What we rate and what we don't
27 Small ship cruising holidays in Greece found
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £1,010£692 to £1,111 8 days ex flights
Small group travel:
2019: 24 Aug
2020: 16 May, 30 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 19 Sep, 3 Oct
2020: 16 May, 30 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 19 Sep, 3 Oct
Up to £310 off selected dates.
Late availability on these dates: 24 Aug
Late availability on these dates: 24 Aug
Luxury gulet cruise in the Aegean
5 star services while cruising the Greek Islands in luxury
From £945 to £1,179 8 days ex flights
Small group travel:
2019: 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
From £520 to £635 7 days ex flights
Small group travel:
2019: 27 Jul, 3 Aug, 10 Aug, 17 Aug, 31 Aug, 21 Sep, 28 Sep, 5 Oct, 12 Oct
Liveaboard diving and sailing holiday in Greece
Combine a sailing and diving adventure in the Greek islands
From £697 to £812 7 days ex flights
Small group travel:
2019: 3 Aug, 10 Aug, 21 Sep, 28 Sep, 5 Oct, 12 Oct
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.
Luxury yacht cruise in the Adriatic
Cruise the Adriatic, Dubrovnik - Corfu on a luxurious yacht
From £1,805 8 days ex flights
Small group travel:
2019: 26 Jul, 9 Aug, 23 Aug, 6 Sep
Learn to sail on a flotilla in Greece
Learn to sail while enjoying an exciting flotilla holiday
From £3,290 to £4,365 7 days ex flights
Small group travel:
2019: 20 Oct
Greek Island cruising holiday
Discover a side of Greece riddled with myth and magic.
From £2,595£1,645 to £3,485£2,705 8 days ex flights
Small group travel:
2019: 9 Aug, 4 Oct
2020: 7 May, 11 Jun, 9 Jul, 13 Aug, 10 Sep, 1 Oct
2020: 7 May, 11 Jun, 9 Jul, 13 Aug, 10 Sep, 1 Oct
Up to £700 off selected dates.
Late availability on these dates: 09 Aug, 04 Oct
Late availability on these dates: 09 Aug, 04 Oct
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £1,010£692 to £1,161 8 days ex flights
Small group travel:
2019: 3 Aug, 17 Aug, 28 Sep
2020: 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 18 Jul, 1 Aug, 15 Aug, 29 Aug, 12 Sep
2020: 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 18 Jul, 1 Aug, 15 Aug, 29 Aug, 12 Sep
Up to £320 off selected dates.
Late availability on these dates: 03 Aug, 17 Aug, 28 Sep
Late availability on these dates: 03 Aug, 17 Aug, 28 Sep
Lefkas flotilla sailing holiday in Greece
Sail around the stunning Southern Ionian
From £986 to £8,610 7 days ex flights
Tailor made:
For travel between May - October
Kefalonia Flotilla Holiday in Greece
Sail around the stunning Southern Ionian
From £986 to £8,610 7 days ex flights
Tailor made:
For travel between May - October
Ionian flotilla sailing holiday in Greece
Sail around the stunning Southern Ionian
From £986 to £8,610 7 days ex flights
Tailor made:
For travel between May - October
Bareboat sailing holiday in Corfu, Greece
Sail around beautiful Corfu
From £1,238 to £11,894 7 days ex flights
Small group travel:
2019: 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct
Bareboat sailing holiday in Lefkas, Greece
Sail around the stunning Southern Ionian
From £986 to £8,610 7 days ex flights
Small group travel:
2019: 28 Jul, 4 Aug, 11 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
Athens bareboat sailing holiday, Greece
Sail around beautiful Athens
From £1,826 to £10,565 7 days ex flights
Small group travel:
2019: 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
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.
Learn to sail in Lefkas Greece
Competent Crew course or Day Skipper course in Greece
From £574 to £763 7 days ex flights
Small group travel:
2019: 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct
Greece sailing holiday in Lefkas
Sail by the cabin in the stunning Southern Ionian
From £1,498 7 days ex flights
Small group travel:
2019: 20 Oct
Archaelogy and sailing holiday in Greece
Explore the history of Odysseus in the Greek islands
From 1,250 7 days ex flights
Small group travel:
2019: 7 Sep
Greece sailing holiday in Dodecanese
Kos you dont have to be Homer to know it will be a blast :)
From 590 8 days ex flights
Small group travel:
2019: 19 Oct
Greece sailing holiday in Ionian Sea
Sail, explore and experience the Ionian islands in Greece
From 583 to 750 7 days ex flights
Small group travel:
2019: 31 Aug, 14 Sep, 6 Oct
2020: 24 May, 14 Jun, 12 Jul
2020: 24 May, 14 Jun, 12 Jul
Rhodes sailing holiday in Greece
Aegean sea island hopping and sailing school
From 420 to 1,850 8 days ex flights
Tailor made:
Sailing during Greek summer in the Aegean Sea
Greek Island Cruise
Discover Greece on this relaxing cruise around Evia
From £1,075 to £1,250 8 days inc UK flights
Small group travel:
2019: 25 Aug
2020: 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 23 Aug, 30 Aug, 6 Sep, 27 Sep
2020: 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 23 Aug, 30 Aug, 6 Sep, 27 Sep
Late availability on these dates: 25 Aug
Family sailing holiday in the Cyclades, Greece
Enjoy the beauty of the Greek islands
From £1,150 to £1,299£1,185 8 days inc UK flights
Small group travel:
2019: 11 Aug
2020: 26 Jul, 2 Aug, 9 Aug, 16 Aug
2020: 26 Jul, 2 Aug, 9 Aug, 16 Aug
Late availability on these dates: 11 Aug
Greek Island hopping cruise in the Aegean
Cruise the Greek Islands on board a classic sail cruiser
From £1,715 to £1,935 8 days ex flights
Small group travel:
2019: 26 Jul, 2 Aug, 23 Aug, 30 Aug, 13 Sep, 18 Oct
2020: 17 Apr, 24 Apr, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun
2020: 17 Apr, 24 Apr, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun
Greece small ship cruise, ancient sites of the Peloponnese
Small ship cruise to many of Greece's top ancient sites
From £985 8 days ex flights
Small group travel:
2019: 1 Nov, 8 Nov
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 around Greek Islands & villages
From £1,935 8 days ex flights
Small group travel:
2020: 26 Jun, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 28 Aug, 2 Oct
Cyclades Islands sailing holiday, Greece
Swim in turquoise seas & explore ancient towns
From £1,280£863 to £1,505 10 days ex flights
Small group travel:
2019: 8 Sep, 18 Sep, 28 Sep
2020: 9 May, 19 May, 29 May, 8 Jun, 18 Jun, 28 Jun, 8 Jul, 18 Jul, 28 Jul, 7 Aug, 17 Aug, 27 Aug, 6 Sep, 16 Sep, 26 Sep
2020: 9 May, 19 May, 29 May, 8 Jun, 18 Jun, 28 Jun, 8 Jul, 18 Jul, 28 Jul, 7 Aug, 17 Aug, 27 Aug, 6 Sep, 16 Sep, 26 Sep
Up to £460 off selected dates.
Late availability on these dates: 08 Sep, 18 Sep, 28 Sep
Late availability on these dates: 08 Sep, 18 Sep, 28 Sep
Sailing holiday in the Ionian Sea
An unforgettable sailing adventure
From £520 to £635 7 days ex flights
Small group travel:
2019: 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct
From
£945
excluding flights
The most exciting part of the holiday was the Gulet Cruise (more)Mike Evans
This holiday was a 10 out of 10! What a great time ! (more)Mitch Varnes
The most memorable and exciting part of the holiday was the daily swimming and other water activities in the most beautiful and secluded bays. (more)Robert Barratt
From
£520
excluding flights
My most memorable part .... probably our beautiful hike on the island of Amorgos arriving just in time for dinner in a small tavern where the menu selection was made right in the kitchen, and then walking back down to the boat under the moonlight. (more)Christine Khorsand
The most memorable part of the holiday was being allowed to steer the boat. (more)Laura Palmucci
A delightfully fun, relaxing week with a skipper (Sotiris) who found the perfect balance between being present and leaving us to it. Spot on. (more)Lucy Cripps
From
£697
excluding flights
Hard to pick whether the best part of the vacation was sailing with dolphins and turtles, diving with octopus, or eating all the delicious local foods. (more)Jen Mcdaid
The most memorable part of the holiday was the Tavernas...Safe and easy going sailing and diving...Very good. (more)Tomasz Gliniewicz
The most memorable are the beautiful quiet islands we visited during the sailing trip, the 2 dolphins who swam with us the second day, the dive to a German war plane and the sailing itself. (more)Arabella Bosscher
From
£692
excluding flights
Memorable parts?
Weather conditions were ideal for most days of our week of sailing, from fair to rough, but always safe and secure in the hands of our master mariner, Antonio
Tips?
Be prepared for slight changes in your sailing itinerary - the wind blows where it wants to. You'll pack too many clothes - think sun - casual - a woolly for the wind. With time on your hands on board think of what you might do - read, write, converse. You're part of a crew/team not just an individual... (more)Bill McKenzie
From
£1,805
excluding flights
Memorable parts?
Wonderful shipmates- new friends with similar interests in travel and adventure
Tips?
Pack casually, bring good walking shoes
Local benefits?
Visits to port cities did benefit locals through purchases and contacts
Overall rating?
Very enjoyable- ship was comfortable, stateroom very nice, food wonderful (more)Ron Ebert
From
£692
excluding flights
From
£863
excluding flights
Memorable parts?
Sailing and learn a bit on how to do it
Tips?
Try to build a nice team spirit with your co-travellers
Local benefits?
We tried to do so
Overall rating?
I would give it an 8 or 9 over 10 (I am very demanding) ;) (more)Ana Granadero
From
583
excluding flights
Memorable parts?
Our hikes, great conversations over meals and getting a real feel for the diversity and rich history of the Ionian islands.
Tips?
Panos and Elias from the operator are amazing skippers and people. They always do their best to provide interesting and exciting adventures for your trip. Let them know what you want to get out of your time, what you want to see and do and they will make it happen if they can!
Local benefits?
Definitely. The guys know everyone... (more)Scott and Santosh
From
£520
excluding flights
Every moment on the boat was highly enjoyable, the islands we travelled to were extremely beautiful, the food was exquisite, the sea so clean and blue as you would only imagine on postcards. The most memorable moment of the holiday was a night swim and snorkel amidst the luminous plankton. (more)Carolin Sommer
Fantastic we were well looked after, and very welcome on board the sailing boat. Swimming and sailing also the Greek food and Taverna's recommended by Annie and Satera were fantastic. (more)Vanessa Sutcliffe
From
£985
excluding flights
Memorable parts?
It was absolutely fantastic to be able to visit so many places from the sea, going into small harbours and tying up among local fishing boats. Most visitors explore the Peloponnese by bus which involves long periods of travel, but we were never moored more than 30 minutes away from anything. The itinerary was well paced with a good mix of site visits, travel along the amazingly scenic coastline, and interesting talks about Greece, its history, customs and anything we wanted... (more)Hilary Richards
From
£1,715
excluding flights
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