Experience the Best of St. Maarten with a Private Day Sail

Imagine swapping the busy beaches and crowded shoreline for a peaceful sailing adventure along the coast of St. Maarten. For around $650 per person, you can enjoy a leisurely 5.5-hour trip aboard a private trimaran, exploring hidden snorkeling spots and enjoying the Caribbean breeze. Led by a dedicated captain and crew, this experience allows you to customize your day at sea, which we found offers an excellent balance of relaxation, fun, and authentic island scenery.
What truly sets this tour apart are two key aspects: first, the personalized attention you receive on a private vessel, making it feel more like a day with friends than a group tour. Second, the chance to access off-the-beaten-path beaches and bays that larger boats can’t reach, giving you a truly unique perspective of the island’s coastline.
On the downside, this experience is weather-dependent—sailing is all about wind and weather conditions, so if the skies turn grey or winds die down, your plans might shift or get canceled. Also, keep in mind that towels and sun lotion are not included, so packing those essentials is a good idea to stay comfortable.
This tour is ideal for couples, small groups, or anyone craving a more exclusive, tailor-made boating experience that lets you see the beautiful coastlines and underwater life of St. Maarten without the crowds.
Key Points

- Private and customizable: You control your itinerary aboard a trimaran, with undivided attention from your crew.
- Unique access: Travel to secluded snorkeling spots and bays that larger tours can’t reach.
- All-inclusive experience: Snacks, gourmet lunch, and unlimited drinks—both soft and alcoholic—are included.
- Ideal for intimate groups: The private setting makes it perfect for couples, small parties, or travelers seeking a quieter day.
- Weather dependent: Sailing depends on good weather, so flexibility might be necessary.
- Minimal logistics: Starts in Simpson Bay with easy access, but you’ll need to arrange your own transport to the meeting point.
Enjoy being on the water? Here are other boat experiences we've looked into in St Maarten
A Detailed Look at the Private Day Sail

Starting Point and What to Expect
Your day begins at Nowhere Special, Welfare Rd, Simpson Bay. From here, you’ll board the No1SXM trimaran, a sleek, traditional sailing vessel designed for comfort and stability at sea. The boat is private, so only your group will be onboard, which means you’ll have the captain’s full attention and the freedom to customize your stops and activities. The journey to the coast takes roughly 30-45 minutes by dinghy, a small boat that shuttles you from shore to vessel—expect a quick, breezy transfer that adds to the adventure.
The Highlights of the Itinerary
Maho Beach & Airport Flyby
One of the first sights you’ll pass is Maho Beach, famous for its airplane landings. Watching jumbo jets fly just feet above your boat is a thrill—an exhilarating reminder of how close the airport is to the shoreline. You won’t dock here, but passing by offers a memorable photo opportunity and a sense of the island’s lively character.
Mullet Bay
Next, you’ll glide past Mullet Bay, a stunning beach with crystal-clear waters. While you won’t stop here, the water views alone make it worth noting. It’s a classic Caribbean scene that sets the tone for your day at sea.
Coastal Views of St. Martin & St. Maarten
The tour proceeds along the southwest coast, offering views of both the Dutch and French sides. Sailing past bays and viewpoints, you’ll get a different perspective compared to land-based sightseeing. The captain might point out landmarks and share stories about the island’s history.
The French Side and Baie Rouge
Your boat will anchor in a calm bay on the French side, often near Baie Rouge—a picturesque, quiet beach where you can snorkel or swim in tranquil waters. According to guest reviews, there’s often a chance to stop here for some snorkeling and swimming, which many travelers find the highlight of their day.
Snorkeling and Water Activities
Included are snorkel equipment and snorkeling stops—the real treat here. You can float over reefs and underwater life that are often inaccessible to larger ships. One reviewer, Tracey, mentioned visiting two “lovely snorkeling spots” and enjoying a “manmade helicopter reef,” which shows the diversity of underwater scenery you can expect.
Prefer personalized experiences? Here are other private options we've covered in St Maarten
- Private Island Tour – Sint Maarten
- Sint Maarten Island Private Tours
- 2 Hours Private Jet Ski Tour in Saint Martin with free passenger
- Private V.I.P sightseeing, Shopping and Beach Tour
- Be Happy – Private Catamaran Cruise Sint Maarten Full Day Tour
- Don’t Worry – Private Catamaran Cruise Sint Maarten Full Day Tour
Food and Drink
Your day includes a gourmet sandwich lunch, along with snacks, tropical fruit, and beverages—both soft drinks and alcohol. This means you can relax without worrying about bringing your own supplies. The drinks flow freely, making for a laid-back, festive atmosphere. Keep in mind, towels and sun lotion are not provided, so bring your own to stay comfortable.
The Return and End of Tour
After about 5.5 hours on the water, your boat returns to Simpson Bay. The experience is designed to be seamless and intimate, leaving plenty of room for personal preferences and spontaneous adventures.
Authentic Traveler Insights

One review from Tracey highlights, “We visited 2 lovely snorkeling spots and was very fun to see the manmade helicopter reef!” which suggests that the snorkeling opportunities are well thought out and diverse. She also appreciated the private nature of the tour, which made it easier to tailor the day to her group’s wishes.
Another traveler appreciated the undivided attention of the crew, noting that it made the experience more special — “It was very fun to see the manmade helicopter reef.” This shows how personalized service enhances the overall value.
Why It Matters
The private setting not only means fewer crowds but also the flexibility to delay or move stops based on weather or your preferences. The inclusion of snorkel gear and lunch adds great value, especially compared to more rigid group tours that charge extra or lack food options.
Practical Tips for Booking and Enjoyment

- Book in advance: Given the tour’s popularity—often booked 79 days ahead—early reservation is advisable, especially if you want a specific date.
- Bring essentials: Towel, sun lotion, and perhaps a waterproof camera because the boat provides comfort but not these extras.
- Weather considerations: Keep in mind that sailing is weather-dependent. If poor weather cancels your trip, a full refund or alternative date will be offered.
- Transportation: You need to arrange your own transfer to the starting point at Simpson Bay, as no pickup service is included.
- Physical fitness: Moderate physical activity is required, mostly during boarding and snorkeling, so pack accordingly.
Who Will Love This Tour?

This private day sail is perfect for travelers who want a personalized, relaxed experience away from crowds. It appeals especially to couples, small groups, or friends looking for a luxurious yet authentic way to explore St. Maarten’s coastline. If you’re keen on snorkeling, enjoying gourmet food, and sailing on a traditional vessel, this tour hits many of the right notes.
The Sum Up

The No1Sxm Private Intimate Day Sail offers a rare chance to see St. Maarten from the water in a way that feels exclusive and authentic. Its combination of personalized service, beautiful coastal scenery, and excellent snorkeling makes it a standout choice for those who value quality over quantity—an ideal escape for small groups or couples seeking a memorable Caribbean day.
While weather can be a consideration, the flexibility and inclusiveness of the tour—snacks, drinks, lunch, and snorkel gear—make it a good value for a half-day on the water. If you’re looking for a tranquil yet adventurous way to explore the coast with your own crew, this sail is worth considering.
FAQ

Is this tour private?
Yes, this is a private tour, so only your group will participate, allowing for a tailored experience.
How long does the tour last?
The experience runs for approximately 5 hours and 30 minutes.
What is included in the price?
Snorkel equipment, sightseeing cruise, snacks, tropical fruit platter, gourmet sandwich lunch, and drinks—both soft and alcoholic—are included.
Are transportation arrangements provided?
No, you’ll need to arrange your own transport to the starting point at Nowhere Special, Simpson Bay. Transfers to the boat are by dinghy.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the activity. Cancellations less than 24 hours before are non-refundable.
What should I bring?
Bring towels, sun lotion, and perhaps a waterproof camera. Food and drinks are provided, but personal items may not be.
Is this suitable for all physical levels?
While most moderate fitness levels are fine, you should be comfortable boarding a boat and snorkeling.
What happens if the weather is bad?
If weather conditions are poor, the tour may be canceled, and you’ll be offered a different date or a full refund.
How far in advance should I book?
Given the tour’s popularity, booking about 79 days ahead is recommended to secure your preferred date.
Whether you’re craving a peaceful day on the water, a chance to snorkel in secluded bays, or simply want to enjoy St. Maarten from a different angle, this private sailing experience offers genuine value and memorable moments.
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