The one holiday to never take when you’re heartbroken

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The desire to flee the familiar when you’re nursing a broken heart is strong, but some destinations can heighten your sense of loss rather than help you forget it.

It’s a rite of passage that few miss. I was 28 years old when I truly felt it for the first time. It was a short relationship that was intensified by timing; he was moving overseas in six months, I was not. It was one of the rare times I threw caution to the wind in hopeful lovesick optimism that somehow it would all work out. Cut to me six months later crying in the bathroom at Sydney International Airport after a gut-wrenching farewell. The next few months were hard. There were reminders of him everywhere. I was desperate for a change of scenery when a Groupon deal too good to miss hit my inbox. This was exactly what I needed. Within two weeks I was boarding a flight with a good friend to Long Island in the Whitsundays.

Woman supping in the Whitsundays
The writer’s trip to the Whitsundays didn’t unfold as planned. (Image: Tourism Australia)

I imagined days spent stand-up paddleboarding, reading by the water and cocktails with my friend would be my ticket to fast-tracking the healing process. I couldn’t have been more wrong. I want to shake my younger self. In what world would a romantic island holiday destination – that literally involves long stretches of time where you do absolutely nothing, are surrounded by couples, and it costs nearly $50 to get a ferry off the island to explore – be a good idea? It seems obvious now. But I feel it is my duty to pass the lesson on. Do not let a cheap, exotic island holiday deal fool you. No matter how broke and desperate you are. You will spend the whole time apologising to your friend for being the world’s worst company.

Woman deep in thought on an island beach
Too much downtime is not the right fit for a post-breakup holiday.(Image: Getty Images / Skynesher)

Other holidays you’ll want to scratch from the list include a tiny home stay – isolation is not your friend, a health retreat sounds like a good idea but no amount of yoga or kale smoothies is going to help, and especially avoid travelling solo during a festive holiday like Christmas – you’ll feel desperately alone; think Cameron Diaz in The Holiday. Sure, she got Jude Law, but there’s a reason the movie ends on New Year’s Eve – that relationship was destined for a fate similar to my own. But where should you go for a post-breakup escape?

According to a recent study by research platform Journo Report , the best place to recover from a broken heart is a city – and there are 10 cities in which you’ll fare better than others. They analysed more than 80 destinations around the world, looking at factors such as the safety index, nightlife, price of hotels and meals for one as well as the number of single-occupancy households to deliver a list of cities that are safe havens for those travelling solo while harbouring heartache.

The street of Hong Kong
Hong Kong is a constant hive of activity. (Image: Getty / Nikada)

Hong Kong, with its culture of dining alone, affordable food and drink, safety and opportunity for connection (30 million international travellers visit annually) came in at number one. Followed closely by London for its vibrant nightlife, slightly cheaper hotels (compared to Hong Kong) and opportunity to meet new people. The city that never sleeps took out third place – unsurprising; who can sleep with a broken heart? But many New Yorkers also live alone, which means the city already caters well to singles. Zurich in Switzerland and Seoul in South Korea came in fourth and fifth respectively.

People on the street in SOHO London
The nightlife in London is a brilliant distraction. (Image: Getty / Marco Piunti)

The best cities to recover from heartbreak at a glance:

  1. Hong Kong
  2. London, United Kingdom
  3. New York, US
  4. Zurich, Switzerland
  5. Seoul, South Korea
  6. Milan, Italy
  7. Geneva, Switzerland
  8. Rome, Itay
  9. Amsterdam, Netherlands
  10. Edinburgh, United Kingdom

But where do you go if you don’t have the funds to splash on an overseas heal-my-heart-holiday? On the surface, a road trip seems like a bad idea, but I think I’ve done my best healing work while driving – blasting a playlist of heartbreak hits, the wind in your hair as you follow the wide-open road makes for some pretty great therapy.

Aerial view of Great Ocean Road
The Great Ocean Road is one perfect coastal towns to visit after the next. (Image: Getty / Alexwise)

The Great Ocean Road consistently tops the list of best road trips in Australia and having made the trip from Melbourne to Warrnambool with a friend I can wholeheartedly vouch for its heart-mending possibilities. I have vivid memories of jaw-dropping sunsets, vibrant restaurants, strawberry picking and long stretches of time laughing and telling stories while driving.

Driving off road in Tasmania
A Tassie road trip offers up just the right balance of adventure and city highlights. (Image: Tourism Australia)

I’d also recommend a road trip around Tasmania. I spent seven days with a friend driving the winding roads of the island state from Launceston and back via Cradle Mountain, Hobart and Coles Bay after another breakup. I poured my energy into planning each day – there was no way I was leaving this trip to chance. My friend, just as enthusiastic for me to be over my most recent heartbreak as me, infused the trip with as much fun and energy as she could muster.

Woman swimming at Wellington Park in Southern Tasmania
Making new memories with friends is the best remedy. (Image: Tourism Australia)

But as I write this a decade later, recalling all the trips I made while nursing a broken heart, perhaps the real medicine wasn’t the destination at all but the people I got to share it with. There are few heartbreaks in life that a good friend, a well-planned trip and time can’t heal. Hang in there (and never book an island holiday).

Where have you travelled to recover from a broken heart? Share in the comments below.

Katie Carlin
Katie Carlin is Australian Traveller's Head of Content and when she’s not travelling or behind her computer, she’s hosting a dinner party (likely cooking an Alison Roman recipe), at brunch, working on extending her running k’s, or has her nose buried in a book. She joined Australian Traveller in 2018 and is responsible for leading the editorial team across print, digital, social, email and native content. Her job is to make sure we create content that connects readers to incredible experiences in Australia and beyond. In addition to sharing her expertise on travel through industry speaking engagements, Katie appears onToday, A Current Affair and various radio segments. With a BA in Communications majoring in Journalism and a career that has spanned roles at Fairfax Media and Are Media writing for titles such as The Sydney Morning Herald, The Age, and various lifestyle brands, she brings a wealth of experience to her role. Her most impactful trip to date has been swimming with whale sharks on Ningaloo Reef. For her next trip she is longing to experience the romance of train travel – hopefully on The Ghan or Indian Pacific.
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The road trips and trails you need to experience in Victoria now

Wind through fern tunnels, stop for a wine in a tram bar, or chase giant murals across the wheatbelt. These drives and rides prove Victoria’s best stories are found off the straight and narrow. 

There’s something unmistakably Australian about a road trip: car packed, playlist on, landscapes shifting. Travelling down the highway toward Healesville, in Victoria’s Yarra Valley , the mountains rise, flanking me on both sides. I feel its embrace, a silent invitation to explore what lies beyond.  

Moss-covered embankments rise on either side, and towering mountain ash trees form a green tunnel overhead. Road signs warn of wombats and cyclists but with giant ferns lining the roadside, the landscape feels prehistoric, as if a dinosaur might suddenly emerge. This, the Black Spur , is one of my favourite road trips. 

The Black Spur 

The Black Spur drive
Through the forested canopy of The Black Spur drive that winds from Healesville to Narbethong. (Image: Neisha Breen)

Location: Yarra Ranges
Duration: 30 kilometres / 30 minutes 

The Black Spur is short compared to other Victorian road trips, just 30 kilometres, stretching from Healesville to Narbethong. But what it lacks in distance, it makes up for in scenery. Just outside Healesville, Maroondah Dam offers bushwalks and scenic views. However, if pressed for time, Selover’s Lookout is an easy roadside stop offering uninterrupted views of the dam.  

In Narbethong, close to the Marysville’s snowfield, is the Black Spur Inn , a charming double-storey brick hotel that’s been welcoming travellers since 1863. Here, diners cosy up by the roaring fire or gaze through the floor-to-ceiling windows, imagining horse-drawn coaches carrying hopeful gold seekers to the eastern goldfields.   

Victoria’s Silo Art Trail 

Silo Art Trail
The Silo Art Trail in the Wimmera Mallee region. (Image: Visit Victoria/Anne Morely)

Location: Various towns across the Wimmera Mallee region
Duration: More than 200 kilometres / 4–5 hours but best over a minimum of three days  

What began as a way to draw travellers back into town bypassed by highways – places such as Nullawil, Sea Lake and Patchewollock – has grown into a celebrated outdoor art movement. The Silo Art Trail now includes 23 silos, each transformed with large-scale mural portraits sharing local stories, celebrating community heroes, Indigenous history, farming life, or regional identity.  

The Nullawil silo, for example, is a portrait of a local farmer in a chequered flannelette shirt alongside his loyal kelpie, painted by artist Sam Bates (AKA Smug). And the silos at Albacutya in the Grampians, painted by artist Kitt Bennett, depict her joyful memories of growing up in the countryside. Many of the murals sit right in the heart of small towns, such as Rochester and St Arnaud , making them perfect spots to pause for a country pub meal or something sweet from a local bakery.   

Metung to Mallacoota  

Gippsland lakes
Gippsland Lakes. (Image: Visit Victoria/Josie Withers)

Location: Gippsland
Duration: Approximately 220 kilometres / 4 hours  

The Gippsland Lakes are a much-loved holiday spot in Victoria, but road-tripping further east reveals much more. Begin in Metung and time your visit with the monthly farmers’ market, or simply linger over lunch on the lawn of the Metung Hotel. Twenty minutes away is Lakes Entrance , where you can watch the fishing boats return with their catch. 

Lakes Entrance
Lakes Entrance. (Image: Visit Victoria/Iluminaire Pictures)

Continue to Marlo, where the Snowy River spills into the sea, and Cape Conran for its many beaches and walks. If needing to stretch your legs, Croajingolong National Park is home to the historic Point Hicks Lighthouse and the Wilderness Coast Walk. Birdwatching and rainforest trails near Bemm River are worth a pit stop before arriving in Mallacoota, where the forest meets the sea. 

Great Ocean Road 

12 Apostles on the Great Ocean Road
The 12 Apostles on the Great Ocean Road. (Image: Tourism Australia/Two Palms/Harry Pope)

Location: South-west Victoria, from Torquay to Allansford
Duration: Approximately 250 kilometres / 4–5 hours but best over a minimum of three days  

Victoria’s most famous road trip delivers it all: world-class surf breaks, rainforest walks, clifftop lookouts and wildlife encounters. The journey begins in Torquay, the state’s surf capital, then hugs the coast past Anglesea and Lorne to Apollo Bay, before curving inland through the lush rainforest of the Otways. Stop at Cape Otway Lightstation or take to the treetops at Otway Fly.  

Between Cape Otway and Port Campbell lies the most photographed stretch – seven of the Twelve Apostles still standing, alongside the golden cliffs of Loch Ard Gorge. Further west, Warrnambool is a winter whale-watching hotspot, before the road winds to Port Fairy, a charming fishing village of whalers’ cottages, walking trails and offshore seal colonies further along the coast. 

Bellarine Taste Trail 

Terindah Estate
Terindah Estate. (Image: Visit Victoria/Emily Godfrey)

Location: Bellarine Peninsula
Duration: Approximately 80 kilometres / 2–3 hours  

The Bellarine Taste Trail is a feast for the senses, winding through coastal towns, past boutique wineries and artisan producers. It’s a choose-your-own-adventure style trail – simply grab a map and build your own delicious journey.  

You might wander historic, seafront Queenscliff, sip wine in a converted tram bar at Terindah Estate , sample a locally distilled whisky at The Whiskery in Drydale or pick up a jar of honey at Wattle Grove in Wallington. Seafood lovers can head to Portarlington, famous for its mussels. Eat them fresh at local restaurants or head out on the water with Portarlington Mussel Tours. 

O’Keefe Rail Trail – Bendigo to Heathcote 

Pink Cliffs Reserve
Pink Cliffs Reserve in Heathcote can be seen on the O’Keefe Rail Trail. (Image: Visit Victoria/Emily Godfrey)

Location: Central Victoria
Duration: Approximately 50 kilometres / 4 hours cycling 

Travellers first journeyed between Heathcote and Bendigo in 1888, when the railway line was built to link the towns. Trains stopped running in 1956, but today the route has a new life as the O’Keefe Rail Trail . The path is mostly level for easy riding, and along the way you’ll cycle past bushland, waterways and reserves. There are plenty of places to picnic, birdwatch, and if you’re lucky, spot a platypus.  

The trail is well supported with water stations, bike repair points, shelters, and signage. Axedale makes a great halfway stop, with the pretty Campaspe River Reserve for a rest and local cafes for refuelling. Begin in Heathcote, known for its wineries and cafes, or in Bendigo, which is easily reached by train from Melbourne/Naarm. Shorter sections, such as Heathcote to Axedale, are also popular. 

Goldfields Track – Ballarat to Bendigo 

Location: Central Victoria
Duration: Approximately 210 kilometres / 2–3 days cycling  

The Goldfields Track traces a route once so rich in gold it made Melbourne one of the wealthiest cities in the world. Starting at Mt Buninyong, south of Ballarat, the trail leads mountain cyclists and walkers north through Creswick, Daylesford and Castlemaine before finishing in Bendigo. Along the way, you’ll encounter granite outcrops, eucalypt forests, rolling farmland and remnants of the region’s mining past.  

As it passes through the lands of the Dja Dja Wurrung and Wadawurrung people, the track shares gold rush history and Indigenous stories brought to life by interpretive signs. Walk or ride the full trail or choose from one of its three distinct sections. With cosy stays, cafes and pubs, it’s easy to mix wilderness with comfort.