Explora Journeys in Philipsburg
33 Explora Journeys voyages call at Philipsburg , across Caribbean & Central America, Grand Journeys regions. Fares start from $3,635 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 $12,985 View itinerary →
- EXPLORA III Miami to San Juan from $5,400 View itinerary →
- EXPLORA III Miami to Miami from $10,680 View itinerary →
- EXPLORA III San Juan to San Juan from $10,200 View itinerary →
- EXPLORA III Miami to Miami from $9,485 View itinerary →
- EXPLORA III Miami to San Juan from $4,200 View itinerary →
- EXPLORA I Miami to San Juan from $8,210 View itinerary →
- EXPLORA I Miami to San Juan from $3,635 View itinerary →
- EXPLORA III San Juan to San Juan from $10,985 View itinerary →
- EXPLORA I Miami to Miami from $9,750 View itinerary →
- EXPLORA III Miami to Miami from $15,975 View itinerary →
- EXPLORA III Miami to San Juan from $5,285 View itinerary →
- EXPLORA I Miami to Miami from $10,605 View itinerary →
2027
- EXPLORA I San Juan to Miami from $8,785 View itinerary →
- EXPLORA I San Juan to Miami from $4,270 View itinerary →
- EXPLORA III Miami to Miami from $12,360 View itinerary →
- EXPLORA III San Juan to Miami from $5,120 View itinerary →
- EXPLORA III San Juan to San Juan from $11,880 View itinerary →
- EXPLORA I Miami to San Juan from $8,885 View itinerary →
- EXPLORA III Miami to Miami from $10,840 View itinerary →
- EXPLORA III Miami to San Juan from $5,960 View itinerary →
- EXPLORA I Miami to Manaus from $11,285 View itinerary →
- EXPLORA III San Juan to San Juan from $10,800 View itinerary →
- EXPLORA I Miami to San Juan from $4,310 View itinerary →
- EXPLORA III Miami to San Juan from $4,960 View itinerary →
- EXPLORA III Miami to Miami from $9,760 View itinerary →
- EXPLORA III Miami to Miami from $8,100 View itinerary →
- EXPLORA I San Juan to Barcelona from $12,530 View itinerary →
- EXPLORA III San Juan to Miami from $5,100 View itinerary →
- EXPLORA III San Juan to Bridgetown from $7,805 View itinerary →
- EXPLORA I Miami to Barcelona from $8,710 View itinerary →
2028
- EXPLORA II Manaus to San Juan from $7,210 View itinerary →
- EXPLORA IV San Juan to Miami from $4,200 View itinerary →
Fares sourced from explorajourneys.com, refreshed daily. Lowest currently bookable double-occupancy fare per voyage. Verify your final fare before booking.