PARADISE DAY SAIL

Paradise Day Sail

10AM - 3PM

Up to 20 People*

*Regularly 35 passengers. Maximum 20 due to COVID-19. Due to the load capacity of our vessel, there is a weight limit of 325lbs per passenger.

Paradise Day Sail

10AM - 3PM

Up to 30 People*

*Due to the load capacity of our vessel, there is a weight limit of 325lbs per passenger.

Book Your Adventure To Sea!

$139 per person

Perfect for weddings, birthdays, anniversaries, and more!

$115 USD per child between 5-12 years.

Under 4 always ride FREE.

Full Open Bar

Lunch Included

Snorkel Gear & Life Jackets Available

Standup Paddleboards & Kayaks

Swing on the Tarzan Swing!

BOOK NOW

We discount cash payments! Email us at info@randomwind.com for details.

Travel Requirements for Sint Maarten

Sailing Excursion In St. Maarten

The Paradise Day Sail is a day cruise on our comfortable sailing catamaran, Random Wind, along the coast of stunning St. Maarten.

All drinks, food, and equipment are included in the cruise rate so that you have a magical day on the blue Caribbean sea. During this charter, we sail, swim, snorkel, eat, drink and swing from the Tarzan swing. We also have a stand-up paddleboard and ocean kayak available.

During our day sail, we go where the Random Wind takes us, dependent on the sea conditions. The Captain makes the call each day about the safest and most comfortable itinerary. Please respect that.

One last thing to remember on your Paradise Day Sail… if you are celebrating something, please let us know – we always find ways to make it special!

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About This Adventure

The Paradise Day Sail runs from 10 AM to 3 PM.

Pick-up is either at Simpson Bay or Philipsburg.

If pick-up is at Simpson Bay, we meet at 9:45 AM at Nowhere Special next to the St. Maarten Yacht Club in Simpson Bay 9:45. Please check your email for updates. Don’t forget your towels and sunscreen!

If pick-up is at Philipsburg, We meet at 9:45 at Bobby’s Marina, 22 Juancho Yrausquin Blvd, Philipsburg. If you are an on island guest, you can park there or take a cab. If you are a cruise guest: Turn left as you exit the cruise terminal. The walk from the cruise terminal exit will take approximately 8 to 12 minutes. Proceed down the main road and turn into Bobby’s Marina (past Chesterfield’s/Dock Maarten). Walk toward the water and see a gazebo where people gather. Your crew will meet you there in Random Wind shirts. Don’t forget towels and sunscreen!

Please be sure to contact us to confirm your pickup location.

From Philipsburg, we board right from the dock. From Simpson Bay, get out to the boat by 14FT dinghy taking 8 guests at a time. Each trip takes 5 mins or so. Once on the boat we check-in.

We want all of our guests to be comfortable and safe so we keep our total to 30. Everyone has a cushioned seat.

We take Visa, Mastercard, American Express, or Cash. We take Paypal, but not on-board.

What to Expect

At Check-In

Once checked in, we do a quick safety talk and off we go.

Typically motor out of the bay and if there is enough wind, we shut the engine off and make way completely under sail when we can.

While underway we serve drinks, with and without alcohol. We do carry top shelf so if you have a favorite – be sure to ask. Also, have sodas, juices and bottled water.

The Beaches

The beaches are lovely and quiet. Snorkeling you may see starfish, jacks, moray eel, stingray, barracuda, blue tang among others. Turtles also may show up.

Some choose to stay on board and chill on the cushioned seats. Some in the sun, some in the shade.

The Stops

At the first stop, try out the stand up paddle board, kayak around for a bit; chill in the Caribbean Blue with a noodle and a drink.

At the second stop, our attention is on the Tarzan swing and guests around the boat.

Lunch

After about an hour – lunch is ready. Homemade in the yacht’s galley and on the grill – fresh every day.

A delicious blend of mild spices and coconut milk make this chicken and rice dish a favorite. Cookies and chocolates follow.

If you would like to suggest a dedication – please talk with your hostess beforehand.

Call for Last Dip!

Call for last dip before we head over to another bay. This is a cool place with deeper lovely water; perfect for the infamous Tarzan Swing. Have a go: it’s super fun!

Everyone can do it – we stand on the rail and hold on to a solid trapeze swing, and in we go! You can do this alone or with someone.

Your crew can show you the back flip and front dive; but simply holding on and swinging in is such good fun.

We have an onboard boutique that sells island-inspired items. All proceeds go to our island brothers and sisters in need.

Coming Back

On the way back nice snacks are served. Of course drinks and music are served all day until you are off the boat – and even then, you are welcome to take a roadie!

While relaxing on the way back, we will let you know that we have shirts available – There is also an opportunity if you wish to leave a gratuity.

Back on the dock about 3:00.

Map

We meet at 9:45 at Bobby’s Marina, 22 Juancho Yrausquin Blvd, Philipsburg. If you are an on island guest, you can park there or take a cab. If you are a cruise guest: Turn left as you exit the cruise terminal. The walk from the cruise terminal exit will take approximately 8 to 12 minutes. Proceed down the main road and turn into Bobby’s Marina (past Chesterfield’s/Dock Maarten). Walk toward the water and see a gazebo where people gather. Your crew will meet you there in Random Wind shirts. Don’t forget towels and sunscreen!