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Sentry Hill Zipline & Flying Dutchman: Sky Explorer Adventure in St Maarten

Sentry Hill Zipline & Flying Dutchman: Sky Explorer Adventure in St Maarten

Ride the Sky Explorer to Sentry Hill for 360-degree views, then launch yourself across the ridge on the Sentry Hill Zip and the steep Flying Dutchman. This combined lift-and-zip experience pairs panoramic sightseeing with two high-adrenaline runs.

Philipsburg, Sint Maarten
3–4 hours
By Adventure CollectiveOctober 2025

The Experience

Before You Go

Secure footwear

Wear snug, closed-toe shoes with good grip — harnesses and platforms demand stable footing during fittings and launches.

Hydrate and snack

Bring a refillable water bottle and a light snack; the climb and harnessing under tropical sun dehydrate quickly.

Time your visit

Choose a morning slot for cooler temperatures and clearer visibility; afternoons bring brief showers and stronger winds.

Protect loose items

Use a zippered pocket or leave phones in lockers — unsecured items can fall during zips and are often restricted.

Local Knowledge

Hidden Gems

  • Emilio Wilson Museum on-site for local estate history and artifacts
  • Small lookout platforms off the main deck for quieter island views and photo angles

Wildlife

  • Brown pelican
  • Tropical lizards (anoles) sunning on rocks)

Conservation Note

Operators typically follow strict safety and low-impact guidelines; stick to marked paths and avoid disturbing vegetation to protect fragile ridge ecosystems.

The mountaintop area served practical roles for plantation access and lookout; the Emilio Wilson Estate preserves aspects of agricultural life on the island.

What to Bring

Closed-toe hiking or athletic shoesEssential

Provides traction and protection on platforms, stairs, and during landings.

Sun hat and SPF 30+ sunscreenEssential

Open platforms and chairlift exposure mean strong sun protection is important.

Reusable water bottleEssential

Staying hydrated before and after zips keeps energy steady in tropical heat.

Light wind/rain shell

Quick showers can appear in the afternoon; a lightweight shell keeps you dry without bulk.

Common Questions

How long does the full experience take?

Plan for about 3–4 hours from check-in to finish; the Sky Explorer ride to the top is roughly 25 minutes each way and the activity includes photo stops and the Schooner Ride descent.

Are there health or age restrictions?

Participants should be in moderate physical condition; the operator advises against the activity for pregnant travelers, people with serious heart conditions, or spinal injuries. Children must be accompanied by an adult.

What should I wear and bring?

Wear closed-toe shoes, comfortable activewear, sun protection, and bring a refillable water bottle; secure loose items as cameras and phones may be restricted during zips.

What happens in bad weather?

Operations are weather-dependent; brief tropical showers may delay certain runs, and the operator will cancel for safety — check cancellation and refund policies when booking.

Book This Experience

Check Availability

Duration

3–4 hours

Location

Philipsburg, Sint Maarten

Difficulty

moderate

Fitness Level

Moderate fitness for short climbs, standing during harness fitting, and transferring on/off lifts; not suitable for those with serious cardiovascular or spinal conditions.

Free cancellation available

Ready to Explore Philipsburg?

Book your guided walking tour and discover the hidden stories of this historic mountain city.

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