The Autumn Ride: Equitation & Trails in Portugal

A Fall Getaway for Riders Who Crave Skill, Style & a Little Sunset Magic

Golden-hour sails, historic trail rides, spa downtime, and world-class equitation training — it’s all part of your five-day escape in Portugal.

This is a retreat designed for equestrians who want more than just saddle time. You’ll train with Working Equitation World Champion Gilberto Filipe, explore Portugal’s stunning countryside on horseback, and end your days with cocktails by the river or a soothing massage.

Your home base? A modern, stylish hotel in Lisbon’s laid-back Benfica district — close enough to the action, but peaceful enough for a good night’s rest. And with a rental car at your disposal, you’re free to move at your own pace. No rushed mornings. No crowded tours. Just great horses, unforgettable views, and the kind of easy luxury that makes you never want to leave.

Here are your perfect five days…

Start in Lisbon with personalized training at Gilberto Filipe’s equestrian center, where you’ll sharpen your skills in working equitation — whether you're a seasoned rider or still finding your rhythm. Then, head north for a monument ride through the storybook town of Leiria, followed by a relaxing massage at a serene spa tucked in the hills of Alcobaça.

Top it all off with a dreamy sunset sail down the Tagus River, glass in hand, as the city glows behind you.

This isn’t just a riding trip — it’s a feel-good fall adventure, blending equestrian excellence with the best of Portuguese culture, food, and charm.