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Horse Riding Holidays in May - Page 2

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 Historical Tours Wilderness riding
Difficulty
Comfort
Basic+
$2,253
8 days
7 nights
Dates
3 – 10 May, 2026
+2 dates
View tour
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 will...
Mountain tours Historical Tours Intermediate riders Аdvanced riders
Difficulty
Comfort
MidscaleUpscalePremium
$2,134
7 days
6 nights
Dates
3 – 9 May, 2026
+4 dates
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Mountain tours Spain
Photo Emilio R.
Emilio R.
4.7 (3)
Conquistadors Ride – Villuercas Geopark
4.7 (3)
Spain
Riding from the town of Trujillo to the Villuercas Geopark will give you a great experience!  You will visit historic towns and...
Mountain tours Historical Tours Intermediate riders Аdvanced riders
Difficulty
Comfort
MidscaleUpscalePremium
$2,312
7 days
6 nights
Dates
10 – 16 May, 2026
+1 date
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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 riding Historical Tours Intermediate riders Аdvanced riders
Difficulty
Comfort
Midscale
$2,193
7 days
6 nights
Dates
3 – 9 May, 2026
+9 dates
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Wilderness riding Uruguay
Photo Mauro R.
Mauro R.
5.0 (6)
Laguna Legends of Uruguay
5.0 (6)
Uruguay
Uruguay, renowned for its gaucho heritage and vast oceanfront, is perfect for horseback riding! Explore the allure of this...
Wilderness riding Аdvanced riders Beach riding Wildlife viewing tours
Difficulty
Comfort
Basic
$640
3 days
2 nights
Dates
1 – 3 May, 2026
+1 date
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Beach riding Denmark
Photo Therese T.
Therese T.
4.6 (5)
Rømø Holiday
4.6 (5)
Denmark
Explore the Rømø Island in only three days! Enjoy the landscapes of the island with its forests and beaches on horseback...
Beach riding Living on the farm Beginner riders Intermediate riders
Difficulty
Comfort
Upscale
$463
3 days
2 nights
Dates
1 – 3 May, 2026
+2 dates
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Training tours Indonesia
Photo Anna V.
Anna V.
5.0 (5)
Yoga and Natural Horsemanship Holiday
5.0 (5)
Indonesia
A refreshing holiday in a beautiful location surrounded by rice fields and green plantations with breathtaking views. Improve your...
Training tours Beginner riders Intermediate riders Yoga retreats
Difficulty
Comfort
Upscale
$356
4 days
3 nights
Dates
1 – 4 May, 2026
+3 dates
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Training tours Indonesia
Photo Anna V.
Anna V.
5.0 (5)
Yoga and Natural Horsemanship Retreat
5.0 (5)
Indonesia
The program is designed for horse lovers who want to improve their body awareness and understand horse training better. We offer a...
Training tours Beginner riders Intermediate riders Yoga retreats
Difficulty
Comfort
Upscale
$830
7 days
6 nights
Dates
1 – 7 May, 2026
+3 dates
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Mountain tours Spain
Photo Sarah V.
Sarah V.
5.0 (10)
One-Week Trail Ride in Andalusia
5.0 (10)
Spain
Embark on an exciting horse riding adventure that promises not only thrilling treks through the stunning and incredibly diverse...
Family tours Mountain tours Intermediate riders Beginner riders
Difficulty
Comfort
Basic+Midscale
$1,797
7 days
6 nights
Dates
13 – 19 May, 2026
+3 dates
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Mountain tours Spain
Photo Sarah V.
Sarah V.
5.0 (10)
Five Days Mountain Ride
5.0 (10)
Spain
Discover the stunning landscapes of the Alpujarra hills and Sierra Nevada mountains with this fantastic horse riding getaway in...
Family tours Mountain tours Intermediate riders Beginner riders
Difficulty
Comfort
Basic+Midscale
$1,131
5 days
4 nights
Dates
13 – 17 May, 2026
+3 dates
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Mountain tours Spain
Photo Sarah V.
Sarah V.
5.0 (10)
Breathtaking Sierra Nevada Ride
5.0 (10)
Spain
Experience the thrill of a lifetime with our captivating horse riding holiday in the heart of the Southern Spain. This adventure...
Family tours Mountain tours Intermediate riders Beginner riders
Difficulty
Comfort
Basic+Midscale
$815
4 days
3 nights
Dates
13 – 16 May, 2026
+3 dates
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Mountain tours Spain
Photo Sarah V.
Sarah V.
5.0 (10)
Riding Holiday in Lanjaron
5.0 (10)
Spain
Join this adventurous horseback riding getaway to experience a trekking in the breathtaking Andalusia, Spain. This enjoyable horse...
Mountain tours Beginner riders Intermediate riders Family tours
Difficulty
Comfort
Basic+Midscale
$509
3 days
2 nights
Dates
13 – 15 May, 2026
+4 dates
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Informative tours Turkey
Photo Nicolas G.
Nicolas G.
4.8 (4)
The Great Ride
4.8 (4)
Turkey
This race is tailored for adept intermediate and experienced outdoor riders seeking an exhilarating and swift adventure in...
Informative tours
Difficulty
Comfort
Basic
$3,556
8 days
7 nights
Dates
24 – 31 May, 2026
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Training tours Costa Rica
Photo Isabel A.
Isabel A.
5.0 (6)
Dressage and Liberty Training in Costa Rica
5.0 (6)
Costa Rica
Learn to communicate with horses using clear body language, energy and focus in a way that is natural to the horses. This tours...
Training tours Living on the farm Intermediate riders Rainforest tours
Difficulty
Comfort
Midscale
$2,000
10 days
9 nights
Dates
Any dates 1 Jan – 31 Dec
+3 dates
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Beach riding Iceland
Photo Steinunn G.
Steinunn G.
5.0 (4)
Black Beach & Green Hills
5.0 (4)
Iceland
This tour with 5 exciting riding days along the beach and up the mountains takes you to some of the most exhilarating routes and...
Аdvanced riders Beach riding Mountain tours Family tours
Difficulty
Comfort
Premium
$3,522
5 days
4 nights
Dates
Any dates 1 May – 15 Sep
+1 date
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Beginner riders Romania
Photo Katrin H.
Katrin H.
5.0 (2)
Trail Riding for Beginners
5.0 (2)
Romania
Have you always envisioned exploring pristine nature atop a horse? To experience a profound connection with these magnificent...
Mountain tours Beginner riders
Difficulty
Comfort
Basic+
$996
6 days
5 nights
Dates
Any dates 1 May – 1 Dec
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Beach riding Dominican Republic
Photo Gabriele S.
Gabriele S.
5.0 (4)
Caribbean Beaches and Samaná Peninsula
5.0 (4)
Dominican Republic
The Dominican Republic is renowned for its picturesque white sandy shores, towering palm trees, rich historical heritage, lively...
Mountain tours Beach riding Аdvanced riders Intermediate riders
Difficulty
Comfort
Basic+Midscale
$4,549
13 days
12 nights
Dates
Any dates 4 Jan – 18 Dec
+6 dates
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Beach riding Dominican Republic
Photo Gabriele S.
Gabriele S.
5.0 (5)
Caribbean Beaches Trail
5.0 (5)
Dominican Republic
The Dominican Republic is renowned for its picturesque white sandy shores, towering palm trees, rich historical heritage, lively...
Beach riding Intermediate riders Аdvanced riders Mountain tours
Difficulty
Comfort
Basic+Midscale
$2,028
8 days
7 nights
Dates
Any dates 4 Jan – 18 Dec
+6 dates
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Wilderness riding Romania
Photo Katrin H.
Katrin H.
5.0 (2)
Short Week of Riding
5.0 (2)
Romania
Breathe deeply and find your inner peace as you embark on leisurely horse rides through the untouched Carpathian landscapes. Ideal...
Mountain tours Wilderness riding
Difficulty
Comfort
Basic+
$996
6 days
5 nights
Dates
Any dates 1 Mar – 1 Nov
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Wilderness riding Romania
Photo Katrin H.
Katrin H.
5.0 (2)
Mini Riding Holiday
5.0 (2)
Romania
Take a moment to breathe deeply and let your spirit gently sway as you ride to the rhythmic motion of your horse. Experience the...
Mountain tours Wilderness riding
Difficulty
Comfort
Basic+
$617
4 days
3 nights
Dates
Any dates 1 Mar – 1 Nov
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Mountain tours Spain
Photo Rafael B.
Rafael B.
4.9 (9)
Alpujarras Ride
4.9 (9)
Spain
The Alpujarras is a stunning and majestic landscape that offers a perfect setting for a horseback holiday in Spain. Its...
Mountain tours Intermediate riders Аdvanced riders
Difficulty
Comfort
MidscaleUpscale
$1,773
6 days
5 nights
Dates
Any dates 12 Apr – 23 Oct
+1 date
View tour
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