Greece sailing holiday for families

Greece sailing holiday for families

Sailing trip for families/friends in Greek islands
From £580 to £750 7 days ex flights
Small group travel: 2027: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 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
Multi activity vacation in Greece, Peloponnese

Multi activity vacation in Greece, Peloponnese

Amazing adventures and activities in the unique Peloponnese
From £1,750 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
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 to £1,855 8 days ex flights
Small group travel: 2026: 3 Oct
2027: 8 May, 9 Oct
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
Responsible Travel, Travel Team

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Greek Island gulet cruises

Greek Island gulet cruises

Greek Island gulet cruise to the North Dodecanese
From £959 to £1,089 8 days ex flights
Small group travel: 2026: 26 Sep, 3 Oct, 10 Oct, 17 Oct
11 Greek Islands small ship cruise

11 Greek Islands small ship cruise

Cruise to Santorini, Mykonos and some lesser known islands
From £2,485 to £2,515 8 days ex flights
Small group travel: 2026: 2 Oct, 9 Oct
2027: 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
Ionian Islands small ship cruise, Greece

Ionian Islands small ship cruise, Greece

Cruise around the emerald green Islands of the Ionian
From £2,165 to £3,261 8 days ex flights
Small group travel: 2027: 6 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
Sailing adventure in the Cyclades, Greece

Sailing adventure in the Cyclades, Greece

Explore The Aegean Islands On a Skippered, Sailing Yacht
From £930 to £1,095 8 days ex flights
Small group travel: 2026: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
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: 20 Oct
2027: 10 Apr, 24 May
Walking and painting vacation in Crete

Walking and painting vacation in Crete

Walking and Painting in unspoilt picturesque areas of Crete
From €1,180 to €1,200 8 days ex flights
Small group travel: 2027: 1 Jun, 7 Sep
Self drive vacation in Northern Greece, hike & tour

Self drive vacation in Northern Greece, hike & tour

Macedonia & Epirus - sightseeing & walking in ancient Greece
From £575 to £795 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Greek Island hopping cruise in the Aegean

Greek Island hopping cruise in the Aegean

Cruise the Greek Islands on board a classic small ship
From £1,899 to £2,345 8 days ex flights
Small group travel: 2026: 2 Oct, 9 Oct, 16 Oct, 23 Oct
2027: 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 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: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 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: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 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
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: 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: 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: 26 Sep, 10 Oct, 24 Oct
Greek Islands tour

Greek Islands tour

Explore the very best of Greece with stunning scenery
From US $3,040US $2,430 to US $3,410US $3,370 14 days ex flights
Small group travel: 2026: 27 Sep
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
Late availability on these dates: 27 Sep
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: 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
2027: 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 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 end 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: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Luxury Greek Island vacation

Luxury Greek Island vacation

Stunning accommodation on the Greek island of Ithaca
From €2,995 to €5,575 per villa per week
Accommodation
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: 2027: 9 May, 26 Jun, 12 Sep
Saronic Greek Islands luxury charter cruise

Saronic Greek Islands luxury charter cruise

Private sailing through Greece’s romantic Saronic islands
From €1,450 to €1,600 7 days ex flights
Tailor made: This holiday is chartering the whole catamaran, minimum 4 people. Season runs from end of May to beginning of October.
Painting vacation in Crete

Painting vacation in Crete

Painting and sketching outdoors by the Cretan Sea
From €1,210 8 days ex flights
Small group travel: 2027: 31 Aug
Walking vacation in Crete

Walking vacation in Crete

Hike the Samaria Gorge and enjoy the beaches and simple life
From US $1,810US $1,500 to US $1,880 8 days ex flights
Small group travel: 2026: 26 Sep, 3 Oct
2027: 8 May, 22 May, 11 Sep, 25 Sep, 2 Oct
Up to US $210 off selected dates.
Late availability on these dates: 26 Sep, 03 Oct
Greece yoga vacation

Greece yoga vacation

Yoga holiday by the sea in unspoilt Lefokastro Pelion Greece
From £990 7 days ex flights
Small group travel: 2027: 16 May, 6 Jun, 5 Sep, 19 Sep
Corfu self catering cottages, Greece

Corfu self catering cottages, Greece

Lovely old olive press converted into selfcatering cottages
From €65 to €140 per accommodation per night
Accommodation
Laconia biking vacation in Greece

Laconia biking vacation in Greece

A fantastic seaside biking tour in south Peloponnese!
From €490 to €880 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Cyclades walking holidays in Greece

Cyclades walking holidays in Greece

A gently active holiday in the Cyclades
From US $2,590 to US $2,905 8 days ex flights
Small group travel: 2026: 27 Sep, 11 Oct
2027: 21 Mar, 28 Mar, 11 Apr, 3 May, 16 May, 26 Sep, 10 Oct, 24 Oct
Late availability on these dates: 27 Sep, 11 Oct
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 £807 to £1,074 7 days ex flights
Small group travel: 2026: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Photo credits: [Page banner: Alex Antoniadis]