Sailing Holidays in the Mediterranean
Explore the sunny mediterranean sailing waters, letting our boats take you to remote anchorages away from the tourist hustle and bustle.
The Mediterranean Sea is bordered by countries such as Italy, Croatia, Montenegro and Malta. This part of the world is not only home to crystal clear waters and sandy beaches but is also oozing in rich culture and ancient history. The nature of its geographical location makes for the perfect sailing winds.
Croatia
The Croatian coastline is home to thousands of islands and inlets which are still mostly uninhabited and range from barren lands to islands rich in greenery, protected by National Park status.
Walk through quaint harbour towns with streets lined with beautifully maintained Romanesque and Renaissance buildings and Venetian architecture, basking in sunshine and history. The coastal town of Pula is home to the best-preserved Roman ruins outside of Italy and its impressive Venetian architecture is a sight not to be missed. Home to the last Roman amphitheatre with a complete circle wall (27 BC-68 AD), it’s one of the last of its type in the world and is one of Croatia’s best kept architectural secrets.
Italy & Malta
As with all the coastlines of the Mediterranean, the waters are crystal clear and are perfect for snorkelling and diving. The beaches are mostly white sand with some nearer the Volcanoes are shimmering silver in colour. Marine life in these waters is rife; expect to see common dolphins swimming in the bows, whales gliding on the horizon and turtles bobbing in the surf.
Star-studded skies
Perhaps one of the best parts of staying on a yacht in the Med is the still evenings, where the peaceful little coves become an astronomer’s dream. The star-studded sky seems infinite from the deck, where you can lie for as long as you like; observing comets, shooting stars, and the silvery moon, which often lights a shimmering path across the darkened waters.
All the ships in our fleet are very comfortable, offering you everything you need throughout your time onboard. The crew endeavour to source local delicacies where possible, you’ll often see the chef leap offshore as soon as the sails are down in search of the evenings treat!
Sailing Holidays in the Mediterranean
Mediterranean Sailing in the Lipari Islands
Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
- Date: 11 October 2022
- Vessel: Kairós
- Duration: 12 days
- Where: Sicily, Italy
Tall Ship Sailing Adventure; Spain to Portugal
Sail with tall ship Blue Clipper from Northern Spain to Southern Portugal, discovering coastal harbour towns and river estuaries along the way.
- Date: 12 October 2022
- Vessel: Blue Clipper
- Duration: 8 days
- Where: Spain, Portugal
Mediterranean Sailing in the Lipari Islands
Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
- Date: 22 October 2022
- Vessel: Kairós
- Duration: 8 days
- Where: Sicily, Italy
Tall Ship Sailing, Portugal, Cadiz and Gibraltar
Sail with tall ship Blue Clipper from Portimao and explore the Algarve region of Portugal and Cadiz in Spain before heading further south to visit Gibraltar.
- Date: 28 October 2022
- Vessel: Blue Clipper
- Duration: 8 days
- Where: Portimão,Portugal
Luxury Classic Yacht Sailing from Corfu
Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
- Date: 27 May 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Corfu, Greece
Skippered Sailing Holiday in Greece; Saronic Islands
Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
- Date: 3 June 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Sailing in Sicily
Discover the Sicilian Coast and the magnificent volcanic Aeolian Islands under sail and in the luxury and comfort of Rhea.
- Date: 3 June 2023
- Vessel: Rhea
- Duration: 8 days
- Where: Sicily, Italy
Luxury Classic Yacht Sailing from Corfu
Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
- Date: 3 June 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Corfu, Greece
Sailing & Exploring the Saronic Islands in Greece
Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
- Date: 10 June 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Sailing in Sicily
Discover the Sicilian Coast and the magnificent volcanic Aeolian Islands under sail and in the luxury and comfort of Rhea.
- Date: 10 June 2023
- Vessel: Rhea
- Duration: 12 days
- Where: Sicily, Italy
Luxury Classic Yacht Sailing from Corfu
Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
- Date: 10 June 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Corfu, Greece
Sailing & Exploring the Saronic Islands in Greece
Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
- Date: 17 June 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Sunshine Sailing in Greece; Exploring the Saronic Islands
Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
- Date: 24 June 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Classic Yacht Sailing from Corfu
Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
- Date: 24 June 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Corfu, Greece
Luxury Yacht Sailing in Mallorca
Discover the island of Mallorca under sail with luxury yacht Skyelark anchoring in secluded bays and enjoying the islands culture and history.
- Date: 28 June 2023
- Vessel: Skyelark
- Duration: 7 days
- Where: Mallorca, Spain
Sailing & Exploring the Saronic Islands in Greece
Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
- Date: 1 July 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Skippered Sailing in Corfu
Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Rhea, with private ensuite cabins.
- Date: 1 July 2023
- Vessel: Rhea
- Duration: 8 days
- Where: Corfu, Greece
Luxury Skippered Sailing in Corfu
Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Rhea, with private ensuite cabins.
- Date: 1 July 2023
- Vessel: Rhea
- Duration: 8 days
- Where: Corfu, Greece
Luxury Classic Yacht Sailing from Corfu to Croatia
Sail with luxury yacht Kairos from the Greek island of Corfu to the Croatian harbour city of Cavtat exploring the Bay of Kotor along the way.
- Date: 1 July 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Greece/Croatia
Luxury Yacht Sailing in Mallorca
Discover the island of Mallorca under sail with luxury yacht Skyelark anchoring in secluded bays and enjoying the islands culture and history.
- Date: 8 July 2023
- Vessel: Skyelark
- Duration: 7 days
- Where: Mallorca, Spain
Luxury Island Hopping in Croatia
Join luxury yacht Kairos in the heart of Croatia for an island hopping sailing holiday to Trogir.
- Date: 8 July 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Cavtat, Croatia
Summer Sailing Holiday in Greece exploring the Saronic Islands
Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
- Date: 15 July 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Athens, Greece
Luxury Skippered Sailing in Croatia
Discover the coast, islands and waterfalls of Croatia with luxury classic yacht Kairos.
- Date: 15 July 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Trogir, Croatia
Luxury Skippered Sailing in Croatia
Discover the coast, islands and waterfalls of Croatia with luxury classic yacht Kairos.
- Date: 15 July 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Trogir, Croatia
Luxury Yacht Sailing in Mallorca
Discover the island of Mallorca under sail with luxury yacht Skyelark anchoring in secluded bays and enjoying the islands culture and history.
- Date: 18 July 2023
- Vessel: Skyelark
- Duration: 7 days
- Where: Mallorca, Spain
Luxury Island Hopping in Croatia
Explore the coast and islands of Croatia from Trogir with luxury yacht Kairos.
- Date: 22 July 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Trogir, Croatia
Luxury Yacht Sailing in Mallorca
Discover the island of Mallorca under sail with luxury yacht Skyelark anchoring in secluded bays and enjoying the islands culture and history.
- Date: 28 July 2023
- Vessel: Skyelark
- Duration: 7 days
- Where: Mallorca, Spain
Family-friendly Sailing Holiday in Greece, Cyclades
Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
- Date: 29 July 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Naxos, Greece
Luxury Family Sailing in the Saronic Islands
Sail the Saronic Islands with luxury classic yacht Rhea as she explores the islands of Hydra, Poros and Aegina.
- Date: 29 July 2023
- Vessel: Rhea
- Duration: 8 days
- Where: Athens, Greece
Skippered Sailing Holiday in the Cyclades, Greece
Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
- Date: 5 August 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Naxos, Greece
Luxury Island Hopping in Croatia
Explore the coast and islands of Croatia from Trogir with luxury yacht Kairos.
- Date: 5 August 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Trogir, Croatia
Sailing & Exploring the Cyclades in Greece
Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
- Date: 19 August 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Naxos, Greece
Luxury Sailing from Croatia to Sicily
Sail with luxury yacht Kairos from the Croatian harbour city of Cavtat to the island of Sicily, Italy.
- Date: 19 August 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Croatia/Italy
Luxury Sailing in the Saronic Islands
Sail the Saronic Islands with luxury classic yacht Rhea as she explores the islands of Hydra, Poros and Aegina.
- Date: 19 August 2023
- Vessel: Rhea
- Duration: 8 days
- Where: Athens, Greece
Sunshine Skippered Sailing in the Cyclades, Greece
Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
- Date: 26 August 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Naxos, Greece
Luxury Sailing in the Saronic Islands
Sail the Saronic Islands with luxury classic yacht Rhea as she explores the islands of Hydra, Poros and Aegina.
- Date: 26 August 2023
- Vessel: Rhea
- Duration: 8 days
- Where: Athens, Greece
Luxury Sailing from Sicily
Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
- Date: 26 August 2023
- Vessel: Kairós
- Duration: 10 days
- Where: Sicily, Italy
Sailing Holiday through the Cyclades, Greece
Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
- Date: 2 September 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Sailing from Sicily
Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
- Date: 6 September 2023
- Vessel: Kairós
- Duration: 10 days
- Where: Sicily, Italy
Skippered Sailing Holiday in Greece; Saronic Islands
Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
- Date: 9 September 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Sailing & Exploring the Saronic Islands in Greece
Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
- Date: 16 September 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Sailing from Sicily
Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
- Date: 16 September 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Sicily, Italy
Sailing and exploring the Greek Saronic Islands
Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
- Date: 23 September 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Classic Yacht Sailing in Sicily
Discover northern Sicily under sail with luxury yacht Kairos as she takes guests to explore secluded bays, sleepy harbour villages and remote nature reserves.
- Date: 23 September 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Sicily, Italy
Autumn Sailing Holiday in the Saronic Islands, Greece
Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
- Date: 30 September 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Classic Yacht Sailing in Sicily
Discover northern Sicily under sail with luxury yacht Kairos as she takes guests to explore secluded bays, sleepy harbour villages and remote nature reserves.
- Date: 30 September 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Sicily, Italy
Sailing around the Saronic Islands, Greece
Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
- Date: 7 October 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Classic Yacht Sailing in Sicily
Discover northern Sicily under sail with luxury yacht Kairos as she takes guests to explore secluded bays, sleepy harbour villages and remote nature reserves.
- Date: 7 October 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Sicily, Italy
Luxury Classic Yacht Sailing in Sicily
Discover northern Sicily under sail with luxury yacht Kairos as she takes guests to explore secluded bays, sleepy harbour villages and remote nature reserves.
- Date: 7 October 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Sicily, Italy
Tall Ship Sailing Adventure; Spain to Portugal
Sail with tall ship Blue Clipper from Northern Spain to Southern Portugal, discovering coastal harbour towns and river estuaries along the way.
- Date: 11 October 2023
- Vessel: Blue Clipper
- Duration: 8 days
- Where: Spain, Portugal
Skippered Yacht Sailing in the Saronic Islands, Greece
Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
- Date: 14 October 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Explore Portugal, Cadiz and Gibraltar on a Tall Ship
Sail with tall ship Blue Clipper from Portimao and explore the Algarve region of Portugal and Cadiz in Spain before heading further south to visit Gibraltar.
- Date: 20 October 2023
- Vessel: Blue Clipper
- Duration: 8 days
- Where: Portimão,Portugal
Sunshine Sailing in the Saronic Islands, Greece
Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
- Date: 21 October 2023
- Vessel: Zorba
- Duration: 8 days
- Where: Saronic Islands, Greece
Luxury Sailing from Sicily to Malta
Sail with luxury yacht Kairos as she explores the coasts and islands from Sicily to Malta.
- Date: 21 October 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Sicily/Malta
Luxury Sailing Holiday in Malta
Explore the magic of Malta and its surrounding islands under sail in the luxury and comfort of Kairos.
- Date: 28 October 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Malta
Luxury Sailing around Malta
Explore the magic of Malta and its surrounding islands under sail in the luxury and comfort of Rhea.
- Date: 28 October 2023
- Vessel: Rhea
- Duration: 5 days
- Where: Malta
Offshore Ocean Passage from Malta to Malaga
Sail with luxury yacht Rhea from the island of Malta to the Spanish coastal town of Malaga.
- Date: 12 November 2023
- Vessel: Rhea
- Duration: 8 days
- Where: Malta/Spain
Offshore Ocean Passage from Malta to Malaga
Sail with luxury yacht Kairos from the island of Malta to the Spanish coastal town of Malaga.
- Date: 18 November 2023
- Vessel: Kairós
- Duration: 8 days
- Where: Malta/Spain
Destinations
Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?
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Our fleet
With vessels of all sizes and each with a unique history and construction, there is no shortage of choice for your sailing holiday.
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