Small ship cruising holidays in Greece

It's the ultimate destination for very chilled-out island hopping. On small ship cruising holidays in Greece, your only concern is bagging the best anchorage on the island. Moor up alongside perky-looking fishing vessels, stop for lunch and a swim in a sparkling cove, and cruise along with an unparalleled view of soothing blue in every direction. It's no myth: Greek cruising is bliss.

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Luxury gulet cruise in the Aegean

Luxury gulet cruise in the Aegean

5 star services while cruising the Greek Islands in luxury
From 1,250 8 days ex flights
Small group travel: 2023: 27 May, 2 Sep
Family sailing holiday in Greece

Family sailing holiday in Greece

Private sailing with fun games, reliving mythical tales
From 2,300 to 2,880 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 502 to 613 7 days ex flights
Small group travel: 2022: 4 Jun, 11 Jun, 18 Jun, 25 Jun, 30 Jul, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct
Greek Island cruising holiday

Greek Island cruising holiday

Discover a side of Greece riddled with myth and magic.
From 2,8902,023 to 3,7502,124 9 days ex flights
Small group travel: 2022: 16 Jun, 7 Jul, 21 Jul, 4 Aug, 11 Aug, 8 Sep
Up to 910 off selected dates.
Late availability on these dates: 16 Jun, 07 Jul, 21 Jul, 04 Aug, 11 Aug
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.
Island hopping cruise in Greece

Island hopping cruise in Greece

Classic small ship cruise to Greek Islands & Ephesus
From 1,935 8 days ex flights
Small group travel
Greece sailing holiday for families

Greece sailing holiday for families

Sailing trip for families/friends in Greek islands
From 4,000 to 5,600 8 days ex flights
Small group travel: 2022: 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep
Greece and Turkey small ship cruise holiday

Greece and Turkey small ship cruise holiday

Discover the wonders of Greece & Turkey on a special cruise!
From 2,850 to 5,650 8 days ex flights
Small group travel: 2022: 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
Classical Greece small ship crusie holiday

Classical Greece small ship crusie holiday

Ancient history through crystal blue waters!
From 2,250 to 3,900 8 days ex flights
Small group travel: 2022: 3 Jun, 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
2023: 21 Apr
Small group sailing in Saronic Greek Islands

Small group sailing in Saronic Greek Islands

Luxury sailing in the Greek islands with mythical adventures
From 2,750 8 days ex flights
Small group travel: 2022: 2 Jul, 9 Jul
Greek Aegean Island hopping holiday

Greek Aegean Island hopping holiday

Get on board and visit ten stunning Aegean islands
From 2,400 to 3,650 8 days ex flights
Small group travel: 2022: 1 Jul, 15 Jul, 16 Sep
Greek Cyclades island hopping cruise

Greek Cyclades island hopping cruise

Greek Island Hopping, Sandy beaches and Clear azure waters
From 2,070 to 3,450 8 days ex flights
Small group travel: 2022: 3 Jun, 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
Luxury sailing holiday in the Aegean

Luxury sailing holiday in the Aegean

Luxury sailing the Aegean, while reliving mythical tales
From 2,340 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
Greek cruise and island walking holiday

Greek cruise and island walking holiday

Explore Evia on this walking and cruise trip
From 1,254 to 1,413 8 days inc UK flights
Small group travel: 2022: 5 Jun, 12 Jun
2023: 4 Jun, 11 Jun, 10 Sep, 17 Sep
Late availability on these dates: 05 Jun, 12 Jun
Malta, Sicily and The Aeolian Islands Cruise

Malta, Sicily and The Aeolian Islands Cruise

Cruise the amazing Sicily, Malta and Aeolian islands.
From 1,900 to 3,335 8 days ex flights
Small group travel: 2022: 4 Jun, 11 Jun, 18 Jun, 2 Jul, 9 Jul
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.
Greece sailing holiday in Ionian Sea

Greece sailing holiday in Ionian Sea

Sail, explore and experience the Ionian islands in Greece
From 600 to 825 7 days ex flights
Small group travel: 2022: 19 Jun, 10 Jul, 7 Aug, 14 Aug, 9 Oct
Greek Island Cruise

Greek Island Cruise

Discover Greece on this relaxing cruise around Evia
From 1,244 to 1,623 8 days inc UK flights
Small group travel: 2022: 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 28 Aug, 25 Sep
2023: 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 27 Aug, 3 Sep, 24 Sep
Late availability on these dates: 19 Jun, 26 Jun, 03 Jul, 10 Jul, 17 Jul, 28 Aug
Family sailing holiday in the Cyclades, Greece

Family sailing holiday in the Cyclades, Greece

Enjoy the beauty of the Greek islands
From 1,292 to 1,477 8 days inc UK flights
Small group travel: 2022: 24 Jul, 31 Jul, 14 Aug, 21 Aug
2023: 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
Late availability on these dates: 24 Jul, 31 Jul, 14 Aug, 21 Aug
Greek Island hopping cruise in the Aegean

Greek Island hopping cruise in the Aegean

Cruise the Greek Islands on board a classic sail cruiser
From 2,049 to 3,075 8 days ex flights
Small group travel: 2022: 3 Jun, 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
Greece small ship cruise, ancient sites of the Peloponnese

Greece small ship cruise, ancient sites of the Peloponnese

Small ship cruise to many of Greece's top ancient sites
From 1,125 to 2,600 8 days ex flights
Small group travel
Cyclades Islands sailing holiday, Greece

Cyclades Islands sailing holiday, Greece

Swim in turquoise seas & explore ancient towns
From 1,4101,292 to 1,754 10 days ex flights
Small group travel: 2022: 6 Jun, 26 Jun, 16 Jul, 26 Jul, 5 Aug, 25 Aug, 4 Sep, 14 Sep, 24 Sep
2023: 6 May, 16 May, 23 May, 26 May, 5 Jun, 15 Jun, 16 Jun, 25 Jun, 5 Jul, 9 Jul, 15 Jul, 25 Jul, 1 Aug, 4 Aug, 14 Aug, 24 Aug, 25 Aug, 3 Sep, 13 Sep, 17 Sep, 23 Sep
Up to 140 off selected dates.
Late availability on these dates: 06 Jun, 26 Jun, 16 Jul, 26 Jul, 05 Aug, 25 Aug, 04 Sep
Sailing holiday in the Ionian Sea

Sailing holiday in the Ionian Sea

An unforgettable sailing adventure
From 520 to 635 7 days ex flights
Small group travel: 2022: 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 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]