Greek Islands vacations
There are thousands of Greek Islands, but only a couple of hundred or so that are inhabited. Divided into clusters, east, south and west of the mainland, go sailing in the Cyclades or Ionian islands, hiking on Crete, scuba diving off Rhodes, the largest of the Dodecanese Islands, or yoga on Skyros, one of the more remote Sporades. With archaeological treats everywhere, beaches at every turn, Greek Islands vacations are Hellenic heaven. In a cluster.
94 Greek Islands vacations found
Hidden Greece small group tour
Go off the beaten track to discover Evia and Skyros Island.
From £1,855 10 days ex flights
Small group travel:
2024: 20 Mar, 10 Sep
Liveaboard diving and sailing vacation in Greece
Combine a sailing and diving adventure in the Greek islands
From £805 to £892 7 days ex flights
Small group travel:
2024: 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, 26 Oct
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,680US $1,637 to US $1,815US $1,759 8 days ex flights
Small group travel:
2024: 4 May, 14 May, 18 May, 28 May, 1 Jun, 15 Jun, 25 Jun, 29 Jun, 9 Jul, 13 Jul, 23 Jul, 27 Jul, 6 Aug, 10 Aug, 20 Aug, 24 Aug, 3 Sep, 7 Sep, 17 Sep, 21 Sep, 1 Oct
Up to US $50 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
Cyclades sailing & walking vacation in Greece
Combine a sailing & hiking adventure around the Cyclades
From £785 to £872 7 days ex flights
Small group travel:
2024: 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, 26 Oct, 2 Nov
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.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Naxos and the small Cyclades walking vacation, Greece
Walk and discover Naxos and the unspoilt Small Cyclades
From £896 to £996 10 days ex flights
Small group travel:
2024: 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Greece sailing holiday for families
Sailing trip for families/friends in Greek islands
From £750 to £960 8 days ex flights
Small group travel:
2024: 26 May, 2 Jun, 16 Jun, 30 Jun, 7 Jul, 28 Jul, 4 Aug, 11 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep
Family yacht charter sailing vacation in Greece
Private sailing with fun games, reliving mythical tales
From €2,100 to €2,910 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10
Cyclades multi-activity vacation in Greece for families
Cyclades multi-activity adventure holiday
From £1,249 to £1,545 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Greece cooking vacation
Exclusive Greek cooking odyssey on the island of Poros
From £1,699 to £2,065 8 days ex flights
Small group travel:
2024: 4 May, 18 May, 25 May, 1 Jun, 22 Jun, 29 Jun, 6 Jul, 14 Sep, 28 Sep, 12 Oct
Saronic Greek Islands luxury charter cruise
Luxury sailing Greek islands, while reliving mythical tales
From €2,050 to €2,890 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from May 28 to Oct 1
Historical Greece with Santorini tour
Discover Athens the Peloponnese, Meteora, Crete
& Santorini
From £2,845 10 days ex flights
Small group travel:
2024: 2 May, 19 Sep
Island hopping cruise in Greece
Classic small ship cruise to Greek Islands & Ephesus
From £2,349 8 days ex flights
Small group travel:
2024: 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 23 Aug
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £690 to £767 7 days ex flights
Small group travel:
2024: 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, 26 Oct, 2 Nov
West crete family vacation
Experience unique fun activities and adventure in West Crete
From £685 to £771 7 days ex flights
Small group travel:
2024: 13 Apr, 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, 26 Oct, 2 Nov
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.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Sailing & conservation vacation in Greece
A unique wildlife & sailing adventure
From £785 to £872 7 days ex flights
Small group travel:
2024: 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
Eastern Crete cycling tour, Greece
Exciting cycling tour in stunning East Crete in Greece
From €940 to €1,420 8 days ex flights
Tailor made
Western Crete biking vacation
Unique cycling tour in the beautiful west Crete in Greece
From €940 to €1,440 8 days ex flights
Small group travel:
2024: 6 Apr, 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Greek Islands family sailing vacation
Enjoy the beauty of the Greek islands
From US $1,340 to US $1,550 8 days ex flights
Small group travel:
2024: 21 Jul, 28 Jul, 4 Aug, 18 Aug
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From US $2,025 to US $2,235 8 days ex flights
Small group travel:
2024: 31 Mar, 14 Apr, 5 May, 19 May, 2 Jun, 29 Sep, 6 Oct, 13 Oct, 20 Oct, 27 Oct
2025: 23 Mar, 30 Mar, 13 Apr, 4 May, 18 May, 1 Jun, 15 Jun, 14 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 27 Oct
2025: 23 Mar, 30 Mar, 13 Apr, 4 May, 18 May, 1 Jun, 15 Jun, 14 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 27 Oct
Sailing vacation in the Ionian Sea
An unforgettable sailing adventure
From £690 to £767 7 days ex flights
Small group travel:
2024: 4 May, 18 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 27 Jul, 10 Aug, 24 Aug, 7 Sep, 21 Sep
Walking vacation in Corfu, Greece
Hillside villages, whitewashed monasteries and quiet beaches
From US $2,490 to US $2,640 15 days ex flights
Small group travel:
2024: 27 Apr, 11 May, 25 May, 14 Sep, 28 Sep, 12 Oct
Walking vacation in Crete
Hike the Samaria Gorge and enjoy the beaches and simple life
From US $1,480 to US $1,560 8 days ex flights
Small group travel:
2024: 1 Jun, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct
Cyclades walking & island hopping holiday, Greece
Walk and explore nature of Naxos, Small Cyclades & Santorini
From £894 to £1,394 14 days ex flights
Small group travel:
2024: 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
Dolphin conservation in Greece
Dolphin research and conservation in western Greece
From €745 to €775 6 days ex flights
Small group travel:
2024: 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,680US $1,637 to US $2,030US $1,952 8 days ex flights
Small group travel:
2024: 7 May, 11 May, 21 May, 25 May, 4 Jun, 8 Jun, 22 Jun, 2 Jul, 6 Jul, 16 Jul, 20 Jul, 30 Jul, 3 Aug, 13 Aug, 17 Aug, 27 Aug, 31 Aug, 10 Sep, 14 Sep, 24 Sep, 28 Sep
Up to US $70 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
Cyclades hiking vacation, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £647 to £720 7 days ex flights
Small group travel:
2024: 13 Apr, 20 Apr, 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 7 Sep, 21 Sep, 5 Oct, 19 Oct
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:
2024: 27 Apr, 11 May, 25 May, 8 Jun, 7 Sep, 21 Sep, 5 Oct, 19 Oct
Small ship sail powered Greek Island cruise
-Sail on a beautiful ship around the Greek Islands
From £4,402 to £4,650 8 days ex flights
Small group travel:
2024: 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
Corfu cycling vacation
Explore one of Greece's finest islands on this bike tour!
From €645 to €1,570 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Poros walking vacation, Greek Islands
Greek Island and Peloponnese peninsula walking holiday
From £995 to £1,345 8 days ex flights
Small group travel:
2024: 4 May, 11 May
