Philipsburg to Philipsburg

From $7,530 per person

15 days

Ship: Sea Cloud II

Philipsburg to Philipsburg
Sea Cloud Cruises

Journey Summary

  • Day 1 - Dec. 20, 2025, Sat. - Philipsburg
  • Day 2 - Dec. 21, 2025, Sun. - North Gorda Sound
  • Day 3 - Dec. 22, 2025, Mon. - North Gorda Sound
  • Day 4 - Dec. 23, 2025, Tue. - Sailing Sir Francis Drake Channel
  • Day 5 - Dec. 24, 2025, Wed. - At Sea
  • Day 6 - Dec. 25, 2025, Thu. - Charlestown
  • Day 7 - Dec. 26, 2025, Fri. - At Sea
  • Day 8 - Dec. 27, 2025, Sat. - Chatham Bay, Union Island
  • Day 9 - Dec. 28, 2025, Sun. - Soufrière
  • Day 10 - Dec. 29, 2025, Mon. - Saint-Pierre
  • Day 11 - Dec. 30, 2025, Tue. - Terre-de-Haut
  • Day 12 - Dec. 31, 2025, Wed. - Saint John's
  • Day 13 - Jan. 1, 2026, Thu. - Saint John's
  • Day 14 - Jan. 2, 2026, Fri. - Gustavia
  • Day 15 - Jan. 3, 2026, Sat. - Philipsburg

Detailed Itinerary

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

Day 1 - December 20, 2025

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 - December 21, 2025

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 - December 22, 2025

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 4 - December 23, 2025

Sailing Sir Francis Drake Channel

Day 5 - December 24, 2025

At Sea

Day 6 - December 25, 2025

Charlestown

Day 7 - December 26, 2025

At Sea

Day 8 - December 27, 2025

Chatham Bay, Union Island

Day 9 - December 28, 2025

Soufrière

The oldest town in St. Lucia and the island’s former French colonial capital, Soufrière was founded by the French in 1746 and named for its proximity to the volcano of the same name. The wharf is the center of activity in this sleepy town (population, 9,000), particularly when a cruise ship anchors in pretty Soufrière Bay. French colonial influences are evident in the second-story verandahs, gingerbread trim, and other appointments of the wooden buildings that surround the market square. The market building itself is decorated with colorful murals. Soufrière, the site of much of St. Lucia’s renowned natural beauty, is the destination of most sightseeing trips. This is where you can get up close to the iconic Pitons and visit colonial capital of St. Lucia, with its "drive-in" volcano, botanical gardens, working plantations, waterfalls, and countless other examples of the natural beauty for which St. Lucia is deservedly famous.

Day 10 - December 29, 2025

Saint-Pierre

Day 11 - December 30, 2025

Terre-de-Haut

Day 12 - December 31, 2025

Saint John's

With its superb beaches, historical attractions and beautiful coral reefs, Antigua provides a host of diversions. It is said that the island contains 365 beaches, one for every day of the year. Antigua maintains its traditional West Indian character, with gingerbread-house style architecture, calypso music and carnival festivities. St John’s has been the administrative capital since the island’s colonisation in 1632, and has been the seat of government since it gained independence in 1981. From the port you can explore the colourful Redcliffe district, with its restored wooden houses, and Heritage Quay with its shopping mall and craft shops. The city has some fine examples of Colonial architecture, including the twin-towered cathedral, built in 1845 and considered one of the finest church buildings in the Caribbean. All coaches in Antigua are operated by smaller vehicles, and commentary will be given by a driver/guide.

Day 13 - January 01, 2026

Saint John's

With its superb beaches, historical attractions and beautiful coral reefs, Antigua provides a host of diversions. It is said that the island contains 365 beaches, one for every day of the year. Antigua maintains its traditional West Indian character, with gingerbread-house style architecture, calypso music and carnival festivities. St John’s has been the administrative capital since the island’s colonisation in 1632, and has been the seat of government since it gained independence in 1981. From the port you can explore the colourful Redcliffe district, with its restored wooden houses, and Heritage Quay with its shopping mall and craft shops. The city has some fine examples of Colonial architecture, including the twin-towered cathedral, built in 1845 and considered one of the finest church buildings in the Caribbean. All coaches in Antigua are operated by smaller vehicles, and commentary will be given by a driver/guide.

Day 14 - January 02, 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 15 - January 03, 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.

Dates and Prices

Select year & month:

Unavailable dates are greyed out

JanFebMarAprMayJunJulAugSepOctNovDec

Available dates:

Dec 20, 2025

consultation

Need information to make a decision?

Reach out to our travel concierges today to create your perfect journey.