NZ Herald
  • Home
  • Latest news
  • Herald NOW
  • Video
  • New Zealand
  • Sport
  • World
  • Business
  • Entertainment
  • Podcasts
  • Quizzes
  • Opinion
  • Lifestyle
  • Travel
  • Viva
  • Weather

Subscriptions

  • Herald Premium
  • Viva Premium
  • The Listener
  • BusinessDesk

Sections

  • Latest news
  • New Zealand
    • All New Zealand
    • Crime
    • Politics
    • Education
    • Open Justice
    • Scam Update
  • Herald NOW
  • On The Up
  • World
    • All World
    • Australia
    • Asia
    • UK
    • United States
    • Middle East
    • Europe
    • Pacific
  • Business
    • All Business
    • MarketsSharesCurrencyCommoditiesStock TakesCrypto
    • Markets with Madison
    • Media Insider
    • Business analysis
    • Personal financeKiwiSaverInterest ratesTaxInvestment
    • EconomyInflationGDPOfficial cash rateEmployment
    • Small business
    • Business reportsMood of the BoardroomProject AucklandSustainable business and financeCapital markets reportAgribusiness reportInfrastructure reportDynamic business
    • Deloitte Top 200 Awards
    • CompaniesAged CareAgribusinessAirlinesBanking and financeConstructionEnergyFreight and logisticsHealthcareManufacturingMedia and MarketingRetailTelecommunicationsTourism
  • Opinion
    • All Opinion
    • Analysis
    • Editorials
    • Business analysis
    • Premium opinion
    • Letters to the editor
  • Politics
  • Sport
    • All Sport
    • OlympicsParalympics
    • RugbySuper RugbyNPCAll BlacksBlack FernsRugby sevensSchool rugby
    • CricketBlack CapsWhite Ferns
    • Racing
    • NetballSilver Ferns
    • LeagueWarriorsNRL
    • FootballWellington PhoenixAuckland FCAll WhitesFootball FernsEnglish Premier League
    • GolfNZ Open
    • MotorsportFormula 1
    • Boxing
    • UFC
    • BasketballNBABreakersTall BlacksTall Ferns
    • Tennis
    • Cycling
    • Athletics
    • SailingAmerica's CupSailGP
    • Rowing
  • Lifestyle
    • All Lifestyle
    • Viva - Food, fashion & beauty
    • Society Insider
    • Royals
    • Sex & relationships
    • Food & drinkRecipesRecipe collectionsRestaurant reviewsRestaurant bookings
    • Health & wellbeing
    • Fashion & beauty
    • Pets & animals
    • The Selection - Shop the trendsShop fashionShop beautyShop entertainmentShop giftsShop home & living
    • Milford's Investing Place
  • Entertainment
    • All Entertainment
    • TV
    • MoviesMovie reviews
    • MusicMusic reviews
    • BooksBook reviews
    • Culture
    • ReviewsBook reviewsMovie reviewsMusic reviewsRestaurant reviews
  • Travel
    • All Travel
    • News
    • New ZealandNorthlandAucklandWellingtonCanterburyOtago / QueenstownNelson-TasmanBest NZ beaches
    • International travelAustraliaPacific IslandsEuropeUKUSAAfricaAsia
    • Rail holidays
    • Cruise holidays
    • Ski holidays
    • Luxury travel
    • Adventure travel
  • Kāhu Māori news
  • Environment
    • All Environment
    • Our Green Future
  • Talanoa Pacific news
  • Property
    • All Property
    • Property Insider
    • Interest rates tracker
    • Residential property listings
    • Commercial property listings
  • Health
  • Technology
    • All Technology
    • AI
    • Social media
  • Rural
    • All Rural
    • Dairy farming
    • Sheep & beef farming
    • Horticulture
    • Animal health
    • Rural business
    • Rural life
    • Rural technology
    • Opinion
    • Audio & podcasts
  • Weather forecasts
    • All Weather forecasts
    • Kaitaia
    • Whangārei
    • Dargaville
    • Auckland
    • Thames
    • Tauranga
    • Hamilton
    • Whakatāne
    • Rotorua
    • Tokoroa
    • Te Kuiti
    • Taumaranui
    • Taupō
    • Gisborne
    • New Plymouth
    • Napier
    • Hastings
    • Dannevirke
    • Whanganui
    • Palmerston North
    • Levin
    • Paraparaumu
    • Masterton
    • Wellington
    • Motueka
    • Nelson
    • Blenheim
    • Westport
    • Reefton
    • Kaikōura
    • Greymouth
    • Hokitika
    • Christchurch
    • Ashburton
    • Timaru
    • Wānaka
    • Oamaru
    • Queenstown
    • Dunedin
    • Gore
    • Invercargill
  • Meet the journalists
  • Promotions & competitions
  • OneRoof property listings
  • Driven car news

Puzzles & Quizzes

  • Puzzles
    • All Puzzles
    • Sudoku
    • Code Cracker
    • Crosswords
    • Cryptic crossword
    • Wordsearch
  • Quizzes
    • All Quizzes
    • Morning quiz
    • Afternoon quiz
    • Sports quiz

Regions

  • Northland
    • All Northland
    • Far North
    • Kaitaia
    • Kerikeri
    • Kaikohe
    • Bay of Islands
    • Whangarei
    • Dargaville
    • Kaipara
    • Mangawhai
  • Auckland
  • Waikato
    • All Waikato
    • Hamilton
    • Coromandel & Hauraki
    • Matamata & Piako
    • Cambridge
    • Te Awamutu
    • Tokoroa & South Waikato
    • Taupō & Tūrangi
  • Bay of Plenty
    • All Bay of Plenty
    • Katikati
    • Tauranga
    • Mount Maunganui
    • Pāpāmoa
    • Te Puke
    • Whakatāne
  • Rotorua
  • Hawke's Bay
    • All Hawke's Bay
    • Napier
    • Hastings
    • Havelock North
    • Central Hawke's Bay
    • Wairoa
  • Taranaki
    • All Taranaki
    • Stratford
    • New Plymouth
    • Hāwera
  • Manawatū - Whanganui
    • All Manawatū - Whanganui
    • Whanganui
    • Palmerston North
    • Manawatū
    • Tararua
    • Horowhenua
  • Wellington
    • All Wellington
    • Kapiti
    • Wairarapa
    • Upper Hutt
    • Lower Hutt
  • Nelson & Tasman
    • All Nelson & Tasman
    • Motueka
    • Nelson
    • Tasman
  • Marlborough
  • West Coast
  • Canterbury
    • All Canterbury
    • Kaikōura
    • Christchurch
    • Ashburton
    • Timaru
  • Otago
    • All Otago
    • Oamaru
    • Dunedin
    • Balclutha
    • Alexandra
    • Queenstown
    • Wanaka
  • Southland
    • All Southland
    • Invercargill
    • Gore
    • Stewart Island
  • Gisborne

Media

  • Video
    • All Video
    • NZ news video
    • Herald NOW
    • Business news video
    • Politics news video
    • Sport video
    • World news video
    • Lifestyle video
    • Entertainment video
    • Travel video
    • Markets with Madison
    • Kea Kids news
  • Podcasts
    • All Podcasts
    • The Front Page
    • On the Tiles
    • Ask me Anything
    • The Little Things
  • Cartoons
  • Photo galleries
  • Today's Paper - E-editions
  • Photo sales
  • Classifieds

NZME Network

  • Advertise with NZME
  • OneRoof
  • Driven Car Guide
  • BusinessDesk
  • Newstalk ZB
  • Sunlive
  • ZM
  • The Hits
  • Coast
  • Radio Hauraki
  • The Alternative Commentary Collective
  • Gold
  • Flava
  • iHeart Radio
  • Hokonui
  • Radio Wanaka
  • iHeartCountry New Zealand
  • Restaurant Hub
  • NZME Events

SubscribeSign In
Advertisement
Advertise with NZME.
Home / Lifestyle

Student uses dating site to fund $50,000 worth of luxury travel

By Rebekah Scanlan
Other·
28 Dec, 2016 08:37 PM6 mins to read

Subscribe to listen

Access to Herald Premium articles require a Premium subscription. Subscribe now to listen.
Already a subscriber?  Sign in here

Listening to articles is free for open-access content—explore other articles or learn more about text-to-speech.
‌
Save

    Share this article

Cassandra Jacqueline, 21, has enjoyed over $50k worth of luxury holidays this year as men have paid to fly her around the world on exotic dates. Photo / Caters News Agency

Cassandra Jacqueline, 21, has enjoyed over $50k worth of luxury holidays this year as men have paid to fly her around the world on exotic dates. Photo / Caters News Agency

A cash-strapped student has enjoyed more than $50,000 worth of luxury holidays this year, when rich men paid to fly her around the world on exotic dates.

Cassandra Jacqueline, 21, from Adelaide, South Australia, couldn't afford to travel overseas on her minimum wage as a waitress.

But after joining dating site Miss Travel, the languages student has enjoyed several all-expenses paid trips abroad to numerous destinations, including Vietnam, Singapore, Thailand, Bali and even a five-star trip to Japan.

After joining the dating site, Miss Travel, the languages student has enjoyed several all-expenses paid trips abroad to numerous destinations. Photo / Caters News Agency
After joining the dating site, Miss Travel, the languages student has enjoyed several all-expenses paid trips abroad to numerous destinations. Photo / Caters News Agency

Some people have likened the unusual form of dating with prostitution, but the young singleton thinks it's the best way to date and can't imagine enjoying conventional rendezvous again.

Advertisement
Advertise with NZME.
Advertisement
Advertise with NZME.

She said: "In the last year I've been to places I could never have visited alone, costing at least $50,000.

"It's been amazing to enjoy new cultures with someone new by your side. Plus, they cover the cost of it all so you don't have to worry about a thing.

"Some people have made comments about how it's like prostitution, but it's not.

"I do a lot of research before I meet a guy online in a foreign country and there are ground rules. There's absolutely no pressure to have sex.

Advertisement
Advertise with NZME.

"I've had the best holidays because of the strangers that want to take me on far-away dates. It's honestly killed normal dating for me."

Cassandra was backpacking through China on a budget when she heard about the latest trend, destination dating.

She said: "When I first heard about travel dating, I thought it was too good to be true.

"I was making my way through China at the time, living on a budget of about $10 a day which was incredibly stressful.

Discover more

Lifestyle

2016 was the year of pansexuals

22 Dec 09:24 PM
Entertainment

'The moment I caught him cheating'

24 Dec 07:00 AM
Lifestyle

Why men with tattoos are more likely to cheat

27 Dec 11:30 PM
World

Tinder date ends in murder

27 Dec 02:34 AM

"Then I met a couple who seemed completely loved up.

"The 'wife' later revealed that her 'husband' was in fact someone she'd just met a few days earlier and the trip they were enjoying was their first date.

"As soon as I heard about Miss Travel, I knew it was a dating experience I wanted to be a part of.

"After all, I was young and single. I had nothing to lose."

Back home in Adelaide, struggling student Cassandra joined the dating site, and soon she was chatting to several potential suitors.

She said: "It was nerve-racking at first. I'd listed on my profile that I was looking for someone to pay for my ticket and I didn't know how the guys would take it.

Advertisement
Advertise with NZME.

"But when I started talking to a businessman from Adelaide, who was going on a trip to Singapore for work and wanted company, I decided to take the plunge.

Cassandra Jacqueline said: In the last year Ive been to places I could never have visited alone. Photo / Caters News Agency
Cassandra Jacqueline said: In the last year Ive been to places I could never have visited alone. Photo / Caters News Agency

"We met beforehand and definitely clicked, so I was excited for our second date in a foreign location.

"We flew business class and stayed at the Marina Bay hotel, which costs $950 a night, and has a beautiful skyline infinity pool.

"Every day he'd go off to fulfil his work commitments and I'd stay at the hotel, using the breathtaking pool while enjoying cocktails.

"One afternoon he even paid for me to go to Universal Studios.

"I didn't mind that I was alone as I was getting to explore an exciting new country and didn't have to worry about the cost.

Advertisement
Advertise with NZME.

"In the evenings, we'd meet and enjoy dinner and talk about our days. It was perfect."

Sadly, love didn't blossom for Cassandra after her first paid-for date, but she wasn't deterred by the experience.

 Cassandra Jacqueline,the young singleton, thinks its the best way to date and cant imagine ever enjoying conventional rendezvous again. Photo / Caters News Agency
Cassandra Jacqueline,the young singleton, thinks its the best way to date and cant imagine ever enjoying conventional rendezvous again. Photo / Caters News Agency

She said: "I started talking to an American not long after who was working in Asia and we agreed to meet in Bali for a few days.

"We met at the airport, which was a bit awkward, but because of the nature of the date, it didn't take long to relax.

"We stayed in a villa together with private rooms and unfortunately there wasn't any chemistry between us.

"But we had a great time, hiking through the rice paddies and enjoying the local cuisines.

Advertisement
Advertise with NZME.

"How can you possibly have a bad date in such an amazing location?"

In October of this year, that Cassandra went on her most luxury getaway to date, a month long trip around Asia, where no expense was spared.

She said: "This guy really took his time to get to know me, and suggested taking me on my dream trip to Japan, followed by short stays in Cambodia, Vietnam, Singapore and Thailand.

"I'd wanted to explore Japan because my favourite book is Memoirs of a Geisha and he decided to take me to where it had been set.

Cassandra Jacqueline on one of her luxurious getaways. Photo/ Caters News
Cassandra Jacqueline on one of her luxurious getaways. Photo/ Caters News

"He whisked me off on a first class flight, which was an out-of-this-world experience.

"From the moment we met I was smitten.

Advertisement
Advertise with NZME.

"For just over a month, we travelled through Asia together and I even got to return to Singapore, staying in the most unique and extravagant hotels.

"He'd wine and dine me each night and we had the best time visiting all the local tourist attractions.

"There was no expense spared it must have cost at least $35,000. I felt so special."

Though Cassandra raves about her year travelling the world, meeting potential partners, some of her friends and family are unconvinced by the process.

She said: "I've had a few comments about it being like Pretty Woman and suggesting it's essentially like being an escort.

"I don't feel like that at all.

Advertisement
Advertise with NZME.

"The men I've met are all in high-powered jobs and find it hard to meet women. They just want company.

Though Cassandra raves about her year travelling the world, meeting potential partners, some of her friends and family are unconvinced by the process. Photo / Caters News Agency
Though Cassandra raves about her year travelling the world, meeting potential partners, some of her friends and family are unconvinced by the process. Photo / Caters News Agency

"Plus, before we even meet we always know we have a shared passion - travel!

"If love was to blossom, that's a bonus.

"I've never felt under pressure to have sex with any of my dates. If something happens, it's because we feel a connection and want to explore it. Not because they've paid for my flight."

Before accompanying men on trips abroad, Cassandra says she has ground rules, such as agreeing not to drink too much and ensures she gets to know her date before meeting.

She added: "I have been offered so many amazing experiences in such a short amount of time that I can't think of a better way of dating.

Advertisement
Advertise with NZME.

"It has changed the way I look at potential partners too. A movie and dinner isn't going to cut it anymore.

"Why settle for average when you can find someone to travel the world with and share these amazing experiences?"

- Caters

Save

    Share this article

Latest from Lifestyle

Premium
Lifestyle

They’re gentle. They’re seasonal. They’re soft boy cooks

22 Jun 06:00 AM
Premium
Lifestyle

Dealing with the Sunday scaries? Here’s how to address your anxiety

22 Jun 03:00 AM
Lifestyle

Suzy Cato on overcoming redundancy, helping children, and why she's never met her biological father

21 Jun 07:00 PM

Help for those helping hardest-hit

sponsored
Advertisement
Advertise with NZME.

Latest from Lifestyle

Premium
They’re gentle. They’re seasonal. They’re soft boy cooks

They’re gentle. They’re seasonal. They’re soft boy cooks

22 Jun 06:00 AM

New York Times: These charismatic cooks are a counter to harder-edge chefs.

Premium
Dealing with the Sunday scaries? Here’s how to address your anxiety

Dealing with the Sunday scaries? Here’s how to address your anxiety

22 Jun 03:00 AM
Suzy Cato on overcoming redundancy, helping children, and why she's never met her biological father

Suzy Cato on overcoming redundancy, helping children, and why she's never met her biological father

21 Jun 07:00 PM
Premium
Instagram wants Gen Z. What does Gen Z want from Instagram?

Instagram wants Gen Z. What does Gen Z want from Instagram?

21 Jun 06:00 PM
Inside Leigh Hart’s bonkers quest to hand-deliver a SnackaChangi chip to every Kiwi
sponsored

Inside Leigh Hart’s bonkers quest to hand-deliver a SnackaChangi chip to every Kiwi

NZ Herald
  • About NZ Herald
  • Meet the journalists
  • Newsletters
  • Classifieds
  • Help & support
  • Contact us
  • House rules
  • Privacy Policy
  • Terms of use
  • Competition terms & conditions
  • Our use of AI
Subscriber Services
  • NZ Herald e-editions
  • Daily puzzles & quizzes
  • Manage your digital subscription
  • Manage your print subscription
  • Subscribe to the NZ Herald newspaper
  • Subscribe to Herald Premium
  • Gift a subscription
  • Subscriber FAQs
  • Subscription terms & conditions
  • Promotions and subscriber benefits
NZME Network
  • The New Zealand Herald
  • The Northland Age
  • The Northern Advocate
  • Waikato Herald
  • Bay of Plenty Times
  • Rotorua Daily Post
  • Hawke's Bay Today
  • Whanganui Chronicle
  • Viva
  • NZ Listener
  • Newstalk ZB
  • BusinessDesk
  • OneRoof
  • Driven Car Guide
  • iHeart Radio
  • Restaurant Hub
NZME
  • About NZME
  • NZME careers
  • Advertise with NZME
  • Digital self-service advertising
  • Book your classified ad
  • Photo sales
  • NZME Events
  • © Copyright 2025 NZME Publishing Limited
TOP