26 Cyclades holidays found
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £1,050£982 to £1,279 8 days ex flights
Small group travel:
2021: 9 Oct
2022: 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
2022: 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
Up to £60 off selected dates.
Late availability on these dates: 09 Oct
Late availability on these dates: 09 Oct
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From £1,599 to £1,849 8 days inc UK flights
Small group travel:
2021: 3 Oct, 17 Oct
2022: 20 Mar, 3 Apr, 17 Apr, 8 May, 15 May, 22 May, 5 Jun, 19 Jun, 4 Sep, 18 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
2022: 20 Mar, 3 Apr, 17 Apr, 8 May, 15 May, 22 May, 5 Jun, 19 Jun, 4 Sep, 18 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Late availability on these dates: 03 Oct, 17 Oct
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
From £685 to £759 7 days ex flights
Small group travel:
2021: 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Family sailing holiday in the Cyclades, Greece
Enjoy the beauty of the Greek islands
From £894 to £1,127 8 days inc UK flights
Small group travel:
2022: 31 Jul, 7 Aug, 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
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.
Cyclades walking & island hopping holiday, Greece
Walk and explore nature of Naxos, Small Cyclades & Santorini
From £846 to £1,280 14 days ex flights
Small group travel:
2021: 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £1,189 to £1,279 8 days ex flights
Small group travel:
2022: 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
Cyclades walking holiday, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £592 to £640 7 days ex flights
Small group travel:
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun
Greece tour, highlights of the Cyclades
An 8 day tour of Greece's most picturesque sights
From £1,289 to £1,439 8 days ex flights
Small group travel:
2021: 3 Oct, 4 Oct, 5 Oct, 6 Oct, 7 Oct, 8 Oct, 9 Oct, 10 Oct, 11 Oct, 12 Oct, 13 Oct, 14 Oct, 15 Oct, 16 Oct, 17 Oct, 18 Oct, 19 Oct, 20 Oct, 21 Oct, 22 Oct, 23 Oct, 24 Oct, 25 Oct
2022: 1 Jun, 2 Jun, 3 Jun, 4 Jun, 5 Jun, 6 Jun, 7 Jun, 8 Jun, 9 Jun, 10 Jun, 11 Jun, 12 Jun, 13 Jun, 14 Jun, 15 Jun, 16 Jun, 17 Jun, 18 Jun, 19 Jun, 20 Jun, 21 Jun, 22 Jun, 23 Jun, 24 Jun, 25 Jun, 26 Jun, 27 Jun, 28 Jun, 29 Jun, 30 Jun, 1 Jul ...
2022: 1 Jun, 2 Jun, 3 Jun, 4 Jun, 5 Jun, 6 Jun, 7 Jun, 8 Jun, 9 Jun, 10 Jun, 11 Jun, 12 Jun, 13 Jun, 14 Jun, 15 Jun, 16 Jun, 17 Jun, 18 Jun, 19 Jun, 20 Jun, 21 Jun, 22 Jun, 23 Jun, 24 Jun, 25 Jun, 26 Jun, 27 Jun, 28 Jun, 29 Jun, 30 Jun, 1 Jul ...
Late availability on these dates: 03 Oct, 04 Oct, 05 Oct, 06 Oct, 07 Oct, 08 Oct, 09 Oct, 10 Oct, 11 Oct, 12 Oct, 13 Oct, 14 Oct, 15 Oct, 16 Oct, 17 Oct, 18 Oct, 19 Oct, 20 Oct, 21 Oct, 22 Oct, 23 Oct, 24 Oct, 25 Oct
Cyclades sailing holiday in Greece
There and back Again route
From 690 to 1,082 11 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Naxos & the Small Cyclades holiday in Greece
Walk & island hop Naxos, Iraklia & Amorgos, Small Cyclades
From £606 to £762 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Greece guided walking holidays, Tinos and Andros
Walkers paradise in the northern Cyclades
From £1,679 to £1,725 15 days inc UK flights
Small group travel:
2022: 4 May, 18 May, 14 Sep, 28 Sep
Cyclades hopping and photography holiday
A photography adventure in the stunning Cyclades islands
From £834 to £1,150 10 days ex flights
Small group travel:
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May
Cyclades islands sailing holidays in Greece
A fantastic sailing adventure in the Cyclades islands!
From 1,250 to 1,415 8 days ex flights
Small group travel:
2022: 4 Jun, 2 Jul, 10 Sep, 8 Oct
Sailing & conservation holiday in Greece
A unique wildlife & sailing adventure
From £683 to £759 7 days ex flights
Small group travel:
2021: 2 Oct, 9 Oct, 16 Oct, 23 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.
Cyclades multi activity holiday in Greece
Explore the Aegean islands beyond the beaten path
From 1,280 to 1,390 7 days ex flights
Small group travel:
2021: 17 Oct
2022: 10 Apr, 14 May, 17 Sep, 8 Oct
2022: 10 Apr, 14 May, 17 Sep, 8 Oct
Naxos and Amorgos hiking holiday, Cyclades Greece
Naxos-Amorgos. Amazing memorable walking adventure holiday!
From 1,099 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sailing and cycling Cyclades holiday, Greece
Self guided or guided (upon request) tour in the Cyclades
From 1,500 8 days ex flights
Small group travel:
2021: 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
The Cyclades cycling holiday, Greece
Fantastic Greek Islands biking holiday. The Cyclades
From 598 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Santorini walking short break, Greece
Walk and discover all Santorini has to offer in 4 days
From 410 to 520 4 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Greek Island hopping cruise in the Aegean
Cruise the Greek Islands on board a classic sail cruiser
From £2,025 8 days ex flights
Small group travel:
2021: 1 Oct, 8 Oct, 15 Oct, 22 Oct
Walking holiday in the West Cyclades, Greece
Walk & explore the authentic Serifos, Sifnos & Milos islands
From £592 to £914 10 days ex flights
Small group travel:
2021: 2 Oct, 9 Oct
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun
Cyclades Islands sailing holiday, Greece
Swim in turquoise seas & explore ancient towns
From £1,380£1,271 to £1,663 10 days ex flights
Small group travel:
2021: 5 Oct
2022: 7 May, 17 May, 27 May, 6 Jun, 16 Jun, 26 Jun, 6 Jul, 16 Jul, 26 Jul, 5 Aug, 15 Aug, 25 Aug, 4 Sep, 14 Sep, 24 Sep
2022: 7 May, 17 May, 27 May, 6 Jun, 16 Jun, 26 Jun, 6 Jul, 16 Jul, 26 Jul, 5 Aug, 15 Aug, 25 Aug, 4 Sep, 14 Sep, 24 Sep
Up to £100 off selected dates.
Late availability on these dates: 05 Oct
Late availability on these dates: 05 Oct
Cyclades sailing honeymoon, Greece
Enjoy a romantic honeymoon sailing in the Cyclades islands
From £3,440 to £5,209 7 days ex flights
Tailor made
Greek Islands bike and boat holiday
Cycle and sail around the Cyclades Greek Islands
From £1,650 to £1,740 8 days ex flights
Small group travel:
2021: 2 Oct
2022: 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep
2022: 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep
Naxos and the small Cyclades walking holiday, Greece
Walk and discover Naxos and the unspoilt Small Cyclades
From £592 to £914 10 days ex flights
Small group travel:
2021: 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun
Santorini villa holiday in a converted windmill, Greece
Unique private windmill villas with pool in Santorini
From 200 to 800 per house per night
Accommodation
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