Sailing holidays in Greece

It doesn't matter whether you're lolling on a stylish varnished gulet or working the winches on a modern catamaran, when the breeze hits, there's nothing like a sailing holiday in Greece. This is a destination that's simply made for sailors. Hop between islands, test the tavernas, and moor in remote, rocky bays where you can smell the black pines on the hillside. Bliss.

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Saronic Greek Islands luxury charter cruise

Saronic Greek Islands luxury charter cruise

Luxury sailing Greek islands, while reliving mythical tales
From 2,050 to 2,890 8 days ex flights
Tailor made: This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from May 28 to Oct 1
Liveaboard diving and sailing holiday in Greece

Liveaboard diving and sailing holiday in Greece

Combine a sailing and diving adventure in the Greek islands
From 730 to 879 7 days ex flights
Small group travel: 2023: 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
Sailing holiday in Greece, Mykonos to Santorini

Sailing holiday in Greece, Mykonos to Santorini

The boat, the beach and inviting Greek villages
From 1,311 to 1,591 8 days ex flights
Small group travel: 2023: 24 Jun, 2 Jul, 22 Jul, 25 Jul, 5 Aug, 17 Aug, 30 Sep, 3 Oct
2024: 7 May, 11 May, 21 May, 25 May, 4 Jun, 8 Jun, 18 Jun, 22 Jun, 2 Jul, 6 Jul, 16 Jul, 20 Jul, 30 Jul, 3 Aug, 13 Aug, 17 Aug, 27 Aug, 31 Aug, 10 Sep, 14 Sep, 24 Sep, 28 Sep
Late availability on these dates: 24 Jun, 02 Jul, 22 Jul, 25 Jul, 05 Aug, 17 Aug
Cyclades sailing & walking holiday in Greece

Cyclades sailing & walking holiday in Greece

Combine a sailing & hiking adventure around the Cyclades
From 726 to 797 7 days ex flights
Small group travel: 2023: 10 Jun, 17 Jun, 24 Jun, 1 Jul, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov
Responsible Travel, Travel Team

Travel Team

If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
01273 823 700
Call us until 6pm
Calling from outside the UK
Yoga and sailing retreat in Greece

Yoga and sailing retreat in Greece

-A week of relaxation and yoga while sailing the Ionian sea!
From 850 to 990 7 days ex flights
Small group travel: 2023: 18 Jun, 25 Jun, 2 Jul, 9 Jul
Greek Islands sailing holiday, Santorini to Mykonos

Greek Islands sailing holiday, Santorini to Mykonos

Sapphire waters, whitewashed villages & history laden ruins
From 1,286 to 1,471 8 days ex flights
Small group travel: 2023: 25 Jun, 1 Jul, 18 Jul, 12 Aug, 26 Aug, 23 Sep
2024: 4 May, 14 May, 18 May, 28 May, 1 Jun, 11 Jun, 15 Jun, 25 Jun, 29 Jun, 9 Jul, 13 Jul, 23 Jul, 27 Jul, 6 Aug, 10 Aug, 20 Aug, 24 Aug, 3 Sep, 7 Sep, 17 Sep, 21 Sep, 1 Oct
Late availability on these dates: 25 Jun, 01 Jul, 18 Jul, 12 Aug, 26 Aug
Family yacht charter sailing holiday in Greece

Family yacht charter sailing holiday in Greece

Private sailing with fun games, reliving mythical tales
From 2,100 to 2,910 8 days ex flights
Tailor made: This holiday is chartering the whole catamaran, minimum 6, maximum 10
Sailing holiday in the Aegean Sea

Sailing holiday in the Aegean Sea

Unique sailing adventure off the beaten track in Greece
From 572 to 697 7 days ex flights
Small group travel: 2023: 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct, 4 Nov
Greek Island cruising holiday

Greek Island cruising holiday

Discover a side of Greece riddled with myth and magic.
From 3,0902,546 to 4,0103,115 9 days ex flights
Small group travel: 2023: 22 Jun, 20 Jul, 3 Aug, 17 Aug, 21 Sep
Up to 480 off selected dates.
Late availability on these dates: 22 Jun, 20 Jul, 03 Aug, 17 Aug
Greece sailing holiday for families

Greece sailing holiday for families

Sailing trip for families/friends in Greek islands
From 5,450 8 days ex flights
Small group travel: 2023: 30 Jul, 6 Aug, 13 Aug, 20 Aug
Special offer for the last week available of 17-23 of July. Available for family or group booking. Book now and get a 300 off!
Small group sailing in Saronic Greek Islands

Small group sailing in Saronic Greek Islands

Luxury sailing in the Greek islands with mythical adventures
From 2,890 8 days ex flights
Small group travel: 2023: 1 Jul
Luxury Greece yacht charter in the Aegean

Luxury Greece yacht charter in the Aegean

Luxury sailing the Aegean, while reliving mythical tales
From 2,100 to 2,940 8 days ex flights
Tailor made: This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from May 28 to Oct 1
Small group sailing holiday Greece

Small group sailing holiday Greece

Luxury sailing in the Greek islands with mythical adventures
From 2,910 8 days ex flights
Small group travel: 2023: 15 Jul
Yacht charter in Ionian Greek Islands

Yacht charter in Ionian Greek Islands

Luxury sailing in the Greek islands, reliving mythical tales
From 2,100 to 2,910 8 days ex flights
Tailor made: This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from 28th May to 1st Oct
Responsible Travel, Travel Team

Travel Team

If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
01273 823 700
Call us until 6pm
Calling from outside the UK
Saronic Islands sailing holiday in Greece

Saronic Islands sailing holiday in Greece

Sail among the beautiful islands & ports of the Saronic Gulf
From US $3,495 7 days ex flights
Small group travel
Greece family sailing holiday

Greece family sailing holiday

Sailing adventure for families or friends in Greek islands
From 4,950 to 5,550 7 days ex flights
Small group travel: 2023: 16 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 2 Sep
Special offer for the last week available of 17-23 of July. Available for family or group booking. Book now and get a 300 off!
Cyclades islands sailing holidays in Greece

Cyclades islands sailing holidays in Greece

A fantastic sailing adventure in the Cyclades islands!
From 1,950 to 2,050 8 days ex flights
Small group travel: 2023: 17 Jun, 1 Jul, 2 Sep, 23 Sep
Gastronomy and sailing holiday in Greece

Gastronomy and sailing holiday in Greece

Explore the Greek islands and their gastronomy with a chef!
From 970 7 days ex flights
Small group travel
Freediving and sailing holiday in Greece

Freediving and sailing holiday in Greece

-sail, freedive and explore the Ionian Sea
From 1,150 to 1,250 7 days ex flights
Small group travel: 2023: 9 Sep, 16 Sep, 23 Sep, 1 Oct
Greece sailing holiday in Ionian Sea

Greece sailing holiday in Ionian Sea

Sail, explore and experience the Ionian islands in Greece
From 1,000 to 1,200 7 days ex flights
Small group travel: 2023: 1 Jul, 23 Jul, 7 Aug, 14 Aug, 28 Aug, 3 Sep
Special offer for the last week available of 17-23 of July. Available for family or group booking. Book now and get a 300 off!
Saronic Gulf sailing holiday in Greece

Saronic Gulf sailing holiday in Greece

An 8 day trip combines sailing & swimming in Greece
From 1,850 to 2,100 8 days ex flights
Small group travel: 2023: 24 Jun, 26 Aug, 30 Sep
Join us on board a luxury catamaran yacht and sailing around the Greek islands taking advantage of our special 200 per person discount! Dates: 26 Aug-02 Sept.23
Rhodes sailing holiday in Greece

Rhodes sailing holiday in Greece

Aegean sea island hopping and sailing school
From 2,000 8 days ex flights
Tailor made: Sailing during Greek summer in the Aegean Sea
Sailing and cycling Cyclades holiday, Greece

Sailing and cycling Cyclades holiday, Greece

Self guided or guided (upon request) tour in the Cyclades
From 1,500 8 days ex flights
Small group travel: 2023: 1 Jul, 1 Aug, 1 Sep
Greek Islands family sailing holiday

Greek Islands family sailing holiday

Enjoy the beauty of the Greek islands
From 1,009 to 1,1251,075 8 days ex flights
Small group travel: 2023: 23 Jul
2024: 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug
Late availability on these dates: 23 Jul
Cyclades Islands sailing holiday, Greece

Cyclades Islands sailing holiday, Greece

Swim in turquoise seas & explore ancient towns
From 1,860 to 2,140 10 days ex flights
Small group travel: 2023: 15 Jun, 16 Jun, 9 Jul, 15 Jul, 4 Aug, 14 Aug, 24 Aug, 25 Aug, 3 Sep, 13 Sep, 17 Sep, 23 Sep
2024: 4 May, 14 May, 24 May, 28 May, 3 Jun, 7 Jun, 13 Jun, 17 Jun, 23 Jun, 27 Jun, 3 Jul, 7 Jul, 13 Jul, 17 Jul, 23 Jul, 27 Jul, 2 Aug, 6 Aug, 12 Aug, 16 Aug, 22 Aug, 26 Aug, 1 Sep, 5 Sep, 11 Sep, 15 Sep, 21 Sep
Late availability on these dates: 15 Jun, 16 Jun, 09 Jul, 15 Jul, 04 Aug, 14 Aug, 24 Aug, 25 Aug, 03 Sep, 13 Sep
Cyclades sailing honeymoon, Greece

Cyclades sailing honeymoon, Greece

Enjoy a romantic honeymoon sailing in the Cyclades islands
From 3,778 to 5,209 7 days ex flights
Tailor made
Sailing holiday in the Ionian Sea

Sailing holiday in the Ionian Sea

An unforgettable sailing adventure
From 618 to 687 7 days ex flights
Small group travel: 2023: 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
Sailing & conservation holiday in Greece

Sailing & conservation holiday in Greece

A unique wildlife & sailing adventure
From 729 to 820 7 days ex flights
Small group travel: 2023: 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
    Photo credits: [Page banner: Alex Antoniadis] [Cultural holidays : A.Savin] [Activities : Patrick Hendry] [On the water : pxhere] [Family holidays : Explore] [Where to go in Greece : momo]