Private Sunset Sail St. Maarten: Catamaran for 30
Tour Highlights
The Whole 52' Catamaran, Privately Yours
Exclusive use of Random Wind for up to 30 guests, nobody else onboard
Golden Hour at Anchor
Anchor to watch the sun drop, with a chance at the green flash on a clear horizon
Hors d'oeuvres & Full Open Bar
Evening bites and drinks flowing for the whole sail
Music or Quiet, Your Call
The crew sets the mood to match your evening
Built for Proposals & Anniversaries
Tell the crew in advance and they'll help set the moment
27-Year Crew, Tripadvisor Top 10%
The same team that has worked these waters for 27 years
Extend Into a Starlit Night Cruise
Stay out past sunset at $200 per hour
About This Tour
The water does something different in the last hour of light. The Sunset Charter is a private evening sail on Random Wind, a 52' catamaran. Just your group, the bay, and the sky changing colour.
Slip away from Simpson Bay as the light softens. Hors d'oeuvres come out, the open bar is yours, and the crew sets the mood, music or quiet, whichever your evening wants.
As the sun drops you'll anchor to watch it go, with a chance at the green flash on a clear horizon. It's an unhurried two hours, and the crew rarely rushes the return unless you have a dinner reservation to keep.
It suits proposals, anniversaries and any group after a calm, celebratory evening on the water. Want to stay out under the stars? Extend into a night cruise at $200 an hour.
Departure Point: Skipjack's, Welfare Rd, Simpson Bay, Sint Maarten
Group Size: 1 to 30 guests (private charter, base price covers 8)
Boat: Random Wind, 52' catamaran
What's Not Included
- Full lunch (evening sail, hors d'oeuvres only)
- Gratuity (optional, invited)
- Hotel pickup (marina meet only)
- Hours beyond the first two ($200/hr extension)
- Gratuity (optional, invited)
What to Bring
- Cash for gratuity
- Camera or GoPro
- Booking confirmation
Guest Requirements
30
Cancellation Policy
24+ hours before departure: Free cancellation
Less than 24 hours: Standard supplier terms apply
Tour Itinerary
Board at Simpson Bay Meet the crew at Skipjack's, board and set sail as the light begins to soften

Hors d'oeuvres & Open Bar Cruise the bay with bites and drinks, music if you want it

Anchor for Sunset Drop anchor for the main event, the sun on the water and a chance at the green flash

Back to the Dock Return to Simpson Bay, or keep going into a starlit night cruise at $200 per hour

4.8 out of 5 from 5,000+ verified guest reviews
Rated excellent on Google and TripAdvisor by travelers from around the world.

From $499.00
Free cancellation up to 24 hours before (100% refund).
Need last-minute flexibility? Add Flex at checkout.
Don't miss out! This experience is usually fully booked

