Small group vacations in Greece

Walking is just one focus of our Greece small group vacations. In the Cyclades, mix nature with medieval memories on secluded Syros, enjoy traditional villages and Byzantine towns on Naxos, or hike the dramatic volcanic vistas of Santorini. History fans can bond among the ancient sites of the Peloponnese: Olympia, Epidaurus, Mycenae. Alternatively, get inspired on a sunny writing course or unwind doing yoga in idyllic surrounds.

Filters

Mykonos sailing vacation for 18-35s

Mykonos sailing vacation for 18-35s

Island hopping and party vibes on a gulet cruise
From £689 to £859 8 days ex flights
Small group travel: 2027: 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
Archaeology vacation in Greece

Archaeology vacation in Greece

A small-group archaeology tour of Greece
From €1,540 8 days ex flights
Small group travel: 2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Menalon Trail guided hiking vacation in Greece

Menalon Trail guided hiking vacation in Greece

Epic hike experience along the 75km Menalon trail
From £697 to £789 7 days ex flights
Small group travel: 2026: 12 Sep, 26 Sep, 10 Oct, 24 Oct
£100 off Sept & Oct departures
Painting vacation in Crete

Painting vacation in Crete

Painting and sketching outdoors by the Cretan Sea
From €1,160 to €1,210 8 days ex flights
Small group travel: 2026: 8 Sep
2027: 31 Aug
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
Multi activity vacation in Greece

Multi activity vacation in Greece

Discover Peloponnese, while being active!
From €850 to €1,020 8 days ex flights
Small group travel: 2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
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 £744 to £1,097 10 days ex flights
Small group travel: 2026: 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
£100 off Sept & Oct departures
Vegan holiday in Greece, cooking and food

Vegan holiday in Greece, cooking and food

Being vegan the Mediterranean Way - Greek cooking holiday
From £1,795 8 days ex flights
Small group travel: 2026: 3 Oct
2027: 8 May
Hidden Greece small group tour

Hidden Greece small group tour

Go off the beaten track to discover Evia and Skyros Island.
From £2,555 to £2,755 12 days ex flights
Small group travel: 2026: 15 Sep, 20 Oct
2027: 10 Apr, 24 May
Walking vacation in Crete

Walking vacation in Crete

Hike the Samaria Gorge and enjoy the beaches and simple life
From US $1,810US $1,550 to US $1,880 8 days ex flights
Small group travel: 2026: 12 Sep, 26 Sep, 3 Oct
2027: 8 May, 22 May, 11 Sep, 25 Sep, 2 Oct
Up to US $280 off selected dates.
Late availability on these dates: 12 Sep, 26 Sep, 03 Oct
Cyclades walking holidays in Greece

Cyclades walking holidays in Greece

A gently active holiday in the Cyclades
From US $2,505 to US $2,700 8 days ex flights
Small group travel: 2026: 27 Sep, 11 Oct
2027: 21 Mar, 11 Apr, 3 May, 16 May, 26 Sep, 10 Oct, 24 Oct
Late availability on these dates: 27 Sep, 11 Oct
Peloponnese family activity vacation in Greece

Peloponnese family activity vacation in Greece

Ultimate family multi activity vacation in Greece
From €930 to €1,020 8 days ex flights
Small group travel: 2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Dubrovnik to Athens tour

Dubrovnik to Athens tour

Join us on a whirlwind adventure through the Balkans
From US $4,760US $4,301 to US $5,460 15 days ex flights
Small group travel: 2026: 29 Aug, 5 Sep, 12 Sep, 16 Sep, 19 Sep, 26 Sep, 3 Oct
2027: 17 Apr, 24 Apr, 28 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 17 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 15 Sep, 18 Sep, 22 Sep, 25 Sep, 2 Oct, 9 Oct
2028: 15 Apr, 22 Apr, 26 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 15 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug ...
Up to US $750 off selected dates.
Late availability on these dates: 29 Aug, 05 Sep, 12 Sep, 16 Sep, 19 Sep, 26 Sep, 03 Oct
Cyclades hiking vacation, Greece

Cyclades hiking vacation, Greece

Walk ancient paths and enjoy stunning Cycladic sceneries
From £744 to £1,097 7 days ex flights
Small group travel: 2026: 12 Sep, 26 Sep, 10 Oct, 24 Oct
Ionian Islands sailing and walking vacation

Ionian Islands sailing and walking vacation

Sail and walk around the Ionian islands, Greece
From £946 to £1,049 7 days ex flights
Small group travel: 2026: 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct
Responsible Travel, Travel Team

Contact Us

Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
Mainland Greece tour

Mainland Greece tour

Dig beneath the surface of history with this tour of Greece
From US $2,270US $2,268 to US $2,630 8 days ex flights
Small group travel: 2026: 22 Aug, 5 Sep, 12 Sep, 16 Sep, 19 Sep, 23 Sep, 17 Oct, 4 Nov
2027: 20 Feb, 27 Mar, 3 Apr, 17 Apr, 24 Apr, 8 May, 12 May, 15 May, 22 May, 26 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 17 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 25 Aug, 28 Aug, 4 Sep, 8 Sep, 11 Sep, 15 Sep, 18 Sep, 22 Sep, 25 Sep, 29 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 3 Nov, 20 Nov, 11 Dec
2028: 19 Feb, 25 Mar, 1 Apr, 15 Apr, 22 Apr ...
Up to US $250 off selected dates.
Late availability on these dates: 22 Aug, 05 Sep, 12 Sep, 16 Sep, 19 Sep, 23 Sep, 17 Oct, 04 Nov
Greek Islands tour

Greek Islands tour

Explore the very best of Greece with stunning scenery
From US $3,040US $2,810 to US $3,430 14 days ex flights
Small group travel: 2026: 6 Sep, 13 Sep, 27 Sep, 11 Oct
2027: 18 Apr, 2 May, 9 May, 16 May, 23 May, 6 Jun, 13 Jun, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct
Up to US $280 off selected dates.
Late availability on these dates: 06 Sep, 13 Sep, 27 Sep, 11 Oct
Greek Islands hiking vacation in West Crete & Santorini

Greek Islands hiking vacation in West Crete & Santorini

Walk & explore the natural wonders of West Crete & Santorini
From £1,097 to £1,220 10 days ex flights
Small group travel: 2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
£100 off Sept & Oct departures
Andros and Tinos walking holiday, Greece

Andros and Tinos walking holiday, Greece

Walk the greenest, most diverse yet undiscovered islands
From £808 to £1,154 10 days ex flights
Small group travel: 2026: 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
£100 off Sept & Oct departures
Greece hiking vacation, Kythnos

Greece hiking vacation, Kythnos

Hiking vacation on Kythnos, a beautiful Greek island in the Cyclades group
From €635 6 days ex flights
Small group travel: 2026: 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Walking tours resume on Kythnos in September after our pause for the hot weather. Prices stay the same for the remainder of the year. Enjoy still warm weather and sea water, ideal for walking and swimming, Best taverna open until of October.
Greece archaeology and activity vacation

Greece archaeology and activity vacation

Discover Greek history in an active way!
From €1,540 8 days ex flights
Small group travel: 2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Highlights of Ancient Greece vacation

Highlights of Ancient Greece vacation

Discover the treasures of Ancient Greece
From US $3,073US $2,775 to US $3,525 9 days ex flights
Small group travel: 2026: 29 Aug, 5 Sep, 26 Sep, 3 Oct, 17 Oct
2027: 6 Mar, 27 Mar, 17 Apr, 15 May, 29 May, 12 Jun, 28 Aug, 4 Sep, 11 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct
Up to US $340 off selected dates.
Late availability on these dates: 29 Aug, 05 Sep, 26 Sep, 03 Oct, 17 Oct
Pilates vacation & wellness retreat in Greece

Pilates vacation & wellness retreat in Greece

Pilates and Wellnes Retreat in Greece by the sea
From £990 7 days ex flights
Small group travel: 2026: 13 Sep
Evia walking vacation, Greece

Evia walking vacation, Greece

Walk well worn stone pathways & visit sleepy villages
From US $2,055 to US $2,400 8 days ex flights
Small group travel: 2026: 18 Oct, 22 Nov, 20 Dec, 27 Dec
2027: 14 Mar, 4 Apr, 25 Apr, 9 May, 30 May, 26 Sep, 3 Oct, 17 Oct, 31 Oct, 21 Nov, 19 Dec, 26 Dec
Up to US $140 off selected dates.
Late availability on these dates: 18 Oct
Kefalonia, Lefkada & Ithaki hiking vacation

Kefalonia, Lefkada & Ithaki hiking vacation

Walk with us and explore the lush, green Ionian islands
From £779 to £1,197 10 days ex flights
Small group travel: 2026: 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Greek Island archaeology vacation, small group

Greek Island archaeology vacation, small group

Uncover the mysteries of Minoan Crete, Santorini, & Athens
From US $7,852 to US $8,166 13 days ex flights
Small group travel: 2026: 14 Oct
2027: 8 Apr, 12 Oct
Archaeology vacation in Northern Greece

Archaeology vacation in Northern Greece

Archaeology and fun activities meet in Northern Greece!
From €1,790 8 days ex flights
Small group travel: 2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Meditation and painting vacation in Crete

Meditation and painting vacation in Crete

Meditation and painting outdoors in the Cretan scenery
From €1,310 8 days ex flights
Small group travel
Sifnos hiking holiday in Greece

Sifnos hiking holiday in Greece

Guided walking on clean trails to historic sites, beaches
From €615 5 days ex flights
Small group travel: 2026: 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct, 28 Oct
Walking tours resume on Sifnos in September after our pause for the hot weather. Prices stay the same for the remainder of the year. Enjoy still warm weather and sea water, ideal for walking and swimming, Best taverna open until of October.
Mount Athos walking vacation in Greece

Mount Athos walking vacation in Greece

Hiking for men only in Mount Athos
From £830 to £950 5 days ex flights
Small group travel: 2026: 10 Sep, 8 Oct, 15 Oct, 5 Nov, 12 Nov, 3 Dec, 10 Dec
2027: 3 Jan, 15 Jan, 11 Feb, 4 Mar, 18 Mar, 9 Apr, 22 Apr, 13 May, 20 May, 3 Jun, 17 Jun
Easy walking vacation in Crete

Easy walking vacation in Crete

Relax and explore wonderful, unspoilt rural areas of Crete
From €1,110 to €1,230 8 days ex flights
Small group travel: 2026: 1 Sep
2027: 1 Jun, 7 Sep, 14 Sep, 21 Sep, 28 Sep
Photo credits: [Page banner: Alex Antoniadis]