An easy, four-hour guided evening that threads Philipsburg’s boardwalk, Simpson Bay rum lounges and a lively piano bar into a single date-night circuit. Taste Indo-Caribbean tapas, sip in-house rum cocktails, and end the night dancing to live keys and DJs.
More ways to explore the area's outdoor wonders
The evening opens on Philipsburg’s boardwalk as the sun dips toward Great Bay, the air warming with salt and the scent of frying plantains. You’ll begin at a waterfront table, cocktails in hand, watching cruise tenders slide away while the first course blends Indian-Caribbean spices with European technique.
Difficulty
easy
Duration
4 hours
Fitness Level
Suitable for casual walkers and most fitness levels; minimal walking and no technical demands.
Wildlife
History
Philipsburg developed as the Dutch side’s commercial hub in the 18th century and reflects a blend of Dutch and French colonial culture visible in its cuisine and nightlife.
Conservation
Tourists are encouraged to use reef-safe sunscreen, avoid single-use plastics, and support venues that source local ingredients to reduce environmental impact.
Reserve your spot on the St Maarten Date Night today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Carry ID for drinks
Bars will check ID — bring your passport or driver’s license if you plan to consume alcohol.
Wear comfortable shoes
Expect short walks and standing at bars — low-heeled shoes or sneakers will keep you comfortable.
Book during cruise windows
If you’re arriving on a cruise, coordinate pickup times with the guide to allow for tendering and customs.
Bring small bills
Local bands and servers appreciate tips in cash; have some small denominations on hand.
Valid ID/passport
Required for age verification at bars and for pickup documentation.
Comfortable shoes
Short walks and standing make comfortable footwear important for the evening.
Light jacket or shawl
Seaside breezes and air-conditioned venues can feel cool after sunset.
summer
Portable phone charger
Keeps your phone powered for photos, contact with the guide, and digital tickets.