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.

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Hidden Greece small group tour

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

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

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
Cyclades sailing & walking vacation in Greece

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
Responsible Travel, Travel Team

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
Naxos and the small Cyclades walking vacation, Greece

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

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

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 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

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

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

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

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

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

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
Responsible Travel, Travel Team

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
Sailing & conservation vacation in Greece

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

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

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

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

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
Sailing vacation in the Ionian Sea

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

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

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

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 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

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
Cyclades hiking vacation, Greece

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

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

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

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

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
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