Tall Ship Sailing in the Hebrides
- Vessel: Flying Dutchman
- Where: Scotland
- Duration: 8 days
- Embark: Oban - 19 July 2024, 18:00
- Disembark: Ullapool - 26 July 2024, 10:00
Explore the Inner Hebrides on tall ship Flying Dutchman as she sails from Oban to Ullapool.
Join tall ship the Flying Dutchman in the Scottish harbour town of Oban on the West Coast of Scotland. This adventure sailing holiday will see you sailing along the West, exploring the Isle of Skye and finishing in Ullapool.
Perfect for those looking to explore remote locations while discovering the natural beauty and ancient history on land and experiencing traditional tall ship sailing.
- Fully crewed tall ship
- Traditional sailing
- Private ensuite cabins
- Longer passages at sea
- Half-board
- Isle of Skye
- Sail area & highlights
- Gallery
- Life on board
- Sample menu
- Travel planning
- The boat
- FAQs
- What's included
- Boat schedule
YOUR SAILING AREA
Oban to Ullapool
Sailing in the Hebrides offers some of the most breath-taking and fascinating sailing grounds in the UK. The landscape and islands that make up the West coast of Scotland offer so much variation for ours boats and guests, you will quickly see why our guests return year on year. Think remote anchorages where mountains run straight into the sea, miles of atmospheric landscapes, secret coves and uninhabited islands for walking trails ashore.
The main focus of this adventure sailing holiday will be to sustainably travel and explore where the wind and weather will determine your route and destination. The skipper and crew will have a better idea of what to expect from the weather as you board.
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Hop aboard the Flying Dutchman at 6pm and after an introduction to the crew, dinner will be served at 7pm where you can get to know your fellow guests. (If you are arriving into Oban earlier, just let the boat know and you can drop your luggage off and spend some time exploring.) The route will be entirely dependant on the wind direction so there is no fixed itinerary but below is an idea of what we would hope to achieve.
Our first stop will be the picturesque harbour town of Tobermory – a few hours sailing from Oban, passing the beautifully restored Duart Castle along the way. Tobermory is the largest town on the Isle of Mull. It is a charming little town with brightly coloured houses and a range of small businesses including a chocolate shop, bakery, candle maker, silversmith, art gallery and a potter. Tobermory is also known for its arts centres, a small theatre company and some good pubs and eateries. And of course you can visit the famous Tobermory Distillery on our trip.
From Tobermory, we set sail for Inverie, a town on Loch Nevis. Inverie is the largest town on the Knoydart Peninsula and can only be reached by boat or a two-day walk through the hills. From the pier where we moor, you have a magnificent view of Loch Nevis and many beautiful walks in the area. As we sail, there is a good chance to spot dolphins and whales!
Continue our journey north through the “Kyle Rhea”, a strait between the mainland and the Isle of Skye known for strong tidal currents, towards Plockton. Plockton is a colourful village known as “The Jewel of the Highlands” with a sheltered bay for anchoring. Due to the many palm trees in Plockton, the village feels almost Caribbean in good weather!
Today we sail to Skye, the largest island of the Inner Hebrides. The village of Portree is the largest town on the island and has a lot of nice shops and attractions. There is enough time to explore the island and for example the walk to the famous “Old man of Storr”.
A long day under sail sees us arrive to Lochinver, a pretty fishing village just north of Ullapool. Lochinver is situated in a beautiful area, and is famous for the local “Pie shop” which attracts tourists from all over the world. After exploring Lochinver we’ll make way for our final destination of Ullapool. A relatively young town, founded in the late 18th century during the peak of herring fishing. The rugged landscape around Ullapool is known for its nature, wildlife and many bird species.
All voyages for Flying Dutchman
Flying Dutchman
Guest berths: 24 Rig: Schooner
Built in 1903, the Flying Dutchman has been recently re-fitted to a high standard for comfortable sailing holidays in Scotland. There is a huge 480m² sail area to propel you through the water and on the Flying Dutchman you will have the option to participate in helping the different sails up and getting to know all the different crafts. You will be guided by an experienced crew to help you with all the different crafts on the ship. If you want to steer the ship, do not hesitate to ask the captain.
The main saloon is a generous space with plenty of portholes providing comfortable area with lots of natural light. A combination of sofas and tables make it a great communal area to get to know your fellow guests and enjoy meals inside. There is also a well-stocked bar within the saloon area too. Below decks, there are ten ensuite cabins for guests with bunk beds, all with heating and air-conditioning depending on where you are in the world.
The rear deck is layered with wood, which emphasises the traditional atmosphere of the ship. On the main deck there are 3 different tables and couches to sit on, this area is covered to protect the guests from the rain. This offers the opportunity to stay outside and eat your dinner under the stars.
Deck plan

Life on board…
One of traditional sailing, sea-faring tales and breath-taking destinations, sailing with the Flying Dutchman is a far cry from its ancestral name. Although a traditionally rigged vessel with an authentic wooden boat feel throughout, the Flying Dutchman has been fitted as a charter vessel to a high, modern standard – providing guests with an authentic sailing experience while ensuring comfort and mod-cons are not forgotten.
Enjoy a balance of traditional sailing harnessing the power of the wind to spending time exploring ashore in hard to reach locations away from the tourist hustle and bustle.
Offering sailing tall ship holidays in Scotland and the Hebrides, the Flying Dutchman aims to give guests a traditional tall ship adventure. Family owned and operated, the Flying Dutchman is perfect for solo travellers, couples or older families looking for that classic tall ship experience making memories that will certainly last a life time.
Getting Involved
The crew encourage guests to get involved with all aspects of sailing this fascinating schooner. She is traditionally rigged but also has a winch system so can be sailed comfortably by the crew if guests simply want to put their feet up and enjoy the views! From hoisting the sails, basic rope-work and even some simple navigation skills, you can get involved as much or as little as you’d like. Once the sails are up you can enjoy the beauty of silently crossing the ocean using just the power of the wind.
Sleeping, eating and Relaxation
A designated chef ensures that you’re well fed and looked after after a day of sailing the Scottish Seas. Breakfast, lunch, snacks, soft and hot drinks are all included in the half board ticket price. Evening meals aboard are not included (unless you are tucked up in a secluded anchorage!) and this is done so that guests can experience true Scottish hospitality ashore and support the local economy while enjoying sustainable, local produce.
The main saloon is a generous space with plenty of portholes providing comfortable area with lots of natural light. A combination of sofas and tables make it a great communal area to get to know your fellow guests and enjoy meals inside. There is also a well-stocked bar within the saloon area too. She has ten ensuite twin cabins below decks and all cabins have air-conditioning or heating with all bedding and towels provided.
The rear deck is layered with wood, which emphasises the traditional atmosphere of the ship. On the main deck there are 3 different tables and couches to sit on, this area is covered to protect the guests from the rain. This offers the opportunity to stay outside and eat your dinner under the stars.
What’s included
The Flying Dutchman works on a half board basis to give guests a chance to experience the local cuisine. All breakfasts, tea, coffee and juice are included in the ticket price. Lunch and evening meals will be a 50/50 split of eating onboard (included in the ticket price) and eating ashore (not included in the ticket price). If the Flying Dutchman is not able to go ashore for any reason (weather related), guests will be able to eat onboard!
- All bedding (pillow, sheets & duvet) and wash towel
- Full crew plus tuition
- Marina and fuel fees
- All tender trips to and fro the boat
- Lifejacket
What’s not included
- Eating ashore
- Waterproofs
- Any flights
- Transit hotels
- Travel to and from the boat on the day of joining/leaving
- Travel insurance
- Sailing Insurance (Please read our Sailing Insurance page for more information)
- Crew tips
- Personal expenses
Travel insurance notes
As this is an active adventure holiday, we advise that everyone has the appropriate personal accident travel insurance whilst onboard in addition to standard travel insurance which would cover you in the time between making your booking and departing for your adventure. These policies can sometimes be combined so please check with your travel insurance provider.
Please read more information on our Insurance guidelines page.
This voyage will not be more than 12miles offshore.
FAQ
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Are there any added extra's?
No, unless you go ashore. Excursions are not included.
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Can you cater for dietary needs?
Vegetarians only.
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What language is spoken onboard?
German/English
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What are the sleeping arrangements?
10x double ensuite cabins and 1x four berth ensuite cabin
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How many toilet/showers does she have?
11
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Is there WIFI?
No, but you should easily be able to reach 3G/4G from the shore.
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Can I charge my phone/Camera?
Yes
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Are there life jackets provided?
Yes
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Are Waterproofs provided?
TBC
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Do I need sailing experience?
No, absolutely not! Just a lust for adventure.
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Will I be sea sick?
Everyone reacts differently but we recommend if you are at all worried to take some medication 24 hours before departure.
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Is bedding included?
All bedding and wash towels are included. Please bring a swimming towel if you wish to swim ashore.
Gallery
imageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageTravel Planning
From: Oban
To: Ullapool
To see where the ports are, along with your likely sailing area, please view the sail area & highlights.
Getting There
OBAN
PARKING
There is ample parking in Oban if you arrive by car. Secure parking can be found at MacQueen Bros, or you could try the Tesco carpark and pay for 24 hour parking on arrival using the Your Parking Space app.
BY RAIL
Oban station is a 5-10 minute walk from North Pier. Trains run 6 times a day to Glasgow Queen Street Station where there are good travel links to the rest of the UK.
BY AIR:
Glasgow and Edinburgh Airport both require taking a train from Oban which takes approximately 2-3hours. Flights go direct to Stansted Airport.
STAY IN OBAN:
There are plenty of places to stay in Oban. Try;
Witchwood House – https://witchwoodhouseoban.com/
The Scot – https://thescotoban.com/
Perle Hotels – https://perlehotels.com/oban/
GETTING HOME
ULLAPOOL
BY RAIL
There are no rail links to Ullapool but the nearest station is Garve where you can get train links to the city of Inverness where you can pick up connections to most of the UK. Garve station is about a 40 minute taxi drive from Ullapool. Check ScotRail for timetables.
BY AIR
There are direct flights into Inverness (INV) Airport, which is about one hour to Ullapool by car/taxi. This is the easiest way to Ullapool. There is a bus service from the airport into Inverness which takes about 30 minutes.
BY COACH/BUS
CityLink Coaches operate a service between Inverness and Ullapool and megabus has services from Inverness connecting you to the UK.