Travelers looking for a flexible way to see St Maarten’s highlights will find this private, customizable sightseeing tour appealing. Whether you want to lounge on world-famous beaches, browse local markets, or explore the lively towns of Marigot and Philipsburg, this tour offers a tailored experience led by a knowledgeable guide. With a focus on comfort and authenticity, it’s designed to give you a taste of the island’s best while respecting your personal interests.
What we really like about this tour is its flexibility—you get to shape your itinerary around what excites you most. Plus, the local guides are often praised for their knowledge and friendly attitude, making the experience both informative and engaging. Another highlight is the complimentary open bar, adding a relaxed, fun element to the day. The one possible drawback? Since it’s a private tour, it’s priced at $550 for a group of up to five, which might seem steep for some travelers, but considering the personalized service and private vehicle, many find it offers good value.
This tour suits travelers who prefer a custom experience over a set schedule, those wanting to explore at their own pace, or families and small groups seeking privacy and comfort. If you’re eager to see the island through local eyes while enjoying the flexibility of a private guide, this tour could be just right.
Key Points

- Fully customizable itinerary tailored to your interests
- Private, climate-controlled van ensures comfort and flexibility
- Expert local guides provide personalized insights
- Includes a complimentary open bar for a relaxed atmosphere
- Duration of around 6 hours offers a substantial taste of the island
- Ideal for small groups up to five people looking for privacy and tailored experiences
The Heart of the Tour: What’s Included and How It Works

This private tour from Diederick SXM Tours allows you to design your own adventure in St Maarten. Starting at 9:00 am from Philipsburg, your driver will pick you up and take you on a journey that lasts approximately six hours. The tour costs $550 per group, accommodating up to five people, which may seem like a significant investment, but it covers your private vehicle, guide, and free drinks—all adding to the value.
What you get is a dedicated guide who knows the island well and is eager to tailor the experience to your preferences. Whether you’re interested in beaches, shopping, local cuisine, or sightseeing, your guide will help craft a route that maximizes your time and interests. The vehicle is climate-controlled, perfect for comfort even on hot days, and you can enjoy the open bar during your journey—pour a cocktail while cruising past scenic vistas.
Not included are snorkeling equipment or entrance fees at specific destinations, but with so many free and low-cost options, you’re likely to get your fill of stunning views and local flavor without extra costs.
You can also read our reviews of more private tours in Philipsburg
Exploring the Itinerary: What to Expect at Each Stop

This isn’t a canned tour; it’s all about what YOU want to see. The main anchor is the opportunity to decide your own adventure, but here are some common highlights and what they offer:
Island History and Local Flavor
Your journey begins with a brief overview of St Maarten’s complex history, often shared by guides who are residents or very familiar with the local culture. This sets the scene for understanding the island’s unique French and Dutch influences. One reviewer appreciated this aspect, noting that guides “went out of their way to show us the whole island, both the French and the Dutch sides,” which makes the experience genuinely immersive.
Beach Days: Maho Beach and Orient Beach
Many guests choose to spend part of their time on iconic beaches. Maho Beach, famous for its close-up view of airplanes landing at Princess Juliana International Airport, offers an experience unlike any other—watching jets fly just overhead as you relax on the sand. Orient Beach, with its lively vibe and clear waters, is perfect for swimming and soaking up the sun. The flexibility allows you to schedule beach time according to your preferences, whether that’s a quick visit or a few hours lounging with a drink in hand.
Shopping and Market Hopping
For those interested in local crafts, shopping in Philipsburg or Marigot is often a highlight. You can browse galleries, boutiques, and flea markets offering everything from souvenirs to jewelry. One reviewer noted enjoying “shopping at the flea market from the Dutch and French Capital,” which captures the dual cultural flavor of the island—perfect for souvenir hunters or those wanting a taste of local life.
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Gourmet and Cultural Food Stops
Grand Case, known as the “gourmet capital,” might be on your list if you’re craving Caribbean flavors—or French cuisine. Your guide can recommend local eateries or help you find authentic dishes. The flexibility here means you can indulge in a leisurely lunch or a quick snack, depending on your mood.
Custom Options
The beauty of this tour is that you’re not locked into a predefined route. Reviewers frequently mention how guides are accommodating, adjusting the schedule to include more beach time, cultural visits, or shopping. This level of personalization is why many guests call it “the best thing we chose to do,” as it promises a tailored, intimate experience.
The Experience: What Travelers Say

Feedback from past guests provides a clearer picture. Several reviews mention knowledgeable guides who share interesting facts and local insights. One guest praised “Ricky” for going “out of his way to show us the whole island.” Others appreciated the relaxed pace, with one saying, “we don’t have to rush our day,” which is a significant plus for those wanting a leisurely exploration.
The value has been positively noted—one guest called it “much better experience seeing the island the way we wanted,” emphasizing the benefit of having control over the day. The inclusion of free drinks is also highlighted as a nice perk, especially when combined with the comfort of a private vehicle.
However, not all reviews are glowing. A rare negative experience involved a delayed pickup, which underscores the importance of punctuality. Still, overall, the tour seems well-managed with flexible scheduling and friendly guides.
Logistics and Practical Details

Timing is straightforward: you meet at Philipsburg at 9:00 am, and the tour wraps up back at the starting point, giving ample opportunity for the rest of your day. The private nature means you won’t be part of a large group, preventing the rush and giving you space to ask questions and enjoy the sights at your own pace.
The price of $550 covers your entire group, which makes it a decent deal for a private, personalized day. Think of it as paying for comfort, flexibility, and insider knowledge rather than just transportation. The tour is suitable for travelers with moderate physical fitness, as some walking or short swimming stops may be involved.
Who Will Enjoy This Tour Most?

If you love the idea of personalized travel experiences—where your interests steer the day—this tour checks all the boxes. It’s perfect for small groups or families who want privacy and flexibility. Those who enjoy scenic drives, local food, and beach time will find this especially appealing. It’s also well-suited for travelers who want to avoid crowded group tours and prefer a more relaxed, intimate look at the island.
While the price might seem high, the value of personalized attention, the flexibility to choose your stops, and the inclusion of drinks can make it worthwhile. It’s an excellent option for anyone willing to invest in a tailored day exploring the diverse sides of St Maarten.
The Sum Up

This private, customizable island tour offers a rare opportunity to shape your own adventure on St Maarten. With knowledgeable guides, a comfortable private vehicle, and the freedom to focus on what interests you most—whether that’s beaches, shopping, or local cuisine—it’s a fantastic way to experience the island authentically.
The tour is especially suited for those who value flexibility and privacy. It’s perfect for small groups or families looking for an intimate, stress-free day with plenty of options. While the cost may be higher than group excursions, many travelers find the personalized service and relaxed pace well worth it.
If you’re after an authentic, tailored experience that respects your interests and pace, this tour stands out as a solid choice. It’s about making your day in St Maarten exactly what you want it to be.
FAQ

Is this a private tour?
Yes, it’s exclusively for your group, with only your party participating during the 6-hour excursion.
What is included in the price?
Your private van, a knowledgeable guide, and a complimentary open bar are included. No additional entrance fees or snorkeling equipment are provided.
Can I customize the itinerary?
Absolutely. The main feature of this tour is its flexibility, allowing you to choose stops such as beaches, shopping, or sightseeing.
What are the start and end times?
The tour begins at 9:00 am from Philipsburg and ends back at the same location after about six hours.
Is there a minimum or maximum group size?
It’s designed for groups up to five people. If you have more than six guests, you should contact the provider directly.
Is this suitable for children?
Children must be accompanied by an adult, and travelers should have a moderate physical fitness level, but there’s no specific age restriction noted.
Are drinks included?
Yes, a complimentary open bar is part of the experience, with drinks available during the tour.
What if I want a different pick-up location?
The tour starts in Philipsburg, but check with the provider for specific arrangements if you’re staying elsewhere.
To sum it up, this private customizable tour in St Maarten is a flexible, comfortable, and personalized way to see the island at your own pace. If you value expert insights, private travel, and the freedom to choose your stops, it offers a memorable way to experience all that this vibrant island has to offer.
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