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.

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.

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.

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.