Explora Journeys in Philipsburg
33 Explora Journeys voyages call at Philipsburg , across Caribbean & Central America, Grand Journeys regions. Fares start from $4,020 per guest, double occupancy.
See more by region: Caribbean voyages · best time to sail · Grand Journey voyages · best time to sail
Philipsburg is the Dutch-side capital of Sint Maarten, a narrow strip of town wedged between Great Bay and a salt pond. The draw is how compact it is: a swimmable beach, a mile-and-a-half boardwalk, and a duty-free shopping street all sit a short walk from where the ship ties up. It is an easy, low-friction Caribbean day where you do not need a tour to fill the hours.
What to do on a day in Philipsburg
- Great Bay Beach, the town beach fronting the boardwalk, calm and swimmable and roughly a 10 to 15 minute walk from the pier
- The Great Bay Boardwalk, about a mile and a half long, lined with beachfront bars and restaurants
- Front Street, the duty-free shopping spine running parallel to the beach
- Fort Amsterdam, a 17th-century Dutch fort on the headland with brown pelicans nesting and views back over the harbor
- Little Bay Beach, behind Fort Amsterdam, the next quietest beach over
- Walter Plantz Square, the boardwalk square with murals and local color
Getting ashore
Ships dock at the A.C. Wathey cruise pier on Pointe Blanche, about a mile from town; you can walk the waterfront road to Front Street and Great Bay Beach in 10 to 15 minutes, or take one of three water taxis that drop at Bobby's Marina, Captain Hodge Pier, or Walter Plantz Square. One day is plenty for the town and beach, with time left for Fort Amsterdam.
When to book the ship's excursion vs your own →
Weather and when to visit
- December to February. Peak Caribbean dry season. Daytime highs typically near 82 to 85F, lows around 75F, northeast trade winds keeping it comfortable, and the lowest rainfall of the year (dropping toward 2 inches monthly by February).
- November. Still the tail of the wet season and historically the wettest month, near 6 inches of rain, with highs around 86F. Showers are usually brief but more frequent than in midwinter.
Philipsburg on the map.
Voyages calling Philipsburg
33 departures · sorted by date · fares per guest, double occupancy
2026
- EXPLORA III Quebec City to San Juan from $10,910 View itinerary →
- EXPLORA III Miami to San Juan from $4,335 View itinerary →
- EXPLORA III Miami to Miami from $10,285 View itinerary →
- EXPLORA III San Juan to San Juan from $9,520 View itinerary →
- EXPLORA III Miami to Miami from $9,160 View itinerary →
- EXPLORA III Miami to San Juan from $4,480 View itinerary →
- EXPLORA I Miami to San Juan from $8,760 View itinerary →
- EXPLORA I Miami to San Juan from $4,280 View itinerary →
- EXPLORA III San Juan to San Juan from $11,160 View itinerary →
- EXPLORA I Miami to Miami from $9,480 View itinerary →
- EXPLORA III Miami to San Juan from $5,240 View itinerary →
- EXPLORA III Miami to Miami from $13,360 View itinerary →
- EXPLORA I Miami to Miami from $10,535 View itinerary →
2027
- EXPLORA I San Juan to Miami from $9,410 View itinerary →
- EXPLORA I San Juan to Miami from $4,200 View itinerary →
- EXPLORA III Miami to Miami from $11,900 View itinerary →
- EXPLORA III San Juan to Miami from $5,440 View itinerary →
- EXPLORA III San Juan to San Juan from $12,620 View itinerary →
- EXPLORA I Miami to San Juan from $9,680 View itinerary →
- EXPLORA III Miami to San Juan from $6,330 View itinerary →
- EXPLORA III Miami to Miami from $11,515 View itinerary →
- EXPLORA I Miami to San Juan from $4,600 View itinerary →
- EXPLORA III San Juan to San Juan from $11,475 View itinerary →
- EXPLORA I Miami to Manaus from $13,040 View itinerary →
- EXPLORA III Miami to San Juan from $5,270 View itinerary →
- EXPLORA III Miami to Miami from $10,370 View itinerary →
- EXPLORA III Miami to Miami from $8,320 View itinerary →
- EXPLORA I San Juan to Barcelona from $13,425 View itinerary →
- EXPLORA III San Juan to Bridgetown from $8,025 View itinerary →
- EXPLORA III San Juan to Miami from $5,200 View itinerary →
- EXPLORA I Miami to Barcelona from $8,165 View itinerary →
2028
- EXPLORA II Manaus to San Juan from $7,370 View itinerary →
- EXPLORA IV San Juan to Miami from $4,020 View itinerary →
Fares sourced from explorajourneys.com, refreshed daily. Lowest currently bookable double-occupancy fare per voyage. Verify your final fare before booking.