Philipsburg to Philipsburg

From $4,495 per person

7 days

Ship: Sea Cloud Spirit

Philipsburg to Philipsburg
Sea Cloud Cruises

Journey Summary

  • Day 1 - Jan. 26, 2026, Mon. - Philipsburg
  • Day 2 - Jan. 27, 2026, Tue. - North Gorda Sound
  • Day 3 - Jan. 28, 2026, Wed. - Great Harbour, Jost Van Dyke
  • Day 4 - Jan. 29, 2026, Thu. - Norman Island
  • Day 5 - Jan. 30, 2026, Fri. - At Sea
  • Day 6 - Jan. 31, 2026, Sat. - Gustavia
  • Day 7 - Feb. 1, 2026, Sun. - Philipsburg

Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

Day 1 - January 26, 2026

Philipsburg

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.

Day 2 - January 27, 2026

North Gorda Sound

Gorda Sound is a gateway harbour in the British Virgin Islands located in the Caribbean. The islands form part of the British overseas territory and benefit from a tropical climate. Gorda Sound is situated between one of the main islands, Virgin Gorda and Mosquito Island, Colquhoun Reef and Prickly Pear Island. From here, visitors can enjoy the Indian heritage of its namesake Mosquito Island, a history of island tourism from Drake's Anchorage Resort and spend some time relaxing in picturesque surroundings on Prickly Pear Island. As the British Virgin Islands are a volcanic archipelago, the area benefits from magnificent reefs which are perfect for divers and snorkelers. The islands are also known as a popular yachting destination as much of the area is easily sailed. On the land, visitors will enjoy white sandy beaches to relax on or, for the more adventurous, there are plenty of mountain roads and rainforest-filled landscape to explore.

Day 3 - January 28, 2026

Great Harbour, Jost Van Dyke

Jost Van Dyke, four miles long, is truly known as the 'barefoot island'. The smallest of the British Virgin Islands, it is known as a popular destination for yachts and is celebrated for its casual lifestyle, protected anchorages, fine beaches and beachfront restaurants and bars. The island has fewer than 200 inhabitants and they are widely known as a welcoming people. The island's name conjures up its rich, colorful past. Jost Van Dyke is said to have been named for an early Dutch settler, a former pirate. At Great Harbour, Little Harbour, and White Bay there are safe, protected bays and pristine beaches shaded with coconut palms and seagrape trees. Discover inviting shops selling local treasures, restaurants, and bars. 'The Painkiller', one of the Caribbean’s most popular drinks, originated at the Soggy Dollar Bar. Foxy’s and Gertrude's in White Bay are renowned for drinks made with the island's famous rum, frosty beers, and tales of pirates and sunken treasure. Explore Jost Van Dyke's history in the vegetation-covered ruins of centuries-old sugar mills, or on the old trails that crisscross the island. Revel in the natural beauty of the pristine, untouched beaches. Hike up to the highest spot on the island, Majohnny Point, and take in a stunning 360 degree view of the Caribbean. Relax in the natural 'bubble pool', a popular tourist attraction. Jost Van Dyke conjures up images of what the British Virgin Islands may have looked like many years ago.

Day 4 - January 29, 2026

Norman Island

Day 5 - January 30, 2026

At Sea

Day 6 - January 31, 2026

Gustavia

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.

Day 7 - February 01, 2026

Philipsburg

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.

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Jan 26, 2026

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