26 Cyclades vacations found
Island hopping cruise in Greece
Hidden Greece: Unexplored Greek Islands Cruise
From US $3,750 8 days ex flights
Small group travel:
2027: 7 May, 21 May, 28 May, 18 Jun, 25 Jun, 9 Jul, 16 Jul, 23 Jul, 6 Aug, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 24 Sep
Naxos and the small Cyclades walking vacation, Greece
Walk and discover Naxos and the unspoilt Small Cyclades
From £744 to £1,097 10 days ex flights
Small group travel:
2027: 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Greek Island hopping cruise in the Aegean
Cruise the Greek Islands on board a classic small ship
From £1,899 to £2,345 8 days ex flights
Small group travel:
2027: 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 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
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From US $2,905 8 days ex flights
Small group travel:
2027: 28 Mar, 11 Apr, 3 May, 16 May, 26 Sep, 10 Oct, 24 Oct
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Cyclades walking & island hopping holiday, Greece
Walk and explore nature of Naxos, Small Cyclades & Santorini
From £987 to £1,538 14 days ex flights
Small group travel:
2027: 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $2,112 to US $2,462US $2,272 8 days ex flights
Small group travel:
2027: 1 May, 11 May, 15 May, 25 May, 29 May, 8 Jun, 12 Jun, 22 Jun, 26 Jun, 6 Jul, 10 Jul, 20 Jul, 24 Jul, 3 Aug, 17 Aug, 21 Aug, 31 Aug, 4 Sep, 14 Sep, 18 Sep, 28 Sep, 2 Oct
2028: 29 Apr, 9 May, 13 May, 23 May, 27 May, 6 Jun, 10 Jun, 20 Jun, 24 Jun, 4 Jul, 8 Jul, 18 Jul, 22 Jul, 1 Aug, 5 Aug, 15 Aug, 19 Aug, 29 Aug, 2 Sep, 12 Sep, 16 Sep, 26 Sep
2028: 29 Apr, 9 May, 13 May, 23 May, 27 May, 6 Jun, 10 Jun, 20 Jun, 24 Jun, 4 Jul, 8 Jul, 18 Jul, 22 Jul, 1 Aug, 5 Aug, 15 Aug, 19 Aug, 29 Aug, 2 Sep, 12 Sep, 16 Sep, 26 Sep
Late availability on upcoming trips
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $2,202 to US $2,572US $2,397 8 days ex flights
Small group travel:
2027: 4 May, 8 May, 18 May, 22 May, 1 Jun, 5 Jun, 15 Jun, 19 Jun, 29 Jun, 3 Jul, 13 Jul, 17 Jul, 27 Jul, 31 Jul, 10 Aug, 14 Aug, 24 Aug, 28 Aug, 7 Sep, 11 Sep, 21 Sep, 25 Sep, 5 Oct
2028: 2 May, 6 May, 16 May, 20 May, 30 May, 3 Jun, 13 Jun, 17 Jun, 27 Jun, 1 Jul, 11 Jul, 15 Jul, 25 Jul, 29 Jul, 8 Aug, 12 Aug, 22 Aug, 26 Aug, 5 Sep, 9 Sep, 19 Sep, 23 Sep
2028: 2 May, 6 May, 16 May, 20 May, 30 May, 3 Jun, 13 Jun, 17 Jun, 27 Jun, 1 Jul, 11 Jul, 15 Jul, 25 Jul, 29 Jul, 8 Aug, 12 Aug, 22 Aug, 26 Aug, 5 Sep, 9 Sep, 19 Sep, 23 Sep
Late availability on upcoming trips
Cyclades hiking vacation, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £744 to £1,097 7 days ex flights
Small group travel
Cyclades sailing & walking vacation in Greece
Combine a sailing & hiking adventure around the Cyclades
From £788 to £1,045 7 days ex flights
Small group travel:
2027: 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Greek Islands Cycling tour, Cyclades
Explore Cyclades, the unique Greek islands in the Aegean sea
From 1,120 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Naxos & the Small Cyclades vacation in Greece
Walk & island hop Naxos, Iraklia & Amorgos, Small Cyclades
From £674 to £858 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Greece guided walking vacations, Tinos and Andros
Walkers paradise in the northern Cyclades
From £2,699 15 days inc UK flights
Small group travel:
2027: 13 May, 17 Sep
Sailing & conservation vacation in Greece
A unique wildlife & sailing adventure
From £785 to £872 7 days ex flights
Small group travel
Athens and Paros vacation, tailor made
Paros the popular Cycladic island of the Aegean Sea & Athens
From 1,870 9 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Private sailing and cycling island hopping, Greece
Self guided or guided (upon request) tour in the Cyclades
From 1,500 8 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 £352 to £447 4 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Hiking vacation in the West Cyclades, Greece
Walk & explore the authentic Serifos, Sifnos & Milos islands
From £744 to £1,098 10 days ex flights
Small group travel:
2027: 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 15 May, 22 May, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Cyclades Islands sailing vacation, Greece
Swim in turquoise seas & explore ancient towns
From US $2,884 to US $3,359US $3,104 10 days ex flights
Small group travel:
2027: 1 May, 11 May, 21 May, 31 May, 4 Jun, 10 Jun, 20 Jun, 24 Jun, 30 Jun, 4 Jul, 10 Jul, 14 Jul, 20 Jul, 24 Jul, 30 Jul, 3 Aug, 9 Aug, 13 Aug, 19 Aug, 23 Aug, 29 Aug, 2 Sep, 8 Sep, 12 Sep, 18 Sep, 22 Sep, 28 Sep
2028: 29 Apr, 9 May, 19 May, 23 May, 29 May, 2 Jun, 8 Jun, 12 Jun, 18 Jun, 22 Jun, 28 Jun, 2 Jul, 8 Jul, 12 Jul, 18 Jul, 22 Jul, 28 Jul, 1 Aug, 7 Aug, 11 Aug, 17 Aug, 21 Aug, 27 Aug, 31 Aug, 6 Sep, 10 Sep, 16 Sep ...
2028: 29 Apr, 9 May, 19 May, 23 May, 29 May, 2 Jun, 8 Jun, 12 Jun, 18 Jun, 22 Jun, 28 Jun, 2 Jul, 8 Jul, 12 Jul, 18 Jul, 22 Jul, 28 Jul, 1 Aug, 7 Aug, 11 Aug, 17 Aug, 21 Aug, 27 Aug, 31 Aug, 6 Sep, 10 Sep, 16 Sep ...
Late availability on upcoming trips
Cyclades islands tailor made tour
An unforgettable holiday to Paros, Tinos, Santorini, Mykonos
From 2,600 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cyclades Islands vacation, off the beaten track in Greece
Tailor-made trip to wonderful Sifnos, Milos & Amorgos
From 2,040 to 2,265 16 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
The Cyclades guided hiking vacation
Discover the Cyclades islands of Sifnos, Milos & Kimolos!
From 3,680 10 days ex flights
Small group travel
Cyclades islands tour with added comfort
Explore the Cyclades on this Greek island adventure
From US $5,995 to US $6,545 9 days ex flights
Small group travel:
2027: 9 May, 23 May, 30 May, 13 Jun, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 17 Oct
2028: 7 May, 21 May, 28 May, 11 Jun, 25 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 15 Oct
2028: 7 May, 21 May, 28 May, 11 Jun, 25 Jun, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 15 Oct
Late availability on upcoming trips
Cyclades islands sailing vacations in Greece
A fantastic sailing adventure in the Cyclades islands!
From 2,480 to 2,620 8 days ex flights
Small group travel:
2027: 12 Jun, 10 Jul, 4 Sep, 25 Sep
Cyclades multi activity vacation in Greece
Explore the Cyclades islands beyond the beaten path
From 1,740 to 1,850 7 days ex flights
Small group travel:
2027: 21 Mar, 18 Apr, 9 May, 19 Sep, 10 Oct
Cyclades sailing honeymoon, Greece
Enjoy a romantic honeymoon sailing in the Cyclades islands
From £3,800 to £5,209 7 days ex flights
Tailor made
Greek Islands bike and boat vacation
Bicycle and sail around the Cyclades Greek Islands
From US $5,290 to US $5,980 8 days ex flights
Small group travel



























