82 Greek Islands vacations found
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,551 to US $1,741 8 days ex flights
Small group travel:
2021: 8 May, 22 May, 5 Jun, 19 Jun, 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep
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
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: 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 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
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Cyclades walking holidays in Greece
A gently active holiday in the Cyclades
From US $1,749 to US $2,049 8 days ex flights
Small group travel:
2021: 21 Mar, 4 Apr, 18 Apr, 9 May, 16 May, 23 May, 6 Jun, 20 Jun, 5 Sep, 19 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Late availability on these dates: 21 Mar, 04 Apr, 18 Apr
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.
Walking vacation in Corfu, Greece
Hillside villages, whitewashed monasteries and quiet beaches
From US $2,030US $1,890 to US $2,170 15 days ex flights
Small group travel:
2021: 24 Apr, 8 May, 22 May, 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
Up to US $140 off selected dates.
Late availability on these dates: 24 Apr
Late availability on these dates: 24 Apr
Walking vacation in Crete
Hike the Samaria Gorge and enjoy the beaches and simple life
From US $1,160US $1,020 to US $1,190 8 days ex flights
Small group travel:
2021: 8 May, 15 May, 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
Up to US $140 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
Learn to sail on a flotilla in Greece
Learn to sail while enjoying an exciting flotilla holiday
From £3,290 to £4,365 7 days ex flights
Small group travel
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $3,900 to US $5,250US $4,095 8 days ex flights
Small group travel:
2021: 20 May, 24 Jun, 8 Jul, 5 Aug, 2 Sep, 21 Oct
2022: 19 May, 23 Jun, 7 Jul, 4 Aug, 1 Sep, 20 Oct
2022: 19 May, 23 Jun, 7 Jul, 4 Aug, 1 Sep, 20 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: 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,551 to US $1,741 8 days ex flights
Small group travel:
2021: 15 May, 29 May, 12 Jun, 26 Jun, 10 Jul, 24 Jul, 21 Aug, 4 Sep, 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
Cyclades hiking vacation, Greece
Walk ancient paths and enjoy stunning Cycladic sceneries
From £592 to £640 7 days ex flights
Small group travel:
2021: 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
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: 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
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: 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
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: 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
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 small group vacation, Greece
My Big Fat Greek Staycation! Opa!
From US $2,500 10 days ex flights
Small group travel:
2022: 21 May
Greek island holiday in Naxos, 20 days
My Big Fat Greek Staycation! Opa!
From US $3,500 20 days ex flights
Small group travel:
2022: 30 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: 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Santorini and Mykonos vacations in Greece
Explore the beautiful and interesting islands of Greece
From £1,119 to £1,489 7 days ex flights
Tailor made:
This private tour can be booked on certain dates between April and September
Flexible booking policy: If your tour is cancelled you will receive a cash refund or 110% credit voucher. Penalties removed/reduced if you need to cancel or transfer your booking to another traveller.
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: 1 Apr, 2 Apr, 3 Apr, 4 Apr, 5 Apr, 6 Apr, 7 Apr, 8 Apr, 9 Apr, 10 Apr, 11 Apr, 12 Apr, 13 Apr, 14 Apr, 15 Apr, 16 Apr, 17 Apr, 18 Apr, 19 Apr, 20 Apr, 21 Apr, 22 Apr, 23 Apr, 24 Apr, 25 Apr, 26 Apr, 27 Apr, 28 Apr, 29 Apr, 30 Apr, 1 May, 2 May, 3 May, 4 May, 5 May, 6 May, 7 May, 8 May, 9 May, 10 May, 11 May, 12 May, 13 May, 14 May, 15 May, 16 May, 17 May, 18 May, 19 May, 20 May, 21 May, 22 May, 23 May, 24 May, 25 May, 26 May ...
Greece tour, highlights of the Cyclades
An 8 day tour of Greece's most picturesque sights
From £1,379 to £1,459 8 days ex flights
Small group travel:
2021: 3 May, 4 May, 5 May, 6 May, 7 May, 8 May, 9 May, 10 May, 11 May, 12 May, 13 May, 14 May, 15 May, 16 May, 17 May, 18 May, 19 May, 20 May, 21 May, 22 May, 23 May, 24 May, 25 May, 26 May, 27 May, 28 May, 29 May, 30 May, 31 May, 1 Jun, 2 Jun, 3 Jun, 4 Jun, 5 Jun, 6 Jun, 7 Jun, 8 Jun, 9 Jun, 10 Jun, 11 Jun, 12 Jun, 13 Jun, 14 Jun, 15 Jun, 16 Jun, 17 Jun, 18 Jun, 19 Jun, 20 Jun, 21 Jun, 22 Jun, 23 Jun, 24 Jun, 25 Jun, 26 Jun, 27 Jun ...
Flexible booking policy: If your tour is cancelled you will receive a cash refund or 110% credit voucher. Penalties removed/reduced if you need to cancel or transfer your booking to another traveller.
Greek Island tour, Zakynthos and Santorini
Greek adventure from the mainland to the islands
From £1,299 to £1,549 9 days ex flights
Small group travel:
2021: 5 Apr, 6 Apr, 7 Apr, 8 Apr, 9 Apr, 10 Apr, 11 Apr, 12 Apr, 13 Apr, 14 Apr, 15 Apr, 16 Apr, 17 Apr, 18 Apr, 19 Apr, 20 Apr, 21 Apr, 22 Apr, 23 Apr, 24 Apr, 25 Apr, 26 Apr, 27 Apr, 28 Apr, 29 Apr, 30 Apr, 1 May, 2 May, 3 May, 4 May, 5 May, 6 May, 7 May, 8 May, 9 May, 10 May, 11 May, 12 May, 13 May, 14 May, 15 May, 16 May, 17 May, 18 May, 19 May, 20 May, 21 May, 22 May, 23 May, 24 May, 25 May, 26 May, 27 May, 28 May, 29 May ...
Flexible booking policy: If your tour is cancelled you will receive a cash refund or 110% credit voucher. Penalties removed/reduced if you need to cancel or transfer your booking to another traveller.
Syros Island holiday in Greece
Sunsets, stories and strolls through Syros
From £1,070 5 days ex flights
Small group travel:
2021: 22 Apr, 6 May, 20 May, 3 Jun, 17 Jun, 1 Jul, 15 Jul, 29 Jul, 12 Aug, 26 Aug, 9 Sep, 23 Sep
Late availability on these dates: 22 Apr
Greece and the islands vacation
Sun, lovely people, rich history and amazing landscapes.
From €1,890 to €2,890 10 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cyclades sailing holiday in Greece
There and back Again route
From €1,082 11 days ex flights
Small group travel
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: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Sailing and walking vacation in Greek Islands
Explore mainland hikes and secret Greek Ionian beaches
From £1,170 7 days ex flights
Small group travel:
2021: 8 May, 2 Oct
Walking the Corfu trail North vacation
Take in the highlights of northern Corfu
From US $1,160US $1,020 to US $1,210 8 days ex flights
Small group travel:
2021: 1 May, 15 May, 29 May, 18 Sep, 2 Oct, 16 Oct
2022: 7 May, 21 May, 4 Jun, 17 Sep, 1 Oct, 15 Oct
2022: 7 May, 21 May, 4 Jun, 17 Sep, 1 Oct, 15 Oct
Up to US $140 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
Cyclades hopping and photography vacation
A photography adventure in the stunning Cyclades islands
From £834 to £1,150 10 days ex flights
Small group travel:
2021: 24 Apr
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
Cyclades islands sailing vacations in Greece
A fantastic sailing adventure in the Cyclades islands!
From €1,190 to €1,280 8 days ex flights
Small group travel:
2021: 5 Jun, 10 Jul, 24 Jul, 4 Sep
Sailing & conservation vacation in Greece
A unique wildlife & sailing adventure
From £683 to £759 7 days ex flights
Small group travel:
2021: 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
Lock in your trip with a 20% deposit and then pay the rest last minute. Cancel/change your trip and either receive a refund of your deposit minus a small fee for admin/bank charges or transfer your full deposit to another trip in the future.
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