Cyclades holidays
Cyclades holidays offer a meze of Greek charms. On Naxos, walk the orchard-filled Tragea Valley and scale the chain's highest peak, flanked by tiny hamlets. Traverse the unforgettable volcanic caldera on Santorini, or ancient paths across Paros and Syros from virgin cove to virgin cove. Nature abounds - from Natura 2000 havens like Amorgos and Koufonisia to dolphins, seals and turtles accompanying inter-island sailing.
28 Cyclades holidays found
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £1,281 to £1,381 8 days ex flights
Small group travel:
2023: 6 May, 9 May, 20 May, 1 Jun, 3 Jun, 25 Jun, 1 Jul, 15 Jul, 18 Jul, 29 Jul, 10 Aug, 12 Aug, 26 Aug, 9 Sep, 23 Sep, 26 Sep
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From £1,699 to £1,979 8 days inc UK flights
Small group travel:
2022: 2 Oct, 9 Oct, 23 Oct
2023: 19 Mar, 2 Apr, 16 Apr, 7 May, 14 May, 4 Jun, 18 Jun, 3 Sep, 17 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
2023: 19 Mar, 2 Apr, 16 Apr, 7 May, 14 May, 4 Jun, 18 Jun, 3 Sep, 17 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
Late availability on these dates: 02 Oct, 09 Oct, 23 Oct
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
From £712 to £791 7 days ex flights
Small group travel:
2022: 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
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:
2022: 8 Oct, 22 Oct, 5 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.
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £1,281 to £1,381 8 days ex flights
Small group travel:
2023: 13 May, 16 May, 27 May, 8 Jun, 10 Jun, 24 Jun, 2 Jul, 8 Jul, 22 Jul, 25 Jul, 5 Aug, 17 Aug, 19 Aug, 2 Sep, 10 Sep, 16 Sep, 30 Sep, 3 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: 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Greece in 2 weeks holiday
Visit Athens, Delphi, Olympia, Mycenae and Nafplion
From £2,921 to £3,462 14 days inc UK flights
Small group travel:
2023: 30 Apr, 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 3 Sep, 17 Sep, 1 Oct, 8 Oct
Greek Islands Cycling tour, Cyclades
Explore Cyclades, the unique Greek islands in the Aegean sea
From 890 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cyclades islands tour
Explore the Cyclades on this Greek island adventure
From £3,285 to £3,485 9 days ex flights
Small group travel:
2023: 14 May, 16 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 19 Sep, 24 Sep, 1 Oct
Greece tour, highlights of the Cyclades
An 8 day tour of Greece's most picturesque sights
From £1,620 8 days ex flights
Small group travel:
2022: 2 Oct, 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, 26 Oct, 27 Oct, 28 Oct, 29 Oct, 30 Oct, 31 Oct
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
Kythnos nature tours in greece
Rare flowers, migratory birds in tour aimed at naturalists
From 790 6 days ex flights
Small group travel:
2023: 27 Mar
Greece guided walking holidays, Tinos and Andros
Walkers paradise in the northern Cyclades
From £1,820 15 days inc UK flights
Small group travel
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
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 islands sailing holidays in Greece
A fantastic sailing adventure in the Cyclades islands!
From 1,380 to 1,950 8 days ex flights
Small group travel:
2022: 8 Oct
2023: 27 May, 17 Jun, 1 Jul, 2 Sep, 23 Sep
2023: 27 May, 17 Jun, 1 Jul, 2 Sep, 23 Sep
Sailing & conservation holiday in Greece
A unique wildlife & sailing adventure
From £633 to £731 7 days ex flights
Small group travel
Cyclades multi activity holiday in Greece
Explore the Cyclades islands beyond the beaten path
From 1,380 to 1,490 7 days ex flights
Small group travel:
2022: 8 Oct
2023: 2 Apr, 14 May, 24 Sep, 8 Oct
2023: 2 Apr, 14 May, 24 Sep, 8 Oct
Naxos and Amorgos hiking holiday, Cyclades Greece
Naxos-Amorgos. Amazing memorable walking adventure holiday!
From 682 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:
2022: 1 Oct, 8 Oct, 15 Oct
The Cyclades cycling holiday, Greece
Fantastic Greek Islands biking experience. The Cyclades
From 658 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 £2,049 to £3,075 8 days ex flights
Small group travel:
2022: 30 Sep, 7 Oct, 14 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:
2022: 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Cyclades Islands sailing holiday, Greece
Swim in turquoise seas & explore ancient towns
From £1,675 to £1,800 10 days ex flights
Small group travel:
2023: 6 May, 16 May, 26 May, 5 Jun, 15 Jun, 16 Jun, 25 Jun, 5 Jul, 9 Jul, 15 Jul, 25 Jul, 1 Aug, 4 Aug, 14 Aug, 24 Aug, 25 Aug, 3 Sep, 13 Sep, 17 Sep, 23 Sep
Cyclades sailing honeymoon, Greece
Enjoy a romantic honeymoon sailing in the Cyclades islands
From £3,490 to £5,209 7 days ex flights
Tailor made
Greek Islands bike and boat holiday
Cycle and sail around the Cyclades Greek Islands
From £2,190 8 days ex flights
Small group travel:
2023: 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 2 Sep, 9 Sep, 17 Sep, 23 Sep, 30 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:
2022: 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 5 Nov
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
