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The Travel Diaries

Shaggy

Season 10

We’re kicking off Season 10 by diving into the world of one of the most iconic figures in the music industry, a Grammy-winning artist whose distinctive voice and reggae beats have seen him top the charts over the past 30 years. That's right, we’re joined today, Shaggy. “Oh Carolina”, Shaggy’s debut single, was his big breakthrough into the music industry, all the way back in 1993. It became a chart-topping hit around the world and subsequent mega-hits like “Boombastic”, "It Wasn't Me” and “Angel” all further propelled him to global superstardom.

From Kingston, Jamaica where he spent his childhood and lives now, to the global stage, today we’re going to be getting to know the man behind the hits and the destinations in his life that have played a part along the way, from Japan to Italy, New York to North Carolina.


Destination Recap:


  • New York City, USA
  • Jamaica
  • Kingston, Jamaica
  • Japan
  • North Carolina, USA
  • Iraq
  • Italy
  • Sardinia, Italy
  • Port Antonio, Jamaica
  • Zimbabwe



Shaggy’s In The Mood EP is out now


With thanks to my sponsors today …


Airbnb - Visit Airbnb.com and find out more. Prospective Hosts can learn more about how much they can earn sharing their space through the What’s My Place Worth Tool.


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Thanks so much for listening today. If you'd like to hear more from the podcast don’t forget to hit subscribe, or if you use Apple Podcasts to press follow so that a new episode lands in your podcast app each week. If you want to be the first find out who is joining me on next week’s episode come and follow me on Instagram I’m @hollyrubenstein, and you’ll also find me on Threads and TikTok, I’m also @hollyrubenstein - I’d love to hear from you. And if you can't want until then remember there’s the first nine seasons to catch up on, that's over 100 episodes to keep you busy there. Don't forget that all the destinations mentioned by my guests are included in the episode show notes here on your podcast app, and listed on my website, thetraveldiariespodcast.com

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  • Sandi Toksvig

    59:43||Season 14
    Welcome back to The Travel Diaries podcast! I’m your host, Holly Rubenstein, and I’m so thrilled to be back with you for the first of three Christmas specials to bring bit of festive sparkle to your holiday season. Over the coming weeks, I’ll be bringing you conversations with some truly wonderful guests, and who better to start us off than the brilliant Sandi Toksvig?Sandi is a comedian, writer, broadcaster, actor, activist, and, of course, a beloved TV presenter. You’ll know her from QI, where she made history as the first female host of a major British TV quiz show, from Channel 4’s Extraordinary Escapes, and from The Great British Bake Off.Beyond her TV roles, Sandi has written numerous books, been a vocal advocate for equality and LGBTQ+ rights, and has a passion for adventure. Born in Copenhagen to a father who was a foreign correspondent, she spent her childhood living across the globe, from the African bush to NYC, sparking a lifelong love of travel. Her travel diaries today take us from the rivers of Africa to the Arctic Circle, the jungles of Costa Rica to her beloved Denmark —Sandi’s travels are as fascinating and varied as she is.Sandi Claus Is Coming to Town is a family-friendly LGBTQ+ Christmas show hosted by national treasure, Sandi Toksvig. It’s taking place at the Royal Albert Hall on Wednesday 18 December (tickets from royalalberthall.com)Destination Recap: Copenhagen, Denmark ZimbabweZambezi River, AfricaTivoli Gardens, Copenhagen, DenmarkPacuare Lodge, Costa Rica Lofoten Islands, Norway Henningsvær, Lofoten, Norway SudanCopenhagen, Denmark: Host RestaurantRestaurant Grøften /Tivoli GardensThe Round TowerThe Kissing BenchEilean Sionnach, ScotlandWolf Lodge, Norway Nebraska, USAThe Oregon Trail, USAAarhus, Denmark Villa Provence, Aarhus, Denmark Sydney, AustraliaJapanWith thanks to the Langham Hotel for hosting the interview.*COMPETITION* Win a luxury 4-night stay for two at the newly refurbished Shangri-La Le Touessrok in sunny Mauritius. For details on how to enter, head to my Instagram @hollyrubenstein. The competition closes on December 30th. Good luck. With thanks to Bibury Farm Barns in the Cotswolds. These barns are perfection—there are five in total ranging from 3 - 5 beds, each thoughtfully designed and beautifully styled. The location is ideal, right in the heart of the Cotswolds, making it a fantastic base for exploring this stunning part of the country. We loved revisiting charming villages like Bibury, Burford, and Stow-on-the-Wold, with their honey-coloured stone buildings and rich history. But it was the little moments back at the barn that made it truly special: mornings by the fire, countryside walks straight from the door, late-night hot tub soaks, and that deep, peaceful quiet you only find in the countryside.If you want to be the first find out who is joining me on next week’s episode come and follow me on Instagram I’m @hollyrubenstein, and you’ll also find me on TikTok - I’d love to hear from you. And if you can't want until then remember there’s the first 13 seasons to catch up on, that's over 140 episodes to keep you busy there.
  • Monty Don

    01:01:13||Season 13
    Today's guest is truly beloved figure in British television - someone who many of us feel we already know so well - Monty Don. For over two decades, Monty has been the heart and soul of BBC’s Gardeners’ World, inspiring millions to embrace the joys and therapeutic benefits of gardening. His connection to nature has taken him all over the globe, all in search of the profound ways that different cultures engage with the land.Alongside Gardeners’ World, Monty has brought us stunning travel series like Around the World in 80 Gardens, Monty Don’s Italian Gardens, Adriatic Gardens and most recently, Spanish Gardens. This latest series, which is accompanied by a beautiful book, delves into the country’s breathtaking historic and contemporary landscapes, from Moorish-inspired patios to vibrant urban greens paces, revealing the depth and diversity of Spanish garden design.It was also fascinating to hear about Monty’s journey to TV stardom, and how he had a completely different and hugely successful career in the fashion world, before, somewhat by chance, getting a new break into gardening and TV.From the gardens that stole his heart to the wild landscapes that left a lasting impression, here are Monty's travel diaries.Destination Recap:Leominster, Herefordshire, EnglandThe Black Mountains, WalesHydra, Greece Budleigh Salterton, Devon, England Mevagissey, Cornwall Provence, FranceLondon, EnglandAnnapurna, Nepal Native Tree Fern Forests, New ZealandThe Amazon Rainforest, BrazilIranChileJapanSummer Palace, Beijing, China Galicia, SpainNinfa Gardens, ItalyWollerton Hall, Shropshire, EnglandFinland through Eastern Europe to TriesteSpanish Gardens by Monty Don and Derry Moore, BBC Books, £39.99 out now.*COMPETITION* Head to my Instagram, @hollyrubenstein, for a chance to win a 3 night full board stay at one of the Maldives’ most luxurious hotels, Kuda Villingili. Good Luck!With thanks to Skyscanner - The full travel trends 2025 report is available on Skyscanner app/site and of course you can always look for your 2025 trip whether it’s flights, hotels or car hire on Skyscanner too.And to Airbnb - Your home could be worth more than you think. Find out how much at Airbnb.co.uk/host.Thanks so much for listening today. If you'd like to hear more from the podcast don’t forget to hit subscribe, or if you use Apple Podcasts to press follow so that a new episode lands in your podcast app each week. If you want to be the first find out who is joining me on next week’s episode come and follow me on Instagram I’m @hollyrubenstein, and you’ll also find me on TikTok - I’d love to hear from you.And if you can't want until then remember there’s the first 12 seasons to catch up on, that's over 125 episodes to keep you busy there. Don't forget that all the destinations mentioned by my guests are included in the episode show notes here on your podcast app, and listed on my website, thetraveldiariespodcast.com
  • Olivia Hammond, Content Creator - Family Travel Special

    46:26||Season 13
    Welcome to this season's Family Travel Special. Having been thrust into the world of family travel a couple of years with the arrival of my daughter, I quickly realised that it’s an area that there could be a lot more helpful information about, it’s a huge market and I was scouring the internet for destinations and hotels that weren’t your typical all inclusive family resorts, and I really struggled. So I decided to integrate these into the travel diaries podcast lineup, to hopefully give you some travel inspiration, destination ideas, tips and tricks for travelling with children. And today, I’m joined by a very special guest who knows a thing or two about that. Olivia Hammond and I first met in our antenatal bump and baby group in South West London, and we were very lucky, we had such a lovely group and we became friends. When her gorgeous boy, Beau, arrived in November 2022, Olivia began documenting her daily life and travels on TikTok and Instagram, and almost immediately her honest and relatable videos led her to become one of the uk’s leading content creators in her field, with videos amassing hundreds of millions of views. It has been an astonishingly fast ascent to mum-fluencer stardom, but it’s no surprise to me because I think everyone can relate to her videos, they’re so watchable. So when thinking about who would be a good guest for this episode, Olivia was the obvious choice. She has been far more intrepid than me when it comes to travelling as a family. You’ll hear she flew to the other side of the world when Beau was just a month old, she’s flown with him countless times to Europe, the Caribbean, taken him travelling all around Sri Lanka and even camped with him at Glastonbury. And now, since we recorded this episode, beau has a beautiful little sister, called Lila, and Lila is about to embark on her first trip abroad, at only a few weeks old too.I hope this episode shows you that whatever age or stage, travel is not off limits with a family.Olivia's Destination Recap:Costa Rica Algarve, PortugalHolly:Vila Vita Parc, Algarve, Portugal OliviaSigiriya, Sri LankaKandy, Sri Lanka Ella, Sri Lanka Udawalawa, Sri LankaHiriketiya, Sri LankaAntonio’s, Algarve, PortugalSr Frango’s, Algarve, Portugal Olhão, Algarve, Portugal Ilha do Farol, Algarve, Portugal Ilha Deserta, Algarve, Portugal Ilha Armona, Algarve, Portugal Fuerteventura, SpainCape Town, South Africa Nicaragua You can follow all of Olivia’s adventures on her Instagram which is Olivia_Hammond and her TikTok is OliviaClaireM.Thanks so much for listening today. If you'd like to hear more from the podcast don’t forget to hit subscribe so that a new episode lands in your podcast app each week. If you want to be the first find out who is joining me on next week’s episode, follow me on Instagram, I’m @hollyrubenstein, and you’ll also find me on TikTok. If you can't want until then remember there’s the first 12 seasons to catch up on. Don't forget that all the destinations mentioned by my guests are listed on my website, thetraveldiariespodcast.com
  • Orlando Uncovered - Destination Special

    54:39||Season 13
    Today we’re uncovering one of the most awe-inspiring destinations on the planet - Orlando, Florida. Orlando is the most visited destination in the USA, and after listening to this episode, you’ll understand why. It’s the theme park capital of the world, home to seven of the world’s top theme parks. From Magic Kingdom to Universal Studios, there's something for everyone.And there’s a brand new theme park opening in May 2025, Universal’s Epic Universe. It’s set to feature over 50 attractions, entirely new lands, including the much-anticipated Super Nintendo World, where guests can step into the world of Mario Kart and Yoshi’s Adventure.My first guest today knows a thing or two about these parks - Katie Ellison is a content creator who has visited Orlando countless times with her three children. She’ll take us on a whirlwind through her top picks of Disney’s parks. She’ll also share her favourite places to chill after a busy day at the parks - because as you’ll hear, Orlando isn’t just about the theme parks. It’s got beautiful green spaces, cute neighbourhoods, a really burgeoning food scene…and that’s where our next guests come in - travel content creators Ryan and Jade from Live the Dash. They recently took a trip to Orlando where they skipped the theme parks entirely, and focussed on everything else the city has to offer.They’ll show us just how diverse Orlando is as a destination, whether it’s zooming across the headwaters on an airboat ride or kayaking down crystal clear rivers, they tell us how they fell in love with Orlando’s natural beauty.So, whether you're planning a theme park-packed family trip or looking to discover the hidden gems of Orlando, this episode will shine a light on everything you need to know.Katie’s Destination Recap: Magic Kingdom Park Disney’s Hollywood Studios Disney’s Animal Kingdom Disney’s Boardwalk Disney Springs Disney’s Contemporary Resort Universal Islands of Adventure Universal Studios Florida Universal CityWalk Universal Volcano Bay Winter Park Celebration WonderWorksRyan & Jade’s: Walt Disney World Swan Reserve Courtyard Orlando Lake Buena Vista at Marriott Village Dezerland Park Lakeridge Winery & Vineyards  Boggy Creek Airboat Rides Kennedy Space Center Visitor Complex Orlando Eye at ICON Park The Ravenous Pig, Winter Park The Greenery CreameryIf you’re inspired to explore more, head over to VisitOrlando.com where you’ll find all the travel tips, deals, and information you need to plan the perfect Orlando holiday. You can also make an appointment with an Orlando Vacation Planner for free, personalised holiday planning suggestions, via phone, email or Whatsapp. And if you’d like to hear even more about Orlando, tune in to my Fantastic Florida Destination Special from a couple of seasons back, where Orlando is a big focus too.
  • Al Murray

    47:49||Season 13
    Today, I’m thrilled to have comedian, history buff, and all-around legend, Al Murray, joining us on the show. Al is one of the UK’s most beloved comedians, best known for his character ‘The Pub Landlord’ – a hilarious, patriotic pub owner who’s become an iconic figure in British comedy. His career has spanned over three decades, with award-winning comedy specials, TV shows, and even political satire where he actually ran for office in character!Beyond his comedy, though, Al has a real passion for history and travel – two themes that run deep through our conversation today.Together, we embark on a journey through some fascinating and surprising destinations that have left a mark on him. From the serene beauty of Alderney in the Channel Islands to the rugged coasts of Connemara in Ireland, and even the mystical temples of Angkor Wat in Cambodia – Al’s love for adventure and curiosity about the past come through in each of his travel chapters. So let’s buckle up and get started. Destination Recap:Alderney, Channel Islands, England Guernsey, Channel Islands Ervallagh, Connemara, Ireland Roundstone Bay and Island boat trips, Connemara, Ireland Osnabrück, GermanyGrottes de Gargas, France Angkor Wat, Cambodia Siem Reap, CambodiaPhnom Penh, Cambodia Normandy, France DubaiThe moonAnd I talk about Lesante Cape, Zakynthos, GreeceGuv Island is currently on tour across the UK and Ireland, tickets are available here.Arnhem: Black Tuesday is out nowThanks so much for listening today. If you'd like to hear more from the podcast don’t forget to hit subscribe, or if you use Apple Podcasts to press follow so that a new episode lands in your podcast app each week. If you want to be the first find out who is joining me on next week’s episode come and follow me on Instagram I’m @hollyrubenstein, and you’ll also find me on TikTok - I’d love to hear from you.And if you can't want until then remember there’s the first 12 seasons to catch up on, that's over 125 episodes to keep you busy there. Don't forget that all the destinations mentioned by my guests are included in the episode show notes here on your podcast app, and listed on my website, thetraveldiariespodcast.com
  • Washington DC's Wonders - Destination Special, Bonus Episode

    23:09||Season 13
    On today’s bonus destination special episode we are bringing to life one of America’s most iconic destinations, its capital city and somewhere everyone should visit at least once in their lifetime - Washington DC.Now, when you think of Washington, DC, what comes to mind? The towering obelisk of the Washington Monument? The sprawling grandeur of the Lincoln Memorial? The iconic steps of the U.S. Capitol or the regal beauty of the White House, framed perfectly by the National Mall? These landmarks are like touchstones of American history, and all within walking distance. But they also offer a striking juxtaposition to what DC is today: a city that is constantly evolving, modernising, and embracing diversity at every corner.DC is a city bursting with energy. Colourful neighbourhoods like Georgetown with its cobblestone streets and boutique shops, and the trendy U Street Corridor, once known as 'Black Broadway,' where jazz music still pulses in the air are wonderful to stroll around. And it’s really grown into a bit of a culinary hub, too. From Ethiopian spots in Adams Morgan to Michelin-starred restaurants pushing boundaries in neighbourhoods like Shaw, DC has become a real food lover's city. For those travelling on a budget, there are so many free experiences on offer in the city. Whether you’re exploring the Smithsonian museums, taking a stroll along the National Mall, or taking in the city's beautiful green spaces, DC will leave you with unforgettable memories, without draining your wallet.DC will host WorldPride 2025 and the city will become a global hub of celebration, inclusivity, and pride, welcoming visitors from around the world. To help guide us through the city, I’m joined today by Ryan Bos, head of the Capital Pride Alliance. Even if you’re listening after the glitter of WorldPride has settled, don’t worry—this episode is packed with tips and insights that will make your visit to DC memorable at any time of year.Destination Recap:Smithsonian Museums The White House Capitol Building National Air and Space Museum National Museum of American History National Gallery of Art National Museum of Natural History Annie’s Paramount Steakhouse ThreeFifty Bakery and Coffee Bar Ben’s Chili Bowl – The original Ben’s Chili Bowl is located at 1213 U Street NW, in the U Street Corridor area of the Northwest quadrant.National ZooThomas Jefferson MemorialNational Arboretum If you enjoyed this episode and feel inspired to visit DC, then head to washington.org 5 Nights Washington DC from £1,439ppTravelbag offers 5 nights staying at the 4* Washington Hilton from £1,439pp including direct return flights from London Heathrow with Virgin Atlantic. Selected Departures in May and June 2025. Book by 30th November 2024. Price based on two adults. To book, Call Travelbag on 0203 393 9620 or visit www.travelbag.co.uk. All packages subject to availability.
  • Dwayne Fields, from inner city to the ends of the Earth - Epic Adventures

    54:19||Season 13
    Today is the second of a new kind of episode within the podcast called Epic Adventures, where guests have achieved remarkable feats in the world of travel and adventure - and their life journey serves as an inspiration for others. Explorer and adventurer, Dwayne Fields, was born in Jamaica, and lived a wild and beautiful life surrounded by nature before moving to inner city London at the age of 6. The years that followed were really challenging, with his environment often pushing him toward dangerous paths. There was a pivotal moment—a life-altering near-death incident where his path could have gone in a very different direction—which served as a wake-up call that would ultimately inspire a transformation, seeing him trade city streets for wide-open spaces. Fast forward to today, and Dwayne is a trailblazer in every sense of the word. He’s an explorer who’s conquered some of the most extreme environments on Earth, including becoming the first Black Briton to walk over 400 miles to the magnetic North Pole. His passion for nature and adventure has also led him to champion causes close to his heart, like encouraging young people from disadvantaged communities to step out into the wild, build resilience, and experience the transformative power of the great outdoors.In this episode, we’ll hear about Dwayne’s incredible journey, from life-threatening moments to breathtaking expeditions, and how he’s using his platform today to inspire the next generation of adventurers. Dwayne’s story is sure to leave you motivated and uplifted.Destination Recap:Tanzania train ZambiaKenyaJamaicaThree Peaks Challenge Magnetic North Pole Ben Nevis, Scotland Galapagos, Ecuador  7 Toughest Days is streaming now on Disney+.Thanks so much for listening today. If you'd like to hear more from the podcast don’t forget to hit subscribe, or if you use Apple Podcasts to press follow so that a new episode lands in your podcast app each week. If you want to be the first find out who is joining me on next week’s episode come and follow me on Instagram I’m @hollyrubenstein, and you’ll also find me on TikTok - I’d love to hear from you.And if you can't want until then remember there’s the first 12 seasons to catch up on, that's over 125 episodes to keep you busy there. Don't forget that all the destinations mentioned by my guests are included in the episode show notes here on your podcast app, and listed on my website, thetraveldiariespodcast.com
  • Gordon Buchanan, Wildlife Cameraman returns - Safari Special

    42:47||Season 13
    Today’s bonus episode is a real treat, because we're going on safari! Whether you've dreamt of spotting the Big Five - lions, elephants, leopards, rhinos, and buffalo - or exploring the more hidden gems of the wild, there's so much to uncover. And what better way to do it than with one of the world’s top wildlife filmmakers, making his return to the podcast - it’s Gordon Buchanan.A safari is more than just a holiday—it’s a journey into nature, where you can see some of the planet’s most awe-inspiring animals up close, in their natural habitats. When we think of safaris, some of the most iconic destinations immediately come to mind. There's Kenya’s Maasai Mara, famous for its open savannahs and incredible amount of wildlife. It’s in Kenya that you can witness one of nature’s most jaw-dropping spectacles—the Great Migration, when every year typically between July and October, over a million wildebeest, zebras, and gazelles make a perilous journey from the Serengeti in Tanzania to the Mara in Kenya, searching for fresh grazing lands. It’s the perfect time to witness dramatic river crossings and heart-stopping predator-prey interactions. In Tanzania, the Serengeti offers a similar view, with endless plains stretching to the horizon, while Botswana’s Okavango Delta gives you a different kind of safari experience, with its winding waterways and lush landscapes where you can spot animals like hippos and crocodiles.But as Gordon and I discuss on the episode today, you don’t need to go to Africa to enjoy an incredible safari. Sri Lanka’s Yala National Park is a fantastic place to see leopards, elephants, and even sloth bears—Gordon has had some great encounters there. In India, you can track the majestic Bengal tiger through dense jungles, and in Madagascar, you’ll find unique species like lemurs and chameleons. And don’t forget other African countries like Namibia, Zambia, and even beyond to South America’s Pantanal in Brazil, where jaguars are the stars of the show.The great thing about safaris is that they can be tailored to all kinds of budgets. In South Africa, for instance, Kruger National Park has everything from luxury lodges to more affordable self-drive options, where you can explore at your own pace. In Kenya, you can choose between high-end tented camps or simpler, yet comfortable lodges. So, whether you’re after a five-star experience or a more back-to-nature adventure, there’s something out there for everyone.Gordon’s here to share his expert tips on where to go and what to see on safari, as well as some unforgettable moments from his travels. Plus, I’m really excited because he’s also going to tell us all about his latest project, the fantastic BBC show Big Cats 24-7. Destination Recap:Serengeti Okavango Delta, Botswana Maun, BotswanaYala National Park, Sri Lanka Colombo, Sri Lanka Wild Coast Tented Lodge, Sri Lanka Ellesmere Island, Canadian Arctic Big Cats 24-7 is available to watch on BBC iPlayer now.With thanks to Fairmont Mount Kenya Safari Club for their support of today’s episode. 
  • Dawn O'Porter

    52:44||Season 13
    Today, I’m joined by the multi-talented Dawn O'Porter. Dawn’s had an extraordinary career, starting in TV production before making a name for herself presenting hard-hitting documentaries, where she travelled the world exploring fascinating topics like polygamy, size zero culture, and the geishas of Kyoto, Japan. But she’s best known now as a bestselling author, with nine incredible books under her belt, including The Cows, So Lucky, and her latest novel, Honeybee, which is already a huge hit. Dawn grew up in the Channel Islands on the beautiful island of Guernsey, a place she now cherishes for its breathtaking cliffs and sweeping beaches, though as a teenager, she yearned for big city life. After living in LA for 16 years with her husband, Bridesmaids actor Chris O'Dowd, and their two boys, she recently made the big move back to London. During her time in California, she uncovered her ultimate hidden gem that we’ll hear all about today, and her travel diaries today take us from Ibiza to Italy, Scotland to Japan and much more. Holly’s recommendation: Porto Zante, Zakynthos, GreeceDestination Recap:Guernsey, EnglandIbiza, Spain St Martin, Guernsey, EnglandFermain Bay, Guernsey, England Herm, Guernsey, England Sark, Guernsey, England Loch Lomond, Scotland Los Angeles, California, USAMayfair, London, England Marylebone, London, England Kyoto, JapanOjai, California, USAThailandRome, Italy Sienna, ItalyParis, France The MaldivesHONEYBEE by Dawn O’Porter is published by HarperCollins and is out nowThanks so much for listening today. If you'd like to hear more from the podcast don’t forget to hit subscribe, or if you use Apple Podcasts to press follow so that a new episode lands in your podcast app each week. If you want to be the first find out who is joining me on next week’s episode come and follow me on Instagram I’m @hollyrubenstein, and you’ll also find me on TikTok - I’d love to hear from you.And if you can't want until then remember there’s the first 12 seasons to catch up on, that's over 125 episodes to keep you busy there. Don't forget that all the destinations mentioned by my guests are included in the episode show notes here on your podcast app, and listed on my website, thetraveldiariespodcast.com