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all Horse Riding Holidays in May From Trusted Organizers from local providers
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Horse Riding Holidays in May

Informative tours
Colombia
Photo Paul C.
Paul C.
5.0 (1)
The Coffee Trail Ride
5.0 (1)
Colombia
Colombia, a land of diverse geography and climate, is equally rich in its natural environment and cultural variations. Despite...
Sightseeing tours Informative tours Historic routes
Difficulty
Comfort
Basic+
$4,448
8 days
7 nights
Dates
3 – 10 May, 2025
+2 dates
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Horse safaris
Brazil
Photo Paul C.
Paul C.
5.0 (1)
Pantanal Trail Ride Safari
5.0 (1)
Brazil
Discover a thrilling adventure in the Pantanal, the world's largest wetlands, where you can witness exotic animals in their...
Sightseeing tours Historic routes Horse safaris
Difficulty
Comfort
Basic+
$5,875
Until 2 Aug
8 days
7 nights
Dates
24 – 31 May, 2025
+1 date
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Mountain tours
Iceland
Photo Hróðmar B.
Hróðmar B.
5.0 (8)
Volcano Contrasts - Winter Holiday
5.0 (8)
Iceland
Experience the variety of the farm area with a two-day horseback riding tour. Spend the night at our hotel and witness the...
Family tours Mountain tours Аdvanced riders Intermediate riders
Difficulty
Comfort
Upscale
$680
3 days
2 nights
Dates
15 – 17 May, 2025
+9 dates
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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 tours Informative tours Historic routes Wilderness riding
Difficulty
Comfort
Basic+
$2,087
Until 29 Jul
8 days
7 nights
Dates
4 – 11 May, 2025
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Desert riding
Georgia
Photo Audrey B.
Audrey B.
5.0 (7)
Desert and Hidden Monasteries
5.0 (7)
Georgia
Explore the desert valleys of Georgia's natural reserves and national parks on horseback, witnessing breathtaking scenery...
Informative tours Historic routes Desert riding Riding expeditions
Difficulty
Comfort
BasicUpscale
$1,680
8 days
7 nights
Dates
4 – 11 May, 2025
+6 dates
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Mountain tours
Panama
Photo Elizabeth W.
Elizabeth W.
5.0 (7)
Panama Jungle Adventure
5.0 (7)
Panama
Get away to the mountain hamlet of Santa Fe, Veraguas, where life moves at a more relaxing pace. Daily horseback rides radiate...
Mountain tours Аdvanced riders Intermediate riders Living on the farm
Difficulty
Comfort
Premium
$2,105
7 days
6 nights
Dates
7 – 13 May, 2025
+15 dates
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Historic routes
Serbia
Photo Igor G.
Igor G.
5.0 (8)
Serbian Woodland Ride
5.0 (8)
Serbia
Serbia's Sumadija region is sometimes called the ‘Balkan Tuscany’, and for a reason. Experience the simple pleasures of riding...
Mountain tours Informative tours Historic routes Аdvanced riders
Difficulty
Comfort
Basic+
$1,408
Until 29 Jul
7 days
6 nights
Dates
10 – 16 May, 2025
+10 dates
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Historic routes
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...
Historic routes Аdvanced riders Intermediate riders Wilderness riding
Difficulty
Comfort
Midscale
$2,032
Until 2 Aug
7 days
6 nights
Dates
4 – 10 May, 2025
+10 dates
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Mountain tours
Iceland
Photo Hróðmar B.
Hróðmar B.
5.0 (8)
Natures Treasures Winter Trail
5.0 (8)
Iceland
During this popular winter tour participants engage in multiple half-day tours and take a break for lunch at the hotel, where...
Mountain tours Аdvanced riders Intermediate riders Beginner riders
Difficulty
Comfort
Upscale
$1,285
5 days
4 nights
Dates
4 – 8 May, 2025
+69 dates
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Historic routes
France
Photo Sophie G.
Sophie G.
5.0 (10)
Luxury Ride from Chambord to Chenonceau
5.0 (10)
France
Immersing yourself in French history and natural beauty. Start in the ancient hunting grounds of Renaissance kings, riding...
Historic routes Intermediate riders Wilderness riding
Difficulty
Comfort
Premium
$3,745
7 days
6 nights
Dates
4 – 10 May, 2025
+9 dates
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Mountain tours
Italy
Photo Luciano F.
Luciano F.
5.0 (6)
Residential Week into the Madonie Park
5.0 (6)
Italy
Unforgettable experience for anyone who likes to discover new territories on horseback. Amazing landscapes, a lot of little and...
Mountain tours Historic routes
Difficulty
Comfort
Midscale
$1,648
8 days
7 nights
Dates
9 – 16 May, 2025
+8 dates
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Training tours
Portugal
Photo Maria P.
Maria P.
5.0 (8)
Horse Fair Tour
5.0 (8)
Portugal
Join us for a unique experience in one of the most fabulous natural landscapes in Portugal. You will have an opportunity to...
Wine tours Training tours Intermediate riders Beginner riders
Difficulty
Comfort
Upscale
$3,295
7 days
6 nights
Dates
15 – 21 May, 2025
+3 dates
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Training tours
Portugal
Photo Maria P.
Maria P.
5.0 (8)
Horse Fair Tour (Long)
5.0 (8)
Portugal
Join us for a unique experience in one of Portugal's most stunning natural landscapes. You will have the chance to get up close...
Wine tours Training tours Intermediate riders Beginner riders
Difficulty
Comfort
Upscale
$4,393
10 days
9 nights
Dates
15 – 24 May, 2025
+3 dates
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Training tours
Portugal
Photo Maria P.
Maria P.
5.0 (8)
Horse Fair Tour (Short)
5.0 (8)
Portugal
We invite you to join a different experience, in one of the most beautiful natural landscapes in Portugal, at our farm stud...
Wine tours Training tours Intermediate riders Beginner riders
Difficulty
Comfort
Upscale
$2,526
5 days
4 nights
Dates
15 – 19 May, 2025
+3 dates
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Historic routes
France
Photo Sophie G.
Sophie G.
5.0 (10)
Following the Steps of Francois I in Loire
5.0 (10)
France
Our short horse riding holiday takes you from the expansive paths of Chambord Forest to the charming trails and vineyards of...
Historic routes Wilderness riding
Difficulty
Comfort
Premium
$2,186
Until 1 Aug
4 days
3 nights
Dates
16 – 19 May, 2025
+1 date
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Mountain tours
Spain
Photo Emilio R.
Emilio R.
4.7 (3)
Monfragüe National Park in Spain
4.7 (3)
Spain
The riding through spectacular holm and cork oaks woods, pastures and the impressive landscape of the Monfragüe National Park...
Mountain tours Historic routes Аdvanced riders Intermediate riders
Difficulty
Comfort
MidscaleUpscalePremium
$1,867
7 days
6 nights
Dates
4 – 10 May, 2025
+4 dates
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Horse riding tours
Egypt
Photo Gemma R.
Gemma R.
5.0 (10)
Hybrid Summer Mini Break
5.0 (10)
Egypt
Designed for those wanting to visit Egypt in the summer but looking to beat the heat. This fun adventure covers great riding...
Sightseeing tours Historic routes
Difficulty
Comfort
MidscaleUpscale
$1,820
5 days
4 nights
Dates
4 – 8 May, 2025
+1 date
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Mountain tours
Georgia
Photo Audrey B.
Audrey B.
5.0 (7)
Gombory Mountains Holiday
5.0 (7)
Georgia
Enjoy the beauty of Georgia's nature from the top! This horseback trekking tour gives you the chance to climb the Gombori...
Mountain tours Informative tours Historic routes Аdvanced riders
Difficulty
Comfort
BasicBasic+
$659
3 days
2 nights
Dates
7 – 9 May, 2025
View tour
Desert riding
Georgia
Photo Audrey B.
Audrey B.
5.0 (7)
Semi Desert Holiday
5.0 (7)
Georgia
Experience the beauty and history of Georgia's borderlands on horseback. The semi desert offers incredible rock formation...
Informative tours Historic routes Desert riding Аdvanced riders
Difficulty
Comfort
BasicBasic+
$659
3 days
2 nights
Dates
7 – 9 May, 2025
View tour
Historic routes
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...
Mountain tours Historic routes Аdvanced riders Intermediate riders
Difficulty
Comfort
UpscalePremium
$1,966
7 days
6 nights
Dates
11 – 17 May, 2025
+2 dates
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Training tours
Argentina
Photo Marcos L.
Marcos L.
4.5 (2)
Polo and Horse Back Riding Weekend
4.5 (2)
Argentina
Immerse yourself in the world of polo within an Argentine polo family.  Enjoy morning stick and ball sessions with experienced...
Training tours Informative tours Polo tours
Difficulty
Comfort
Midscale
$1,300
3 days
2 nights
Dates
9 – 11 May, 2025
+5 dates
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