88 Greek Islands vacations found
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,495US $1,481 to US $1,816 8 days ex flights
Small group travel:
2021: 14 Aug, 28 Aug, 9 Oct
2022: 7 May, 21 May, 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
2022: 7 May, 21 May, 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
Up to US $10 off selected dates.
Late availability on these dates: 14 Aug, 28 Aug, 09 Oct
Late availability on these dates: 14 Aug, 28 Aug, 09 Oct
Greece cooking vacation
Exclusive Greek cooking odyssey on the island of Poros
From £1,991 to £3,752 8 days ex flights
Small group travel:
2021: 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 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 £510 to £620 7 days ex flights
Small group travel:
2021: 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 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 $1,949 to US $2,249 8 days ex flights
Small group travel:
2021: 5 Sep, 19 Sep, 3 Oct, 17 Oct
2022: 20 Mar, 3 Apr, 17 Apr, 8 May, 15 May, 22 May, 5 Jun, 19 Jun, 4 Sep, 18 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
2022: 20 Mar, 3 Apr, 17 Apr, 8 May, 15 May, 22 May, 5 Jun, 19 Jun, 4 Sep, 18 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Late availability on these dates: 05 Sep, 19 Sep, 03 Oct, 17 Oct
Walking vacation in Corfu, Greece
Hillside villages, whitewashed monasteries and quiet beaches
From US $2,200 to US $2,270 15 days ex flights
Small group travel:
2021: 11 Sep, 25 Sep, 9 Oct
2022: 30 Apr, 14 May, 28 May, 10 Sep, 24 Sep, 8 Oct
2022: 30 Apr, 14 May, 28 May, 10 Sep, 24 Sep, 8 Oct
Late availability on these dates: 11 Sep, 25 Sep, 09 Oct
Walking vacation in Crete
Hike the Samaria Gorge and enjoy the beaches and simple life
From US $1,210 to US $1,250 8 days ex flights
Small group travel:
2021: 11 Sep, 18 Sep, 9 Oct
2022: 30 Apr, 7 May, 14 May, 10 Sep, 17 Sep, 8 Oct
2022: 30 Apr, 7 May, 14 May, 10 Sep, 17 Sep, 8 Oct
Late availability on these dates: 11 Sep, 18 Sep, 09 Oct
Learn to sail on a flotilla in Greece
Learn to sail while enjoying an exciting flotilla holiday
From £3,346 7 days ex flights
Small group travel
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $3,900US $2,730 to US $5,250US $4,095 9 days ex flights
Small group travel:
2021: 2 Sep, 21 Oct
2022: 19 May, 16 Jun, 7 Jul, 21 Jul, 4 Aug, 11 Aug, 1 Sep, 8 Sep, 15 Sep
2022: 19 May, 16 Jun, 7 Jul, 21 Jul, 4 Aug, 11 Aug, 1 Sep, 8 Sep, 15 Sep
Up to US $1170 off selected dates.
Late availability on these dates: 02 Sep, 21 Oct
Late availability on these dates: 02 Sep, 21 Oct
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:
2021: 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov
Dolphin conservation in Greece
Dolphin research and conservation in western Greece
From €720 to €750 6 days ex flights
Small group travel:
2021: 15 Aug, 29 Aug, 5 Sep, 12 Sep
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,646 to US $1,831 8 days ex flights
Small group travel:
2021: 21 Aug, 18 Sep, 2 Oct
2022: 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
2022: 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
Late availability on these dates: 21 Aug, 18 Sep, 02 Oct
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
Combine a sailing & hiking adventure around the Cyclades
From £685 to £759 7 days ex flights
Small group travel:
2021: 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 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.
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:
2021: 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 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:
2021: 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
September Greece sailing vacation
Luxury sailing in the Greek islands with mythical adventures
From €2,750 7 days ex flights
Small group travel:
2021: 11 Sep
Spaces available on September departure.
Family sailing vacation in Greece
Private sailing with fun games, reliving mythical tales
From €2,750 7 days ex flights
Small group travel:
2021: 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
Availability for July, August, September and October dates
Odysseus I’m coming home (shell)
Luxury sailing in the Greek islands, reliving mythical tales
From €2,750 7 days ex flights
Tailor made:
This trip can be arranged anytime from July-October
Kos hiking vacation in Greece
Experience Kos and explore its natural beauty
From €775 to €895 8 days ex flights
Small group travel:
2021: 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Kythera. Greek island walking vacation
Fantastic adventure in Greek Island south of the Peloponnese
From €718 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Saronic Islands sailing vacation in Greece
Sail among the beautiful islands & ports of the Saronic Gulf
From US $2,695 7 days ex flights
Small group travel:
2021: 2 Oct
Naxos small group vacation, Greece
My Big Fat Greek Staycation! Opa!
From US $2,500 10 days ex flights
Small group travel:
2022: 21 May
Greece mainland & Islands small group tour
A designed-by-locals mainland & islands discovery group Tour
From €1,690 8 days ex flights
Small group travel:
2021: 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Hike, Kayak & wild camping vacation in Greece
Kayaking, hiking and wild camping expedition in Greece
From £767 to £1,070 7 days ex flights
Small group travel:
2021: 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep
Santorini and Naxos walking vacation in Greece
Explore two of the most beautiful Cyclades islands
From US $790 8 days ex flights
Small group travel:
2021: 3 Aug, 4 Aug, 5 Aug, 6 Aug, 7 Aug, 8 Aug, 9 Aug, 10 Aug, 11 Aug, 12 Aug, 13 Aug, 14 Aug, 15 Aug, 16 Aug, 17 Aug, 18 Aug, 19 Aug, 20 Aug, 21 Aug, 22 Aug, 23 Aug, 24 Aug, 25 Aug, 26 Aug, 27 Aug, 28 Aug, 29 Aug, 30 Aug, 31 Aug, 1 Sep, 2 Sep, 3 Sep, 4 Sep, 5 Sep, 6 Sep, 7 Sep, 8 Sep, 9 Sep, 10 Sep, 11 Sep, 12 Sep, 13 Sep, 14 Sep, 15 Sep, 16 Sep, 17 Sep, 18 Sep, 19 Sep, 20 Sep, 21 Sep, 22 Sep, 23 Sep, 24 Sep, 25 Sep, 26 Sep, 27 Sep ...
Santorini and Mykonos vacations in Greece
Explore the beautiful and interesting islands of Greece
From £1,059 to £1,399 7 days ex flights
Tailor made:
This private tour can be booked on certain dates between April and September
Greece tour, highlights of the Cyclades
An 8 day tour of Greece's most picturesque sights
From £1,289 to £1,379 8 days ex flights
Small group travel:
2021: 6 Aug, 7 Aug, 8 Aug, 9 Aug, 10 Aug, 11 Aug, 12 Aug, 13 Aug, 14 Aug, 15 Aug, 16 Aug, 17 Aug, 18 Aug, 19 Aug, 20 Aug, 21 Aug, 22 Aug, 23 Aug, 24 Aug, 25 Aug, 26 Aug, 27 Aug, 28 Aug, 29 Aug, 30 Aug, 31 Aug, 1 Sep, 2 Sep, 3 Sep, 4 Sep, 5 Sep, 6 Sep, 7 Sep, 8 Sep, 9 Sep, 10 Sep, 11 Sep, 12 Sep, 13 Sep, 14 Sep, 15 Sep, 16 Sep, 17 Sep, 18 Sep, 19 Sep, 20 Sep, 21 Sep, 22 Sep, 23 Sep, 24 Sep, 25 Sep, 26 Sep, 27 Sep, 28 Sep, 29 Sep ...
Late availability on these dates: 06 Aug, 07 Aug, 08 Aug, 09 Aug, 10 Aug, 11 Aug, 12 Aug, 13 Aug, 14 Aug, 15 Aug, 16 Aug, 17 Aug, 18 Aug, 19 Aug, 20 Aug, 21 Aug, 22 Aug, 23 Aug, 24 Aug, 25 Aug, 26 Aug, 27 Aug, 28 Aug, 29 Aug, 30 Aug,...
Greek Island tour, Zakynthos and Santorini
Greek adventure from the mainland to the islands
From £1,229 to £1,469 9 days ex flights
Small group travel:
2021: 6 Aug, 7 Aug, 8 Aug, 9 Aug, 10 Aug, 11 Aug, 12 Aug, 13 Aug, 14 Aug, 15 Aug, 16 Aug, 17 Aug, 18 Aug, 19 Aug, 20 Aug, 21 Aug, 22 Aug, 23 Aug, 24 Aug, 25 Aug, 26 Aug, 27 Aug, 28 Aug, 29 Aug, 30 Aug, 31 Aug, 1 Sep, 2 Sep, 3 Sep, 4 Sep, 5 Sep, 6 Sep, 7 Sep, 8 Sep, 9 Sep, 10 Sep, 11 Sep, 12 Sep, 13 Sep, 14 Sep, 15 Sep, 16 Sep, 17 Sep, 18 Sep, 19 Sep, 20 Sep, 21 Sep, 22 Sep, 23 Sep, 24 Sep, 25 Sep, 26 Sep, 27 Sep, 28 Sep, 29 Sep ...
Late availability on these dates: 06 Aug, 07 Aug, 08 Aug, 09 Aug, 10 Aug, 11 Aug, 12 Aug, 13 Aug, 14 Aug, 15 Aug, 16 Aug, 17 Aug, 18 Aug, 19 Aug, 20 Aug, 21 Aug, 22 Aug, 23 Aug, 24 Aug, 25 Aug, 26 Aug, 27 Aug, 28 Aug, 29 Aug, 30 Aug,...
Syros Island holiday in Greece
Sunsets, stories and strolls through Syros
From US $1,175 5 days ex flights
Small group travel:
2021: 23 Sep
Late availability on these dates: 23 Sep
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