Filters

Greek Islands sailing vacation, Santorini to Mykonos

Greek Islands sailing vacation, Santorini to Mykonos

Sapphire waters, whitewashed villages & history laden ruins
From US $1,520US $1,178 to US $1,754 8 days ex flights
Small group travel: 2019: 22 Jun, 6 Jul, 20 Jul, 3 Aug, 17 Aug, 28 Sep
2020: 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 18 Jul, 1 Aug, 15 Aug, 29 Aug, 12 Sep
Up to US $340 off selected dates.
Late availability on these dates: 22 Jun, 06 Jul, 20 Jul, 03 Aug, 17 Aug
Sailing vacation in the Aegean Sea

Sailing vacation in the Aegean Sea

Uninhabited islands in a 6 person boat
From £520 to £635 7 days ex flights
Small group travel: 2019: 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, 26 Oct
Up to €100, 6 & 14 July departures
Cyclades walking holidays in Greece

Cyclades walking holidays in Greece

A gently active holiday in the Cyclades
From US $1,579 to US $1,749 8 days ex flights
Small group travel: 2019: 8 Sep, 22 Sep, 13 Oct, 27 Oct
2020: 29 Mar, 5 Apr, 26 Apr, 10 May, 17 May, 24 May, 7 Jun, 21 Jun, 6 Sep, 20 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov
Late availability on these dates: 08 Sep, 22 Sep
Greek Island cruising vacation

Greek Island cruising vacation

Discover a side of Greece riddled with myth and magic.
From US $3,955US $2,580 to US $5,215US $4,050 8 days ex flights
Small group travel: 2019: 5 Jul, 9 Aug, 4 Oct
2020: 7 May, 11 Jun, 9 Jul, 13 Aug, 10 Sep, 1 Oct
Up to US $1100 off selected dates.
Late availability on these dates: 05 Jul, 09 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

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
Sailing vacation in Greece, Mykonos to Santorini

Sailing vacation in Greece, Mykonos to Santorini

The boat, the beach and inviting Greek villages
From US $1,550US $1,276 to US $1,754 8 days ex flights
Small group travel: 2019: 29 Jun, 10 Aug, 24 Aug
2020: 16 May, 30 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 19 Sep, 3 Oct
Late availability on these dates: 29 Jun, 10 Aug, 24 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
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: 22 Jun, 29 Jun, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Kefalonia, Lefkada & Ithaki hiking vacation

Kefalonia, Lefkada & Ithaki hiking vacation

Walk with us and explore the lush, green Ionian islands
From £697 to £1,112 10 days ex flights
Small group travel: 2019: 7 Sep, 14 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct
Greek islands travel guide
What we rate and what we don't
Walking vacation in rural Crete

Walking vacation in rural Crete

Explore a wonderful, unspoilt area of western Crete
From €740 to €770 8 days ex flights
Small group travel: 2019: 22 Sep, 29 Sep, 20 Oct
2020: 3 May, 10 May, 17 May, 16 Jun, 1 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct
Yoga and Hiking Holiday in Crete shell

Yoga and Hiking Holiday in Crete shell

Yoga, meditation and hiking holiday beside the sea
From €690 7 days ex flights
Small group travel: 2019: 6 Oct
2020: 31 May, 4 Oct
Crete cultural vacation

Crete cultural vacation

Dip into Cretan life and enjoy various activities
From €870 8 days ex flights
Small group travel: 2019: 10 Sep
2020: 9 Jun, 8 Sep
Walking vacation in Corfu, Greece

Walking vacation in Corfu, Greece

Sorrento, Pompeii and the Amalfi coast
From US $840 to US $870 8 days ex flights
Small group travel: 2019: 31 Aug, 14 Sep, 28 Sep, 5 Oct
2020: 25 Apr, 9 May, 23 May, 12 Sep, 26 Sep, 10 Oct
Late availability on these dates: 31 Aug, 14 Sep
Saronic Gulf sailing vacation in Greece

Saronic Gulf sailing vacation in Greece

An 8 day trip combines sailing & swimming in Greece
From €1,055 8 days ex flights
Small group travel: 2019: 21 Sep
Greece walking vacation, Zagorohoria and Lefkada island

Greece walking vacation, Zagorohoria and Lefkada island

Traverse Vikos gorge & explore picturesque Zagori villages
From €861 to €957 8 days ex flights
Small group travel: 2019: 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, 26 Oct
Up to 140€ off for all departures from 7 June to 7 July!
Rhodes walking holiday, guided

Rhodes walking holiday, guided

Guided hiking in the stunning Rhodes, an island of contrasts
From €880 to €1,050 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Rhodes family activity vacation in Greece

Rhodes family activity vacation in Greece

Summer multi-activity holidays in the island of Sun, Rhodes
From €1,050 to €1,130 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Rhodes sailing vacation in Greece

Rhodes sailing vacation in Greece

Aegean sea island hopping and sailing school
From €2,100 to €4,350 8 days ex flights
Tailor made: Sailing during Greek summer in the Aegean Sea
Greek Islands walking vacation

Greek Islands walking vacation

Discover the little-known islands of Andros and Tinos
From US $960 to US $990 8 days ex flights
Small group travel: 2019: 14 Sep, 28 Sep
2020: 18 Apr, 10 May, 6 Jun, 12 Sep, 26 Sep, 10 Oct
Late availability on these dates: 14 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.
Greece mainland and islands tour

Greece mainland and islands tour

Greece at its very best
From US $3,610 to US $4,130 15 days ex flights
Small group travel: 2019: 20 Jul, 10 Aug, 7 Sep
2020: 25 Apr, 2 May, 9 May, 16 May, 30 May, 13 Jun, 27 Jun, 11 Jul, 18 Jul, 25 Jul, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep
Late availability on these dates: 20 Jul, 10 Aug, 07 Sep
Greek Islands tour

Greek Islands tour

Explore the very best of Greece with stunning scenery
From US $1,570 to US $1,930 15 days ex flights
Small group travel: 2019: 23 Jun, 4 Aug, 1 Sep, 8 Sep, 15 Sep, 29 Sep, 6 Oct
2020: 3 May, 17 May, 24 May, 7 Jun, 21 Jun, 2 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct
Late availability on these dates: 23 Jun, 04 Aug, 01 Sep, 08 Sep, 15 Sep
Greek island hiking holiday in Serifos

Greek island hiking holiday in Serifos

Hike to hill-top villages, a monastery, a winery
From €300 5 days ex flights
Small group travel: 2019: 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, 26 Oct
Karpathos and Rhodos walking & cultural vacation, Greece

Karpathos and Rhodos walking & cultural vacation, Greece

Beautiful hikes, cultural walks and swimming every day!
From €1,516 to €1,655 12 days ex flights
Small group travel: 2019: 2 Jul, 3 Sep, 1 Oct
Naxos and Amorgos hiking vacation, Cyclades greece

Naxos and Amorgos hiking vacation, Cyclades greece

Naxos-Amorgos. Amazing memorable walking adventure holiday!
From €1,276 to €1,442 10 days ex flights
Small group travel: 2019: 4 Jul, 27 Aug, 22 Sep
Greek islands travel guide
What we rate and what we don't
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
Eastern Crete cycling tour, Greece

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

Sailing and biking Cyclades vacation, Greece

Self guided or guided (upon request) tour in the Cyclades
From €1,500 8 days ex flights
Small group travel: 2019: 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Western Crete biking vacation

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: 2019: 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov, 9 Nov, 16 Nov
Crete self-guided walking holiday, Greece

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
Family sailing vacation in the Cyclades, Greece

Family sailing vacation in the Cyclades, Greece

Enjoy the beauty of the Greek islands
From US $880 to US $970 8 days ex flights
Small group travel: 2019: 11 Aug
2020: 26 Jul, 2 Aug, 9 Aug, 16 Aug
Late availability on these dates: 11 Aug
Greek Islands sailing vacation, Santorini to Mykonos
From
US $1,178
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
Kefalonia, Lefkada & Ithaki hiking vacation
From
£697
excluding flights
Our guide, Daphnie, was superb, being always willing to adjust the itinerary to suit people and/or weather, the walking and scenery is incredible, the hotels ideally located in small seaside towns, and the restaurants recommended for us throughout the vacation gave us a perfect 'taste of Greece'. (more)Jim Frame
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
It was an enjoyable experience but we were not expecting the walks were going to be on trails rather than rocky paths. (more)Eric Middleton
Cyclades walking & island hopping holiday, Greece
From
£846
excluding flights
We loved seeing the fields of wildflowers and walking through light rain, swollen streams and windy mountain sides. (more)Nancy Schmidt
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
Great walking, great food, great guide (Annie) and great hotel in Sifnos (more)Joanne burke
The most memorable parts were the wonderful people, mountains, flowers, and beautiful bodies of water in Greece. (more)Jennifer Pappa
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
Cyclades sailing & walking vacation in Greece
From
£685
excluding flights
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
Fantastic! Very memorable. Something I'd want to repeat. (more)Jane Cousins
Sailing vacation in the Aegean Sea
From
£520
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
A great compromise between sailing, swimming in secluded creeks and discovering the small cyclades and its lovely traditional greek foods. (more)Alex Navarre
There isn't just one memorable part of the vacation. We saw many places, ate at well chosen local restaurants that I would not have otherwise found if traveling alone, swam daily in different coves and pretty local beaches (more)Sophia McKett
Sailing vacation in Greece, Mykonos to Santorini
From
US $1,276
excluding flights
Greek weather, good food in resturants. (more)Owen Monie
The highlight was being with family, making new friends and seeing the beautiful islands. (more)Debra Klein
Dolphin conservation in Greece
From
€720
excluding flights
Memorable parts? Being on the boat for many hours and taking the time to wait for diving dolphins and monk seals to (re)appear together with experts and other nature loving persons and no one ever gets impatient or bored! Sharing time, home and meals with an international group Tips? Everything is very well explained in the online informations for participants that you should read very carefully before booking. Make sure that you'll "survive" a five or six hours boat trip in the... (more)Brigitte Horlitz
Cyclades Islands sailing vacation, Greece
From
US $1,557
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
Rhodes family activity holiday in Greece
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
Eastern Crete cycling tour, Greece
From
€795
excluding flights
Memorable parts? The generosity and kindness of the local Cretan people - particularly in the smaller villages/towns. The scenery was beautiful. It changed as we moved from one area to another. There were some great views to be had everyday and you are never too far from some wonderful history. It brought to life the history I had studied as an 11 year old many years ago. Tips? In the bigger towns always seek out the restaurants in the smaller alleys - ask the locals where's good... (more)Sue McNuff
Greek Islands hiking vacation in West Crete & Santorini
From
£1,055
excluding flights
Memorable parts? The guides, Annie and Melita were fantastic and showed me a part of Greece I never would have seen. I especially loved how they took care of ordering our food and introduced to us to Cretan delicacys. Meeting new, like-minded people is always a hi light of a group tour. Tips? Ask about the group you'll be traveling with. Age, nationality, etc and be clear on the level of exertion the trip entails. All was great for us, but for others they may have been in over... (more)Dina Ferrante
Hiking and botanical vacation on Karpathos Island, Greece
From
€590
excluding flights
Memorable parts? We loved this vacation! We felt so welcome by Evangelia and the others involved, and before long felt like they were old friends... Everything was relaxed and easy-going, even when we did some longer hikes. We learned so much about the island and the way of life as led by the people of northern Karpathos. Their self- sufficiency is amazing! The feeling of hospitality and generosity of the people will stay with us forever. Tips? Be prepared to be flexible on the itinerary.... (more)Janis Colville
Dolphin conservation vacation in Greece
From
€850
excluding flights
The overall experience was unforgettable!! Joining the research team, learning and seeing dolphins in their natural environment were breathtaking (more)Vanja Yates
An excellent experience !!! We didn't want to leave. (more)Susan Fitzpatrick
Greece in 10 days small group vacation
From
€1,650
excluding flights
Memorable parts? It’s difficult to choose from so many amazing places. Of the ancient sites, Delphi stood out, with good signage on the site itself and just sufficient restoration to allow one to imagine its original magnificence. But with the stunning mountain scenery (and hair-raising roads) of Zagoria, the relaxed charm of Nafplio or the magical, flower strewn mountain setting of Mystras, there are so many places to choose from. Tips? This tour does not claim to give in-depth... (more)Jane Bennett
Western Crete biking vacation
From
€780
excluding flights
There were many memorable parts such as the unexpected wild flowers by the roadside, the lovely people or when my wife got to the top of the hills before me, relaxed and breathing due to the great decision to use an E-bike. (more)Trevor York
The hosts of Panarama where very welcoming and also ran a great Restaurant. Nice relaxed place to stay at the end of a days cycle. (more)Stephen Reynolds
Self guided hiking vacation in Santorini and Naxos, Greece
From
£454
excluding flights
Visiting the ancient site of Akrotiri and the archaeological museum of Thera were the most memorable parts of the trip. (more)Robert Williams
We had a very nice time. This was our first time using Responsible Travel. We now have another company to use for trips in the future. (more)Eileen Mouradian
I enjoyed exploring the island on ancient trails that have been used for centuries by local people but have never been written down on a paper map until this century. (more)Brenda Varnam
Andros and Tinos walking holiday, Greece
From
£592
excluding flights
The contrasts between the different islands in terms of landscapes, settlements and even food was something very unexpected that made this a memorable trip (more)Russell Parkin
The views were great. (more)Miranda Cooper
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. (more)Carys Evans
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
Cyclades walking holidays in Greece
From
US $1,579
excluding flights
The area is very beautiful and fascinating to explore. The whole thing was the best bit! I would go again. (more)Sarah Day
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
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
Luxury Greek Island vacation
From
€2,495
per week (sleeps 4-6)
Our stay was a unique & happy experience, unlike any previous vacation. While it can be a challenge to get there, the effort is repaid abundantly. It’s an eco-chic vacation in a cottage where everything can be taken care of, according to one’s wishes. One returns refreshed in mind & body. (more)Bryan Parker
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
Sailing vacation in the Ionian Sea
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
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
Photo credits: [Page banner: lupu robert ciprian]
Convert currencies