All Globetrotting holidays are guided by an experienced local team, but every so often, we personally host Globetrotting guided rides.
GT guided rides take the guesswork out of travelling, allowing globetrotters to truly relax as we ride alongside, taking care of every detail.
Many of our guests are solo female riders who love that we do the hard work for them. For example, when you fly into a far-flung country, we’re there from the get-go. We meet you at a central location, fresh off your international flight, so that you can start your trip right.
Before setting off on our ride, we often spend a night in the capital city. We find boutique hotels in charming suburbs that give a real taste of a place, and because we have limited time in the city, we take you to the very best restaurants, artisans and authentic cultural experiences that trademark that country.
What if your transfer doesn’t arrive on time? What regional airport do you need to arrive into? Where can you find an ATM? Don’t worry about it: we take care of all this and more.
We’re also experienced horseback photographers. With us holding the camera, you can enjoy the moment rather than fiddling around with your own. When you get home, we send through an online album of your journey. This part of the package is priceless.
We make sure you’re thrilled with your horse, the pace of the ride and your saddle.
It’s our job to know what drink you yearn for after seven hours in the saddle, if you have milk in your tea, and to make sure your dietary requirements are met.
It’s our aim to ensure you become intimate with the country’s culture and experience every facet of its people, food, landscape, history and horses – warts and all.
Plus, you’ll be with a group of like-minded travellers who share a love of horses, travelling and adventure and are looking for an experience that is out-of-the-box. It warms our hearts when globetrotters who meet as strangers become firm friends through the ride. It’s a common story.
Those are the reasons you’ll love our Globetrotting guided holidays.
Now without further ado, here is a list of our upcoming GT Guided Rides.
We can’t WAIT to ride alongside you.
Kate Pilcher
Founder & Guide of Globetrotting
Scheduled 2025 guided rides
Italy
Sicily
A sublime journey through the wild heart of Sicily, exploring some of the most extraordinary landscapes, fables and flavours that this unique island has to offer.
VIEW FULL DETAILSUSA
| Departure Date | Availability | Total | |
|---|---|---|---|
| Jul 11, 2025 | SOLD OUT! | From: $11,700 USD ?Tour costs $11,700 USD which is approximately $18,419 AUD |
Iceland
Touch of the Highlands Ride Starring Warwick Schiller
This is your chance to discover one of the wildest, most dramatic places on Earth with horsemanship legend Warwick Schiller, as a herd of 70 Icelandic horses tölts by your side.
VIEW FULL DETAILS| Departure Date | Availability | Total | |
|---|---|---|---|
| Aug 24, 2025 | SOLD OUT! | From: €5,500 EUR ?Tour costs €5,500 EUR which is approximately $9,826 AUD |
USA
Big Horn Cattle Drive
If you’re up for an adventure and feel that you’ve missed your calling as a cowboy or cowgirl, you MUST experience the Big Horn Cattle Drive.
VIEW FULL DETAILS| Departure Date | Availability | Total | |
|---|---|---|---|
July Cattle Drive 2025 June 29 to July 5, 2025 |
SOLD OUT! | From: $5,140 USD ?Tour costs $5,140 USD which is approximately $8,092 AUD | |
Early August Open Range Cattle Drive 2025 August 3 to 8, 2025 |
SOLD OUT! | From: $4,795 USD ?Tour costs $4,795 USD which is approximately $7,549 AUD | |
Late August Open Range Cattle Drive 2025 August 17 to 22, 2025 |
Only 1 spot left! | From: $4,795 USD ?Tour costs $4,795 USD which is approximately $7,549 AUD | |
Globetrotting Exclusive Departure September 3 to 9, 2025 |
SOLD OUT! | From: $6,500 USD ?Tour costs $6,500 USD which is approximately $10,233 AUD | |
September Cattle Drive 2025 September 21 to 27, 2025 |
SOLD OUT! | From: $5,190 USD ?Tour costs $5,190 USD which is approximately $8,171 AUD |
Namibia
The Namibia Safari
For those who thrive on a challenge, riding across the expansive, ever-changing Namib Desert is a bucket list experience.
VIEW FULL DETAILS DOWNLOAD FACTSHEET| Departure Date | Availability | Total | |
|---|---|---|---|
Namib Desert Safari June 18 to 28, 2025 |
SOLD OUT! | From: £6,200 GBP ?Tour costs £6,200 GBP which is approximately $12,900 AUD | |
Damara Elephant Safari July 30 to August 9, 2025 |
SOLD OUT! | From: £6,200 GBP ?Tour costs £6,200 GBP which is approximately $12,900 AUD | |
Namib Desert Safari August 20 to 30, 2025 |
SOLD OUT! | From: £6,200 GBP ?Tour costs £6,200 GBP which is approximately $12,900 AUD | |
Namib Desert Safari September 10 to 20, 2025 |
SOLD OUT! | From: £6,700 GBP ?Tour costs £6,700 GBP which is approximately $13,941 AUD | |
Namib Desert Safari October 1 to 11, 2025 |
SOLD OUT! | From: £6,200 GBP ?Tour costs £6,200 GBP which is approximately $12,900 AUD | |
Skeleton Coast Safari October 23 to November 1, 2025 |
SOLD OUT! | From: £6,200 GBP ?Tour costs £6,200 GBP which is approximately $12,900 AUD | |
Skeleton Coast Safari November 13 to 22, 2025 |
SOLD OUT! | From: £6,200 GBP ?Tour costs £6,200 GBP which is approximately $12,900 AUD |
Scheduled 2026 guided rides
Argentina
Sierras Chicas
To delve under Argentina’s skin, you have to jump on a Criollo horse, drink maté with a gaucho, try your hand at country polo and sing folklorica around a blazing fire. You’ll do all this and MORE on this estancia-based ride.
VIEW FULL DETAILS DOWNLOAD FACTSHEETEstancia stay is available all year round (minimum 3 nights), with the exception of twelve weeks over May/June/July when the estancia is closed for essential repair work.
Tanzania
Tanzanian Wilderness Safari
More than almost any other destination, Tanzania is THE land of safaris. That’s why the riding itineraries offered in this country have us singing {quite possibly – squealing} with excitement.
VIEW FULL DETAILS| Departure Date | Availability | Total | |
|---|---|---|---|
Serengeti Ride January 10 to 18, 2026 |
SOLD OUT! | From: $9,066 USD ?Tour costs $9,066 USD which is approximately $14,272 AUD | |
Serengeti Ride January 24 to February 1, 2026 |
SOLD OUT! | From: $9,066 USD ?Tour costs $9,066 USD which is approximately $14,272 AUD | |
Serengeti Ride February 7 to 15, 2026 |
SOLD OUT! | From: $9,066 USD ?Tour costs $9,066 USD which is approximately $14,272 AUD | |
Serengeti Ride February 21 to March 1, 2026 |
SOLD OUT! | From: $9,066 USD ?Tour costs $9,066 USD which is approximately $14,272 AUD | |
Serengeti Ride March 7 to 15, 2026 |
SOLD OUT! | From: $9,066 USD ?Tour costs $9,066 USD which is approximately $14,272 AUD | |
Serengeti Ride March 21 to 29, 2026 |
SOLD OUT! | From: $9,066 USD ?Tour costs $9,066 USD which is approximately $14,272 AUD | |
Kilimanjaro Elephant Ride June 3 to 10, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD | |
Kilimanjaro Elephant Ride June 13 to 20, 2026 |
10 spots left | From: $7,375 USD ?Tour costs $7,375 USD which is approximately $11,610 AUD | |
Kilimanjaro Elephant Ride June 24 to July 1, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD | |
Kilimanjaro Elephant Ride July 4 to 11, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD | |
Kilimanjaro Elephant Ride July 15 to 22, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD | |
Kilimanjaro Elephant Ride July 25 to August 1, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD | |
Kilimanjaro Elephant Ride August 8 to 15, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD | |
Kilimanjaro Elephant Ride August 19 to 26, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD | |
Kilimanjaro Elephant Ride August 29 to September 5, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD | |
Kilimanjaro Elephant Ride September 9 to 16, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD | |
Kilimanjaro Elephant Ride September 19 to 26, 2026 |
Available | From: $6,941 USD ?Tour costs $6,941 USD which is approximately $10,927 AUD |
Kenya
The Maasai Mara Ride
Our all-time favourite riding safari, the Maasai Mara in Kenya, explores some of Africa’s best big game country.
VIEW FULL DETAILSMEET OUR GUIDES
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KATE PILCHERis Globetrotting’s founder and has been roaming the world on horseback for a third of her life. Before Globetrotting was born, she worked as a horse riding guide in Kenya and Argentina, and speaks conversational Kiswahili and Spanish. She has an intimate knowledge of all the destinations in the Globetrotting portfolio. Globetrotting is Kate’s life calling and she is passionate about sharing this mode of travel.
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STEVEN PILCHERbegan his Globetrotting career in Kenya and has since notched up countless rides from Iceland to Morocco. Steven learnt to ride as a child on the dusty plains of Nindigully in western Queensland. When Steven isn’t in the saddle, he’s trigger-finger-ready to capture the amazingness of Globetrotting via camera and drone. Sometimes, he does all this while wrangling three spirited daughters!
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LAURA RAEis the jewel in our Globetrotting crown! We discovered Laura through an internship in 2016 where she opted to learn the Globetrotting ropes with a trip around Canada and America. Laura grew up on a sheep property near Mudgee in country New South Wales and has been closely connected to equines her entire life. She rides like a BOSS, she’s a 3* eventer and connects with ALL of our globetrotters. We’re super proud to have her in our GT family and she’s an expert at finding your perfect-match riding holiday.
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AIMEE DAVIDSONis a social scientist and marketing genius who thrives on nurturing connection and building communities. Her equestrian journey began early with a heartfelt affection for dressage. After a hiatus involving extensive international employment and adventures, she rekindled her riding passion in 2021, diving into the Western world with a pretty Quarter Horse mare. Giddy up!
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MERCEDES MCLEANis our token Canadian globetrotter, eh. Growing up on Vancouver Island, known more for its rugged natural beauty than its equestrian scene, Mercedes still managed to pursue eventing on the island before venturing off for an equally thrill-seeking career in conservation science. She’s wrangled elk on horseback in the Canadian Rockies and she’s drilled through sea-ice in the High Arctic – and she quit her PhD to join the GT team! Mercedes can now be found eventing with her horse Storm in Queensland. She loves chatting about Canada, canoes, parkas, poutine – and Globetrotting, of course!
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ANDREW RAEgrew up riding on the family farm in Australia and competed in three-day eventing before chasing a career starting young horses around the world. Whilst predominantly working in the English riding world, he has also trained race horses, learnt to rope and rein, and worked as an equine vet tech and breeding specialist. Andrew lives in beautiful British Columbia, and is a dual citizen of Australia and Canada. He now considers himself a part-time cowboy, riding predominantly for pleasure. He is happiest on the back of a horse, high up in the mountains!
WHAT OUR GLOBETROTTERS SAY ABOUT OUR GUIDED RIDES
Tricia Huerta
‘Riding through the Bordeaux region with the Globetrotting crew, every day is a surprise. You’ll think ‘It can’t get better,’ and then it does. Miles and miles of grapevines, with incredible light filtering through the trees and amazing wine by the barrel – probably what you’re expecting when you hear the word ‘Bordeaux’ – but now imagine you’re on a horse. TEN MILLION TIMES BETTER. From riding through centuries-old fortresses and hand-walking your horse onto a ferry deck, to galloping through dense forest and picking grapes straight off the vines as you ride by, this ride will have you looking for real estate in the south of France before the week is out. Our hosts were beyond accommodating and ran the trip like a well-oiled machine, without making it feel like they were at work. The horses were extremely well cared for and had plenty of personality to keep the ride interesting, with amazing boldness – they didn’t put a hoof wrong. I recommend this trip not just for its delightful scenery and divine food and wine, but mostly for its hosts, as they have incredible stories to tell, care about their team – human and animal – and clearly love what they do.’
Jacqueline Hogan
‘How privileged I was as a solo traveller to join Kate, Steve and Laura in my choice of destinations, Morocco! The Globetrotting team excelled on all levels, and never missed crossing the Ts and dotting the Is. They are all such genuine, honest horse enthusiasts, and so passionate about what they do. Words can’t describe the exhilaration, fun times, great laughs and memories that I took away from that trip and it’s all thanks to an amazing team who are doing what they love and have an innate ability to leave a lasting impression on the hearts of all their globetrotters.’
Niki Zubrzycki
‘The Scottish Borders Ride was amazing. Our horses were so honest and solid and looked after us all so well. It has been the most liberating thing I have ever done. Huge thanks to Kate for creating such a magical experience and for being there with us for all the fun. And to my Globetrotting companions on this mad adventure, who made it so incredible and full of joy!’