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Horse Riding Holidays in May

Mountain Tours Portugal
Photo Carlos R.
Carlos R.
4.8 (4)
Northern Portugal Mountain Paths
4.8 (4)
Portugal
Our adventure tour in northern Portugal offers a truly unique experience for nature lovers. Explore the rugged beauty of...
Mountain ToursLiving on the FarmWilderness RidingIntermediate riders
Difficulty
Comfort
Upscale
$1,531
$1,702
-10%
8 days
7 nights
Dates
Any dates 1 Feb, 2026 – 30 Nov, 2026
+9 dates
View tour
Informative Tours Italy
Photo Ezio B.
Ezio B.
5.0 (7)
Maremma Trail with the Butteri
5.0 (7)
Italy
Joining this excursion promises an enriching experience as we delve into Maremma's cultural tapestry and deep-rooted equestrian...
Mountain ToursInformative ToursHistorical ToursWilderness Riding
Difficulty
Comfort
Basic+
$2,529
8 days
7 nights
Dates
8 – 15 May, 2027
+2 dates
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Mountain Tours Peru
Photo Yojan B.
Yojan B.
5.0 (7)
Sacred Valley Ride
5.0 (7)
Peru
Experience a captivating horseback riding adventure through the enchanting Sacred Valley. Discover the picturesque Salino complex...
Mountain ToursHistorical ToursIntermediate ridersInformative Tours
Difficulty
Comfort
BasicBasic+
$2,250
6 days
5 nights
Dates
Any dates 1 Jan, 2026 – 31 Dec, 2026
+4 dates
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Historical Tours Spain
Photo Emilio R.
Emilio R.
4.7 (3)
Pilgrimage to Guadalupe Monastery
4.7 (3)
Spain
An unforgettable ride through the Villuercas Geopark, the picturesque sceneries of Dehesa, holm and cork oaks woods and pastures...
Mountain ToursHistorical ToursIntermediate ridersAdvanced Riders
Difficulty
Comfort
UpscalePremium
$2,564
$3,012
7 days
6 nights
Dates
9 – 15 May, 2027
+1 date
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Mountain Tours Spain
Photo Emilio R.
Emilio R.
4.7 (3)
Castles of Gredos Mountains
4.7 (3)
Spain
See the amazing contrasts of Spanish nature in this riding tour! The big variety of spectacular views, authentic villages and cozy...
Mountain ToursIntermediate ridersHistorical ToursAdvanced Riders
Difficulty
Comfort
UpscalePremium
$2,460
7 days
6 nights
Dates
23 – 29 May, 2027
+8 dates
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Wilderness Riding Ireland
Photo Daniel M.
Daniel M.
5.0 (7)
Causeway Coast Stables Riding Journey
5.0 (7)
Ireland
This experience combines four rewarding riding days and one scenic sightseeing day to give you a rich introduction to the beauty...
Historical ToursBeach ToursSolo TravelWilderness Riding
Difficulty
Comfort
Midscale
$2,573
6 days
5 nights
Dates
2 – 7 May, 2027
+100 dates
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Historical Tours Ireland
Photo Daniel M.
Daniel M.
5.0 (7)
Coast, Castles and Countryside Ride
5.0 (7)
Ireland
This tour combines scenic horseback riding and guided sightseeing to showcase the very best of Northern Ireland’s spectacular...
Historical ToursBeach ToursSolo Travel
Difficulty
Comfort
Midscale
$2,928
5 days
4 nights
Dates
2 – 6 May, 2027
+92 dates
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Historical Tours Ireland
Photo Daniel M.
Daniel M.
5.0 (7)
Dunluce Castle and Giant’s Causeway Ride
5.0 (7)
Ireland
This unforgettable short escape combines four full days of riding, four spectacular beaches, dramatic coastal scenery, and some of...
Historical ToursBeach ToursSolo Travel
Difficulty
Comfort
Midscale
$2,650
5 days
4 nights
Dates
2 – 6 May, 2027
+92 dates
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Beach Tours Northern Ireland
Photo Daniel M.
Daniel M.
5.0 (7)
North Coast and Hills Horseback Adventure
5.0 (7)
Northern Ireland
This immersive short break combines mountain riding, coastal trails, and two spectacular beach experiences into one unforgettable...
Historical ToursBeach ToursSolo TravelWilderness Riding
Difficulty
Comfort
Midscale
$2,288
5 days
4 nights
Dates
2 – 6 May, 2027
+91 dates
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Informative Tours Ireland
Photo Daniel M.
Daniel M.
5.0 (7)
Ultimate Ireland Riding and Discovery Journey
5.0 (7)
Ireland
This extraordinary journey brings together Ireland’s most iconic landscapes, unforgettable horseback riding, rich culture, and...
Historical ToursBeach ToursSolo TravelInformative Tours
Difficulty
Comfort
Midscale
$10,857
12 days
11 nights
Dates
2 – 13 May, 2027
+91 dates
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Informative Tours Ireland
Photo Daniel M.
Daniel M.
5.0 (7)
Grand Ireland Horseback Discovery
5.0 (7)
Ireland
This unforgettable journey takes you across some of Ireland’s most spectacular landscapes, combining horseback riding...
Historical ToursBeach ToursSolo TravelInformative Tours
Difficulty
Comfort
Midscale
$7,094
8 days
7 nights
Dates
2 – 9 May, 2027
+106 dates
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Horse Safaris Zimbabwe
Photo Juliet J.
Juliet J.
Safari In the Heart of Zimbabwe
Zimbabwe
This 6-night horseback safari is the perfect blend of adventure, natural beauty, and heartfelt hospitality. Based mainly at our...
Advanced RidersIntermediate ridersWilderness RidingHorse Safaris
Difficulty
Comfort
Upscale
$2,700
7 days
6 nights
Dates
3 – 9 May, 2027
+9 dates
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Wilderness Riding Kazakhstan
Photo Alima B.
Alima B.
5.0 (8)
Central Asia's Hidden Pearl: Journey Discovering Burabay National Park in Kazakhstan
5.0 (8)
Kazakhstan
There is a Kazakh legend that when God created the world, he gave the area now known as Kazakhstan only the endless steppe. The...
Sightseeing ToursInformative ToursWilderness RidingRanch Holidays
Difficulty
Comfort
Midscale
$2,127
7 days
6 nights
Dates
3 – 9 May, 2027
+4 dates
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Wilderness Riding Kazakhstan
Photo Alima B.
Alima B.
5.0 (8)
Kazakhstan’s Bayanaul National Park: Through Nature and Legends
5.0 (8)
Kazakhstan
About Bayanaul National Park One of Kazakhstan's protected areas and the country's first national park, this stunning area of...
Sightseeing ToursInformative ToursWilderness RidingRanch Holidays
Difficulty
Comfort
Midscale
$2,799
10 days
9 nights
Dates
17 – 26 May, 2027
+2 dates
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Mountain Tours Kyrgyzstan
Photo Alisher A.
Alisher A.
Tian Shan Trails
Kyrgyzstan
Ride through the mountains and steppes of Kyrgyzstan, where centuries-old traditions meet breathtaking landscapes. This tour...
Mountain ToursWilderness RidingIntermediate ridersAdvanced Riders
Difficulty
Comfort
BasicBasic+
$1,599
7 days
6 nights
Dates
2 – 8 May, 2027
+4 dates
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Mountain Tours USA
Photo James M.
James M.
5.0 (5)
Blue Wilderness Trail
5.0 (5)
USA
The Blue Wilderness, located on the Arizona/New Mexico border, has been the focus of an impressive ten-year effort of exploration...
Mountain ToursWilderness RidingIntermediate ridersHistorical Tours
Difficulty
Comfort
Basic
$1,446
5 days
4 nights
Dates
2 – 6 May, 2027
+5 dates
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Horse Safaris Brazil
Photo Paul C.
Paul C.
5.0 (6)
Pantanal Trail Ride Safari
5.0 (6)
Brazil
Discover a thrilling adventure in the Pantanal, the world's largest wetlands, where you can witness exotic animals in their...
Sightseeing ToursHistorical ToursHorse Safaris
Difficulty
Comfort
Basic+
$5,272
8 days
7 nights
Dates
17 – 24 May, 2027
+2 dates
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Wilderness Riding Iceland
Photo Heiðdís S.
Heiðdís S.
5.0 (6)
Geysir Gullfoss Waterfalls Trail
5.0 (6)
Iceland
This tour offers a unique opportunity to explore the stunning landscapes of Iceland on horseback, visiting iconic attractions such...
Intermediate ridersWilderness RidingFamily Tours
Difficulty
Comfort
Basic+
$2,018
6 days
5 nights
Dates
22 – 27 May, 2027
+4 dates
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Wilderness Riding Iceland
Photo Heiðdís S.
Heiðdís S.
5.0 (6)
The Golden Circle of Iceland
5.0 (6)
Iceland
This tour has been recognized by CNNgo as one of the top 15 horse treks worldwide! What better or more distinctive way to...
Mountain ToursSightseeing ToursWilderness RidingIntermediate riders
Difficulty
Comfort
Basic+
$3,069
7 days
6 nights
Dates
22 – 28 May, 2027
+4 dates
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Historical Tours Spain, Portugal
Photo Sara R.
Sara R.
5.0 (4)
Borderline Adventure: Between Portugal and Spain
5.0 (4)
Spain, Portugal
The journey will take you through the International Natural Park of the Tagus, spanning Spain and Portugal. You'll traverse the...
Wilderness RidingHistorical ToursIntermediate ridersAdvanced Riders
Difficulty
Comfort
Midscale
$2,127
7 days
6 nights
Dates
2 – 8 May, 2027
+8 dates
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Desert Tours Spain
Photo Cristina S.
Cristina S.
Tabernas Desert - European Hollywood
Spain
The itinerary consists of two rides totalling between 45 and 50 km spread over two days of riding. The first ride is between 28...
Desert ToursRanch HolidaysAdvanced RidersIntermediate riders
Difficulty
Comfort
Basic+
$414
3 days
2 nights
Dates
19 – 21 May, 2027
+9 dates
View tour
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