Small ship cruising vacations in Greece
It's the ultimate destination for very chilled-out island hopping. On small ship cruising vacations 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.
20 Small ship cruising vacations in Greece found
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: 14 Aug, 21 Aug
2027: 6 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
2027: 6 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
Island hopping cruise in Greece
Hidden Greece: Unexplored Greek Islands Cruise
From US $3,690 8 days ex flights
Small group travel:
2026: 4 Sep
Greek Island gulet cruises
Greek Island gulet cruise to the North Dodecanese
From £959 to £1,135 8 days ex flights
Small group travel:
2026: 15 Aug, 22 Aug, 29 Aug, 26 Sep, 3 Oct, 10 Oct, 17 Oct
11 Greek Islands small ship cruise
Cruise to Santorini, Mykonos and some lesser known islands
From £2,485 to £2,515 8 days ex flights
Small group travel:
2026: 14 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct
2027: 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
2027: 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Greek Island hopping cruise in the Aegean
Cruise the Greek Islands on board a classic small ship
From £1,899 to £2,345 8 days ex flights
Small group travel:
2026: 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
2027: 16 Apr, 23 Apr, 30 Apr, 7 May, 14 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, 20 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, 14 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, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
Greek Aegean Island hopping vacation
Get on board and visit ten stunning Aegean islands
From US $2,890 to US $4,390 8 days ex flights
Small group travel:
2026: 4 Sep
2027: 7 May, 21 May, 28 May, 4 Jun, 18 Jun, 25 Jun, 9 Jul, 16 Jul, 23 Jul, 6 Aug, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 24 Sep
2027: 7 May, 21 May, 28 May, 4 Jun, 18 Jun, 25 Jun, 9 Jul, 16 Jul, 23 Jul, 6 Aug, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 24 Sep
Greek cruise and island walking vacation
Explore Evia on this walking and cruise trip
From US $1,970 8 days ex flights
Small group travel:
2027: 6 Jun, 13 Jun, 19 Sep
Greek Island Cruise
Discover Greece on this relaxing cruise around Evia
From US $1,930 to US $2,060 8 days ex flights
Small group travel:
2026: 6 Sep, 13 Sep, 20 Sep
2027: 20 Jun, 27 Jun, 18 Jul, 25 Jul, 29 Aug, 5 Sep, 12 Sep
2027: 20 Jun, 27 Jun, 18 Jul, 25 Jul, 29 Aug, 5 Sep, 12 Sep
Late availability on these dates: 06 Sep, 13 Sep, 20 Sep
Rhodes gulet cruise in Greece
8 day Rhodes cruise around the South Dodecanessae
From €1,100 to €1,500 8 days ex flights
Small group travel:
2027: 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 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: 23 Oct, 30 Oct, 6 Nov, 13 Nov
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From US $3,090 to US $4,690 8 days ex flights
Small group travel:
2026: 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
2027: 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 30 Jul, 6 Aug, 13 Aug, 20 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, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
Ionian Islands sailing vacation in Greece
Explore These Western Greek Islands on a Sailing Yacht
From £875 to £1,095 8 days ex flights
Small group travel:
2026: 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct
Greece and Turkey small ship cruise
A mix of history, culture, and island-hopping adventure
From £2,884 to £3,817 8 days ex flights
Small group travel:
2026: 9 Oct, 16 Oct
2027: 30 Apr, 14 May, 2 Jul, 10 Sep, 1 Oct, 8 Oct
2027: 30 Apr, 14 May, 2 Jul, 10 Sep, 1 Oct, 8 Oct
Kos gulet cruise in Greece
8 day Kos Cruise around the North Dodecanessae Islands
From €1,100 to €1,500 8 days ex flights
Small group travel:
2027: 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
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Saronic Greek island gulet cruise
8 day cruise from Athens around the Saronic gulf
From €1,100 to €1,500 8 days ex flights
Small group travel:
2026: 19 Sep, 26 Sep, 10 Oct, 17 Oct
2027: 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
2027: 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 $7,500 8 days ex flights
Small group travel
Greece wine tasting cruise
Wine tasting around the Greek islands!
From US $5,300 8 days ex flights
Small group travel:
2026: 28 Aug
Classical Greece small ship cruise vacation
Ancient history through crystal blue waters!
From US $2,990 to US $4,690 8 days ex flights
Small group travel:
2026: 14 Aug, 28 Aug, 11 Sep, 18 Sep, 2 Oct, 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
Greece small ship cruise, ancient sites of the Peloponnese
Small ship cruise to many of Greece's top ancient sites
From US $2,000 to US $2,650 8 days ex flights
Small group travel:
2026: 23 Oct, 30 Oct, 6 Nov, 13 Nov
2027: 19 Mar, 26 Mar, 2 Apr, 9 Apr, 22 Oct, 29 Oct, 5 Nov, 12 Nov
2027: 19 Mar, 26 Mar, 2 Apr, 9 Apr, 22 Oct, 29 Oct, 5 Nov, 12 Nov
Greek Islands bike and boat vacation
Bicycle and sail around the Cyclades Greek Islands
From US $5,630 to US $5,980 8 days ex flights
Small group travel:
2026: 21 Aug, 28 Aug, 11 Sep, 25 Sep
Late availability on these dates: 21 Aug, 28 Aug, 11 Sep, 25 Sep
