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Horseback Private Trail Ride

Overview

Horseback Riding
Perfect for Couples
Relaxed Nature Experience
Highly Rated Experience
Weight Restrictions Apply

Enjoy a private, relaxed horseback ride along St Maarten’s scenic south coast, designed for couples or small groups seeking a more personal experience. This one-hour guided trail blends coastal views, quiet moments by the sea, and a memorable finish in the Caribbean water.

$ 125
Secure with a $ 25 deposit

✓ Availability is confirmed after request

Need help choosing?

Email or WhatsApp us.

Balance paid on the day

Why you’ll love this experience

  • You enjoy a private ride with flexible pacing and personal attention.
  • You ride along peaceful coastal trails with time for photos.
  • You end the experience with your horse stepping into the warm Caribbean Sea.
  • You choose an ideal outing for couples or small groups seeking a calmer ride.
  • Private guide and horses, one per rider
  • Helmet and safety briefing
  • Photo stop with your horses in the water

To secure your horseback riding experience, you’ll pay a small deposit online through our secure checkout powered by Stripe or PayPal.

We accept all major credit cards — Visa, Mastercard, American Express, and Discover — as well as Apple Pay, Google Pay, and PayPal for fast and flexible deposit payments.

The remaining balance is due on the day of the experience and may be paid by card in USD, with a 4% surcharge applied, or in cash in USD.

Please note that American Express cards are not accepted for the balance payment.

All bookings are covered by our clear and fair cancellation policy.

You may cancel up to 48 hours before the scheduled departure time and receive a full refund of your deposit.

Bookings cancelled less than 48 hours before departure are non-refundable. The deposit secures the reservation of the horses, guide, and time slot specifically for your group.

If an activity cannot operate due to unsafe weather conditions, as determined by the guide, we will assist with rescheduling or provide a full refund.

Set out on a private guided horseback ride along the tranquil coastline of St Maarten’s south shore. This experience follows a scenic coastal trail, allowing you to ride at your own pace and enjoy the peaceful surroundings without the feel of a larger group.

Along the way, pause for photos and take in the ocean views as your guide leads you through open countryside and along the shoreline. The relaxed rhythm makes this ride well suited to couples and small groups looking for a more intimate experience.

To conclude, your horse steps gently into the warm Caribbean water, creating a striking and unforgettable moment by the sea. With flexible pacing and personal guidance throughout, this private ride offers a calm and memorable way to experience the island on horseback.

Frequently asked questions

Everything you need to know before booking.

Is this a private or shared experience?

This is a fully private horseback ride, reserved exclusively for your group.

How do I secure the booking?

A $25 deposit per person confirms your ride.We will request names and approximate rider weights in advance to prepare the experience.

How is the balance paid?

The remaining balance is paid on the day.Cash is accepted, or card with a 4% fee (no American Express).

Why choose EXPLR.SX for this experience?

We coordinate everything with the stable, ensuring a smooth and personalised booking experience from start to finish.

What is included in the experience?

This ride includes private horses, a personal guide, helmets, safety briefing, and time for photos along the trail and in the sea.This experience is designed as a quiet and personalised ride, with flexible pacing and more one-on-one attention.

Where does the ride take place?

The ride takes place in Cay Bay, along scenic coastal trails.Full details are shared after booking.

Are there any restrictions for riders?

Yes.Maximum weight is 90kg / 200 lbs Riders are weighed on arrival Names and approximate weights are required before the ride

What happens if weather conditions are not suitable?

Your safety comes first.If needed, the ride may be adjusted or rescheduled. If it cannot take place, a refund or alternative date will be offered.

Already on the island?

If you’re planning something for today or tomorrow, we can sometimes help with last-minute private boat charter options.

Trusted by guests visiting St Martin & Sint Maarten

From first message to the day of the experience, guests consistently highlight how smooth and well organised everything feels.

“EXPLR.SX suggested the perfect excursion for our family with two young children and matched us with an amazing crew who understood exactly what it’s like to travel with little ones. Every question was answered, everything was thoughtfully organised, and we went into the trip with complete confidence and peace of mind. We truly felt looked after from start to finish.”
Chelsey Burr
USA
• Private Boat Charter
March 2026
“EXPLR.SX is a must if you’re arranging any kind of excursion in Saint Maarten. Everything was professional, ethical and flexible. We had some bad weather, but another time was arranged for us without question. Both of our trips were well organised, affordable and amazing. We’d definitely recommend EXPLR.SX.”
Helene Corcoran
Canada
• Private Boat Charter
April 2026
“From booking, to planning, to the day of, everything was so easy and smooth! Captain Albin was phenomenal and took us to some of the best snorkeling spots in Anguilla. Even though the weather could’ve been better, we made the most of the day and had the best time.”
Kristen Kelly
USA
• Private Boat Charter
April 2026
“Our day was amazing! Captain Fly, Monika and Jan were incredible, and Monika’s food was beyond fabulous. We had the best meal we’d had on the island, the booking process was seamless, and it was the best day on the water!”
Stef Sheff
USA
• Private Boat Charter
April 2026
“We booked the Anguilla full day through EXPLR.SX and honestly it was the highlight of our two weeks in SXM. Everything was super smooth and completely stress-free, and we felt looked after from start to finish. The website was easy to use, any questions were answered straight away on WhatsApp, and we’d definitely recommend EXPLR.SX if you’re visiting the island.”
Marcus Delgado
USA
• Private Boat Charter
September 2025
“Very professional, reliable and ensured the day was so much fun. We’d definitely recommend EXPLR.SX to anyone interested in a day on the water in St Maarten!”
Sara Stansbury
USA
• Private Boat Charter
January 2026

We’re happy to help — you can also reach us by email or WhatsApp.

Based on the island. Here to help.

Local experts

Direct support

7 days a week

Plan your boat day with confidence

Helpful guides to make planning easier.

→ How to avoid common mistakes when booking.
→ Ideal for cruise visitors and eastern-side stays planning an Anguilla day trip.
→ Flexible full-day charters to Anguilla from St Maarten’s most popular resort area.
→ Safety standards and what to look for.

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