Private Sailing Charter St. Maarten: Catamaran for 30

Private Sailing Charter St. Maarten: Catamaran for 30

Simpson Bay / Philipsburg, Sint Maarten | ⭐ 4.8 · 5,000+ verified reviews

Tour Highlights

The Whole 52' Catamaran to Your Group

Exclusive use of Random Wind for up to 30 guests, nobody else aboard

A Day You Design

Plan the stops, the timing and the food directly with the crew

Anna Looks After Your Group Personally

The managing director and hostess handles every private charter herself

Fresh Lunch Cooked Onboard

Most special food and drink requests are accommodated at no extra charge

Full Open Bar All Day

Top-shelf available on request

Every Toy, Whenever You Want It

Snorkel gear, stand-up paddleboard, ocean kayak and the Tarzan swing

Built for Weddings & Milestones

Tell the crew what you're celebrating and they'll help make it land

Extend Into the Evening

Keep the boat past 3 PM at $200 per hour

About This Tour

Take the whole catamaran. The Private Day Charter puts Random Wind, a 52' sailing catamaran, and her 27-year crew entirely at your group's disposal, for up to 30 guests along the St. Maarten coast.

Unlike the shared sail, the day is yours to shape. Talk through the itinerary, the stops and the food with the crew. Anna, the managing director and hostess, looks after every group personally, and most special food or drink requests are handled at no extra charge.

Lunch is cooked fresh onboard, the open bar runs all day, and the snorkel gear, paddleboard, kayak and Tarzan swing are all there whenever your group wants them.

It's built for celebrations: weddings, milestone birthdays, anniversaries and family reunions. Let the crew know what you're marking and they'll help make it special. Want to keep going? Extend into the evening at $200 an hour.

Departure Point: Skipjack's, Welfare Rd, Simpson Bay (resort and FIT guests) or Bobby's Marina, 22 Juancho Yrausquin Blvd, Philipsburg (cruise guests)
Group Size: 1 to 30 guests (private charter, base price covers 8)
Boat: Random Wind, 52' sailing catamaran

What's Not Included

  • Gratuities (optional)
  • Towels and sunscreen
  • Personal expenses
  • Very high-cost special food or drink requests
  • Hotel pickup (marina meet only)

What to Bring

  • Swimwear & towel
  • Sunscreen
  • 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 and Set Sail Safety briefing, sails up, and the bar opens with alcoholic and non-alcoholic drinks

First Snorkel Stop Snorkel the quiet reefs, try the paddleboard or kayak, or float with a pool noodle

Lunch Onboard Coconut chicken and rice cooked fresh in the galley, cookies and chocolates after

Tarzan Swing Second stop in deeper water, crew can show you flips and dives

Return Leg Sail back with snacks, drinks and music

4.8 out of 5 from 5,000+ verified guest reviews

Rated excellent on Google and TripAdvisor by travelers from around the world.

Google reviews TripAdvisor reviews
From $3,499.00

Free cancellation up to 24 hours before (100% refund).

Need last-minute flexibility? Add Flex at checkout.

⭐ 4.8 · 5,000+ verified reviews
Don't miss out! This experience is usually fully booked

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