Welcome to Windward Paradise Charters

We are a small entity offering a custom crewed charter experience, with a focus on St. Vincent and the Grenadines.  Our story began a few years ago as we traveled to this idyllic archipelago and fell in love with the pristine sea and beaches, the marine life, the plush volcanic islands, and most importantly, the people.

Our commitment is to offer you the vacation of a lifetime with a skilled and knowledgeable Vincentian crew that introduced us to the vacation of our lifetimes!  We believe that as you sail through these “Jewels of the Caribbean”, you too will fall in love and become a part of our mission to support the local community.

We will provide all necessary information and coordinate all details to ensure a casual, authentic, and customized adventure. It’s pretty simple….come join us! All you need is a bathing suit, sunscreen, and a thirst for the Caribbean Sea!

Escape with us to the authentic Caribbean, where time seems to stand still, and memories are created for a lifetime!

Meet Our Staff!

Captain Darren Captain Darren will plan your itinerary focusing on your expectation for the vacation of a lifetime in St. Vincent and the Grenadines. He will also take you to the best snorkel and ocean kayak sites to show you the most amazing views both underwater and above.

Desmery Desmery is a wonderful hostess. She will plan your desired menu, shop for groceries at the local markets and prepare your meals as requested. She also ensures your quarters are clean and comfortable. Be sure to request her Rum Punch!

Sample On Board Menu:

Breakfast:

• Fruit Juice
• Coffee/Tea
• Cold Cereal
• Yogurt
• Local Fresh Fruit
• Breakfast meats, eggs, breads, jams
• French Toast/Pancakes

Lunch:

• Pilau (chicken, rice and pigeon peas)
• Roti (curry chicken and potatoes wrapped in local bread)
• Cold cuts and assorted cheese with local bread
• Caesar or local garden salad

Dinner:

• Callaloo soup
• Captain’s catch of the day (when available)
• Salt fish with pigeon peas and rice
• Curry Conch
• Macaroni Pie
• Steamed Local Vegetables
• Salad

Local Desserts and Snacks Available

Local Beer and Spirits Available