Cyclades holidays
Tours & holidays in 2017 & 2018
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16 Cyclades holidays found
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £636 to £1,109 8 days ex flights
Small group travel:
2017: 26 Aug, 9 Sep, 23 Sep, 7 Oct
2018: 19 May, 2 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug, 8 Sep, 22 Sep
2018: 19 May, 2 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug, 8 Sep, 22 Sep
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £999 to £1,199 8 days ex flights
Small group travel:
2017: 19 Aug, 2 Sep, 16 Sep, 30 Sep
2018: 12 May, 26 May, 9 Jun, 23 Jun, 7 Jul, 21 Jul, 4 Aug, 18 Aug, 1 Sep, 15 Sep
2018: 12 May, 26 May, 9 Jun, 23 Jun, 7 Jul, 21 Jul, 4 Aug, 18 Aug, 1 Sep, 15 Sep
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From £1,019 to £1,269 8 days inc UK flights
Small group travel:
2017: 10 Sep, 24 Sep, 8 Oct, 15 Oct, 22 Oct, 12 Nov
2018: 1 Apr, 15 Apr, 29 Apr, 13 May, 27 May, 10 Jun, 24 Jun, 9 Sep, 23 Sep, 7 Oct, 14 Oct, 21 Oct, 11 Nov
2018: 1 Apr, 15 Apr, 29 Apr, 13 May, 27 May, 10 Jun, 24 Jun, 9 Sep, 23 Sep, 7 Oct, 14 Oct, 21 Oct, 11 Nov
Late availability on the these dates: 10 Sep, 08 Oct, 15 Oct, 12 Nov
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
From £672 to £746 7 days ex flights
Small group travel:
2017: 2 Sep, 9 Sep, 23 Sep, 30 Sep, 14 Oct, 21 Oct, 28 Oct
2018: 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 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, 27 Oct
2018: 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 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, 27 Oct
100 euros off, 23 & 30 September, 14 & 21 October departures
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:
2017: 2 Sep, 9 Sep, 16 Sep, 30 Sep, 13 Oct, 20 Oct, 27 Oct
2018: 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun
2018: 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun
Save £100 on our 10 Sept departure
Cyclades walking holiday, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £592 to £640 7 days ex flights
Small group travel:
2017: 2 Sep, 9 Sep, 16 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
2018: 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May
2018: 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May
100 euro off 16 Sep & 14 Oct departures
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:
2017: 2 Sep, 16 Sep, 23 Sep, 30 Sep, 14 Oct, 21 Oct, 28 Oct
2018: 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun
2018: 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun
100 euro off 16 Sep & 14 Oct departures
Greek Island hopping cruise in the Aegean
Cruise the Greek Islands on board a classic sail cruiser
From £1,309 to £1,609 8 days ex flights
Small group travel:
2017: 25 Aug, 1 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct
2018: 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 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
2018: 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 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
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
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:
2017: 2 Sep, 9 Sep, 16 Sep, 30 Sep, 14 Oct, 21 Oct, 28 Oct, 4 Nov, 11 Nov, 18 Nov
2018: 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun
2018: 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun
Cyclades Islands sailing holiday, Greece
Swim in turquoise seas & explore ancient towns
From £918 to £1,342 10 days ex flights
Small group travel:
2017: 21 Aug, 31 Aug, 10 Sep, 20 Sep, 30 Sep
2018: 12 May, 22 May, 1 Jun, 11 Jun, 21 Jun, 1 Jul, 11 Jul, 21 Jul, 31 Jul, 10 Aug, 20 Aug, 30 Aug, 9 Sep, 19 Sep, 29 Sep
2018: 12 May, 22 May, 1 Jun, 11 Jun, 21 Jun, 1 Jul, 11 Jul, 21 Jul, 31 Jul, 10 Aug, 20 Aug, 30 Aug, 9 Sep, 19 Sep, 29 Sep
Cyclades sailing honeymoon, Greece
Enjoy a romantic honeymoon sailing in the Cyclades islands
From £3,470 to £5,209 7 days ex flights
Tailor made
10% off, 23rd, 30th September, 14th, 7th & 21st October departures
Greek Islands cycling and sailing holiday
Cycle and sail around the Cyclades Greek Islands
From £1,295 8 days ex flights
Small group travel:
2017: 2 Sep, 9 Sep, 16 Sep, 23 Sep
2018: 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 1 Sep, 8 Sep, 15 Sep, 22 Sep
2018: 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 1 Sep, 8 Sep, 15 Sep, 22 Sep
Sailing & conservation holiday in Greece
A unique wildlife & sailing adventure
From £671 to £746 7 days ex flights
Small group travel:
2017: 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
2018: 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 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, 27 Oct
2018: 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 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, 27 Oct
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
From
£636
excluding flights
Memorable parts?
Being with family, making new friends and seeing the beautiful islands.
Tips?
It's a very slow relaxing trip.
Local benefits?
Helped local people
Overall rating?
The holiday was amazing, trust your skipper was great at sailing the boat but not very good with information about the islands. We would ask him a question
and 90% of the time it was i hate that island, just sit and have a coffee. We had a lot of wasted time waiting. (more)Debra Klein
From
£592
excluding flights
There were many memorable moments. The variety of walks and the stark differences of the three Islands. The abundance of Spring flowers and herbs along the trails - beautiful! The thrill of reaching the top of Mt Zeus, and the many delicious meals shared in small village Tavernas. (more)Joy Field
The highlight was the views from the top of Mount Zas on Naxos and the tranquillity of Iraklia. (more)Jamie Johnson
This was the best organised walking holiday we've been
on and that was totally down to the Guide - nothing was too much trouble and she went out of her way to help us. (more)Joanne Davidson
From
£592
excluding flights
The most memorable was climbing the peak to San Simeon on Sifnos. (more)Caroline Shuffrey
This holiday fulfilled my expectations in providing amazing walks off the beaten track and the opportunity to see rural places not visited by most tourists. (more)Hannah Wilson
Our guide was able to speak to everyone and we were welcomed and given fruit, honey, drinks, desserts, and wine. Our a accommodation owner gave us a tour of his orange farm and marmalade. The island, villages, and ocean were beautiful.
(more)Sandra Stanton
From
£1,019
including UK flights
From
£672
excluding flights
Excellent, forgot how blue and clear the water is, and it was great to get to the smaller islands were people lived their everyday lives, highly recommend this holiday. (more)Louise jones
We would rate our vacation as Excellent. Our guide was wonderful, taking us on little-travelled paths and educating us along the way with interesting information not found in guidebooks (more)Joann Dupuis
Excellent, thanks so much. We really enjoyed the trip, the company, the places we visited and the people we met. (more)Gesche McGibbon
From
£1,309
excluding flights
Memorable parts?
The warmth, kindness and hospitality of the Greek people
Tips?
It's a relaxing trip, most on board are of a more mature age. Shame there are not more round the mid 40's - mid 50's yr looking for this type of fulfilment. Its a lovely trip.
Local benefits?
Yes, we were encouraged to walk the back streets and mingle in order to distribute our possible expenditures and support around each island
Overall rating?
I'd rate it a 6 for these reasons:
1.... (more)Rosanne Sene
From
£918
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
£1,295
excluding flights
From
£592
excluding flights
The highlight was reaching some amazing views by walking and then having a delicious dinner at a small Taverna serving local specialities. This was a lovely holiday and our guide Annie was very well organised and friendly whilst being flexible and relaxed which made the trip very enjoyable. (more)Anne-Marie Mayer
Beautiful views. Very relaxed. Times were respected. (more)Keri K
Excellent...we stayed at a family run guesthouse, ate at local taverns, tried local products, used public transport and walked to get to places. We cleaned up a beach after having a picnic. Our guide in general provided useful information about the local flora and fauna, the culture, economy and environmental issues (more)Xenia Karantani
From
£671
excluding flights
The whole experience was wonderful. Sotiris, our skipper was fantastic , very professional, kind and fun. This holiday was wonderful...it could not have been better...we should have stayed longer. It really was a very unique experience, very special to me. (more)Joanne David
Excellent! Every aspect was amazing. My partner and I are both deeply grateful to everyone who works for the operator for making such a special and memorable experience. We will almost certainly be booking up again! (more)Alison Crawford
A fabulous holiday. Sotiri and Melita were delightful and knowledgeable hosts. Annie who did the reservations was efficient and friendly. The boat was well equipped, safe and comfortable and the fellow guests good company. (more)Susan Sargeant
From
£846
excluding flights
The visit to Kastro was very enjoyable. The walk it was good, the town was beautiful at dusk and our dinner was very enjoyable with live local musicians. (more)Leanne Nicholson
The hikes were thoughtfully selected as they were scenic, exposed us to local culture/lifestyle and mileage covered was sufficiently challenging. Excellent trip. (more)Sze Mei Lim
