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Private Sailing Charter St. Maarten: Catamaran for 30

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

4.8 stars

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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

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.

    
 
 
       Posted on Google  
   
   Maame Ama Assan 
 July 4, 2026
 
 
 Trustindex verifies that the original source of the review is Google. We celebrated our friend’s 40th birthday on Boat Trips Club. The crew was AMAZING! We had an amazing experience and the birthday lady was very pleased. Thanks so much for a wonderful experience.
  
 
      Posted on Google  
   
   Shubhra Dash 
 July 3, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Daniel and Yoking are two amazing brothers to look out for if you are going snorkelling with this company. Yorking ensured everyone got into the water (even the jittery ones!) and swam right by us holding and guiding us. Loved the experience!
  
 
      Posted on Google  
   
   Govind Aneesha 
 July 3, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Such a fun boat trip! Daniel and the rest of the crew were amazing!
  
 
      Posted on Google  
   
   Pankaj Bhirud 
 July 3, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Highly recommend using boat trips clubs. Partially Daniel. Great staff and fun time
  
 
      Posted on Google  
   
   Sarat Mishra 
 July 3, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Great fun with the gang, this is A+. I highly recommend anyone looking to book a trip, call Daniel
  
 
      Posted on Google  
   
   Tarun Narang 
 July 3, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Excellent service great stops and amazing excursions! Daniel was incredible
  
 
      Posted on Google  
   
   Carlos Blanco 
 July 1, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Excelente servicio! Daniel y su equipo atentos en todo momento para hacer una experiencia única e inolvidable
  
 
      Posted on Google  
   
   Ashley Karakal 
 June 29, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Great experience with Boat Trips Club! Everyone took care of us really well. There was so much space on the boat to lounge, relax and put our stuff away. We had a whole day excursion and went to the a shallow pool and Saona Island. Everyone would ask if we needed anything at all times. Highly recommend the service. It was the best boat experience I’ve had.
  
 
      Posted on Google  
   
   Julia James 
 June 29, 2026
 
 
 Trustindex verifies that the original source of the review is Google. great experience!
  
 
      Posted on Google  
   
   Kristi Estes 
 June 29, 2026
 
 
 Trustindex verifies that the original source of the review is Google. Daniel was amazing.  He took great picture and party was great