74 Sailing cruise holidays found
Luxury gulet cruise in the Aegean
5 star services while cruising the Greek Islands in luxury
From £945 to £1,179 8 days ex flights
Small group travel:
2019: 27 Apr, 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 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, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Sailing in Croatia
A multi-activity adventure sailing cruise
From €580 to €790 4 days ex flights
Small group travel:
This trip can be booked any day of the week from 13 April until 16th October
Liveaboard diving and sailing holiday in Greece
Combine a sailing and diving adventure in the Greek islands
From £697 to £812 7 days ex flights
Small group travel:
2019: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 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, 5 Oct, 12 Oct, 19 Oct
Hebrides cruise, The Sounds of Mull, Luing, Shuna and Jura
Cruise the Sounds of the Hebrides: Mull, Luing, Jura, Shuna
From £480 to £1,350 7 days ex flights
Small group travel:
2019: 4 May, 1 Jun, 25 Jun, 28 Aug, 30 Sep, 1 Oct
2020: 18 Apr, 19 Apr, 24 Jul, 16 Aug, 15 Sep, 5 Oct
2020: 18 Apr, 19 Apr, 24 Jul, 16 Aug, 15 Sep, 5 Oct
20% off for families (min 4) on our 2019 cruises aboard st hilda & seahorse ii. book before the 28 feb 2019 with code "rt20". st hilda is the perfect holiday for a family - children & adults love learning to hoist the sails & using our sea kayak!
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.
Scotland private charter sailing holidays
Private Charter a small ship around the Scottish Islands
From £7,188 to £16,410 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Cruising holiday in Burma, the Mergui Archipelago
A comprehensive tour of Burma including ocean sailing
From £6,130 17 days inc UK flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Mull circumnavigation cruise, Scotland
Staffa, Iona and Ross of Mull from our small cruise ships
From £960 to £1,350 7 days ex flights
Small group travel:
2019: 26 Apr, 28 Apr, 14 May, 19 May, 16 Jun, 13 Jul, 27 Jul, 10 Aug, 5 Sep
2020: 26 Apr, 27 Apr, 14 May, 15 May, 16 Jun, 24 Jun, 14 Jul, 27 Jul
2020: 26 Apr, 27 Apr, 14 May, 15 May, 16 Jun, 24 Jun, 14 Jul, 27 Jul
20% off for families (min 4) on our 2019 cruises aboard st hilda & seahorse ii. book before the 28 feb 2019 with code "rt20". st hilda is the perfect holiday for a family - children & adults love learning to hoist the sails & using our sea kayak!
Greek Island cruising holiday
Discover a side of Greece riddled with myth and magic.
From £2,350 8 days ex flights
Small group travel:
2019: 5 Jul, 9 Aug, 4 Oct
St Kilda, Outer Hebrides Cruise, Scotland
Cruise to St Kilda, Monachs, Outer Hebrides and Small Isles
From £1,760 to £2,475 12 days ex flights
Small group travel:
2019: 2 Jul, 15 Jul, 4 Aug
2020: 3 Jun, 5 Jul
2020: 3 Jun, 5 Jul
20% off for families (min 4) on our 2019 cruises aboard st hilda & seahorse ii. book before the 28 feb 2019 with code "rt20". st hilda is the perfect holiday for a family - children & adults love learning to hoist the sails & using our sea kayak!
Island hopping cruise in Northern Croatia
Small ship cruise Croatia's to northern islands from Opatija
From £559 to £805 8 days ex flights
Small group travel:
2019: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 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, 5 Oct, 12 Oct
Sailing holiday in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From £1,069 to £1,184 8 days ex flights
Small group travel:
2019: 18 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 10 Aug
2020: 16 May, 30 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 19 Sep, 3 Oct
2020: 16 May, 30 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 8 Aug, 22 Aug, 5 Sep, 19 Sep, 3 Oct
Late availability on these dates: 18 May
Greek Islands sailing holiday, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From £1,104 to £1,139 8 days ex flights
Small group travel:
2019: 11 May, 25 May, 8 Jun, 22 Jun, 6 Jul, 3 Aug, 17 Aug, 28 Sep
2020: 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 18 Jul, 1 Aug, 15 Aug, 29 Aug, 12 Sep
2020: 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 18 Jul, 1 Aug, 15 Aug, 29 Aug, 12 Sep
Late availability on these dates: 11 May, 25 May
Seychelles sailing adventure holiday
Sailing the Paradise islands of Seychelles.
From €1,190 11 days ex flights
Small group travel
Thailand sailing holiday, 10 days
Join us in flotilla for "same, same, but different route"
From €1,090 11 days ex flights
Small group travel
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.
Dubrovnik to Hvar sailing holiday
Active sailing adventure around Croatian Islands
From €820 to €990 5 days ex flights
Small group travel:
2019: 30 May, 3 Jun, 9 Jun, 13 Jun, 6 Jul, 10 Jul, 8 Aug, 12 Aug, 31 Aug, 4 Sep, 26 Sep, 30 Sep
Family sailing holiday in Turkey
Explore southern Turkey, Dalyan to Delikada Island
From £1,150 to £1,265 8 days inc UK flights
Small group travel:
2019: 27 Jul, 3 Aug, 10 Aug
2020: 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug
2020: 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug
Skye and the Small Isles sailing holiday
Sail Scotland's Small Isles and visit spectacular Skye
From £1,120 to £1,800 9 days ex flights
Small group travel:
2019: 18 Apr, 6 May, 16 Jun, 18 Aug, 29 Aug, 13 Sep
2020: 4 May, 5 May, 4 Jun, 18 Jul, 20 Aug, 24 Aug
2020: 4 May, 5 May, 4 Jun, 18 Jul, 20 Aug, 24 Aug
20% off for families (min 4) on our 2019 cruises aboard st hilda & seahorse ii. book before the 28 feb 2019 with code "rt20". st hilda is the perfect holiday for a family - children & adults love learning to hoist the sails & using our sea kayak!
Arctic sailing voyages, Spitsbergen
Experience sailing in the fjords
From €2,450 to €5,290 8 days ex flights
Small group travel:
2019: 1 May, 8 May, 15 May, 22 May, 29 May, 8 Jun, 17 Jun, 27 Jun, 28 Jun, 7 Jul, 17 Jul, 23 Jul, 27 Jul, 7 Aug, 22 Aug
2020: 29 May, 30 May, 9 Jun, 18 Jun, 19 Jun, 28 Jun, 29 Jun, 8 Jul, 9 Jul, 18 Jul, 24 Jul, 23 Aug
2020: 29 May, 30 May, 9 Jun, 18 Jun, 19 Jun, 28 Jun, 29 Jun, 8 Jul, 9 Jul, 18 Jul, 24 Jul, 23 Aug
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
From £520 to £635 7 days ex flights
Small group travel:
2019: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 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, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Maldives holidays, Dhoni cruise
Cruise the Atolls unspoilt tropical islands
From £1,750 to £2,560 9 days inc UK flights
Small group travel:
2019: 2 Mar, 9 Mar, 16 Mar, 6 Apr, 13 Apr, 3 Aug, 10 Aug, 14 Sep, 26 Oct, 9 Nov, 16 Nov, 23 Nov, 30 Nov, 14 Dec, 21 Dec
2020: 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 7 Mar, 14 Mar, 21 Mar, 4 Apr, 18 Apr, 1 Aug, 8 Aug, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec
2020: 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 7 Mar, 14 Mar, 21 Mar, 4 Apr, 18 Apr, 1 Aug, 8 Aug, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec
Late availability on these dates: 02 Mar, 09 Mar, 16 Mar, 06 Apr, 13 Apr
Burma sailing holiday, the Mergui archipelago
Adventurous exploration of the Myeik Archipelago in Burma
From £1,715£1,029 to £1,885 9 days ex flights
Small group travel:
2019: 12 Mar, 19 Mar, 26 Mar, 2 Apr, 9 Apr, 16 Apr, 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2020: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr
2020: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 3 Mar, 10 Mar, 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr
Up to £680 off selected dates.
Late availability on these dates: 12 Mar, 19 Mar, 26 Mar, 02 Apr, 09 Apr, 16 Apr
Late availability on these dates: 12 Mar, 19 Mar, 26 Mar, 02 Apr, 09 Apr, 16 Apr
Wildlife sailing holiday in Scotland
Extraordinary wildlife above and below the waves
From £480 to £2,475 6 days ex flights
Small group travel:
2019: 18 Apr, 19 Apr, 26 Apr, 28 Apr, 4 May, 6 May, 14 May, 19 May, 22 May, 1 Jun, 6 Jun, 16 Jun, 25 Jun, 2 Jul, 13 Jul, 15 Jul, 21 Jul, 27 Jul, 4 Aug, 10 Aug, 17 Aug, 18 Aug, 28 Aug, 29 Aug, 5 Sep, 8 Sep, 13 Sep, 16 Sep, 23 Sep, 24 Sep, 30 Sep, 1 Oct, 8 Oct, 9 Oct, 15 Oct, 16 Oct
2020: 11 Apr, 12 Apr, 18 Apr, 19 Apr, 26 Apr, 27 Apr, 4 May, 5 May, 14 May, 15 May, 22 May, 23 May, 3 Jun, 4 Jun, 14 Jun, 16 Jun, 24 Jun, 2 Jul ...
2020: 11 Apr, 12 Apr, 18 Apr, 19 Apr, 26 Apr, 27 Apr, 4 May, 5 May, 14 May, 15 May, 22 May, 23 May, 3 Jun, 4 Jun, 14 Jun, 16 Jun, 24 Jun, 2 Jul ...
20% off for families (min 4) on our 2019 cruises aboard st hilda & seahorse ii. book before the 28 feb 2019 with code "rt20". st hilda is the perfect holiday for a family - children & adults love learning to hoist the sails & using our sea kayak!
Seychelles sailing holiday
Island hop round the Seychelles in a wooden hulled sail ship
From £1,455 8 days ex flights
Small group travel:
2019: 23 Feb, 2 Mar, 9 Mar, 16 Mar, 23 Mar, 30 Mar, 6 Apr, 13 Apr, 20 Apr, 27 Apr
Freediving and sailing holiday in Greece
-sail, freedive and explore the Ionian Sea
From €1,250 7 days ex flights
Small group travel:
2019: 27 Jul
Baltic Sea England to Germany sailing tour
Sail England to Germany and through the iconic Kiel canal
From £1,099 10 days ex flights
Small group travel:
2019: 23 May
Scotland to Norway sailing holiday
Sailing expedition from Scotland to Arctic Norway
From £2,240 16 days ex flights
Small group travel:
2019: 17 May
Scotland to Iceland sailing holiday
Awe inspiring sailing & exploration, Scotland to Iceland.
From £2,275 16 days ex flights
Small group travel:
2019: 30 Jun, 18 Aug
Greece sailing holiday in Ionian Sea
Sail, explore and experience the Ionian islands in Greece
From €583 to €825 7 days ex flights
Small group travel:
2019: 5 May, 3 Aug, 10 Aug, 17 Aug, 31 Aug, 6 Oct
2020: 24 May, 14 Jun, 12 Jul
2020: 24 May, 14 Jun, 12 Jul
Whiskey trail sailing holiday in Scotland
Sailing, training & exploring famous Scottish distilleries!
From £1,820 14 days ex flights
Small group travel:
2019: 28 Apr
Dubrovnik Islands sailing holidays
Explore amazing islands around Dubrovnik on a sailing yacht.
From €1,060 to €2,490 8 days ex flights
Tailor made:
Our sailing trips are all tailor-made, but they have to start on Saturday.
From
£945
excluding flights
Memorable parts?
Great boat, super food, good company
Tips?
Be aware the air con is not the best and take your own wine, no choice
Local benefits?
A little
Overall rating?
Fantastic. The tour operator was efficient, professional and friendly. (more)Susan Armstrong
From
€580
excluding flights
From
€2,450
excluding flights
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
Absolutely magical. The boat, crew, food, trips, fellow passengers, weather, everything was amazing. (more)Emily Shields
From
£520
excluding flights
A delightfully fun, relaxing week with a skipper (Sotiris) who found the perfect balance between being present and leaving us to it. Spot on. (more)Lucy Cripps
A great compromise between sailing, swimming in secluded creeks and discovering the small cyclades and its lovely traditional greek foods. (more)Alex Navarre
There isn't just one memorable part of the holiday. We saw many places, ate at well chosen local restaurants that I would not have otherwise found if travelling alone, swam daily in different coves and pretty local beaches (more)Sophia McKett
From
£697
excluding flights
The most memorable part of the holiday was the Tavernas...Safe and easy going sailing and diving...Very good. (more)Tomasz Gliniewicz
The most memorable are the beautiful quiet islands we visited during the sailing trip, the 2 dolphins who swam with us the second day, the dive to a German war plane and the sailing itself. (more)Arabella Bosscher
Very nice holiday! Meeting nice people and places, everything was perfect...We saw many different Islands and everyday was different.
(more)Heidi Willi
From
£1,029
excluding flights
Not knowing anything about the Islands off Burma, or knowing anyone who had been, it was all very memorable our week on the catamaran. We had a fantastic skipper, Carlos, who was fun, sociable and very practical in running the boat, with his team. Exceptional, we made the most of it with lots of swimming, snorkelling... (more)Bridget Gladwin
Kayaking through mangroves and visiting fishing villages was the most memorable moment. Excellent. Saw places few westerners have ever seen. Great climate. wonderful swimming. First class skipper and crew. (more)Marilyn Hands
Very good! Just being on a boat for a week was great. (more)Katharina Wieland
From
£480
excluding flights
We loved it, quite different from our usual sort of holiday. We were well looked after. (more)Elaine Bowdery
The most memorable part of the holiday was... life aboard an authentic, well-looked after and wonderful small ship! Seeing plenty of wildlife and plotting our navigation routes each evening and morning before travelling throughout the Hebrides. (more)Victoria Hawksworth
Great. The company Sea Adventures logo is definitely deserved but we always felt safe!
(more)Jo Turner
From
£1,750
including UK flights
The size of the boat the crew and natural beauty of the Maldives was a win win situation. (more)Linda Moldauer
The snorkeling was great - saw many beautiful fish, turtles, sharks, dolphins, (more)Raelene Shea
Seeing a dolphin chasing a flying fish was extraordinary...and one of so many fantastic sights and experiences on board. (more)Heather Daniel
From
£1,069
excluding flights
Memorable parts?
Being with family, making new friends and seeing the beautiful islands.
Tips?
It's a very slow relaxing trip.
Local benefits?
Helped local people
Overall rating?
The holiday was amazing, trust your skipper was great at sailing the boat but not very good with information about the islands. We would ask him a question
and 90% of the time it was i hate that island, just sit and have a coffee. We had a lot of wasted time waiting. (more)Debra Klein
From
£1,760
excluding flights
It was beautiful. We saw seals, dolphins, a minke whale and all sorts of sea birds...Morag our cook was brilliant serving up tasty meals and even making bread for my husband who is gluten intolerant. (more)Joan Adams
I rate this holiday as one of the best I’ve had. Everything worked to perfection. The crew were helpful, friendly and skilful. It was a very happy band of travellers who were privileged to visit a seldom visited, beautiful part of the world. (more)Vivienne Clarke
From
£1,104
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
£559
excluding flights
Excellent. High quality food. Beautiful boat with excellent facilities. However some of the crew were a bit miserable and probably should not be doing this
job. (more)Kate York
It was fantastic. Crew and other passengers all very friendly. We felt as if we had been away for weeks! (more)Irene Shaw
Swimming in crystal clear seas and visiting historic towns was wonderful. I enjoyed sitting out on deck in picturesque harbours before dinner in one of the local restaurants.
(more)Rebecca Grimshaw
From
£480
excluding flights
The opportunity to see aspects of the beautiful inner islands from the lochs
was quite special. Fabulous sunsets and misty mornings, seals and dolphins, hikes and a little fun fishing were all memorable. (more)Janis Tratnik
Sitting on the deck watching the wildlife & scenery were the most memorable parts of the holiday
(more)Jane Harvey
This is a great cross-generational holiday because elderly people can participate as much as they are able and there are activities too for younger people (more)Linda Farthing
From
£1,455
excluding flights
Memorable parts?
Snorkelling at various sites.
Tips?
If you're travelling alone try and get a single use cabin, it's not too expensive and unless you like being fairly intimate with strangers it makes things much more comfortable in the small cabin space. Even outside your own cabin, remember you're sharing quite a small space with a bunch of strangers. That might be great, or not so great - it really depends on how gregarious you are and the characters of the other people on board.... (more)Nicholas Ward
From
£1,280
excluding flights
This holiday 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
CA $6,495
excluding flights
Memorable parts?
Seeing the bears - we were quite close to the Black bear. Also the Grizzly Bears
especially the mum with her three young cubs along with this is the boat , the
environment and the peace and quiet - apart from the noise of nature. The
Humpback whales were fantastic. The crew on the boat brilliant - our naturalist so knowledgeable and our chef was amazing - no junk food there.
Tips?
It is a rainforest so you need strong waterproof clothes that do the job As the... (more)Susie Barrett
From
£1,320
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
£960
excluding flights
Memorable parts?
Being "on the water" was exhilarating! When the weather was good, it was glorious, and when the weather was stormy, it was exciting.
Tips?
Miminize luggage. Storage space is modest. Layers are necessary. Don't forget the rain gear.
Be flexible. Much of the itinerary is dictated by weather and tides.
The holiday providers office staff are very kind to help with arrangements.
Try to take time before/after the cruise to visit Oban and Tobermory. Lovely towns.
Local... (more)Sue Ellen Christensen
From
£520
excluding flights
Every moment on the boat was highly enjoyable, the islands we travelled to were extremely beautiful, the food was exquisite, the sea so clean and blue as you would only imagine on postcards. The most memorable moment of the holiday was a night swim and snorkel amidst the luminous plankton. (more)Carolin Sommer
Fantastic we were well looked after, and very welcome on board the sailing boat. Swimming and sailing also the Greek food and Taverna's recommended by Annie and Satera were fantastic. (more)Vanessa Sutcliffe
From
£1,120
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 traveller 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
US $1,299
excluding flights
From
£6,130
including UK flights
From
€1,150
excluding flights
Memorable parts?
Swimming off the Atlantic coast of Portugal after being towed on a rubber ring by the yacht
Tips?
Check the cabin accommodation and what it entails.
Local benefits?
Yes, we visited many small villages both in Spain and Portugal and helped with their economy. We recycled most of our rubbish and deposited some in the appropriate bins on shore.
Overall rating?
I had a great time. It would have been easier if I spoke more Spanish, but my vocabulary... (more)Jill Brasch
From
£895
excluding flights
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