152 Sailing vacations 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 ...
Burma sailing vacation, the Mergui archipelago
Adventurous exploration of the Myeik Archipelago in Burma
From US $2,520US $1,764 to US $2,570 9 days ex flights
Small group travel:
2020: 7 Apr, 14 Apr
Up to US $750 off selected dates.
Late availability on these dates: 07 Apr, 14 Apr
Late availability on these dates: 07 Apr, 14 Apr
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
Learn to sail on a flotilla in Greece
Learn to sail while enjoying an exciting flotilla holiday
From £3,290 to £4,365 7 days ex flights
Small group travel:
2020: 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
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.
Norway and Scottish Islands sailing vacation
Exploring the magnificent islands of Norway and Scotland
From £1,799 14 days ex flights
Small group travel:
2020: 26 Apr, 6 Sep
Arctic sailing voyages, Spitsbergen
Experience sailing in the fjords
From €2,540 to €5,490 8 days ex flights
Small group travel:
2020: 10 Apr, 18 Apr, 15 May, 22 May, 23 May, 30 May, 9 Jun, 18 Jun, 28 Jun, 29 Jun, 18 Jul, 23 Aug
2021: 10 Apr, 17 Apr, 24 Apr, 30 Apr, 1 May, 7 May, 8 May, 14 May, 15 May, 21 May, 22 May, 29 May, 7 Jun, 8 Jun, 17 Jun, 18 Jun, 28 Jun, 7 Jul, 17 Jul, 22 Aug
2021: 10 Apr, 17 Apr, 24 Apr, 30 Apr, 1 May, 7 May, 8 May, 14 May, 15 May, 21 May, 22 May, 29 May, 7 Jun, 8 Jun, 17 Jun, 18 Jun, 28 Jun, 7 Jul, 17 Jul, 22 Aug
Liveaboard diving and sailing vacation 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 vacation
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
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,588 to US $1,738 8 days ex flights
Small group travel:
2020: 13 Jun, 27 Jun, 11 Jul, 25 Jul, 22 Aug, 19 Sep
2021: 15 May, 29 May, 12 Jun, 26 Jun, 10 Jul, 24 Jul, 7 Aug, 21 Aug, 4 Sep, 18 Sep, 2 Oct
2021: 15 May, 29 May, 12 Jun, 26 Jun, 10 Jul, 24 Jul, 7 Aug, 21 Aug, 4 Sep, 18 Sep, 2 Oct
Late availability on these dates: 13 Jun, 27 Jun, 11 Jul
Thailand sailing vacation, 10 days
Join us in flotilla for "same, same, but different route"
From €1,190 11 days ex flights
Small group travel
Sail Dunkirk to Amsterdam on a tall ship
Two amazing tall ship sailing festivals
From €695 7 days ex flights
Small group travel
Scotland to Norway sailing vacation
Sailing expedition from Scotland to Arctic Norway
From £2,240 16 days ex flights
Small group travel:
2021: 14 May, 15 May, 21 May, 22 May
Yoga sailing holiday in Croatia
Practise yoga skills with instruction and sail in Croatia!
From €828 8 days ex flights
Small group travel:
2020: 25 Apr, 9 May
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.
Sailing and biking Cyclades vacation, Greece
Self guided or guided (upon request) tour in the Cyclades
From €1,500 8 days ex flights
Small group travel:
2020: 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
Skye and the Small Isles sailing vacation
Sail Scotland's Small Isles and visit spectacular Skye
From £1,280 to £2,120 9 days ex flights
Small group travel:
2020: 6 May, 4 Jun, 4 Jul, 1 Aug, 9 Aug, 18 Aug, 19 Aug, 6 Sep
2021: 3 May, 6 May, 2 Jun, 24 Jul, 10 Aug, 12 Aug, 20 Aug, 26 Aug, 6 Sep
2021: 3 May, 6 May, 2 Jun, 24 Jul, 10 Aug, 12 Aug, 20 Aug, 26 Aug, 6 Sep
40% discount for all guests who join us on any of our three small ships from April to end of July
Seychelles 7 day sailing cruise
Cruise the Seychelles on a beautiful wooden sailing ship
From £965 to £1,355 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
Wildlife sailing holiday in Scotland
Extraordinary wildlife above and below the waves
From £660 to £3,600 6 days ex flights
Small group travel:
2020: 18 Apr, 26 Apr, 27 Apr, 28 Apr, 16 May, 23 May, 4 Jun, 18 Jun, 4 Jul, 15 Jul, 8 Aug, 9 Aug, 13 Aug, 18 Aug, 19 Aug, 25 Aug, 28 Aug, 29 Aug, 2 Sep, 6 Sep, 10 Sep, 16 Sep, 18 Sep, 23 Sep, 25 Sep, 26 Sep, 30 Sep, 2 Oct, 5 Oct, 9 Oct, 10 Oct, 13 Oct
2021: 18 Apr, 25 Apr, 28 Apr, 3 May, 6 May, 13 May, 16 May, 21 May, 24 May, 2 Jun, 3 Jun, 5 Jun, 12 Jun, 17 Jun, 18 Jun, 25 Jun, 28 Jun, 7 Jul, 25 Jul, 27 Jul, 2 Aug, 3 Aug ...
2021: 18 Apr, 25 Apr, 28 Apr, 3 May, 6 May, 13 May, 16 May, 21 May, 24 May, 2 Jun, 3 Jun, 5 Jun, 12 Jun, 17 Jun, 18 Jun, 25 Jun, 28 Jun, 7 Jul, 25 Jul, 27 Jul, 2 Aug, 3 Aug ...
40% discount for all guests who join us on any of our three small ships from April to end of July
Scotland to Iceland sailing vacation
Awe inspiring sailing & exploration, Iceland to Scotland
From £2,199 16 days ex flights
Small group travel:
2020: 17 Aug
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $4,045 to US $5,475US $4,250 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
Late availability on these dates: 11 Jun, 09 Jul
Family sailing vacation in Turkey
Explore southern Turkey, Dalyan to Delikada Island
From US $1,050 to US $1,080 8 days ex flights
Small group travel:
2020: 1 Aug, 15 Aug, 22 Aug
2021: 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug
2021: 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,588 to US $1,738 8 days ex flights
Small group travel:
2020: 20 Jun, 4 Jul, 18 Jul, 1 Aug, 15 Aug, 26 Sep
2021: 8 May, 22 May, 5 Jun, 19 Jun, 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep, 25 Sep
2021: 8 May, 22 May, 5 Jun, 19 Jun, 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep, 25 Sep
Late availability on these dates: 20 Jun, 04 Jul
Croatia sailing vacation, Dubrovnik to Split
Experience the old-world charm of Croatia
From US $1,803 to US $2,073 8 days ex flights
Small group travel:
2020: 6 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 15 Aug, 29 Aug, 12 Sep, 19 Sep, 26 Sep, 3 Oct
2021: 15 May, 22 May, 29 May, 5 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 2 Oct
2021: 15 May, 22 May, 29 May, 5 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 11 Sep, 18 Sep, 25 Sep, 2 Oct
Late availability on these dates: 06 Jun, 20 Jun, 27 Jun, 04 Jul, 11 Jul
Whisky and wildlife sailing holiday in Scotland
Malt Whisky and Wildlife Cruise to Mull, Jura and Islay
From £1,280 to £2,080 11 days ex flights
Small group travel:
2020: 23 May, 8 Aug, 9 Aug
2021: 21 May
2021: 21 May
40% discount for all guests who join us on any of our three small ships from April to end of July
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
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
Southern France tall ship sailing tour
Enjoy French wine festivals on a traditional sailing ship
From €590 9 days ex flights
Small group travel:
2020: 18 Jun
North West France sailing vacation
Adventure sailing in France, La Rochelle to Fécamp
From €740 9 days ex flights
Small group travel:
2020: 26 Jun
Tall ship sailing vacation in France
Sail with the wind visiting islands and two big festivals
From €790 9 days ex flights
Small group travel:
2020: 4 Jul
Croatia private charter sailing vacation
Pure sailing adventure for those who love the sea.
From €600 to €1,554 3 days ex flights
Small group travel:
2020: 17 Apr, 20 Apr, 24 Apr, 27 Apr, 1 May, 4 May, 8 May, 11 May, 15 May, 18 May, 22 May, 25 May, 29 May, 1 Jun, 5 Jun, 8 Jun, 12 Jun, 15 Jun, 19 Jun, 22 Jun, 26 Jun, 29 Jun, 3 Jul, 6 Jul, 10 Jul, 13 Jul, 17 Jul, 20 Jul, 24 Jul, 27 Jul, 31 Jul, 3 Aug, 7 Aug, 10 Aug, 14 Aug, 17 Aug, 21 Aug, 24 Aug, 28 Aug, 31 Aug, 4 Sep, 7 Sep, 11 Sep, 14 Sep, 18 Sep, 21 Sep, 25 Sep, 28 Sep, 2 Oct, 5 Oct, 9 Oct, 12 Oct, 16 Oct, 19 Oct, 23 Oct ...
Sailing course vacation in Norway
Advanced Sailing Course in Norway
From £2,099 14 days ex flights
Small group travel:
2020: 30 Aug, 5 Sep
From
£945
excluding flights
From
US $1,764
excluding flights
Incredible-imagine the stereotypical tropical paradise: you live that every single day. Sailing from deserted beach to deserted beach, reading, relaxing and
snorkelling. (more)Mike Perkins
I enjoyed the vacation very much. It was very relaxing being underway on the boat. (more)Jenny Barrett
The most memorable part of the vacation was sleeping outside the boat under an incredible sky full of stars and only listening to the sea. (more)Sara Ferrara
From
£1,799
excluding flights
Memorable parts?
Leaving anchorage just before dawn.
Tips?
You will need to muck in.
Local benefits?
We bought local food en route. Sailed back to a home port so only one flight needed.
Overall rating?
As a first time experience living on a sailing boat, I thought it was amazing. The operator really deliver on their strap line - Sail, Train , Explore. (more)Peter Cooper
From
€2,540
excluding flights
Fantastic, certainly the trip of a lifetime. The beauty of Spitzbergen truly took my breath away at times. (more)Kevin Mcloughlin
Spitsbergen itself was without doubt the star, with spectacular scenery, rapidly changing lighting and fascinating history. The birdlife was sparse at the start of autumn as expected, but we saw polar bears, whales, arctic fox, reindeer and walrus.
(more)Mike Bradburn
Absolutely stunning - exceeded expectations (more)Paul Stubbs
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 vacation was the Tavernas...Safe and easy going sailing and diving...Very good. (more)Tomasz Gliniewicz
From
€580
excluding flights
From
£660
excluding flights
The most exciting part of this vacation was helping to winch in the anchor! (more)Virginia McCrae
The two trips were lovely, food very good on both. (more)Kim Freeman
Having a seal follow us whilst out zodiac went ashore was memorable. Watching an otter fishing was also good. So was the whisky tasting. (more)Jill Brasch
From
£965
excluding flights
The snorkelling was exceptional. Being on board The boat enabled us to weigh anchor at reefs that weren't accessible from the beach. (more)Judith Arnstein
Snorkling in the seychelles in very deep water with divers below us. (more)Janet Baldanza
Being in a different location every day enabled us to see so many beautiful, breathe taking places. (more)Lisa Fogden
From
£1,280
excluding flights
The most memorable part was... exploring the beautiful coastline around Mull, Loch Sunart and Loch Teacuis...Superb scenery and wildlife. (more)Christine Ansons
I was very happy that we found the puffins rock (Dún Mòr) on Sanday. With another traveler I surrounded the peninsula with the help of a map with only a few details like some walls, the church and the silhouette of the island - no paths! (more)Brigitte Horlitz
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 vacations I’ve had. Definitely 5 stars. (more)Lykke Holst Hoffbeck
From
£1,280
excluding flights
This vacation forces one to totally relax. Bring great books and let the ocean, islands and surroundings fill your day. (more)KATHLEEN MICK
We loved Scotland and the operator. The crew was great and went out of their way to make sure we were happy, well feed and comfortable. (more)David Baker
It was a delight. I was hoping for something unique and it was! (more)Sue Ellen Christensen
From
US $1,588
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
US $1,588
excluding flights
The most exciting part of the vacation 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
US $1,803
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
US $1,050
excluding 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
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
€1,190
excluding flights
Memorable parts?
There are too many amazing moments to list, but seeing the sunset from the peak of Koh Rork, seeing a sea eagle with a sea snake in its claws fly over our yacht, learning the basics of nautical navigation, and snorkeling among the many reefs are at the top.
Tips?
Stay flexible. It's Thailand.
Local benefits?
Yes. Our Skipper was very conscious and knowledgeable about how each island disposed of its trash. He made sure to pay more than fair prices for fish... (more)Craig Wakefield
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
US $2,074
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-travelers
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
US $3,805
excluding flights
Memorable parts?
Picnic at La Guardia and day free to explore Bilbao. Lots of nice pintxo.
Tips?
Use packed bag, because lots of walking with luggages. Its manageable
anyway, just that packed bag is easier.
Local benefits?
No idea.
Overall rating?
It just great and too short for me. (more)Swiss Nge
From
£683
excluding flights
The whole experience was wonderful. Sotiris, our skipper was fantastic , very professional, kind and fun. This vacation 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
US $2,615
excluding flights
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