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: 2026: 30 Aug, 20 Sep
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
£400 off a whole boat charter Sun 30 August to Sat 5 September for your family or friends (up to 6 people). Now available due to a last minute cancellation. Discount refers to whole charter booking and not per person.
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 8 days ex flights
Small group travel: 2026: 3 Oct
2027: 8 May
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 £1,135 8 days ex flights
Small group travel: 2026: 15 Aug, 22 Aug, 29 Aug, 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: 14 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 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: 2026: 14 Aug, 21 Aug
2027: 6 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
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 and painting vacation in Crete

Walking and painting vacation in Crete

Walking and Painting in unspoilt picturesque areas of Crete
From €1,170 to €1,200 8 days ex flights
Small group travel: 2026: 1 Sep
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: 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 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: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 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: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
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
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
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
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
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
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
Luxury Greek Island vacation

Luxury Greek Island vacation

Organic country estate by the sea on 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: 2026: 13 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 €1,160 to €1,210 8 days ex flights
Small group travel: 2026: 8 Sep
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 $1,550 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
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: 2026: 6 Sep
Last minute special offer of £100 off per person on our 6 - 12 September Yoga Retreat in Greece. Prices includes free airport transfers from either Thessaloniki Airport or Skiathos airport, 3 meals a day, accommodation and yoga sessions.
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 $2,505 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
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
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: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
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