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Greek Islands sailing vacation, Santorini to Mykonos

Greek Islands sailing vacation, Santorini to Mykonos

Sapphire waters, whitewashed villages & history laden ruins
From US $1,662 8 days ex flights
Small group travel: 2019: 11 May, 25 May, 8 Jun, 22 Jun, 6 Jul, 3 Aug, 17 Aug, 28 Sep
Cyclades sailing & walking vacation in Greece

Cyclades sailing & walking vacation in Greece

Combine a sailing & hiking adventure around the Cyclades
From 685 to 759 7 days ex flights
Small group travel: 2019: 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Family sailing vacation in the Cyclades, Greece

Family sailing vacation in the Cyclades, Greece

Enjoy the beauty of the Greek islands
From US $1,040 8 days ex flights
Small group travel: 2019: 28 Jul, 4 Aug, 11 Aug, 18 Aug
Cyclades walking holidays in Greece

Cyclades walking holidays in Greece

A gently active holiday in the Cyclades
From US $1,675 8 days ex flights
Small group travel: 2019: 24 Mar, 31 Mar, 14 Apr, 28 Apr, 12 May, 19 May, 26 May, 9 Jun, 23 Jun, 8 Sep, 15 Sep, 22 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 10 Nov
Responsible Travel Helpdesk

Helpdesk

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

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: 2019: 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun
Sailing vacation in Greece, Mykonos to Santorini

Sailing vacation in Greece, Mykonos to Santorini

The boat, the beach and inviting Greek villages
From US $1,602 to US $1,717 8 days ex flights
Small group travel: 2019: 18 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 10 Aug
Cyclades hiking vacation, Greece

Cyclades hiking vacation, Greece

Walk ancient paths and enjoy stunning Cycladic sceneries
From 592 to 640 7 days ex flights
Small group travel: 2019: 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun
Naxos and Amorgos hiking vacation, Cyclades greece

Naxos and Amorgos hiking vacation, Cyclades greece

Naxos-Amorgos. Amazing memorable walking adventure holiday!
From 1,435 10 days ex flights
Small group travel
Kythnos walking vacation, Greece

Kythnos walking vacation, Greece

Activity holidays to the West Cyclades. Exploring Kythnos!
From 526 5 days ex flights
Tailor made: Available between March November
Sailing and biking Cyclades vacation, Greece

Sailing and biking Cyclades vacation, Greece

Self-guided cycling & sailing tour in the stunning Cyclades
From 1,280 8 days ex flights
Small group travel
The Cyclades biking vacation, Greece

The Cyclades biking vacation, 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 holiday, Greece

Santorini walking holiday, 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
Kythnos nature hiking holiday in Greece

Kythnos nature hiking holiday in Greece

Explore Kythnos's flora and fauna with a Greek naturalist
From 350 6 days ex flights
Small group travel: 2019: 15 Apr
Hiking vacation in the West Cyclades, Greece

Hiking vacation in the West Cyclades, Greece

Walk & explore the authentic Serifos, Sifnos & Milos islands
From 592 to 914 10 days ex flights
Small group travel: 2019: 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Responsible Travel Helpdesk

Helpdesk

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 vacation, Greece

Cyclades Islands sailing vacation, Greece

Swim in turquoise seas & explore ancient towns
From US $1,981 to US $2,146 10 days ex flights
Small group travel: 2019: 11 May, 21 May, 31 May, 10 Jun, 20 Jun, 30 Jun, 10 Jul, 20 Jul, 30 Jul, 9 Aug, 19 Aug, 8 Sep, 18 Sep, 28 Sep
Cyclades sailing honeymoon, Greece

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 bicycling and sailing vacation

Greek Islands bicycling and sailing vacation

Bicycle and sail around the Cyclades Greek Islands
From US $2,295 8 days ex flights
Small group travel: 2019: 18 May, 31 Aug, 7 Sep, 14 Sep
Sailing & conservation vacation in Greece

Sailing & conservation vacation in Greece

A unique wildlife & sailing adventure
From 683 to 759 7 days ex flights
Small group travel: 2019: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun
Naxos and the small Cyclades walking vacation, Greece

Naxos and the small Cyclades walking vacation, Greece

Walk and discover Naxos and the unspoilt Small Cyclades
From 592 to 914 10 days ex flights
Small group travel: 2019: 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
    Sailing vacation in Greece, Mykonos to Santorini
    From
    US $1,602
    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 vacation 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
    Greek Islands sailing vacation, Santorini to Mykonos
    From
    US $1,662
    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
    Cyclades sailing & walking vacation in Greece
    From
    685
    excluding flights
    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
    Excellent. Annie and Sotiris were excellent hosts and ensured that the trip ran smoothly. On the one day that the wind was too strong for sailing, we had a busy sightseeing day instead. (more)Lyndsay Gough
    The first 2 days of the trip were glorious! Beautiful less visited islands & fishing villages. Our walking guide Yannis & Captain Soteris made sure we visited areas & restaurants off the beaten path, making for an authentic experience. (more)Jennifer Simon
    Cyclades walking & island hopping holiday, Greece
    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
    Cyclades hiking vacation, Greece
    From
    592
    excluding flights
    Hard to pick one the most memorable moment, maybe climbing up to monastery on highest point on Sifnos. Fantastic views from the B&B whatever the time of day. Both islands were really interesting. (more)Cherry Shelton
    The most memorable was climbing the peak to San Simeon on Sifnos. (more)Caroline Shuffrey
    This vacation 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
    Cyclades Islands sailing vacation, Greece
    From
    US $1,981
    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-travelers 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
    Sailing & conservation vacation in Greece
    From
    683
    excluding flights
    The whole experience was wonderful. Sotiris, our skipper was fantastic , very professional, kind and fun. This vacation 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 vacation. 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
    Greek Islands bicycling and sailing vacation
    From
    US $2,295
    excluding flights
    Start to finish this was the BEST vacation I've ever taken. (more)Linda Roe
    Great fun (more)Yvonne Caton
    Naxos and the small Cyclades walking vacation, Greece
    From
    592
    excluding flights
    Excellent (more)rena alekperova
    Excellent and well organised and choosing walks bearing in mind everyone's walking ability (more)Victoria Taylor
    Superb....Everything was exciting: the weather, scenery, local food and drinks were marvellous (well, I don't think there's an appropriate adjective to describe the kind of emotions the environment provokes). (more)Alexander Kartashov
    Cyclades walking holidays in Greece
    From
    US $1,675
    excluding flights
    We thoroughly enjoyed all aspects and thought everything well thought out and organised. Loved the ferry journeys. So nice it was all taken care of. 10 out if 10. Wished we could experience it all again. Onwards and upwards maybe try out some more walking hols! (more)Annette Scott
    The highlight was the walks in the countryside surrounded by spring flowers and wild herbs. The three islands were very different, but each were magical in their own way. It was a very good group with a very enthusiastic leader and it gave me a taste of what the Greek islands can offer. (more)Rosemary Chinchen
    Thanos, the extremely knowledgeable guide. And the unexpected interesting-ness of Naxos! Less tourists yet much more to see. (more)Janis Edgar
    Hiking vacation in the West Cyclades, Greece
    From
    592
    excluding flights
    The most memorable part was sharing the delicious meals with new friends after a days walking... It was wonderful thanks to Anna's local knowledge of geology, places to stay & eat. (more)Rosie Champness
    The vacation was excellent It was wonderful to spend our days exploring the varied landscape, villages and beaches of the small lesser known islands of Milos and Sifnos. (more)Lorne beiles
    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 vacation 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
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