Philipsburg, on the island of St. Maarten, is a prime spot for boat tours and cruises. Its natural harbor, lively marina, and stunning coastline make it a perfect base for exploring by water. Whether you’re after a romantic escape, a family adventure, or a luxurious dinner cruise, Philipsburg offers a variety of options. I particularly like the Tropical Gondola Day Cruise & French Beach Tour for its blend of elegance and local charm, and for an evening of romance, the Private Tropical Gondola Dinner Cruise offers a memorable experience with starry skies and scenic views. Both tours capture the essence of the island’s beauty, but each appeals to different tastes and occasions.
If you’re curious about these options, you’ll find detailed descriptions below. Each offers a unique way to see the island from the water, with highlights such as private gondola rides, French beaches, and exquisite onboard dining.
1. Tropical Gondola Day Cruise & French Beach Tour
This private gondola experience is perfect for couples, families, or anyone looking to add a touch of European romance to their trip. For around $220 per person, you get about 3 hours of cruising, combining a scenic gondola ride with a visit to Orient Bay on the French side. The gondola ride itself lasts approximately 45 minutes, during which you’ll glide through the Simpson Bay lagoon, float beneath bridges, and enjoy views of luxury yachts and planes taking off—an idyllic setting that’s both relaxing and visually stunning.
What makes this tour stand out is the intimate setting, making it ideal for celebrations like anniversaries or proposals. The gondola’s serenade with traditional island music and the lush green surroundings elevate the experience beyond ordinary boat trips. The second highlight is the stop at Orient Beach, where you have 45 minutes of free time to soak up the sun, swim in crystal-clear waters, or simply enjoy the white-sand beach. A picnic basket featuring cold cuts, cheeses, fruits, and baguette from a local French bakery adds a gourmet touch.
Bottom line: This tour blends culture, romance, and scenic beauty in a way that’s hard to beat. It’s especially suited for couples and families celebrating a special occasion.
$220.00 per person
2. Private Tropical Gondola Dinner Cruise Simpson Bay
For around $240 per person, this 2-hour dinner cruise takes the romantic gondola experience to the next level with an evening under the stars. It begins with a scenic transfer to the gondola docks in Simpson Bay, where you’ll embark on a tranquil cruise through the lagoon, drifting beneath bridges and past the dazzling array of mega-yachts. This cruise is curated for a luxurious, eco-friendly experience that combines breathtaking views with a serene atmosphere.
What makes this tour particularly special is the combination of scenic cruising with an onboard dinner. You’ll enjoy traditional island music serenading you as the boat glides through turquoise waters—an atmosphere perfect for couples celebrating anniversaries or honeymooners looking for a unique dining experience. The cruise captures the local vibe and natural beauty, with the added romance of dining with a backdrop of island lights and night sky.
This tour is best suited for those seeking a romantic evening rather than a full-day adventure. The limited duration makes it a manageable option for travelers with tight schedules or those wanting an elegant night out. Since the transfer points are scenic, it’s also a good choice for photography lovers.
Bottom line: If you want a romantic dinner with scenic views, great music, and an intimate setting, this cruise offers memorable moments that won’t disappoint.
$240.00 per person
How to Choose
When picking between these options, consider your priorities—are you after a daytime adventure or an evening of romance? If you’d like a cultural and scenic experience with a picnic, the Tropical Gondola Day Cruise & French Beach Tour fits perfectly, especially for families or special celebrations. For a more luxurious, romantic dinner experience, the Private Tropical Gondola Dinner Cruise offers a serene, starry-night setting.
Budget is another factor—while both tours are around $220-$240, the dinner cruise offers a more exclusive experience with onboard dining. Think about your time constraints and what kind of vibe you prefer, whether it’s daytime sightseeing or a romantic evening. Booking early is advisable, especially during peak season, to secure your preferred date.
In summary, Philipsburg provides an excellent range of boat tours—each with its own appeal. The Tropical Gondola Day Cruise is a fantastic choice for families and couples wanting a mix of scenic water views and French beach relaxation, while the Evening Dinner Cruise is ideal for romantic nights under the stars. For those seeking a private, personalized experience, these cruises elevate a Caribbean visit with memorable waterborne moments. Whether you’re celebrating a special occasion or simply want to see the island from a new perspective, booking early ensures you won’t miss out on these unique experiences.