Unusual vacations in Greece

Boats feature in our Unusual Greece vacations with inter-island voyages on a traditional gulet blending yoga, meditation and sunshine, or please-yourself stays on a 1930s yacht moored in a hideaway harbour. Spend a week learning Greek dance in the gorgeous coastal town of Nafplion – first capital of modern Greece. Or enjoy quirky accommodation, from a converted Cretan monastery to a luxury tree-house on an olive farm.

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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.
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
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
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
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Ethical fashion volunteering in Greece

Ethical fashion volunteering in Greece

Support sustainable fashion & ethical design in Athens
From US $3,431 4 weeks ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
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
Corfu swimming vacation in Greece

Corfu swimming vacation in Greece

Swim, relax & explore from the this charming Greek Island
From £1,548 to £1,699 7 days ex flights
Small group travel: 2026: 29 Aug, 5 Sep, 12 Sep
2027: 29 May, 26 Jun, 10 Jul, 17 Jul, 24 Jul, 28 Aug, 4 Sep
Peloponnese cycling vacation, Greece

Peloponnese cycling vacation, Greece

A bike trip of Greek Archaeology and cultural experiences
From €980 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Yacht charter in Ionian Greek Islands

Yacht charter in Ionian Greek Islands

Luxury sailing in the Greek islands, blending mythical tales
From €2,550 8 days ex flights
Tailor made: This holiday is chartering the whole catamaran, minimum 6, maximum 10. Season runs from end of May to beginning of October.
Private archaeological Ttur in Greece, 8 days

Private archaeological Ttur in Greece, 8 days

A private archaeology tour of Greece
From €1,800 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
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
Yoga and sailing retreat in Greece

Yoga and sailing retreat in Greece

A week of relaxing yoga while sailing the Ionian sea Greece!
From £950 7 days ex flights
Small group travel
Greece, turtle volunteering for families

Greece, turtle volunteering for families

Protect turtle hatchlings on a Greek island
From £475 6 days ex flights
Small group travel: 2026: 20 Aug
2027: 6 Aug, 13 Aug, 20 Aug
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
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
Private sailing and cycling island hopping, Greece

Private sailing and cycling island hopping, Greece

Self guided or guided (upon request) tour in the Cyclades
From €1,500 8 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Nature journaling holiday in Greece

Nature journaling holiday in Greece

A mixed-media journey through nature and culture
From €1,676 to €1,949 7 days ex flights
Small group travel: 2026: 6 Sep
Greek myths sailing vacation, footsteps of Odysseus

Greek myths sailing vacation, footsteps of Odysseus

Follow the sailing routes of mythical hero Odysseus
From €2,210 to €2,910 8 days ex flights
Tailor made: This holiday can be booked by private groups of family or friends between May and October
Huge last minute deal for August! 500 euro discount for private groups booking the yacht for our Odysseus adventure. Discount applies to the entire group. For trips until 6th September 2026
Zagori & Meteora self guided hiking vacation

Zagori & Meteora self guided hiking vacation

Explore the secret paths of the stunning Zagori and Meteora!
From €1,145 to €1,170 7 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Yoga and hiking holiday in Crete

Yoga and hiking holiday in Crete

Yoga, meditation and hiking holiday beside the sea
From €1,100 to €1,280 7 days ex flights
Tailor made: This trip can be tailor made throughout the year to suit your requirements
Greek Islands bike and boat vacation

Greek Islands bike and boat vacation

Bicycle and sail around the Cyclades Greek Islands
From US $5,630 to US $5,980 8 days ex flights
Small group travel: 2026: 21 Aug, 28 Aug, 11 Sep, 25 Sep
Late availability on these dates: 21 Aug, 28 Aug, 11 Sep, 25 Sep
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