47 Greek Islands vacations found
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,401 to US $1,556 8 days ex flights
Small group travel:
2018: 26 May, 9 Jun, 23 Jun, 7 Jul, 21 Jul, 4 Aug, 18 Aug, 1 Sep, 15 Sep
2019: 11 May, 25 May, 8 Jun, 22 Jun, 6 Jul, 3 Aug, 17 Aug, 31 Aug, 14 Sep, 28 Sep
2019: 11 May, 25 May, 8 Jun, 22 Jun, 6 Jul, 3 Aug, 17 Aug, 31 Aug, 14 Sep, 28 Sep
Late availability on these dates: 26 May, 09 Jun, 23 Jun, 07 Jul, 21 Jul, 04 Aug, 18 Aug
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £520 to £635 7 days ex flights
Small group travel:
2018: 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
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From US $1,595 to US $1,705 8 days ex flights
Small group travel:
2018: 24 Jun, 2 Sep, 16 Sep, 23 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
2019: 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
2019: 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
Late availability on these dates: 24 Jun
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,401 to US $1,596 8 days ex flights
Small group travel:
2018: 2 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug, 8 Sep, 22 Sep
2019: 18 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 27 Jul, 10 Aug, 7 Sep, 21 Sep
2019: 18 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 27 Jul, 10 Aug, 7 Sep, 21 Sep
Late availability on these dates: 02 Jun, 16 Jun, 30 Jun, 14 Jul, 28 Jul, 11 Aug, 25 Aug
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 hiking vacation, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £592 to £640 7 days ex flights
Small group travel:
2018: 26 May, 15 Sep, 22 Sep
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:
2018: 9 Jun, 1 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
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:
2018: 26 May, 2 Jun, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct
Kefalonia, Lefkada & Ithaki hiking vacation
Walk with us and explore the lush, green Ionian islands
From £622 to £998 10 days ex flights
Small group travel:
2018: 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 15 Sep, 22 Sep, 29 Sep
Greek island hiking holiday in Serifos
Hike to hill-top villages, a monastery, a winery
From €300 5 days ex flights
Small group travel:
2018: 23 Jun, 8 Sep, 6 Oct
Karpathos and Rhodos walking & cultural vacation, Greece
Beautiful hikes, cultural walks and swimming every day!
From €1,257 11 days ex flights
Small group travel:
2018: 10 Jun, 21 Jun, 5 Jul, 19 Jul, 6 Sep, 20 Sep
Naxos and Amorgos hiking vacation, Cyclades greece
Naxos-Amorgos. Amazing memorable walking adventure holiday!
From €1,408 10 days ex flights
Small group travel:
2018: 29 May, 13 Jun, 21 Jun, 8 Jul, 20 Jul, 2 Sep, 13 Sep
Kythnos walking vacation, Greece
Activity holidays to the West Cyclades. Exploring Kythnos!
From €526 5 days ex flights
Tailor made:
Available between March – November
Eastern Crete cycling tour, Greece
Exciting cycling tour in stunning East Crete in Greece
From €795 to €1,280 8 days ex flights
Tailor made
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:
2018: 26 May, 2 Jun, 9 Jun, 16 Jun, 1 Sep, 8 Sep, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
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.
Western Crete biking vacation
Unique cycling tour in the beautiful west Crete in Greece
From €780 to €1,250 8 days ex flights
Small group travel:
2018: 26 May, 2 Jun, 9 Jun, 16 Jun, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct, 3 Nov, 10 Nov
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $3,500US $2,800 to US $4,370US $2,808 8 days ex flights
Small group travel:
2018: 1 Aug, 8 Aug, 5 Oct
Up to US $700 off. Late availability on these dates: 01 Aug, 08 Aug
Crete self-guided walking holiday, Greece
Selfguided trekking in Samaria Natural Park & South coasts
From €595 to €655 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Greece in 10 days small group vacation
A complete tour of Greece in 10 days
From €1,999 10 days ex flights
Small group travel:
2018: 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, 29 Oct, 5 Nov, 12 Nov, 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
Greek Island tour, cruise on the Aegean Sea
Greek Island hopping holiday on a deluxe yacht
From £2,655 10 days ex flights
Small group travel:
2018: 24 May, 31 May, 14 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 13 Sep, 20 Sep, 4 Oct, 18 Oct
Greece walking vacation with beaches
Greece mountains and beaches walking tour
From €780 to €990 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Ancient Greece & beach vacation, small group
10 days Classic Greece and Santorini
From £1,399 to £1,699 10 days ex flights
Small group travel:
2018: 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, 3 Nov, 10 Nov, 17 Nov, 24 Nov, 1 Dec, 8 Dec, 15 Dec
Late availability on these dates: 02 Jun, 09 Jun, 16 Jun, 23 Jun, 30 Jun, 07 Jul, 14 Jul, 21 Jul, 28 Jul, 04 Aug, 11 Aug, 18 Aug, 25 Aug
Karpathos hiking vacation in Greece
Discover and Explore Karpathos island in 10 days program!
From €985 to €1,200 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Birdwatching vacation in Greece
Birdwatching in the Greek Dodecanese islands
From €930 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Dolphin conservation vacation in Greece
Holiday on lovely Greek Island with daily dolphin tours
From €750 7 days ex flights
Small group travel:
2018: 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep
Last seats available for June and July 2018!
Hiking and botanical vacation on Karpathos Island, Greece
A unique combination of Cooking& Walking.Discover and Taste!
From €865 7 days ex flights
Small group travel:
2018: 26 May, 2 Jun
Greek Islands hiking vacation in West Crete & Santorini
Walk & explore the natural wonders of Crete & Santorini
From £1,055 to £1,442 14 days ex flights
Small group travel:
2018: 26 May, 1 Sep, 8 Sep, 22 Sep, 29 Sep
Crete self drive vacation, Greece
Explore ancient sites and quiet places on stunning Crete.
From £615 to £795 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Self guided hiking vacation in Santorini and Naxos, Greece
Discover the world famous Santorini & Naxos at your own pace
From £454 to £546 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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
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:
2018: 26 May, 2 Jun, 15 Sep, 22 Sep, 29 Sep, 6 Oct, 13 Oct
From
US $1,401
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
From
£622
excluding flights
The fact that our excellent Greek guide was able to give us so much information about the islands, and also about Greek life in general. Through her we met a number of locals and felt it was altogether a very Greek experience. (more)Christa Laird
I had a fantastic time, enjoyed the wonderful walks, the natural environment and the great company! (more)Alex Pooley
Excellent. I will be back next year! I would not hesitate to recommend to a friend. (more)Violet Holley
From
£592
excluding flights
Enjoying nature and the small villages - I loved the local food we had when the taverna wasn't even open yet. (more)Jocelyn Wessling
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
From
£520
excluding flights
Dolphins around the bow of the yacht, beautiful beaches and villages, the walk up to the church on the hill in Chora, Folegandros was all amazing. (more)Alison Sowerby
The beauty of the islands of the Small Cyclades we visited--Iraklia, Amorgos, Koufonissi, Antiparos... All stunning and with a wonderful, relaxed vibe. (more)Elizabeth Bauza
The highlight was a beach BBQ on a deserted beach and near-full moon. Fantastic vacation. Our skipper and Divemaster were fantastic and made this a memorable, relaxing vacation. (more)Yusuf Nagree
From
£685
excluding flights
Fantastic! Very memorable. Something I'd want to repeat. (more)Jane Cousins
There were many 'wow' factors - the weather, the unspoiled islands, the clear unpolluted waters we sailed and swam in, stunning walks/hikes learning the history of the Cyclades, the friendly locals and the great food.
(more)Angela Wingfield
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 vacation. (more)Louise jones
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
From
US $1,712
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
From
€1,250
excluding flights
Memorable parts?
The children had the most wonderful time, they were on the go all the time and loved all the new adventures and activities
Tips?
Dont hesitate - this is worth doing!
Local benefits?
All the activities, hotels and restaurants that we used / went to were owned and run by locals which gave us a sense of not only an authentic experience but that we were contributing to the local economy.
Overall rating?
We had an excellent time and enjoyed every minute... (more)Lindsay Earle
From
£592
excluding flights
Memorable parts?
The evening walk to the fortress at Exomvourgo on Tinos with views of the surrounding villages and the sun setting across the sea. Also the walk to visit the monastery on Andros, meeting the monks and eating lunch prepared by the abbott was very special. The profusion of wild flowers on the old stone paths, the landscape of stone walls and terraces.
Tips?
Go in May- warm enough to swim, not too hot for walking. Feeling of places getting geared up for the summer... (more)Carys Evans
From
£454
excluding flights
Memorable parts?
The personal challenge of completing the hikes myself, the isolated walks in a rugged yet serene environment, arriving at key sites all tired, hot and sweaty whilst other tourists were in pristine condition (must be those air conditioned vehicles), the locals friendliness and hospitality, the local cuisine (the wines are must-have) and of course picturesque Santorini itself with its churches and caldera. Ooops, I just couldn't choose one!
Tips?
A few things to consider:
1.... (more)Neena Kumar
From
€750
excluding flights
Memorable parts?
Tips?
Local benefits?
Overall rating?
An excellent experience !!! We didn't want to leave. (more)Susan Fitzpatrick
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 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
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
US $1,595
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 mire 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
The highlight was entering the caldera on the ferry and seeing the spectacular views. Thannos was an excellent guide. The vacation did exactly what it said. Well planned. (more)Elizabeth Dane
From
£520
excluding flights
Every moment on the boat was highly enjoyable, the islands we travelled to were extremely beautiful, the food was exquisite, the sea so clean and blue as you would only imagine on postcards. The most memorable moment of the vacation was a night swim and snorkel amidst the luminous plankton. (more)Carolin Sommer
Fantastic we were well looked after, and very welcome on board the sailing boat. Swimming and sailing also the Greek food and Taverna's recommended by Annie and Satera were fantastic. (more)Vanessa Sutcliffe
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
From
€2,495
per week (sleeps 4-6)
Birds, bats, bees, lizards, pine martens, countless types of flowers and olive, eucalyptus and cypress trees blend in with the traditional style houses. We loved the walks around the forest... I could have spent the entire 10 days happily without leaving the estate at all.
(more)Chris Kearney
A wonderful vacation which far exceeded our expectations. (more)Susan Purnell
The location of the accommodation, our home for the next few weeks was simply stunning. The gardens lovingly tended to by the owners Marilyn and Spero, provide a perfect relaxing haven to unwind. The entrance to our cottage was awash with wisteria and the fragrance of white jasmine filled the air. Spotting a Pine Martin one evening was really exciting for all of us! The place is awash with all kinds of wildlife, green lizards, giant centipedes, and birdlife galore. A very exciting playground for... (more)Alison Brookes Day
From
US $1,990
excluding flights
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
From
€580
excluding flights
Memorable parts?
Everything! Although the weather in Karpathos island is a bit dry, it has plenty of resources, olive & almond trees, honey, large variety of herbs, dairy and sea food. Majority of the food is homemade. The clear blue sky and sea, the spring breeze, the cleanliness of the island.
And...how to make the goats as obedient as dogs :)
The people are so friendly which makes me feel like I am one of them. Hotel room is clean, very good service and cooked me good food everyday.... (more)Phyllis Lee
