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.
15 Small ship cruising holidays in Greece found
Island hopping cruise in Greece
Classic small ship cruise to Greek Islands & Ephesus
From £2,584 8 days ex flights
Small group travel:
2026: 15 May, 22 May, 29 May, 5 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 4 Sep
Greek Island Cruise
Discover Greece on this relaxing cruise around Evia
From £1,365 to £1,465 8 days ex flights
Small group travel:
2026: 21 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 9 Aug, 6 Sep, 13 Sep, 20 Sep
Greek Aegean Island hopping holiday
Get on board and visit ten stunning Aegean islands
From £2,730 to £3,783 8 days ex flights
Small group travel:
2026: 15 May, 22 May, 29 May, 5 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 4 Sep
Early bird discount. 10% is for all the summer 2026 cruises. Book by 31st January 2026.
Greek cruise and island walking holiday
Explore Evia on this walking and cruise trip
From £1,285 to £1,385 8 days ex flights
Small group travel:
2026: 7 Jun, 14 Jun, 28 Jun, 30 Aug
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Ionian Islands small ship cruise, Greece
Cruise around the emerald green Islands of the Ionian
From £2,165 to £3,261 8 days ex flights
Small group travel:
2026: 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug
Early bird discount. 10% is for all the summer 2026 cruises. Book by 31st January 2026.
Ionian Islands sailing holiday in Greece
Explore These Western Greek Islands on a Sailing Yacht
From £875 to £1,095 8 days ex flights
Small group travel:
2026: 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct
Greek Islands cruise holiday, Antiquity to Byzantium
Cruising in the beautiful Greek Islands
From £2,436 to £3,148 8 days ex flights
Small group travel:
2026: 20 Mar, 27 Mar, 3 Apr, 10 Apr, 23 Oct, 30 Oct, 6 Nov, 13 Nov
11 Greek Islands small ship cruise
Cruise to Santorini, Mykonos and some lesser known islands
From £2,380 to £3,655 8 days ex flights
Small group travel:
2026: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
Greek Islands luxury sailing cruise
Sail on a private yacht through the Greek islands
From US $6,600 8 days ex flights
Small group travel:
2026: 5 Jun
Greece wine tasting cruise
Wine tasting around the Greek islands!
From £4,174 8 days ex flights
Small group travel:
2026: 28 Aug
Classical Greece small ship cruise holiday
Ancient history through crystal blue waters!
From £2,478 to £3,565 8 days ex flights
Small group travel:
2026: 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 14 Aug, 28 Aug, 11 Sep, 18 Sep, 9 Oct
2027: 16 Apr, 23 Apr, 30 Apr, 7 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
2027: 16 Apr, 23 Apr, 30 Apr, 7 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
Early bird discount. 10% is for all the summer 2026 cruises. Book by 31st January 2026.
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From £1,804 to £3,348 8 days ex flights
Small group travel:
2026: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 17 Jul, 24 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Early bird discount. 10% is for all the summer 2026 cruises. Book by 31st January 2026.
Greek Island hopping cruise in the Aegean
Cruise the Greek Islands on board a classic small ship
From £2,145 to £2,379 8 days ex flights
Small group travel:
2026: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Greece small ship cruise, ancient sites of the Peloponnese
Small ship cruise to many of Greece's top ancient sites
From £1,445 to £1,912 8 days ex flights
Small group travel:
2026: 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 23 Oct, 30 Oct, 6 Nov, 13 Nov
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Greek Islands bike and boat holiday
Cycle and sail around the Cyclades Greek Islands
From £3,090 to £3,570 8 days ex flights
Small group travel:
2026: 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 21 Aug, 28 Aug, 25 Sep
