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.
101 Greek Islands vacations found
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,700 to US $2,135 8 days ex flights
Small group travel:
2022: 10 Sep
2023: 6 May, 9 May, 20 May, 1 Jun, 3 Jun, 17 Jun, 25 Jun, 1 Jul, 15 Jul, 18 Jul, 29 Jul, 10 Aug, 12 Aug, 26 Aug, 9 Sep, 23 Sep, 26 Sep
2023: 6 May, 9 May, 20 May, 1 Jun, 3 Jun, 17 Jun, 25 Jun, 1 Jul, 15 Jul, 18 Jul, 29 Jul, 10 Aug, 12 Aug, 26 Aug, 9 Sep, 23 Sep, 26 Sep
Late availability on these dates: 10 Sep
Greece cooking vacation
Exclusive Greek cooking odyssey on the island of Poros
From £1,531 to £2,175 8 days ex flights
Small group travel:
2022: 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
Island hopping cruise in Greece
Classic small ship cruise to Greek Islands & Ephesus
From £1,935 8 days ex flights
Small group travel
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £502 to £613 7 days ex flights
Small group travel:
2022: 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct
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 holidays in Greece
A gently active holiday in the Cyclades
From US $2,249 to US $2,399 8 days ex flights
Small group travel:
2022: 2 Oct, 9 Oct, 23 Oct
2023: 19 Mar, 2 Apr, 16 Apr, 7 May, 14 May, 4 Jun, 18 Jun, 3 Sep, 17 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
2023: 19 Mar, 2 Apr, 16 Apr, 7 May, 14 May, 4 Jun, 18 Jun, 3 Sep, 17 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct
Late availability on these dates: 02 Oct, 09 Oct, 23 Oct
Ancient Greece & beach vacation, small group
10-Day tour of Greece including the Island of Santorini
From £1,699 to £2,279 10 days ex flights
Small group travel:
2022: 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
Walking vacation in Corfu, Greece
Hillside villages, whitewashed monasteries and quiet beaches
From US $2,200 to US $2,410 15 days ex flights
Small group travel:
2022: 10 Sep, 24 Sep, 8 Oct
2023: 22 Apr, 6 May, 20 May, 16 Sep, 30 Sep, 14 Oct
2023: 22 Apr, 6 May, 20 May, 16 Sep, 30 Sep, 14 Oct
Late availability on these dates: 10 Sep, 24 Sep, 08 Oct
Walking vacation in Crete
Hike the Samaria Gorge and enjoy the beaches and simple life
From US $1,060US $920 to US $1,320 8 days ex flights
Small group travel:
2022: 10 Sep, 17 Sep, 8 Oct
2023: 29 Apr, 6 May, 13 May, 9 Sep, 16 Sep, 7 Oct
2023: 29 Apr, 6 May, 13 May, 9 Sep, 16 Sep, 7 Oct
Late availability on these dates: 10 Sep, 17 Sep, 08 Oct
Liveaboard diving and sailing vacation in Greece
Combine a sailing and diving adventure in the Greek islands
From £719 to £799 7 days ex flights
Small group travel:
2022: 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $4,085US $2,958 to US $5,410US $4,200 9 days ex flights
Small group travel:
2022: 8 Sep
2023: 18 May, 22 Jun, 20 Jul, 3 Aug, 17 Aug, 21 Sep
2023: 18 May, 22 Jun, 20 Jul, 3 Aug, 17 Aug, 21 Sep
Up to US $1260 off selected dates.
Late availability on these dates: 08 Sep
Late availability on these dates: 08 Sep
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:
2022: 10 Sep, 24 Sep, 8 Oct, 22 Oct, 5 Nov
Dolphin conservation in Greece
Dolphin research and conservation in western Greece
From €720 6 days ex flights
Small group travel:
All departure dates for 2022, usually June - September, will be available soon!
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,735 to US $2,200 8 days ex flights
Small group travel:
2022: 20 Aug, 3 Sep, 17 Sep
2023: 13 May, 16 May, 27 May, 8 Jun, 10 Jun, 24 Jun, 2 Jul, 8 Jul, 22 Jul, 25 Jul, 5 Aug, 17 Aug, 19 Aug, 2 Sep, 10 Sep, 16 Sep, 30 Sep, 3 Oct
2023: 13 May, 16 May, 27 May, 8 Jun, 10 Jun, 24 Jun, 2 Jul, 8 Jul, 22 Jul, 25 Jul, 5 Aug, 17 Aug, 19 Aug, 2 Sep, 10 Sep, 16 Sep, 30 Sep, 3 Oct
Late availability on these dates: 20 Aug, 03 Sep, 17 Sep
Cyclades hiking vacation, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £592 to £640 7 days ex flights
Small group travel:
2022: 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
10% off, all Sept departures
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 sailing & walking vacation in Greece
Combine a sailing & hiking adventure around the Cyclades
From £712 to £791 7 days ex flights
Small group travel:
2022: 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 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:
2022: 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 5 Nov
10% off, all Sept departures
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:
2022: 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
10% off, all Sept departures
Writing courses in Greece
Learn from distinguished writers in an idyllic setting
From £1,425 14 days ex flights
Small group travel
Self-guided walking vacation in Ithaca, Greece
Discover Odysseus kingdom walking the trails of Ithaca
From €720 to €840 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Corfu gulet cruise in Greece
8 day relaxing gulet cruise in the Ionian islands
From €599 to €699 8 days ex flights
Small group travel:
2023: 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
Zante gulet cruise in Greece
8 day gulet cruise from Zante
From €599 to €699 8 days ex flights
Small group travel:
2023: 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
Greek Island honeymoon on Ithaca
Enjoy outstanding views and activities in Odysseus' island
From €1,350 to €2,500 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Highlights of the Greek Islands vacation
Highlights of Athens and the Cyclades Islands
From US $1,610 to US $2,440 8 days ex flights
Small group travel:
2022: 17 Sep, 1 Oct
2023: 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 17 Jun, 24 Jun, 1 Jul, 15 Jul, 29 Jul, 6 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
2023: 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 17 Jun, 24 Jun, 1 Jul, 15 Jul, 29 Jul, 6 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct
Late availability on these dates: 17 Sep, 01 Oct
West crete family vacation
Experience unique fun activities and adventure in West Crete
From £667 to £746 7 days ex flights
Small group travel:
2022: 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct
Greece sailing holiday for families
Sailing trip for families/friends in Greek islands
From €4,250 to €5,600 8 days ex flights
Small group travel:
2022: 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep
Enjoy a great offer -400€ for a week trip with your family/friends 25.9-1.10! This trip was originally booked and just became available!
Classical Greece small ship crusie vacation
Ancient history through crystal blue waters!
From US $2,990 to US $4,690 8 days ex flights
Small group travel:
2022: 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
2023: 21 Apr
2023: 21 Apr
Small group sailing in Saronic Greek Islands
Luxury sailing in the Greek islands with mythical adventures
From €2,800 8 days ex flights
Small group travel:
2023: 8 Jul
Greek Aegean Island hopping vacation
Get on board and visit ten stunning Aegean islands
From US $2,890 to US $4,390 8 days ex flights
Small group travel:
2022: 16 Sep
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From US $2,790 to US $4,190 8 days ex flights
Small group travel:
2022: 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
Greek Island hopping holiday, Naxos & Santorini
-A variety of highlights across beautiful Greece!
From £890 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
