I’ve put together a list of my favourite sailing movies, including Hollywood blockbusters, all-time classic films, and inspiring documentaries.
In my previous edition of Armchair Travel, focused on Ocean films, I struggled narrow it down to just 10 of my favourites, and not to fill up the list with sailing movies filled with beautiful boats. So I split the two, and decide to offer you up a second helping.
I’ve put together a list of the best sailing movies I’ve seen, a mix of modern and classic, drama and documentary film. Tragedy and terrifying ordeals, unimaginable tales of survival, tempestuous adventures, and inspiring journeys of discovery all feature in my selection of sea-soaked cinema. Perfect for a dry night in on the sofa.
Swallows and Amazons (1974)
A classic film for a rainy Sunday afternoon. Four children (the Swallows) spend an idyllic summer learning to sail in the English Lake District, encountering ruthless pirates (the Amazons), before setting aside their quarrels to take on Captain Flint. The film is all about children’s rivalries and relationships. Swallows and Amazons forever!
Age of Sail (2018)
A beautifully animated short film that captures the end of an era, as the old skipper of a traditional Bristol pilot cutter contemplates his place in a world of steamships. The whole thing (12 minutes) is available to watch on youtube.
Deep Water (2006)
An excellent documentary telling the true story of the first-ever solo, non-stop, round the world sailing race in 1968. The film focuses on the tragic story of Donald Crowhurst and gives a real insight into how extreme solitude can affect mental state.
A nautical horror that takes its power from the simplicity of the plot. A group of friends on an offshore sailing trip decide to take a dip in the ocean, leaving only a young baby aboard. But who remembered to rig the boarding ladder?
White Squall (1996)
Based on the true story of the school ship Albatross, which sank in the early 1960s, with a trainee crew of American teenagers. The voyage of a lifetime, learning about teamwork and discipline, becomes a harrowing battle for survival after encountering freak weather conditions.
Captains Courageous (1937)
A nautical film classic based on the 1897 novel by Rudyard Kipling. A spoiled rich boy falls overboard from a steamship, and is recovered by a Portuguese fishing vessel. To earn his keep onboard, he must join the crew in their work, and soon learns the lesson of hard graft in this touching film.
Dead Calm (1989)
If watching White Squall (awful weather) and Adrift (going overboard) haven’t scared you enough, this chilling thriller will finish you off. A grieving couple set sail on the trip of their lifetime. All is going well until they rescue a lost sailor who is drifting at sea…
British sailor Tracey Edwards made history by skippering the first all-female crew in the Whitbread Round the World yacht race in 1989. This documentary dives deeply into the challenge of the competition on the open ocean, and the sea of misogyny faced by Edwards and the Maiden crew from other competitors and the press.
Master and Commander: The Far Side of the World (2003)
Russell Crowe makes a fine Captain Jack Aubrey in this period action film adapted from several Patrick O’Brien novels. Expect a pretty accurate depiction of a ship during the Napoleonic Wars, and some superb sailing sequences as Captain Jack Aubrey pushes his crew and ship to the limit whilst in pursuit of a French warship.
Captain Ron (1992)
A light-hearted comedy adventure film about a family that inherits a yacht and decide to set off on an adventure with the unlikely Captain Ron. I will die on this hill: this is one of the greatest films about sailing ever made, and that Kurt Russell is a brilliant actor (see The Thing, Big Trouble in Little China, Escape from New York, Tango and Cash, and the rest for more confirmation).
Which is your favourite sailing film? Do you have any recommendations?
I’d love to hear from you; let me know what you think in the comments.
Through this summer most of my travels have either been onboard Irene, or around the areas where the ship has been based. After completing the TGO Challenge, and taking part in an interview for a winter job, I returned to Oban to rejoin the ship. After a quick turn around, we picked up Kag, our kayaking guide, and a bunch of boats, and headed out to explore the islands of the Inner Hebrides.
Our first stop was the sheltered water of Loch Spelve, on the eastern side of Mull, to wait out high winds and feast on mussels from the local farm and foraged seaweed. As I was pottering about in the tender I had a phone call. I was successful at the interview. I got the job! Or more accurately, I was going to be part of the team to do the job. More about that below.
Once storms abated, we headed through the Sound of Mull and round Ardnamurchan Point to the Small Isles, spotting a couple of minke whales on the way. We dropped anchor off Eigg, under the imposing An Sgurr, for a couple of nights, and I was fortunate to join the group for a paddle along the east side of the island accompanied by singing seals and diving gannets. Kag also introduced us to the concept of sea diamonds, which made kayaking in a total downpour seem damply magical.
Back in Oban, we had time for a quick crew turn around and a couple of great nights out, before heading out. This time we turned southwards, heading for Jura, and the sheltered water of Loch Tarbert, and Islay, dropping the kayakers in near Ardbeg for a paddle round to Port Ellen, with as many whisky stops as they could manage. On the return leg, we called in by the islands of Oronsay and Colonsay, anchoring in beautiful Kiloran Bay for a barbecue on the beach.
At the end of June, I had what felt like my first proper holiday in a very long time. I spent five days on the Isle of Coll in the Inner Hebrides, and was blessed with the best weather conditions. A spot of rain on the first afternoon, just enough that I didn’t feel I was missing out while I caught up on sleep after leaving the ship. Then beautiful sunshine and light winds to cycle around from one end of the island roads to the other, and stopping off at spots around the island to hike, swim, birdwatch and beachcomb.
At the end of my leave, I returned to Irene in Swansea, to move her round to Cornwall for the final months of the season. We stopped off at Lundy on the way, anchoring overnight beneath the cliffs. A 1am wake-up call to move anchor at the turn of tide turned out to be one of the most magical experiences of the voyage, as thousands of Manx shearwaters swirled through the air around us, through the rigging, and called out from their burrows. A stowaway bird emerged from the hawsepipe the following morning, and I helped her back to the sea.
We finished our voyage in Newlyn, which became our base for the next month for voyages to the Isles of Scilly and Brittany, and very quickly one of my favourite places. As a working fishing port, life here lacks the softness and sanitation of nearby coastal villages. You wouldn’t be wrong to describe the place as rough or gritty, especially after a night out to the Swordfish pub, once considered one of the toughest in the UK, but the richness of the stories I found was compelling.
I’d been looking forward to visiting the Isles of Scilly all summer, however weather conditions were not in our favour. One drizzly grey voyage, and another blown out by an Atlantic storm. However, the Brittany trip was fantastic, with a few days exploring around Tréguier and Ile de Bréhat, and a wonderful wildlife-filled channel crossing, with common dolphins accompanying the ship from sunrise onward. The only disappointment was that we arrived back to Newlyn on the very same day a humpback whale was filmed lunge feeding just a couple of miles away, and we missed it. Check out the awesome photos on the Lone Kayaker’s blog, including one of Irene passing St Michael’s Mount.
On my next leave, I caught up with the rest of the team for my new job for a couple of days in London to get to know each other better, and for the chance to bombard Lucy, returning for a second season, with hundreds of questions about what to expect.
Back on Irene, we relocated the ship to Falmouth, using it as a base to explore the coast from The Lizard and Start Point, visiting Salcombe, Fowey, and Mevagissey, as well as a favourite anchorage in the Helford River. With big winds forecast on a couple of days, we also explored the upper reaches of the Fal above Trelissick Gardens. At the very end of August, we dropped in by the Classic Sail Festival at Charleston Harbour, deep in Poldark country. So many beautiful boats that I want to sail on.
Lowestoft drifter Gleaner arriving at Charleston Harbour
Lugger Greyhound, the fastest of the UK classic sailing fleet
Greyhound meeting topsail schooner Anny of Charleston
The new job!
So, it’s going to be very different this winter. I’m extremely excited to share the news that I’ll be heading to Antarctica, to spend the southern summer season working in the Penguin Post Office at Port Lockroy. I’ll be part of the team helping to run the Post Office and greet visitors to the island, and have the responsibility to monitor the resident penguin population through the season. I’m beyond overjoyed about it all, though a bit daunted at the prospect of four months on a small island in a remote setting.
My summer love list:
Books: It’s been difficult to find time to read through the summer, but long train journeys to meet the ship in Swansea and Newlyn were perfect. I read Empire Antarctic: Ice, Silence and Emperor Penguins by Gavin Francis, taking screeds of notes. I also discovered the fabulous Beerwolf pub/bookshop in Falmouth, and succumbed to temptation, buying a couple of copies of Granta Magazine.
TV Show: When I’m off the ship I can catch up on watching films and TV that I don’t usually get the chance to see. The Dark Crystal: Age of Resistance has me so excited. I absolutely adored the film when I was young. And, inspired by my time in Cornwall this summer, I’ve got really into Poldark. For the traditional sailing ships, not the shirtless scything, honestly.
Clothing: I’ve been living in shorts and flipflops for the past three months. I don’t think I’ll ever manage to wear proper shoes again…
Equipment: I think my most used bit of kit through the summer has been a heavy duty drybag with a shoulder strap that I discovered in the magic middle aisle of Aldi. It’s been perfect for getting back and forward to the ship in the dingy while we’re on a mooring buoy or anchorage.
Food: Have you ever found a restaurant so good that you go back again the following night to finish off the menu? The Sound Pantry in Newlyn is one of those places. The most delicious home-made Portuguese food for dinner two nights in a row, plus a morning visit to pick up pasteis de nata for our coffee break.
Treats: I spent an afternoon in the galley with our ship’s chef Alex and learned how to make the most fantastic baklava. So good.
All the best food from The Sound Pantry in Newlyn, especially bacalhau a bras, lulas con nata, arroz de marisco…
In scenes deleted from Poldark, lunchtime pasties from Aunt May’s arrive on board in Newlyn despite a 5 metre tidal range.
My first attempt at making baklava, when I remembered to take a picture of it.
These next few weeks are going to be an exciting time, as I prepare for spending the next few months living in Antarctica and working at the Penguin Post Office in Port Lockroy.
I’ve also got a few hiking trips planned, including the Great Corset Caper, where I’ll join with a bunch of awesome women to take on Pen y Fan, in the Brecon Beacons, wearing period costume. I have to admit, I’m very nervous about it, particularly the corset.
Thanks for following These Vagabond Shoes. You can keep up to date with my adventures on Twitter, Instagram and Facebook. And look out for plenty of penguin facts to fill the time while I’m out of contact down south.
I’d love to hear about what you’ve been up to this season, or plans you have for the season ahead.
Let me know in the comments below.
This post contains affiliate links. If you purchase through my link, I will make a small commission* at no additional cost to you. These help me to continue to run this site, providing tips and advice, and sharing stories from my adventures. Thank you for supporting me.
*Maybe enough for a coffee. Not enough for a yacht.
I’ve always had quite a fondness for working ports and harbours, and how the concrete quays and non-descript marinas are transformed for a few days every year when the port hosts a maritime festival, lifeboat gala day, or traditional boat show.
Railings are decked with bunting; boats cram into the harbour, showing their dressed overall flags; stalls demonstrating traditional maritime crafts, or hawking food and drink line the quaysides; and from somewhere, shanty singers assemble. The air is filled with the scent of Stockholm tar and smoked seafood, and the sound of fiddles and accordions.
Every May, the Belgian coastal resort and port of Ostend celebrates the maritime heritage of the North Sea, hosting traditional and classic sailing vessels from around Europe at the Oostende Voor Anker maritime festival (Ostend at Anchor in English).
The festival takes place each year from a Thursday to a Sunday towards the end of May, depending on the tides, with vessels arriving into port in the preceding days. From class A square riggers to the traditional barges that plied the coastal and inland waterways of Belgium, the Netherlands, and Germany, over 150 vessels participate in the festival.
A large part of Oostende Voor Anker celebrates traditional craftsmanship, with a festival village filled with venues to find out more about boat-building and sail making. A variety of stalls also sell local goods and produce, including what every sailor needs, a vast selection of striped Breton shirts. I may even have picked up a souvenir or two as I browsed through.
As well as open ship tours, demonstrations and stalls, the festival also features things like walking theatre performances, musical concerts, food and cookery demonstrations, arts installations, and nautical themed talks.
My festival tips for Oostende Voor Anker
Avoid taking a car if you’re travelling from out of town. Ostend has excellent rail and coach connections to Antwerp, Brussels, and beyond, and the station is close to the festival area. The Belgian Coastal Tram is another travel alternative.
Wear shoes suitable for walking, as it’s likely you’ll do much more than you anticipate! High heels can cause damage to the decking timbers on ships, and you may be asked to remove unsuitable shoes if you take a deck tour.
Pick up a festival guide as soon as you can. It will have an event map and programme of activities to help you plan your day and find your way around.
Bring cash as some vendors won’t accept card payment.
Book your local accommodation early, as the festival is very popular.