With so many incredible horseback adventures to choose from—whether you're dreaming of galloping through the African bush or schooling dressage in a Portuguese arena—how do you find the one that’s perfect for you?

By Adrienne Rubin

All of our equestrian getaways are hand-picked and ride-tested so we can help you choose the right riding trip based on your riding level, preferences, and travel goals. If you’re wondering where to begin, here’s our guide to choosing the perfect riding adventure!

Riding Level

Know your riding ability (and be honest about it!)

Riding vacations aren’t one-size-fits-all. Some rides cater to beginners, while others require experienced riders who are confident at all gaits and able to handle varied terrain and horses.

  • Beginner riders may enjoy slower-paced itineraries with plenty of instruction or gentle trail rides. Look for trips that specifically welcome less experienced riders.

  • Intermediate riders often do best on flexible trips that allow for some faster riding or opportunities to improve skills (like beach canters or lessons).

  • Advanced riders might crave adventure—galloping with game in Africa, foxhunting in Ireland, or exploring remote mountains.

Tip: Not sure how to define your level? Reach out—we’ll help you match your experience with the right trip.

Trip Style

Preferred type of trip or riding discipline

Your perfect trip may depend on how you like to ride. Consider the style of riding just as much as the location.

  • Trail Riding & Treks: Cover ground and experience new scenery every day. Ideal for adventurous spirits who love being in the saddle for hours.

  • Wine & Dine Rides: Trips where the eating and drinking experience is just as important as the riding itself.

  • Lodge-Based Rides: Stay in one place and ride out each day—perfect if you prefer to unpack once and relax.

  • Multisport Adventures: For those who want to do more than just ride, or groups/families where not everyone is a rider.

  • Discipline-Focused Trips: Want to hone your skills? Opt for trips centered on dressage, classical horsemanship, jumping, foxhunting, or polo.

  • Bring-Your-Own-Horse Trips: Travel with your own equine partner on hand-picked experiences across the U.S.

Browse the full range of adventures to find the one that calls to you the most.

Ideal Setting and Destination

Where do you see yourself riding?

  • Rustic or remote adventures in places like Mongolia, Patagonia, or Namibia are often immersive and off-grid—but might involve simpler accommodation and longer travel times.

  • Classic cultural destinations like Portugal, France, Spain, and Italy offer a rich mix of food, history, and scenic riding.

  • North American options range from luxury ranch stays to national park trail rides—perfect for shorter travel times and lower jet lag.

Ask yourself: Do I want a trip that’s culturally different and adventurous—or something more familiar and relaxed?

Accommodation

Choose Accommodation to Match Your Travel Style

At Equescapes, you’ll find everything from five-star resorts to rustic camping. Think about what kind of rest and comfort you want after a day in the saddle.

  • Luxury Lodges & Resorts: Ideal for couples, solo travelers wanting extra comfort, or those pairing riding with spa time or gourmet meals.

  • Glamping or Tented Camps: Often featured on safari or wilderness rides—rustic but romantic, with a sense of adventure.

  • Guest Ranches & Farm Stays: Friendly, homey, and perfect for travelers who love community and connection.

  • Amenities: Consider what amenities you require while traveling—WiFi, room service, pool and spa, etc.

Do you want to stay in one place during your trip, or move from one accommodation to another and sample different accommodations along the way?

Timing and Season

Not every destination is suitable year-round.

  • Summer rides in Europe or North America offer long days and peak scenery—but may book up early.

  • Winter escapes to places like Morocco, the Middle East, or the Southern Hemisphere can offer sunshine and epic rides when it’s cold at home.

  • Shoulder seasons (spring and fall) often come with fewer crowds and milder weather.

Booking early gives you the best choice of dates and horses, but we also offer last-minute availability on select trips if you’re feeling spontaneous. You can also save by booking outside of peak season.

Budget

Riding vacations can range from affordable weeklong adventures to ultra-luxury trips with all the trimmings.

  • Budget-friendly trips might involve shared accommodation, simpler meals, or longer travel times to reach more remote spots—but still offer unforgettable experiences.

  • Mid-range trips provide a great balance of comfort and value, with solid riding, nice amenities, and good food.

  • Luxury trips can include private guides, gourmet dining, boutique hotels, and once-in-a-lifetime scenery.

Don't forget to factor in flights, travel insurance, tips, and any gear you might need. Not sure what’s worth splurging on? We’re happy to help you weigh the options.

Pro tip: traveling during the low season—like spring or fall in Europe, or the green season in parts of Africa—can mean better pricing, fewer crowds, and a more intimate experience, even in popular destinations.

Still Not Sure? We Can Help.

You don’t have to navigate all of this alone. We love playing matchmaker. Whether you want a peaceful yoga-and-riding retreat or a wild canter across open savannah, tell us a bit about your dream trip—and we’ll point you to a few options that fit your style, ability, and budget.

Ready to Ride?

Browse our trips or get in touch to chat with someone who’s done the rides and knows the horses. Choosing the right trip is just the beginning of the adventure.

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