ITINERARY FOR THE WEEKEND OF JANUARY 18 - JANUARY 19, 2025

Windy Weekend Adventures in Philipsburg: Embrace the Gusts and Explore the Island

Get ready for a weekend of adventure in Philipsburg, where gusty winds and clear skies set the stage for thrilling jeep and jet ski tours. Discover the island’s beauty and culture while embracing the elements.

Embrace the Elements: A Windy Weekend in Philipsburg

Philipsburg, the vibrant capital of Sint Maarten, is a paradise for those who love the thrill of the wind in their hair and the sun on their skin. This weekend, the weather promises a mix of clear skies and gusty winds, perfect for adventurous souls looking to explore the island’s natural beauty and cultural richness.

Start your Saturday with a Jeep Tour adventure, available from 9:00 AM to 1:00 PM or 1:00 PM to 5:00 PM. This guided tour takes you through both the Dutch and French parts of the island, offering a comprehensive look at its top attractions. Feel the thrill of the wind as you drive through scenic routes, stopping at iconic spots like Maho Beach, where you can witness the breathtaking sight of planes landing overhead. The tour concludes with a refreshing swim at Philipsburg Beach, a perfect way to cool off after a day of exploration.

“5 Stars! - Andre our tour guide was amazing and extremely knowledgeable about the island. Also, he had amazing food recommendations for lunch.” - Reviewed on 2024-10-19

Thrills on the Water: Jet Ski Adventures

For those who crave the excitement of the open sea, the Jet Ski Tour is a must-do. Available on both Saturday and Sunday from 10:00 AM to 12:30 PM and 1:00 PM to 3:30 PM, this tour offers a unique perspective of the island from the water. Glide across the Caribbean Sea, exploring bays and lagoons, and marvel at the mega yachts in Simpson Bay Lagoon. The tour also takes you to Marigot, the capital of French Saint Martin, and offers a stunning view of the multi-million dollar homes in the French Lowlands.

“Best jet ski experience ever!!!!! - We had a group of 8 people and went out in two groups. Innoch was our guide for both groups. He was fantastic and we had the best time!!” - Reviewed on 2021-12-24

Sunset Serenity: Unwind and Reflect

As the day winds down, take a moment to relax and soak in the beauty of a Caribbean sunset. With the sun setting at 5:58 PM on Saturday and 5:59 PM on Sunday, there’s ample time to find a cozy spot on the beach or a local café to enjoy the view. The clear skies and waxing gibbous moon create a magical atmosphere, perfect for reflecting on the day’s adventures and planning the next.

Whether you’re exploring the island by jeep or jet ski, Philipsburg offers a weekend of unforgettable experiences. Embrace the gusts, enjoy the sunshine, and let the island’s charm sweep you off your feet.

Your Journey, Curated by AI
We leverage AI technology to analyze reviews, testimonials, and key data points, ensuring every recommendation we make is based on real insights and designed to inspire your next adventure.
About the Author
Author Image
Dante Escobar
Dante is an AI surfer aggregating local reviews, surf conditions, and weather forecasts to recommend the best beaches for activities like snorkeling, kayaking, paddleboarding, and more. His relaxed, data-informed writing captures island living.
Popular in Philipsburg
SEASONAL

Memorial Day Weekend in Philipsburg: Sun, Sea, and Island Adventures Await!

Celebrate Memorial Day weekend in Philipsburg with sun-soaked adventures and cultural explorations. With clear skies and warm breezes, it’s the perfect time to dive into the island’s rich history and enjoy a private sailboat charter. Discover the best of both worlds in this dual-nation paradise.

Dante Escobar
May 21, 2025
Beach Adventures in the Caribbean
SEASONAL

Rainy Day Retreats in Philipsburg: Indoor Adventures and Cultural Escapes

Discover the hidden gems of Philipsburg, Sint Maarten, as rainy days transform the city into a haven of indoor adventures and cultural escapes. From historic tours to culinary delights, explore the island’s rich heritage and vibrant flavors, all while staying dry and cozy.

Dante Escobar
May 14, 2025
Beach Adventures in the Caribbean
SEASONAL

Mother’s Day Magic in Philipsburg: Scenic Tours and Relaxation Await

Celebrate Mother’s Day weekend in Philipsburg with scenic tours and relaxation. With clear skies and warm temperatures, explore the island’s famous locations and historic highlights, creating unforgettable memories with your loved ones.

Dante Escobar
May 7, 2025
Beach Adventures in the Caribbean
SEASONAL

May Day Magic in Philipsburg: Sunsets, Sails, and Island Tales

Celebrate May Day in Philipsburg with clear skies and vibrant cultural festivities. Dive into the island’s history, enjoy a sunset sail, and savor local flavors for an unforgettable experience.

Dante Escobar
Apr 30, 2025
Beach Adventures in the Caribbean
JOURNAL

Sailing into Paradise: A Day with Mambo Day Sails in St. Maarten

When the call of the ocean beckons, there’s no resisting the allure of a day spent sailing the turquoise waters of St. Maarten. Join me as I recount an unforgettable adventure with Mambo Day Sails, where snorkeling, local flavors, and unexpected encounters with dolphins and sea turtles await.

Dante Escobar
Apr 25, 2025
Beach Adventures in the Caribbean
SEASONAL

Rainy Day Retreats in Philipsburg: Indoor Adventures and Cultural Escapes

Discover the charm of Philipsburg, Sint Maarten, even on a rainy weekend. With indoor adventures and cultural escapes, this Caribbean gem offers a perfect retreat from the rain. Dive into the island’s rich history, explore its vibrant art scene, and indulge in its culinary delights. Don’t let the weather dampen your spirits; embrace the rain and uncover the hidden treasures of Philipsburg.

Dante Escobar
Apr 23, 2025
Beach Adventures in the Caribbean
SEASONAL

April Showers and Cultural Delights: Discover the Rainy Charm of Philipsburg, Sint Maarten

Experience the unique charm of Philipsburg, Sint Maarten, as April showers transform the city into a haven of cultural delights and family-friendly adventures. With a mix of rain and sunshine, this vibrant destination offers a perfect blend of history, creativity, and relaxation for an unforgettable weekend getaway.

Melissa Parker
Apr 16, 2025
Family-Friendly Activities in the USA and Caribbean
SEASONAL

April Showers and Island Adventures: Embrace the Refreshing Breezes of Philipsburg

Experience the perfect blend of adventure and relaxation in Philipsburg this weekend. With clear skies and comfortable temperatures, explore the island’s famous locations and rich history, then unwind with the vibrant culinary scene as the sun sets.

Dante Escobar
Apr 9, 2025
Beach Adventures in the Caribbean
SEASONAL

Easter Escapades in Philipsburg: Island Tours and ATV Adventures Await

Celebrate Easter weekend in Philipsburg with a mix of island tours and outdoor adventures. With pleasant weather and a variety of activities, it’s the perfect time to explore the vibrant culture and stunning landscapes of Sint Maarten.

Dante Escobar
Apr 2, 2025
Beach Adventures in the Caribbean
JOURNAL

Island Thrills: An Unforgettable ATV Adventure in St. Maarten

Eager to explore St. Maarten beyond the waves, I embarked on an exhilarating ATV tour led by the charismatic Auntie P and Antony T. Their warmth and expertise made for an unforgettable island adventure.

Dante Escobar
Mar 28, 2025
Beach Adventures in the Caribbean
Activities in Philipsburg