58 Mediterranean sailing holidays found
Sailing in Croatia
A multi-activity adventure sailing cruise
From 580 to 790 4 days ex flights
Small group travel:
2020: 11 Apr, 13 Apr, 14 Apr, 15 Apr, 16 Apr, 17 Apr, 18 Apr, 19 Apr, 20 Apr, 21 Apr, 22 Apr, 23 Apr, 1 May, 2 May, 3 May, 4 May, 5 May, 6 May, 7 May, 8 May, 9 May, 10 May, 11 May, 14 May, 15 May, 16 May, 17 May, 18 May, 19 May, 20 May, 21 May, 22 May, 23 May, 24 May, 25 May, 26 May, 28 May, 29 May, 30 May, 31 May, 1 Jun, 2 Jun, 3 Jun, 4 Jun, 5 Jun, 7 Jun, 8 Jun, 9 Jun, 10 Jun, 11 Jun, 12 Jun, 13 Jun, 14 Jun, 15 Jun, 16 Jun, 18 Jun ...
Luxury gulet cruise in the Aegean
5 star services while cruising the Greek Islands in luxury
From £945 to £1,185 8 days ex flights
Small group travel:
2020: 25 Apr, 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
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
From £510 to £620 7 days ex flights
Small group travel:
2020: 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, 31 Oct
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £1,162 to £1,236 8 days ex flights
Small group travel:
2020: 20 Jun, 4 Jul, 18 Jul, 1 Aug, 15 Aug, 26 Sep
Late availability on these dates: 20 Jun, 04 Jul
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
From £685 to £759 7 days ex flights
Small group travel:
2020: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Liveaboard diving and sailing holiday in Greece
Combine a sailing and diving adventure in the Greek islands
From £677 to £788 7 days ex flights
Small group travel:
2020: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 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, 31 Oct
Yoga and sailing retreat in Greece
-A week of relaxation and yoga while sailing the Ionian sea!
From £700 to £850 7 days ex flights
Small group travel:
2020: 24 May, 31 May, 28 Jun
Dubrovnik to Hvar sailing holiday
Active sailing adventure around Croatian Islands
From 920 to 990 5 days ex flights
Small group travel:
2020: 25 Jun, 29 Jun, 4 Jul, 8 Jul, 16 Jul, 20 Jul, 25 Jul, 29 Jul, 6 Aug, 10 Aug, 15 Aug, 19 Aug, 22 Sep
Greek Island cruising holiday
Discover a side of Greece riddled with myth and magic.
From £2,705£1,894 to £3,660£2,725 8 days ex flights
Small group travel:
2020: 11 Jun, 9 Jul, 13 Aug, 10 Sep, 1 Oct
2021: 20 May, 3 Jun, 24 Jun, 8 Jul, 22 Jul, 5 Aug, 19 Aug, 2 Sep, 14 Oct, 21 Oct
2021: 20 May, 3 Jun, 24 Jun, 8 Jul, 22 Jul, 5 Aug, 19 Aug, 2 Sep, 14 Oct, 21 Oct
Up to £850 off selected dates.
Late availability on these dates: 11 Jun
Late availability on these dates: 11 Jun
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £1,172 to £1,222 8 days ex flights
Small group travel:
2020: 27 Jun, 11 Jul, 25 Jul, 22 Aug, 19 Sep
Late availability on these dates: 27 Jun
Greek Islands bike and boat holiday
Cycle and sail around the Cyclades Greek Islands
From £1,720 8 days ex flights
Small group travel:
2020: 19 Sep
Whale & dolphin research in Ligurian Sea, Italy
Whale and dolphin conservation trip
From 795 to 910 6 days ex flights
Small group travel:
2020: 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep
Sardinia and Corsica sailing holiday
The good life Italian and French style in one sailing trip!
From 878 8 days ex flights
Small group travel:
2020: 11 Jul, 18 Jul
Greece sailing holiday, Saronic coast
You don't have to be Homer to know it will be a blast!
From 580 to 829 8 days ex flights
Small group travel:
2020: 25 Apr, 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
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Saronic Gulf small group sailing holiday in Greece
Spend a week navigating the idyllic waters of the Saronic Gulf
From £1,399 8 days ex flights
Small group travel:
2020: 30 May, 5 Sep
Late availability on these dates: 30 May
Sailing holiday from Malta to Sicily, and back
Two countries, two cultures sailing group adventure holiday
From 724 to 819 8 days ex flights
Small group travel:
2020: 23 May, 30 May, 26 Sep, 3 Oct
Cyclades islands sailing holidays in Greece
A fantastic sailing adventure in the Cyclades islands!
From 1,120 to 1,250 8 days ex flights
Small group travel:
2020: 30 May, 13 Jun, 11 Jul, 22 Aug, 12 Sep
2021: 5 Jun, 10 Jul, 17 Jul, 4 Sep, 25 Sep
2021: 5 Jun, 10 Jul, 17 Jul, 4 Sep, 25 Sep
Sailing & conservation holiday in Greece
A unique wildlife & sailing adventure
From £683 to £759 7 days ex flights
Small group travel:
2020: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Dalmation Coast flotilla holiday, Croatia
Sail around the stunning Dalmatian Islands
From £1,158 to £11,588 7 days ex flights
Small group travel:
2020: 6 Jun
Amalfi Coast food & wine Flotilla holiday
Sail around the breathtaking Amalfi Coast
From £1,538 to £6,445 7 days ex flights
Small group travel:
2020: 2 May, 16 May, 23 May, 30 May, 27 Jun, 11 Jul, 25 Jul, 26 Sep, 10 Oct
Dubrovnik flotilla sailing holiday in Croatia
Sail around breathtaking Dubrovnik
From £951 to £10,682 7 days ex flights
Tailor made:
For travel between May - October
Flotilla sailing holiday in Southern Croatia
Sail around the beautiful Dalmatian Islands
From £1,158 to £11,588 7 days ex flights
Tailor made:
For travel between May - October
Agana flotilla holiday in North Croatia
Sail around the beautiful Dalmatian Islands
From £1,158 to £11,588 7 days ex flights
Tailor made:
For travel between May - October
Bareboat sailing holiday in Mallorca
Go sailing in beautiful Palma Mallorca
From £1,372 to £7,282 7 days ex flights
Small group travel:
2020: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 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
Sicily bareboat sailing holiday
Go sailing around beautiful Sicily
From £1,571 to £6,445 7 days ex flights
Small group travel:
2020: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 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, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
Amalfi Coast bareboat sailing holiday
Sail around the breathtaking Amalfi Coast
From £1,538 to £6,445 7 days ex flights
Small group travel:
2020: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 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
Sardinia bareboat sailing holiday
Sail around beautiful Sardinia
From £2,089 to £7,327 7 days ex flights
Small group travel:
2020: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 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
Bareboat sailing holiday in Dubrovnik, Croatia
Sail around stunning Dubrovnik
From £951 to £10,682 7 days ex flights
Small group travel:
2020: 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, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct
Bareboat Sailing holiday in Croatia
Sail around the beautiful Dalmatian Islands
From £1,158 to £11,588 7 days ex flights
Small group travel:
2020: 4 Apr, 11 Apr, 18 Apr, 25 Apr, 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
Learn to sail on a flotilla in Croatia
Learn to sail while enjoying an exciting flotilla holiday
From £2,962 to £10,142 7 days ex flights
Small group travel:
2020: 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
From
£945
excluding flights
From
580
excluding flights
From
£677
excluding flights
Hard to pick whether the best part of the vacation was sailing with dolphins and turtles, diving with octopus, or eating all the delicious local foods. (more)Jen Mcdaid
This was an authentic, Greek isle sailing expedition (more)Nicholas Freilich
The most memorable part of the holiday was the Tavernas...Safe and easy going sailing and diving...Very good. (more)Tomasz Gliniewicz
From
£1,162
excluding flights
Memorable parts?
Weather conditions were ideal for most days of our week of sailing, from fair to rough, but always safe and secure in the hands of our master mariner, Antonio
Tips?
Be prepared for slight changes in your sailing itinerary - the wind blows where it wants to. You'll pack too many clothes - think sun - casual - a woolly for the wind. With time on your hands on board think of what you might do - read, write, converse. You're part of a crew/team not just an individual... (more)Bill McKenzie
From
878
excluding flights
Memorable parts?
My skipper and fellow crew members - what a wonderful bunch! The places we saw were fantastic and really diverse: from mooring close to super-yachts in Bonifacio, to anchoring in remote bays.
Tips?
a: just book it! b: pack light... very, very light!
Local benefits?
We recycled as much as we could in each marina or port and the local fish loved the food-scraps. We bought from local patisseries etc in major ports and we certainly supported every single glace-... (more)Suzanne Lantos
From
580
excluding flights
I am a rookie sailor and feel that I learned a great deal about sailing and the basics of traveling in this way. I enjoyed helping around the yacht and meeting all the new people who joined me. (more)Brenda Varnam
I loved it and will definitely do it again - maybe the Cyclades next time. (more)Shaun Keep
From
£700
excluding flights
Memorable parts?
The amazing Greek food our Captain cooked for us is definitely worth mentioning. Doing yoga of the yacht was also a great experience.
Tips?
Just book it, I would love to do it again.
Local benefits?
Overall rating?
This is one of the best holidays Ive had. Definitely 5 stars. (more)Lykke Holst Hoffbeck
From
£685
excluding flights
Excellent! I would strongly recommend this to anyone who enjoys moderate walking in great landscapes, with opportunities to swim most days, the company of like-minded folk and with supportive and fun local guides.
(more)Caroline Pack
Fantastic guides Annie & Dimitria who showed so much care, thoughtfulness & took us on fantastic walks. (more)Catherine Pedersen
While hiking, we were thrilled with the landscape and felt very privileged to be in it, rather than just driving by. Each hike on the six islands we visited was different from the one before. (more)Jennifer Duschenes
From
£1,172
excluding flights
The most exciting part of the holiday was staying in a different island each night and our tour guide and skipper Rita with her expert knowledge of every location. (more)Robert Carr
Greek weather, good food in resturants. (more)Owen Monie
The highlight was being with family, making new friends and seeing the beautiful islands. (more)Debra Klein
From
£683
excluding flights
The whole experience was wonderful. Sotiris, our skipper was fantastic , very professional, kind and fun. This holiday was wonderful...it could not have been better...we should have stayed longer. It really was a very unique experience, very special to me. (more)Joanne David
Excellent! Every aspect was amazing. My partner and I are both deeply grateful to everyone who works for the operator for making such a special and memorable experience. We will almost certainly be booking up again! (more)Alison Crawford
From
£1,465
excluding flights
Memorable parts?
Sailing and learn a bit on how to do it
Tips?
Try to build a nice team spirit with your co-travellers
Local benefits?
We tried to do so
Overall rating?
I would give it an 8 or 9 over 10 (I am very demanding) ;) (more)Ana Granadero
From
930
excluding flights
Memorable parts?
Visiting different islands and eating in local restaurants.
Tips?
Make sure you hire the right boat and listen to the advice of your skipper.
Local benefits?
Yes, all of them.
Overall rating?
Excellent in every way. (more)Peter Rickson
From
500
excluding flights
Memorable parts?
Our hikes, great conversations over meals and getting a real feel for the diversity and rich history of the Ionian islands.
Tips?
Panos and Elias from the operator are amazing skippers and people. They always do their best to provide interesting and exciting adventures for your trip. Let them know what you want to get out of your time, what you want to see and do and they will make it happen if they can!
Local benefits?
Definitely. The guys know everyone... (more)Scott and Santosh
From
1,300
excluding flights
The most exciting part of the holiday was the variety of each day and the unexpected beauty of Croatia. (more)Rachel Fell
The most memorable part of the holiday was the visit to an island called Vis. It was stunning! (more)Jenny Chang
Relax and take up every offer that Zoran makes in terms of where to go, what to eat, what to see and what to do. (more)Ann Tonks
From
£1,720
excluding flights
From
1,000
excluding flights
All was enjoyable, Sergio our first guide for kayaking, bike riding and hiking was
knowledgeable and very easy going. I think for me it was the sailing, Bergonia and Gustavo where great fun and made it a very relaxing week. (more)Louise Jones
I had a great time! Swimming off the Atlantic coast of Portugal after being towed on a rubber ring by the yacht. (more)Jill Brasch
From
£1,151
including UK flights
Memorable parts?
Jumping off the boat! Also the food was great.
Tips?
Be prepared for the small cabin - pack just what you need
Local benefits?
It did benefit the local resturants. I don't think it really supported conservation.
Overall rating?
Great (more)Nicholas Kirkham
From
£3,440
excluding flights
Memorable parts?
All the different islands and experiencing their uniqueness and authenticity. Seeing dolphins while under sail!
Tips?
Be prepared to be flexible and easy going.
Local benefits?
Yes, we ate in family run taverns, tried local food and supported local economies. However it is still tourism and the hope is that somehow this can sustain communities throughout the year too somehow
Overall rating?
It was a once in a lifetime experience. (more)Katherine Bussy
From
£1,379
excluding flights
Memorable parts?
Great scenery and views, superb to see the coast from a boat.
Tips?
Be aware that although a sailing trip, there is not much sailing.
Local benefits?
No. We motored a lot rather than sailing (due to time constraints and being able to get to places to do things).
Overall rating?
Very good although I was disappointed that there wasn't much sailing. But great way to see the Amalfi coast. I don't think I would do the same trip again or a similar one. (more)Karen Fenton
From
£1,272
excluding flights
Memorable parts?
Swimming round the boat while it was mored up for lunch
Tips?
Local benefits?
Not massively.....
Overall rating?
(more)Julia Sudbury
From
£1,230
including UK flights
Memorable parts?
Swimming and snorkelling in the Mediterranean. Lovely food on the boat.
Tips?
Bring sea sickness pills, ear plugs, portable batteries for charging devices and plenty of sunscreen.
Local benefits?
A little perhaps
Overall rating?
Good.
To improve it, leader should learn people's names, and engage with the group better. We had a large cockroach in our cabin one day. Even before that I was not sure when the bedding had been washed last. Better to moor... (more)Victoria Swale
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