Philipsburg is the vibrant capital of Dutch St. Maarten, where colorful streets, turquoise waters, and duty-free shopping welcome visitors with Caribbean charm.
4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau
Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Mar 27, 2027
Published prices from
per person*
taxes & fees included
Aboard
Seabourn Ovation
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Dec 5, 2026
Published prices from
per person*
taxes & fees included
Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Jan 4, 2026
Published prices from
per person*
taxes & fees included
Aboard
Wind Spirit
From
Philipsburg, St. Maarten, The Netherlands
2 Sailings
Jan 31 - Feb 7, 2026
Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
9 Sailings
Mar 7, 2026 - Mar 13, 2027
Published prices from
per person*
taxes & fees included
Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Jan 11, 2026
Published prices from
per person*
taxes & fees included
Aboard
Wind Spirit
From
Philipsburg, St. Maarten, The Netherlands
2 Sailings
Feb 14 - Feb 21, 2026
Aboard
Silver Shadow
From
Philipsburg, St. Maarten, The Netherlands
2 Sailings
Jan 4 - Jan 18, 2026
Published prices from
per person*
taxes & fees included
Aboard
Seabourn Ovation
From
Philipsburg, St. Maarten, The Netherlands
2 Sailings
Jan 31 - Mar 7, 2026
Published prices from
per person*
taxes & fees included
Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
10 Sailings
Dec 21, 2025 - Mar 20, 2027
Published prices from
per person*
taxes & fees included
Our expert consultants and customer service teams are standing by to help with all of your cruising needs.
I was having some trouble finding the right cruise for the right price as a single traveler, but thanks to [our Cruise Expert] I was able to find it with Cruise Web. Thank you very much [our Cruise Expert]!
Camille G.
We have worked with [our Cruise Expert] several times and she makes it so easy and a pleasure to work with. She is very knowledgeable.
Linda F.
[Our Cruise Expert] was informative and very pleasant to work with. I'm not familiar with booking travel online and he made my experience pleasant.
Sharon E.
I would like to mention that for many years I really appreciate to have [our Cruise Expert] taking care of my cruises in the states. So, i'm glad to give five stars for him
Rudi D.
I am working with [our Cruise Expert] as my travel agent...he has been very helpful...he is very informative and knowledgeable about the places that I want to go on my Cruise....I would use [our Cruise Expert] and Cruise Web again to book another cruise...thank you...
Priscilla B.
[Our Cruise Expert] does an exceptional job of planning (with you) and coordinating a trip of your dreams! I can't wait to get started on the next one.
Sheralyn H.
Great working with [our Cruise Expert]! He was a tremendous help and steered us in the right direction every time! Helped us make memories for a lifetime!
Wendy F.
[Our Cruise Expert] always works hard to secure the bookings we have chosen and guides us through the process. She is always available to help and her advise is spot on.
James C.
We are residents in another country, and have used [our Cruise Expert] for years as we try to cruise around the entire world. She offers great service and stellar communication.
Dave O.
[Our Cruise Expert]does a wonderful job for me. I have had no glitches and I can count on things running smoothly when [our Cruise Expert] makes my arrangements.
Barbara H.
Overview
Set between the calm waters of Great Bay and the Salt Pond, Philipsburg is a walkable, lively town perfect for exploring on foot. Front Street and Back Street are lined with shops offering jewelry, electronics, and local goods, while the waterfront boardwalk gives you stunning ocean views and easy access to beach bars and cafés.
Beyond the boutiques and beaches, Philipsburg also offers glimpses of island history at Fort Amsterdam and the St. Maarten Museum. It’s a great base for discovering the rest of the island—whether you are heading to Maho Beach to watch low-flying planes or crossing over to the French side for a change in flavor and vibe.
Philipsburg blends laid-back island life with a touch of European flair, making it a fun and easygoing stop for sun, shopping, and sightseeing.
Start your day with a visit to Great Bay Beach, a beautiful stretch of golden sand just steps away from the cruise port. The crystal-clear waters are perfect for a swim or a leisurely stroll along the shoreline. The beach is lined with beach bars and restaurants where you can grab a refreshing drink or a bite to eat.
Tip: Rent a lounge chair and umbrella for a few dollars and spend some time soaking up the sun.
The Philipsburg Boardwalk is an ideal spot for a leisurely walk along the beach, where you will find a mix of duty-free shops, cafés, and local vendors. You can shop for jewelry, local crafts, clothing, and souvenirs. The vibrant atmosphere is perfect for experiencing the island's unique blend of cultures.
Tip: Stop by a local café for some Caribbean coffee or rum punch to truly embrace the local flavors.
Philipsburg is known for its duty-free shopping, and Front Street is the heart of the shopping district. You’ll find high-end international brands, local boutiques, and specialty stores selling everything from designer handbags to Caribbean spices. If you are looking to pick up something special, this is the place.
Tip: Keep an eye out for special deals and sales on jewelry, watches, and perfumes.
Snap a photo of this iconic, bright yellow wooden building with its recognizable turret. Built in 1793, it serves as a symbol of the town's history.
Tip: The Court House sits right on Cyrus Wathey Square, the heart of Philipsburg, and is a great reference point for meeting up after shopping.
For a touch of history, head to Fort Amsterdam, located just a short distance from the cruise port. Built in the 1600s by the Dutch, this historic fort offers a glimpse into the island’s colonial past. While the fort is small, it provides fantastic views of the coastline and the harbor.
Tip: Combine your visit with a stop at the nearby Sint Maarten Museum to learn more about the island’s rich history and culture.
No visit to Philipsburg is complete without trying some local Caribbean cuisine. Head to one of the local restaurants or beachside eateries to savor dishes like conch fritters, stewed goat, or fresh fish. Don't forget to try a local specialty drink like Ti' Punch or a cold Caribbean beer.
Tip: For an authentic experience, check out a casual spot like The Greenhouse for a great meal with ocean views.
If you are a fan of water sports, Philipsburg offers a variety of snorkeling and boat tour options. Explore the crystal-clear waters of the Caribbean and discover vibrant coral reefs and colorful marine life. You can join a catamaran cruise or a glass-bottom boat tour for an unforgettable day on the water.
Tip: Some tours offer a stop at Tintamarre Island, where you can snorkel or enjoy the pristine beaches.
If you’re looking for a family-friendly activity, visit the St. Maarten Zoo or the Butterfly Farm. The zoo showcases local wildlife and exotic species, while the Butterfly Farm offers a tranquil experience surrounded by hundreds of colorful butterflies.
Tip: The Butterfly Farm is perfect for a peaceful walk and great photo opportunities.
For a truly unique experience, take a short trip to Maho Beach, famous for its proximity to Princess Juliana International Airport. The thrill here is watching airplanes fly incredibly low over the beach as they land. It’s an unforgettable experience for aviation enthusiasts and an exciting spectacle for visitors.
Tip: Stand back from the runway—those jet blasts can be powerful!
If you have a bit more time, consider renting a car or booking a guided tour to explore the rest of the island. Visit the quieter French side of St. Martin, with its charming towns like Marigot, or venture to beautiful beaches like Orient Bay or Baie Rouge.
Tip: Don’t rush—take your time to admire the island’s natural beauty.
