49 Mediterranean sailing holidays found
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
Turquoise Coast luxury gulet cruise, Turkey
Luxury gulet cruise along Turkey's southern coast
From £1,395 to £1,915 8 days ex flights
Small group travel:
2027: 22 May, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 4 Sep, 11 Sep, 18 Sep
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: 17 Oct, 24 Oct
Sardinia and Corsica private yacht charter
Private luxury sailing in Sardinia and Corsica
From €18,500 to €20,000 7 days per yacht per week
Tailor made:
Season for sailings is June to October.
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us after 10am
Calling from outside the UK
rosy@responsibletravel.com
Sailing in Croatia
A multi-activity adventure sailing cruise in Croatia
From €580 4 days ex flights
Small group travel:
2026: 12 Oct, 13 Oct, 16 Oct, 17 Oct
Liveaboard diving and sailing holiday 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: 17 Oct, 24 Oct, 31 Oct
Ionian Islands small group sailing holiday
8-day Greek odyssey exploring Zante & nearby islands
From £839 to £979 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
Ionian Islands sailing and walking holiday
Sail and walk around the Ionian islands, Greece
From £946 to £1,049 7 days ex flights
Small group travel:
2026: 17 Oct
Sardinia and Corsica wellness sailing holiday
Luxury wellness sailing adventure in Sardinia and Corsica
From €3,300 7 days ex flights
Small group travel
Greek Aegean Island hopping holiday
Get on board and visit ten stunning Aegean islands
From £2,730 to £3,783 8 days ex flights
Small group travel:
2027: 7 May, 21 May, 28 May, 4 Jun, 18 Jun, 25 Jun, 9 Jul, 16 Jul, 23 Jul, 6 Aug, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 24 Sep
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From £2,853 to £3,748 8 days ex flights
Small group travel:
2026: 16 Oct, 23 Oct
2027: 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 25 Jun, 2 Jul, 9 Jul, 16 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
2027: 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 25 Jun, 2 Jul, 9 Jul, 16 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
Yoga and sailing retreat in Greece
A week of relaxing yoga while sailing the Ionian sea Greece!
From £950 to £1,100 7 days ex flights
Small group travel:
2027: 16 May, 30 May, 6 Jun
Freediving and sailing holiday in Greece
Sail, freedive and explore the Ionian Sea
From £1,250 7 days ex flights
Small group travel:
2026: 18 Oct
Greece sailing holiday in Ionian Sea
Sail, explore and experience the Ionian islands in Greece
From €1,450 6 days ex flights
Small group travel
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us after 10am
Calling from outside the UK
rosy@responsibletravel.com
Amalfi Coast sailing holiday, Italy
Gorgeous beaches, ancient ruins & sumptuous fresh seafood
From £2,244 to £2,419 7 days ex flights
Small group travel:
2027: 15 May, 22 May, 29 May, 5 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
2028: 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep
2028: 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £1,368 to £1,588£1,473 8 days ex flights
Small group travel:
2027: 1 May, 11 May, 15 May, 25 May, 29 May, 8 Jun, 12 Jun, 22 Jun, 26 Jun, 6 Jul, 10 Jul, 24 Jul, 3 Aug, 17 Aug, 21 Aug, 31 Aug, 4 Sep, 14 Sep, 28 Sep, 2 Oct
2028: 29 Apr, 9 May, 13 May, 23 May, 27 May, 6 Jun, 10 Jun, 20 Jun, 24 Jun, 4 Jul, 8 Jul, 18 Jul, 22 Jul, 1 Aug, 5 Aug, 15 Aug, 19 Aug, 29 Aug, 2 Sep, 12 Sep, 16 Sep, 26 Sep
2028: 29 Apr, 9 May, 13 May, 23 May, 27 May, 6 Jun, 10 Jun, 20 Jun, 24 Jun, 4 Jul, 8 Jul, 18 Jul, 22 Jul, 1 Aug, 5 Aug, 15 Aug, 19 Aug, 29 Aug, 2 Sep, 12 Sep, 16 Sep, 26 Sep
Cyclades Islands sailing holiday, Greece
Swim in turquoise seas & explore ancient towns
From £1,861 to £2,161£2,001 10 days ex flights
Small group travel:
2027: 1 May, 11 May, 21 May, 31 May, 4 Jun, 10 Jun, 14 Jun, 20 Jun, 24 Jun, 30 Jun, 4 Jul, 10 Jul, 14 Jul, 20 Jul, 24 Jul, 30 Jul, 3 Aug, 9 Aug, 13 Aug, 19 Aug, 23 Aug, 29 Aug, 2 Sep, 8 Sep, 12 Sep, 18 Sep, 22 Sep, 28 Sep
2028: 29 Apr, 9 May, 19 May, 23 May, 29 May, 2 Jun, 8 Jun, 12 Jun, 18 Jun, 22 Jun, 28 Jun, 2 Jul, 8 Jul, 12 Jul, 18 Jul, 22 Jul, 28 Jul, 1 Aug, 7 Aug, 11 Aug, 17 Aug, 21 Aug, 27 Aug, 31 Aug, 6 Sep, 10 Sep ...
2028: 29 Apr, 9 May, 19 May, 23 May, 29 May, 2 Jun, 8 Jun, 12 Jun, 18 Jun, 22 Jun, 28 Jun, 2 Jul, 8 Jul, 12 Jul, 18 Jul, 22 Jul, 28 Jul, 1 Aug, 7 Aug, 11 Aug, 17 Aug, 21 Aug, 27 Aug, 31 Aug, 6 Sep, 10 Sep ...
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £1,423 to £1,663£1,548 8 days ex flights
Small group travel:
2027: 4 May, 8 May, 18 May, 22 May, 1 Jun, 5 Jun, 15 Jun, 19 Jun, 29 Jun, 3 Jul, 13 Jul, 17 Jul, 27 Jul, 31 Jul, 10 Aug, 14 Aug, 24 Aug, 28 Aug, 7 Sep, 11 Sep, 25 Sep, 5 Oct
2028: 2 May, 6 May, 16 May, 20 May, 30 May, 3 Jun, 13 Jun, 17 Jun, 27 Jun, 1 Jul, 11 Jul, 15 Jul, 25 Jul, 29 Jul, 8 Aug, 12 Aug, 22 Aug, 26 Aug, 5 Sep, 9 Sep, 19 Sep, 23 Sep
2028: 2 May, 6 May, 16 May, 20 May, 30 May, 3 Jun, 13 Jun, 17 Jun, 27 Jun, 1 Jul, 11 Jul, 15 Jul, 25 Jul, 29 Jul, 8 Aug, 12 Aug, 22 Aug, 26 Aug, 5 Sep, 9 Sep, 19 Sep, 23 Sep
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
From £690 to £870 7 days ex flights
Small group travel:
2026: 17 Oct, 24 Oct, 31 Oct
Sailing holiday in the Ionian Sea
An unforgettable sailing adventure
From £690 to £784 7 days ex flights
Small group travel
Greek Islands family sailing holiday
Enjoy the beauty of the Greek islands
From £1,425 8 days ex flights
Small group travel:
2027: 30 May, 8 Aug, 15 Aug
Mykonos sailing holiday 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
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
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
From £788 to £1,045 7 days ex flights
Small group travel:
2026: 17 Oct, 24 Oct, 31 Oct
Greece small group sailing vacation in the Saronic Gulf
Sail Greece slowly, discover islands, flavours, friendships
From US $3,995 to US $5,795 8 days ex flights
Small group travel:
2027: 15 May
Greek myths sailing holiday, 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
Sardinia sailing holiday
All inclusive sailing holiday in Sardinia's La Maddalena islands
From €2,200 to €2,925 8 days ex flights
Small group travel:
2027: 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep
Sicily luxury sailing holiday
Private luxury yacht charter with skipper and chef
From €19,000 8 days per yacht per week
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Greece luxury yacht charter, Ionian Islands
Private luxury sailing with skipper and gourmet chef
From €19,000 7 days per yacht per week
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
All inclusive sailing holiday in Croatia
Crewed sailing holiday in Croatia's Dalmatian islands
From €1,100 to €3,265 8 days ex flights
Small group travel:
2027: 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
