142 ft (43 m) · 12 guests · 5 cabins
1997, LADY J
St. Maarten - Philipsburg, Netherlands Antilles
From US$18,445 /day

37 boats available to charter in St. Maarten - Philipsburg, Netherlands Antilles — compare motor yachts, catamarans and sailing boats from verified operators.
Yacht charter in St. Maarten - Philipsburg is a straightforward Caribbean base for private day cruising, with easy access to the island’s main harbor front and nearby marina docks.
Charters commonly depart from Bobby’s Marina in Philipsburg, while Great Bay Marina is also listed as a local departure facility for this area. The setting is the Dutch side of the island, facing the calm, sheltered waters around Great Bay and the southeast coast.
From Philipsburg, a day trip can reach the offshore and nearshore waters around Sint Maarten and Saint Martin, with options to anchor for swimming, snorkeling, and beach stops. Typical charter categories here include **mega yachts** and **catamarans**, which suit both relaxed coastal cruising and fuller-day island-hopping itineraries.
Captained or bareboat. Book direct with verified operators.
142 ft (43 m) · 12 guests · 5 cabins
St. Maarten - Philipsburg, Netherlands Antilles
From US$18,445 /day
90 ft (27 m) · 4 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$9,622 /day
44 ft (13 m) · 7 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,514 /day
162 ft (49 m) · 12 guests · 6 cabins
St. Maarten - Philipsburg, Netherlands Antilles
From US$35,650 /day
38 ft (12 m) · 10 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,914 /day
50 ft (15 m) · 28 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$2,697 /day
38 ft (12 m) · 10 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,782 /day
44 ft (13 m) · 12 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,395 /day
28 ft (9 m) · 8 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,116 /day
27 ft (8 m) · 8 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$935 /day
38 ft (12 m) · 10 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,808 /day
42 ft (13 m) · 10 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,116 /day
38 ft (12 m) · 10 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,489 /day
52 ft (16 m) · 30 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$3,069 /day
40 ft (12 m) · 20 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,395 /day
34 ft (10 m) · 10 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$935 /day
38 ft (12 m) · 10 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,170 /day
32 ft (10 m) · 10 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,070 /day
65 ft (20 m) · 65 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,674 /day
35 ft (11 m) · 8 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,246 /day
62 ft (19 m) · 22 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$2,960 /day
52 ft (16 m) · 30 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$120 /day
38 ft (12 m) · 10 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,702 /day
38 ft (12 m) · 12 guests
St. Maarten - Philipsburg, Netherlands Antilles
From US$1,963 /day
Live availability from verified operators; day rates converted to USD.
| Boat type | Available | From (per day) |
|---|---|---|
| Yacht | 16 | $935 |
| Catamaran | 14 | $512 |
| Sailing yacht | 4 | $120 |
| Mega yacht | 3 | $9,419 |
Yachts in St. Maarten - Philipsburg most clearly depart from Bobby’s Marina in Philipsburg, and Great Bay Marina is also identified as a charter facility in the same area.
Private Yacht Charter N.V. is based at Bobby’s Marina, with the boats listed on the middle dock across from Aziana restaurant. For travelers staying or arriving near the cruise area, the marina is about a 10-minute walk from the Philipsburg cruise terminal.
The port setting makes boarding simple for day charters because the departure points sit directly on the Philipsburg waterfront rather than across the island.
A day charter from Philipsburg can reach Tintamarre, Pinel Island, and Green Cay on the local island-hopping circuit.
One published charter itinerary leaves Bobby’s Marina, sails first to Tintamarre, and continues to Pinel Island before returning to Philipsburg. The same operator describes these stops as snorkeling and beach-focused, with Tintamarre known as an uninhabited island and Pinel Island as a beach and lunch stop.
Charter operators from Philipsburg also advertise longer routes toward Saint Barthélemy and Anguilla, but those are beyond the usual local day loop and depend on boat type and schedule.
The peak sailing period in Philipsburg is from **December to April**, which is the dry season.
That window is the most frequently identified high season for pleasant charter weather, while the quieter off-peak months can mean fewer crowds. For charter planning, this makes winter and early spring the most predictable months for day trips and swimming stops.
Because the area is in the Caribbean, weather and sea conditions still vary by day, so operators commonly adjust routes around wind and swell.
For a private yacht charter in St. Maarten - Philipsburg, the usual practical option is to book with a skipper or crewed boat.
Available Philipsburg listings and operator pages describe crewed charters, private day charters, and full-day trips with captain and crew included. Publicly available local charter pages do not provide a universal bareboat licence rule for every boat type, so the safest verified option for this port is a crewed charter.
That makes Philipsburg especially suitable for visitors who want a simple day on the water without handling the boat themselves.
The nearest airport for Philipsburg is Princess Juliana International Airport on the St. Maarten side of the island.
From the airport, the transfer to Philipsburg is typically a short cross-island ride, and charter operators in the port area also mention taxi transfers and parking support for guests arriving by car.
Because the departure docks are in the town waterfront area, the final leg is usually simple once you reach Philipsburg itself.
The verified boat categories for St. Maarten - Philipsburg are **mega yacht** and **catamaran**.
Catamarans are a strong fit for family and group day trips because the local itineraries focus on swimming, snorkeling, and anchoring in calm spots such as Tintamarre and Pinel Island. Mega yachts suit guests who want a more luxurious cruising style from the same Philipsburg departure base.
The port’s protected island-hopping routes and marina access make it practical for both relaxed day sailing and higher-end private charters.
Boat rental in St. Maarten - Philipsburg starts from around $18445 per day. Final pricing depends on the boat type, trip length, and whether the charter is crewed.
The main verified departure point is Bobby’s Marina in Philipsburg, and Great Bay Marina is also listed for local charter use. Bobby’s Marina is the clearest named boarding location in the available sources.
Common day-trip stops include Tintamarre, Pinel Island, and Green Cay. Some charter operators also offer longer routes to Saint Barthélemy or Anguilla.
The peak sailing period is December to April, during the dry season. That is the best-documented weather window for chartering from Philipsburg.
The available local charter information emphasizes crewed and captain-led trips rather than bareboat rentals. For verified port-specific planning, a skipper-led charter is the clearest option.
Yes, especially on catamarans, because the local routes focus on swimming, snorkeling, and beach stops. Published charter listings in this area also show capacity for group-oriented private trips.
Boat types
From RIBs and motorboats to catamarans and crewed superyachts.
YachtLuxury cruising with full crew
8–16 guests ·
from $480/day
CatamaranStable, spacious, perfect for groups
10–12 guests ·
from $280/day
SailboatWind, sails and slow island hopping
6–10 guests ·
from $130/day
MotorboatFast day cruises without the captain
4–10 guests ·
from $90/day
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