Skippered Charter Sailing Holidays in Greece

Show prices

Skippered Sailing Holiday in Greece; Saronic Island Exploring

31 May 2025, 8 days
Vessel: Zorba
Port: Saronic Islands, Greece
Board type: Half Board

£1,300.00€1,495.00 Details

Luxury Saronic Island Sailing Holiday in Greece

14 December 2024, 8 days
Vessel: Kairós
Port: Greece
Board type: Full Board

Was £1,880.00€2,100.00Now £1,410.00€1,575.00 Details

15% Last Minute Offer

Greek Sunshine, Island Hopping & Catamaran Sailing: Saronic Islands

14 September 2024, 8 days
Vessel: Zorba Cat
Port: Saronic Islands, Greece
Board type: Half Board

Was £1,950.00€2,242.50Now £1,657.50€1,906.13 Details

Deluxe Plus

Deluxe Sailing & Island Hopping in the Saronic Islands

6 September 2025, 8 days
Vessel: Rhea
Port: Athens, Greece
Board type: Full Board

£3,840.00€4,500.00 Details

Ancient Greek Island Hopping & Luxury Sailing Holiday

19 April 2025, 5 days
Vessel: Kairós
Port: Greece
Board type: Full Board

£1,085.00€1,200.00 Details

Greek Sunshine, Island Hopping & Catamaran Sailing in the Saronic Islands

4 October 2025, 8 days
Vessel: Zorba Cat
Port: Saronic Islands, Greece
Board type: Half Board

Was £2,145.00€2,466.75Now £1,930.50€2,220.08 Details

Introductory Price

Luxury Short Break Sailing Experience in the Greek Islands

23 October 2024, 4 days
Vessel: Rhea
Port: Athens, Greece
Board type: Full Board

£840.00€910.00 Details

Mediterranean Wonders: Luxury Sailing in the Bay of Kotor, Croatia

5 July 2025, 8 days
Vessel: Kairós
Port: Greece/Croatia
Board type: Full Board

£2,445.00€2,800.00 Details

Pure Classic

Pure Luxury Sailing Experience in the Korinth Canal, Greece

31 May 2025, 8 days
Vessel: Kairós
Port: Greece
Board type: Full Board

£2,400.00€2,750.00 Details

Skippered Sailing Holiday in Greece; Saronic Island Exploring

20 September 2025, 8 days
Vessel: Zorba
Port: Saronic Islands, Greece
Board type: Half Board

£1,300.00€1,495.00 Details

View sailing holidays in Greece

A skippered sailing holiday in Greece has so much to offer the adventure traveller it’s little wonder that this mythical corner of the world leaves people longing to return, year on year. Unlike the more known flotilla holidays that have flocked to Greece over the past few decades, our adventure sailing voyages are set to explore the lesser-known tourist hotspots guided every step of the way by our knowledgeable skippers. With over 8000 miles of crystal-clear waters lapping the coastline and over 2000 islands to discover, it’s easy to see why Greece is one of the top holiday destinations in the world.

Offering an abundance of sunshine sailing, waterside tavernas and ancient ruins; the Aegean Sea gives light winds and warm waters making it the perfect combination for those looking to spend more time on the water. Whether you’re an experienced sailor looking for some relaxing sunshine sailing or you’re looking to try a new adventure, our sailing holidays in Greece can be tailored to suit all ages and abilities.

Our sailing voyages in Greece are slightly different from the usual flotilla offerings with all guests being offered a bespoke, fully skippered and catered experience. Forget route planning, navigation and self-catering; just sit back and relax as you let your skipper take you to all the local anchorages and enjoy the quieter side to island life. Visit tried and tested tavernas and experience the very best of Greek cuisine and hospitality.

Our all-inclusive Greek sailing charters include the emerald island of Corfu, the Saronic islands (with easy access and cheap flights to Athens) and the quieter side of the Cyclades with sailing routes from Naxos exploring the Lesser Cyclades.

Rich culture

Situated in the centre of Asia, Europe and Africa it’s hardly surprising that Greece is home to the ancient ruins of some of the first recorded civilisations in human history. Steeped in rich heritage and ancient history both onshore and under the water, Greece certainly has something fascinating to capture the adventure traveller at every turn and on every island. Discovering this part of the world under sail is surely the best way to get around and cover ground, beat the crowds and avoid the tourist ferries.

With modern sailing yacht Zorba as your base, you can explore the wilder side to the Greek islands, away from the tourist hustle and bustle. As your floating base, you’ll be able to access islands and coastline only accessible by boat, while enjoying traditional Greek tavernas set beside quaint harbour villages. Forget the iconic nightlife of Mykonos or the crowds on Santorini and let us show you the untouched, traditional side of life in Greece from the water.

sailing map of Greece

Sailing the Saronic Islands

A short hop from the main airport of Athens, the Saronic islands are easy access from the UK and Europe and within hours you’ll be relaxing onboard. As well as a plethora of uninhabited islands providing the perfect wild anchorage spots; the Saronic islands also consist of the inhabited main islands of Salamina, Aegina, Agistri and Poros. The uninhabited island of Moni is the perfect pit stop for an afternoon swim where you’ll be greeted by wild deer and peacocks ashore before heading to the protected harbour of Vathi offering just seven spots in its harbour for boats.

Sailing yacht Zorba also adds some quintessentially Greek mainland anchorages into her Saronic Island itinerary too. Discover the UNESCO world heritage site of the ancient theatre of Epidavros and snorkel from Zorba’s anchorage with the fascinating sunken city clearly visible through the crystal clear waters.

Smell the fresh scent of the native pine trees on Poros from the water as you sail by with dolphins playing in the wake of the bow. From the pistachio forests on Aegina, olive groves, ancient ruins, UNESCO world heritage sites and a plethora of traditional Greek tavernas, each island, although barely a stone’s throw from the mainland, offers that relaxed island lifestyle and dreamt-of escapism. The more southern islands of Hydra and Dokos are also included in the Saronic archipelago giving so many options for beautiful anchorages that you just simply won’t cover them all in one voyage.

Exploring the Cyclades

Boasting over 220 islands, the Cyclades is one of the top destinations in the world for island sailing and exploration. The main focus of our sailing holidays in the Cyclades will focus on the Lesser Cyclades. A small cluster of islands dotted around the better-known island of Naxos.

Rugged, sun-drenched outcrops of rock, anchored in azure seas and liberally peppered with snow-white villages and blue-domed churches, this is the very best of Greece, with an abundance of ancient archaeological sites and plenty of sandy beaches. Throw in a handful of traditional Greek tavernas and a long list of secret anchorages away from the tourist hustle and bustle, and you really do have the best of Greece’s ample charms.

View sailing holidays in Greece