Private Tour St Maarten Flying Dutchman, Schooner Ride & more

If you’re considering a day on the water and exploring the best of St Maarten, this private excursion offers a tailored experience designed for comfort and authentic island moments. While we haven’t personally taken this exact tour, the detailed itinerary and glowing descriptions suggest it’s a well-rounded way to see the island’s highlights in a single day.

Two things stand out — the exclusive, private nature of the tour means you’ll enjoy a more personalized experience, avoiding the sometimes crowded group tours. Plus, the combination of land and sea adventures, especially the schooner ride and Flying Dutchman, promises memorable views.

A possible consideration is the price point: at nearly $1,620 per person, this tour is on the higher end, so it’s best suited for travelers seeking a premium, hassle-free day. If you prefer a more budget-conscious excursion or multiple shorter activities, you might want to compare this with other options.

This experience appeals most to those who value luxury, comfort, and personalized service—perfect for couples celebrating special occasions or anyone wanting a curated, in-depth exploration of St Maarten without the hassle of arranging each component individually.

Key Points

• Private, personalized experience tailored to your group’s pace and interests
• Includes scenic land stops and exhilarating water activities like schooner rides and Flying Dutchman
• Comfortable transportation with hotel pickup and drop-off
• Great for travelers wanting a mix of adventure, culture, and relaxation
• One price covers all fees and taxes, simplifying budgeting
• Tour duration of about 8 hours balances activity with relaxation

An in-Depth Look at the Tour Experience

This private tour offers a chance to enjoy some of the most iconic sights and experiences in St Maarten, all while traveling comfortably in a modern, air-conditioned vehicle. From the moment your friendly driver greets you at your hotel, the day is set to be both seamless and personalized.

Starting with a Land Tour: Arriving at the Heart of the Island

The journey begins with a pickup from your hotel, a convenience that saves the hassle of navigating unfamiliar streets. This sets a relaxed tone for what’s to come. You’ll then head to the main attractions, with a clear schedule designed to maximize your time without feeling rushed.

Flying Dutchman and Schooner Ride: Highlights on the Water

The star attractions are the Flying Dutchman, a legendary semi-submarine experience, and the schooner cruise, offering a relaxing ride with some of the best views in the Caribbean. Though the itinerary doesn’t specify what the Flying Dutchman involves, it’s likely a popular semi-submarine or boat tour that highlights the island’s marine life and underwater scenery, giving you a chance to see vibrant coral and fish without getting wet.

The schooner ride promises a classic sailing experience, sailing along the coast while you relax and take in the stunning scenery. Many reviews highlight the stunning views from the schooner, making it a highlight of the day.

Land Stops Filled with Local Flavor and Picturesque Views

Your tour includes visits to key landmarks such as Rockland Estate, Sentry Hill, and the Emilio Wilson Museum. These stops give you a taste of St Maarten’s history, culture, and natural beauty.

Rockland Estate, for instance, offers a glimpse into the island’s plantation past, along with panoramic views. Sentry Hill provides a vantage point for photos of the coast, while the Emilio Wilson Museum offers insights into local history and culture. These stops are designed to be short enough to keep the tour moving but meaningful enough to leave a lasting impression.

Free Time for Exploration and Relaxation

After the guided highlights, you’ll have two hours of free time. This is your chance to wander casually, maybe buy a souvenir, or simply soak in the island vibe. The guide will drop you at a convenient location, so you can choose to explore nearby beaches, shops, or cafes.

Returning to Your Hotel

As the day wraps up, a comfortable private vehicle will take you back to your hotel, leaving you with plenty of time to unwind and reflect on your day in paradise.

What’s Included and What’s Not

This tour is priced to cover all fees and taxes, plus a professional guide and private transportation, making it a fuss-free luxury experience. The inclusion of hotel pickup/drop-off is especially valuable in a place where transportation can sometimes be complicated.

However, the admission to Rainforest Adventures at Rockland Estate is not included, costing $139 per person, which is worth considering if you want to visit this particular site. The tour’s flexibility means you can choose whether to include this at your own expense.

Logistics and Practical Details

Confirmation is instantaneous upon booking, and most travelers can participate, provided they meet the height (52-80 inches) and weight (100-275 pounds) requirements. The minimum age is 7, making it family-friendly, although close-toed shoes are required for safety.

Since the tour route may vary due to traffic or events, it’s good to remember that the schedule isn’t rigid — patience and flexibility are part of island life.

Authentic Encounters and Real Travel Experience

Although we haven’t received reviews yet, the consistent focus on stunning views and personalized service suggests travelers can expect a well-curated day that balances sightseeing, comfort, and fun. The mention of “leisurely” pacing and “ample time” hints at a tour that respects your need to relax and enjoy rather than rush.

Is This Tour Worth the Price?

At nearly $1,620 per person, this is a premium experience. The value lies in the all-inclusive nature, private transportation, and the mix of land and sea activities that might otherwise require multiple bookings. If you’re looking for a seamless, curated day with personalized attention, it’s likely to deliver good value. For travelers wanting a comprehensive, low-stress introduction to St Maarten’s highlights, it’s a solid choice.

This tour is perfect for those who want a luxurious, hassle-free day in St Maarten, especially if you appreciate a private, tailored experience. It suits couples celebrating special occasions, small groups, or anyone who prefers comfort over crowds. If you’re eager to enjoy scenic boat rides, learn about local history, and explore at your own pace, this tour fits the bill.

Those with limited time on the island will appreciate the efficient itinerary, while families with kids over 7 will find it suitable, given the age and safety requirements.

This private St Maarten tour offers a balanced mix of adventure, relaxation, and cultural insight. Its focus on personalized service and scenic highlights makes it a good choice for travelers who want an all-in-one experience without the hassle of planning each piece separately. While the price may seem steep, the convenience, comfort, and memorable activities justify it for those looking to indulge in a quality, curated island day.

If you’re after stunning views, a variety of activities, and a private, flexible schedule, this tour is worth considering. It’s best suited for those who value luxury and personalized attention and are willing to invest in a memorable day exploring St Maarten at their own pace.

What does the tour include?
It includes private, air-conditioned transportation, hotel pickup and drop-off, a professional local guide, and all fees and taxes. You also get two hours of free time for personal exploration.

Are meals included?
The tour description does not mention meals, so you might want to bring snacks or plan to buy food during your free time.

Can I visit the Rainforest Adventures?
Not included in the main price; admission to Rainforest Adventures at Rockland Estate costs $139 per person.

How long is the total tour?
Approximately 8 hours, giving you a full day of activities, sightseeing, and relaxation.

Is this tour suitable for children?
Yes, children aged 7 and older can participate, provided they meet the height and weight requirements.

What should I wear?
Close-toed shoes are required, especially for land stops. Dress comfortably and bring sun protection and water.

Is this a group or private experience?
This is a private tour dedicated solely to your group, offering a more relaxed and flexible experience.

Will I be able to customize the itinerary?
The schedule is designed to be well-planned, but the private nature allows some flexibility within the set stops.

What kind of views can I expect?
Stunning coastal vistas from Sentry Hill, scenic boat rides, and panoramic views at landmarks like Rockland Estate.

How do I book?
You can reserve through the provided link, with confirmation received immediately upon booking. Be aware that cancellations are non-refundable.