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.
21 Small ship cruising holidays in Greece found
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
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
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
Discover a side of Greece riddled with myth and magic.
From £2,890£2,023 to £3,750£2,124 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
Late availability on these dates: 16 Jun, 07 Jul, 21 Jul, 04 Aug, 11 Aug
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
Classic small ship cruise to Greek Islands & Ephesus
From £1,935 8 days ex flights
Small group travel
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
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
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
2023: 21 Apr
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
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 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 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
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
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
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
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
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
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
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
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
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
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
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
Swim in turquoise seas & explore ancient towns
From £1,410£1,292 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
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
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
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