Philipsburg, Sint Maarten (Dutch part)

Location

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village's dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It's generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander's home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.

Philipsburg, Sint Maarten (Dutch part) Itineraries

7 Nights

Philipsburg to Philipsburg

Departure Date
19 Feb 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Saint John's, Saint Thomas, Little Bay, Castries, Port Elizabeth, Bequia, Îles des Saintes and Philipsburg

From £3,760pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
20 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises

7 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

Departure Date
21 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Spirit
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Road Bay, Sopers Hole, Tortola, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg

From £2,130pp

Plus substantial savings from Deluxe Cruises

7 Nights

Windward Islands Explorer

Departure Date
22 Feb 26
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port Bridgetown
Destination Port Philipsburg
Itinerary
Bridgetown, Port Elizabeth, Bequia, Mayreau Island, Rodney Bay, Le Marin, Terre-de-Haut, Falmouth and Philipsburg

From £4,029pp

Plus substantial savings from Deluxe Cruises

11 Nights

Azure Antilles

Departure Date
26 Feb 26
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Allura
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Tortola and Miami, Florida

From Please Call

Plus substantial savings from Deluxe Cruises

4 Nights

A Journey through Azure Waters & Island Marvels

Departure Date
26 Feb 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Bridgetown
Destination Port San Juan (Puerto Rico)
Itinerary
Bridgetown, Terre-de-Haut, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £1,835pp

Plus substantial savings from Deluxe Cruises

7 Nights

Philipsburg to Bridgetown

Departure Date
26 Feb 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Saint John Island, Gustavia, Roseau, Saint George's, Trois-Ilets, Kingstown and Bridgetown

From £2,640pp

Plus substantial savings from Deluxe Cruises

10 Nights

West Indies Explorer

Departure Date
27 Feb 26
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Sea
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)

From £4,590pp

Plus substantial savings from Deluxe Cruises

11 Nights

Fort Lauderdale to Fort Lauderdale

Departure Date
27 Feb 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Ray
Region Caribbean
Departure Port Fort Lauderdale, Florida
Destination Port Fort Lauderdale, Florida
Itinerary
Fort Lauderdale, Florida, Grand Turk Island, Saint Thomas, Basseterre, Saint Kitts, Saint John's, Philipsburg, San Juan (Puerto Rico) and Fort Lauderdale, Florida

From £6,900pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
27 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan
Destination Port San Juan
Itinerary
San Juan, Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Mayreau Island, San Juan, Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan

From £11,950pp

Plus substantial savings from Deluxe Cruises

7 Nights

Windward Islands Surf & Sunsets

Departure Date
27 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Mayreau Island and San Juan (Puerto Rico)

From £2,792pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
27 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Soufrière, San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises