Aerial view of St. Maarten island with turquoise Caribbean waters

See St. Maarten with
Guides Who Live Here

Island tours, airport transfers, cruise port pickups, and VIP packages. Locally owned since 2010, and we drive cruise passengers, resort guests, and stayover visitors all over the island.

Licensed & Insured
10,000+ Guests Served
Back-to-Ship Guarantee
Free Cancellation 48hrs
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Our most popular tours

Shared tours for cruise passengers, resort guests, and families, with private options if you want your own vehicle

Why choose Confidence Transportation & Tours

Serving cruise passengers, resort guests, and returning visitors since 2010

15+ Years on the Road

Local transport and tours across St. Maarten since 2010. We know the roads and shortcuts on both the Dutch and French sides.

Back-to-Ship Guarantee

Every tour is timed around your ship's schedule and gets you back to port with time to spare, guaranteed or your money back.

Locally Owned & Operated

We run the tours ourselves, so there is no booking platform or reseller between you and us. Our drivers are local, licensed, and know the island well.

Small Groups, Personal Service

We keep groups small so every guest gets personal attention. Nobody gets rushed, and you explore at your own pace.

Photos from our tours

From hilltop panoramas to beach stops

Tour group enjoying panoramic views from a St. Maarten hilltop
Crystal-clear turquoise Caribbean waters on white sand beach
Happy tour group posing with guide and Confidence Tours bus
Palm tree swaying over pristine white sand beach in St. Maarten
Tour guide explaining island history at a scenic viewpoint
Cacti framing a stunning bay view on the island
Family group with guide in front of tour bus
Tour group at oceanside boardwalk with harbor view
Colorful entrance to Baie Rouge beach on the French side
Tour group posing at the iconic heart sculpture in Philipsburg
Colorful beach umbrellas along a white sand Caribbean beach
Happy guests enjoying the ride on a Confidence Tours bus

Why choose Confidence?

We're local, and we like showing people around. Our guides were born and raised here, and they know the corners most visitors never find.

16+

Years of Service

10,000+

Guests Served

Local Expert Guides

Our guides were born and raised on the island. They know the shortcuts, the good lunch spots, and the stories behind the views.

Always On Time

We guarantee on-time pickup, whether you're heading back to port, catching a flight, or returning to your hotel.

Family-Friendly

Kids under 5 ride free. Families of any size are welcome.

Flexible & Guaranteed

Back-to-ship guarantee, free cancellation up to 48 hours before your service, and a full refund if your ship doesn't dock.

Easy Booking

Book through our website, by email, or on WhatsApp. We usually reply within a few hours.

Island-Wide Coverage

We cover the whole island, Dutch side and French side.

St. Maarten transfers

Airport pickups, cruise port transfers, and point-to-point transportation. Private vehicles, flight tracking, and 60 minutes of complimentary wait time.

Book a Transfer

from

$25

Airport → Maho

from

$30

Simpson Bay → Philipsburg

from

$55

Dutch Side → Grand Case

island-wide

Ask

Custom Route

Frequently Asked Questions

Book your St. Maarten day

Docking for the day, here for the week, or just landed at the airport: tell us when and where, and we'll confirm availability within a few hours.