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Sentry Hill Sky Explorer & Flying Dutchman Zipline — St. Maarten Half-Day Adventure

Sentry Hill Sky Explorer & Flying Dutchman Zipline — St. Maarten Half-Day Adventure

Ride a 25-minute chairlift to Sentry Hill’s 1,125-foot summit, explore a local history museum, then launch down the Flying Dutchman — the world’s steepest zipline — for speeds up to 56 mph. This compact half-day adventure pairs sweeping island views with a high-adrenaline descent.

Philipsburg, Sint Maarten
2–3 hours
By Adventure CollectiveOctober 2025

The Experience

Before You Go

Arrive early to beat heat

Morning lifts offer cooler air and clearer visibility across the neighboring islands; mid-day can be hot and hazy.

Wear secure, closed-toe shoes

You’ll board and land from platforms—sneakers with good grip are required and help with harnessing.

Stow valuables

Loose phones, hats and jewelry can be lost on the ride—use lockers or a secure zip pocket.

Hydrate and pace snacks

Three hours in tropical heat means sipping water before and after; avoid heavy meals immediately before the zipline.

Local Knowledge

Hidden Gems

  • Emilio Wilson Museum onsite for local history and artifacts
  • Short ridge trails and lookout platforms near the base for quiet sunset views

Wildlife

  • Brown pelican
  • Green iguana

Conservation Note

Operators limit runs during strong winds and maintain gear checks; visitors should stick to marked areas and use reef-safe sunscreen to reduce environmental impact.

Sentry Hill overlooks a crossroads of colonial maritime routes; the island’s Dutch-French split shaped small settlements and trading posts along the bays below.

What to Bring

Closed-toe athletic shoesEssential

Secure footing is necessary for boarding platforms and for safe harnessing.

Light sun jacket or windbreaker

Trade winds can feel cool at the summit, especially in early morning or late afternoon.

Sunscreen and hat (tethered)Essential

High sun angles and reflective water increase burn risk—use reef-safe sunscreen and secure your hat.

Small zippered pouch or dry bag

Keeps ID, cash and a phone secure; loose items are not allowed during the zipline.

Common Questions

What are the age, height and weight limits?

Minimum age is 11, minimum height 52 inches and minimum weight 100 pounds; maximum weight is 275 pounds.

How long does the experience take?

Plan for about three hours including check-in, the 25-minute Sky Explorer ride, orientation, and the zipline descent.

Can guests with back or heart conditions ride?

This activity is not recommended for travelers with heart problems, pregnancy, or spinal/back injuries—consult your doctor and the operator beforehand.

What happens in bad weather?

Operators cancel for dangerous weather or high winds; full refunds are available if you cancel at least 24 hours prior or if the operator cancels due to weather.

Book This Experience

Check Availability

Duration

2–3 hours

Location

Philipsburg, Sint Maarten

Difficulty

moderate

Fitness Level

Suitable for most people who can sit upright and handle heights; not strenuous but requires basic mobility for boarding and exiting platforms.

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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