yachts of pyc on the water in sint maarten

One Day Bachelor Experience in St. Maarten

One Day Bachelor Experience in St. Maarten

 

 

Length: 1 Day

 

Best For: Bachelor parties, bachelorette groups, cruise visitors with one-day port calls, and short celebratory weekends

 

Recommended Days: Tuesday, Wednesday, Thursday, or Saturday (when all elements are typically available and tour schedules align smoothly)

 

This One Day Bachelor Experience is designed to maximize your short stay in St. Maarten. The itinerary blends adrenaline, fine dining, and private sailing—all within walking distance of the cruise port. Cruise passengers should check the ship schedule in advance, as downtown Philipsburg can get busy, and advance bookings for shore excursions are strongly recommended, especially during winter.

 

 

 

front of the restaurant and bar chesterfields

 

 

Breakfast at Chesterfields

 

Time Slot: 8:30 AM – 9:30 AM

 

Start the day with a classic breakfast at local favorite Chesterfields, just a short walk from the cruise port. Enjoy omelets, fresh pastries, tropical fruit, and strong coffee to fuel your day. This relaxed morning ensures the group is energized and ready for the ATV tour.

 

 

 

 

 

 

Morning Adventure — ATV Island Exploration

 

Time Slot: 10:00 AM – 1:00 PM

 

After breakfast, meet Twin Tours near the cruise port for a guided ATV adventure. The tour takes you along scenic coastal roads, rugged terrain, and hidden viewpoints across both the Dutch and French sides of the island. Highlights include Great Bay Beach, Simpson Bay Lagoon, and off- the-beaten-path locations ideal for photos.

 

The ATV adventure is both thrilling and safe, with guides providing full instructions. Return around 1:00 PM to stay on schedule for lunch. Ensure you contact Twin Tours to have a custom made group island itinerary to have enough time left for the other elements of your bachelor experience.

 

 

Picture of food from the ocean lounge restaurant

 

 

 

 Quick Champagne Lunch at Ocean Lounge

 

Time Slot: 1:15 PM – 2:00 PM

 

Walk to Ocean Lounge at Holland House Beach Hotel for a celebratory but quick lunch. Groups can order a pre-arranged champagne toast with light bites or a few signature dishes. This shorter lunch allows for a relaxed toast while keeping the afternoon sailing on track.

 

 

boats of pyc on the water in sint maarten

 

 

Afternoon Private Catamaran Experience

 

Time Slot: 2:15 PM – 4:30 PM

 

Cross the Philipsburg Boardwalk to Private Yacht Charters for a private catamaran tour.  Set sail along the southern coastline for sightseeing, photos, and optional brief swimming or snorkeling stops.

 

The open bar and light snacks are included, and the crew can accommodate custom playlists or bachelor-themed requests. The same applies to your route – within the limits of your allotted timeframe, you can choose beaches and sights. A stop at famed Maho Beach is within reach! Returning by 4:30 PM ensures cruise passengers have plenty of time to return to the ship, while stayover guests can continue exploring or enjoy early evening festivities. Should you still have time left, take a farewell cocktail at local hotspot Grumpy’s.

 

 

Practical Planning Notes

 

All activities are walkable from the cruise port. Booking in advance is essential, particularly during the high season and on busy cruise days. Bring light backpacks, waterproof phone cases, and cash or cards for extras.

 

 

Best Days to Book This Experience

 

Tuesday, Wednesday, Thursday, and Saturday are ideal, as all tours and venues typically operate fully and align with most cruise schedules.

 

 

 Extend the Celebration

 

For longer stays, Visit St. Maarten offers one-day highlights, five-day island immersion, and seven-day bachelor/bachelorette routes to continue the fun with beaches, nightlife, and cross-border dining.

 

 



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