystal-clear waters, and breathtaking volcanic landscapes. Often considered the jewel of the Western Cyclades, the island offers a unique blend of natural beauty, adventure, and authentic Greek charm. For sailors, Milos is a paradise of secluded bays, sea caves, and pristine anchorages. The island's dramatic coastline reveals stunning geological formations, colorful cliffs, and turquoise lagoons that can only be fully appreciated from the sea. Highlights include the iconic white rock formations of Sarakiniko, the crystal-clear waters of Kleftiko, and countless hidden coves perfect for swimming and snorkeling. The island's main harbor, Adamas, is one of the safest natural ports in the Aegean and provides excellent facilities along with a lively waterfront filled with restaurants, cafés, and traditional tavernas. Ashore, charming fishing villages such as Klima and Firopotamos showcase the authentic character and rich maritime heritage of the island.

Sailing at Milos – A Sailor’s Dream of Hidden Coves and Turquoise Waters on Cyclades cruise
7

Karthaia Bay (Kea) – Where Ancient Greece Meets the Aegean

Hidden on the southeastern coast of Kea, Karthaia Bay is one of the most remarkable sailing destinations in the Cyclades. Accessible primarily by sea, this secluded bay combines crystal-clear waters, dramatic natural scenery, and the timeless beauty of one of Greece's most important ancient sites. As your yacht approaches the bay, the ruins of the ancient city of Karthaia emerge from the hillside, overlooking the turquoise waters below. Once a prosperous city-state, Karthaia is home to impressive remains of temples, an ancient theater, and centuries of Greek history set against a breathtaking coastal backdrop.

Sailing at Karthaia Bay (Kea) – Where Ancient Greece Meets the Aegean on Cyclades cruise
8

End - Marina Alimos

Meet Your Sailing Operator

YachtingShare
YachtingShare
View Company Profile

Enjoy unforgettable sailing holidays in Mediterranea. Join a friendly cabin charter, swim in crystal-clear waters, discover charming cities, snorkel, relax at barbecue evenings, and let an experienced skipper tailor the trip to your wishes.

Why We Love YachtingShare

Relaxed cruising in some of the Meds most beautiful locations.

Sailing Yachts on This Trip

Your specific vessel is assigned based on your selected dates. All vessels meet our high standards for comfort and safety.

Nagia

Nagia

Beneteau - Oceanis 46.1

LOA: 48ft (14.6m)

Is This Sailing Holiday Right for You?

What experience level is required?

Beginner

No sailing experience required. Perfect for newcomers.

Intermediate

Some sailing experience helpful. Comfortable on the water.

Advanced

Significant sailing experience required. Challenging conditions.

How much sailing participation will there be?

Active Crew Member

Full participation in all sailing activities.

Optional Involvement

Participate as much or as little as you like.

Passenger

Sit back and enjoy the ride.

Will there be any domestic duties?

Yes

Sharing the cooking & washing up

Minimum Age

18

What's Included in This Sailing Holiday

Included

  • Accommodation Onboard
  • Bedding
  • Towels
  • Paddle Board
  • Final Cleaning
  • Dinghy with engine

Optional Extras

No optional extras

Not Included

  • Food Onboard
  • Eating Out
  • Alcohol Onboard
  • Travel Transfers
  • Flights
  • Wet Weather Gear
  • Sailing Boots

Typical Sailing Weather in Greece

Mar-May

18-24°C

Mild temperatures, moderate winds. Ideal for sailing.

Jun-Aug

26-33°C

Hot and dry with reliable Meltemi winds.

Sep-Nov

19-26°C

Warm seas, calmer winds. Great shoulder season.

Dec-Feb

10-15°C

Cool and wet. Limited sailing season.

Mar-May

18-24°C

Mild temperatures, moderate winds. Ideal for sailing.

Jun-Aug

26-33°C

Hot and dry with reliable Meltemi winds.

Sep-Nov

19-26°C

Warm seas, calmer winds. Great shoulder season.

Dec-Feb

10-15°C

Cool and wet. Limited sailing season.

WHY BOOK WITH SAILTIES

Tried and tested sailing experiences, from our pick of the world's best operators

EXPERT-LED SAILING ADVENTURES

All our trips are led by qualified skippers and sailing instructors

TRIED & TRUSTED

We only work with the most reputable sailing operators and yacht providers

SOLO & GROUP-FRIENDLY SAILING

Perfect for solo sailors looking to join a crew or groups wanting to charter

WORLD-CLASS CUSTOMER SUPPORT

Our team is on-hand 24/7 to help you before, during and after your adventure

Choose from 2 Dates

From €1,500 EUR per double cabin

Secure your place today from €450 EUR

June 2027

Jun 19-26
Nagia
€1,500 (€450 today)
3 cabins available
Book
26 Jun - 3 Jul
Nagia
€1,500 (€450 today)
3 cabins available
Book

Prices shown in USD are approximate conversions, using today's conversion rate. This trip is priced by the operator in EUR and payment will be taken in EUR.

More from YachtingShare

Beginner & IntermediateCruising

Saronic Islands Cruise

Greece • Europe
Next: 19 - 26 June 2027
From
—
4 dates available
Runs in Jun

Trips you might like

Beginner & IntermediateCruising

St Lucia Christmas Cruise

St. Lucia • Caribbean
Next: 19 - 26 December 2026
From
—20% off
1 date available
Runs in Dec
Any ExperienceCruising

The Grenadines - Caribbean Christmas

Grenada & Martinique • Caribbean
Next: 20 December 2026 - 2 January 2027
From
—15% off
1 date available
Runs in Dec
Any ExperienceCruising

Windward – Leeward Cruise

St. Lucia & Antigua & Barbuda • Caribbean
Next: 31 January - 7 February 2027
From
—
1 date available
Runs in Jan
Any ExperienceCruising

Bay of All Saints - Brazil

Brazil • Americas
Next: 1 - 6 March 2027
From
—
1 date available
Runs in Mar
Browse more trips