27 Cyclades holidays found
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £1,140 to £1,280 8 days ex flights
Small group travel:
2021: 8 May, 22 May, 5 Jun, 19 Jun, 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep
2022: 7 May, 21 May, 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
2022: 7 May, 21 May, 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From £1,399 to £1,649 8 days inc UK flights
Small group travel:
2021: 21 Mar, 9 May, 16 May, 23 May, 6 Jun, 20 Jun, 5 Sep, 19 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Late availability on these dates: 21 Mar
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: 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, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Family sailing holiday in the Cyclades, Greece
Enjoy the beauty of the Greek islands
From £1,173 to £1,200 8 days inc UK flights
Small group travel:
2021: 25 Jul, 1 Aug, 15 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: 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £1,140 to £1,280 8 days ex flights
Small group travel:
2021: 15 May, 29 May, 12 Jun, 26 Jun, 10 Jul, 24 Jul, 21 Aug, 18 Sep, 2 Oct
2022: 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
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:
2021: 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Greece tour, highlights of the Cyclades
An 8 day tour of Greece's most picturesque sights
From £1,379 to £1,459 8 days ex flights
Small group travel:
2021: 3 May, 4 May, 5 May, 6 May, 7 May, 8 May, 9 May, 10 May, 11 May, 12 May, 13 May, 14 May, 15 May, 16 May, 17 May, 18 May, 19 May, 20 May, 21 May, 22 May, 23 May, 24 May, 25 May, 26 May, 27 May, 28 May, 29 May, 30 May, 31 May, 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 ...
Flexible booking policy: If your tour is cancelled you will receive a cash refund or 110% credit voucher. Penalties removed/reduced if you need to cancel or transfer your booking to another traveller.
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
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Kythnos nature tours in greece
Rare flowers, migratory birds in tour aimed at naturalists
From 545 6 days ex flights
Small group travel:
2021: 29 Mar, 5 Apr
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:
2021: 5 May, 19 May, 15 Sep, 29 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:
2021: 24 Apr
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Cyclades islands sailing holidays in Greece
A fantastic sailing adventure in the Cyclades islands!
From 1,190 to 1,280 8 days ex flights
Small group travel:
2021: 5 Jun, 10 Jul, 24 Jul, 4 Sep
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.
Sailing & conservation holiday in Greece
A unique wildlife & sailing adventure
From £683 to £759 7 days ex flights
Small group travel:
2021: 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Cyclades multi activity holiday in Greece
Explore the Aegean islands beyond the beaten path
From 1,180 to 1,220 7 days ex flights
Small group travel:
2021: 1 Apr, 29 May, 19 Sep, 17 Oct
Naxos and Amorgos hiking holiday, Cyclades Greece
Naxos-Amorgos. Amazing memorable walking adventure holiday!
From 1,099 10 days ex flights
Small group travel
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: 3 Apr, 10 Apr, 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, 30 Oct
The Cyclades cycling holiday, Greece
Cycling & island hopping; Paros, Antiparos and Naxos
From 521 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
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
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: 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, 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: 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Cyclades Islands sailing holiday, Greece
Swim in turquoise seas & explore ancient towns
From £1,478 to £1,663 10 days ex flights
Small group travel:
2021: 8 May, 18 May, 7 Jun, 17 Jun, 27 Jun, 7 Jul, 17 Jul, 27 Jul, 6 Aug, 26 Aug, 5 Sep, 15 Sep, 25 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
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
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
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Greek Islands bike and boat holiday
Cycle and sail around the Cyclades Greek Islands
From £1,590 to £1,680 8 days ex flights
Small group travel:
2021: 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
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: 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Santorini villa holiday in a converted Windmill, Greece
Unique private Windmill Villa's with pool in Santorini
From 200 to 800 per house per night
Accommodation