Two Islands, Twice the Fun - Transportation and Group Size

15 Most Highly Rated Tours In Philipsburg

Philipsburg is a hub for exploring St. Maarten‘s diverse charm. Its busy cruise port, beautiful beaches, and vibrant shopping make it an ideal starting point for a variety of tours. What sets Philipsburg apart is its accessibility—most tours pick up directly from the cruise docks—and its close proximity to stunning beaches and cultural sites. For example, a private The Best of St Maarten Private Sightseeing Tour is perfect if you want a personalized experience without the crowds, exploring Mullet Bay or Orient Beach at your own pace. We love that many tours include fantastic photo stops like Rotary Lookout Point or Fort Louis, ensuring memorable moments. Whether you’re after a quick thrill or a relaxed cultural dive, Philipsburg offers a rich palette of options.

Quick Overview

Our list features 15 of the best tours in Philipsburg, covering everything from private island explorations and cultural exhibits to family-friendly adventures and beach days. Whether you crave a private customized tour (#1), want to explore both sides of the island (#2), or are a Star Wars fanatic (#3), there’s something for all. Below, we break down each experience to help you make your choice.

1. The Best of St Maarten Private Sightseeing Tour

The Best of St Maarten Private Sightseeing Tour

At number 1, this private, tailor-made tour stands out for its flexibility and personalized approach. For $440 per group (up to 4 people), you get a 5 to 7-hour experience in a modern air-conditioned vehicle with bottled water. The itinerary is entirely based on your interests, whether that’s swimming in Mullet Bay, shopping duty-free items, or sampling local cuisine. The tour’s flexibility is a major plus—your guide can craft a day that suits your pace. The reviews highlight how knowledgeable and accommodating guides, such as Cindy and Sunita, make this a memorable trip. Key highlights include stops at the Philipsburg Courthouse, Rotary Lookout Point, Orient Bay, and Marigot Market, giving you a balanced taste of both natural beauty and local culture.
Bottom line: Perfect for small groups wanting a private, customizable day with expert guidance.

2. Two Islands, Twice the Fun

Two Islands, Twice the Fun

For just $60 per person, this half-day tour explores both the French and Dutch sides of the island in about 4 to 6 hours. It’s ideal if you want to see both cultures without tying up your entire day. The tour includes a visit to Oyster Pond, Grand Case, Maho Beach, and Cole Bay Lookout. One of the standout features is the drive past landmarks like the flying Dutchman zip line and the panoramic Cole Bay Lookout. Reviewers appreciate the professional guides and the flexibility to relax at Orient Beach or snap photos of the stunning Great Bay. Plus, the tour is easy to find at the cruise port and leaves enough time for other activities afterward.
Bottom line: An excellent choice for cruise passengers and those short on time who want a comprehensive taste of the island.

3. Yoda Guy Movie Exhibit (Hologram Tour) and Star Wars Celebrity

Yoda Guy Movie Exhibit (Hologram Tour) and Star Wars Celebrity

At number 3, this Star Wars-themed experience offers a unique peek into Hollywood magic for just $25 per person. Located in the heart of Philipsburg, the Yoda Guy Movie Exhibit showcases props, figurines, holograms, and signed memorabilia from movies like Star Wars, Superman, and Highlander. The creator, Nick Maley, provides insider stories that fascinate fans and casual watchers alike. The museum’s emphasis on inspiring youth and promoting creativity makes it more than just a tourist stop—it’s an inspiring dive into film history. Reviewers praise how engaging and informative Nick Maley is, making the visit memorable.
Bottom line: Perfect for film fans and families seeking a fun, educational break from the beaches.

4. St. Maarten Pelican Private Tour

St. Maarten Pelican Private Tour

Number 4 offers a personalized private tour for $105 per person, lasting 2 to 5 hours. This tour covers seven stops at sites like Oyster Pond, Maho Beach, and Marigot, with admission included. What makes it stand out is the open bar and the chance to sample local cuisine, reflecting the island’s French and Dutch influences. Guides customize the route based on your preferences, whether it’s exploring scenic viewpoints or relaxing at the beach. With consistently high reviews praising the friendly guides and well-paced itinerary, it’s an ideal choice for travelers wanting a relaxed, engaging experience. The tour balances cultural insights with fun photo opportunities, making it great for groups or families.
Bottom line: An excellent, flexible tour for those wanting to mix sightseeing with leisure.

5. Colorful Species Of Birds

Colorful Species Of Birds

Number 5 is a nature lover’s delight, especially if you’re interested in birdwatching. For $49, you visit Parotte Ville Bird Park for about 2.5 hours. It’s perfect for a quick escape to see species like brown-throated conures and ring-necked parakeets in their natural habitat. Your guide shares insights into island ecology and bird behavior, making it educational as well as scenic. Reviewers mention how close encounters with the colorful birds are a highlight, with one noting how feeding the birds creates “a truly up-close encounter.” It’s a great choice if you prefer a gentle, outdoor experience away from beaches or shopping.
Bottom line: Ideal for families and wildlife enthusiasts wanting an easy, engaging activity.

6. FUN DAY St. Maarten Island Sightseeing Tour with Beach

FUN DAY St.Maarten Island Sightseeing Tour with Beach

Number 6 is a comprehensive island tour for about $60 per person, lasting around 5 to 6 hours. It covers key sites like Orient Bay, Marigot, and Maho Beach, with plenty of beach time at Orient Bay included. The tour is well-rated for its informative narration and the complimentary drinks throughout. Visitors love the flexibility to relax at the beach or explore spots like Fort Louis. It balances sightseeing with leisure, making it a good pick for those who want a little of everything without rushing. Guides like Ricardo and Shawn earn praise for their knowledge and friendly demeanor.
Bottom line: Perfect for travelers seeking a full yet relaxed day exploring both sides of the island.

7. Shared Departure Transfer: Hotel to St Maarten Airport

Shared Departure Transfer: Hotel to St Maarten Airport

Number 7 offers a budget-friendly, reliable way to get to the airport for just $9 per person. The shared, climate-controlled bus ensures a hassle-free departure, with reviews highlighting early pickups and professional drivers. It’s a practical choice for those wanting to avoid the stress of last-minute taxi arrangements and is best suited for anyone with an early or late flight. The door-to-door service makes it a seamless end to your stay.
Bottom line: An economical and stress-free option for airport transfers.

8. Big Bastard’s Ultimate Great Bay Beach Day for 2

Big Bastard's Ultimate Great Bay Beach Day for 2

Number 8 features a reserved beach space at Great Bay Beach, cost for up to 2 people is $59. This offers a full day of relaxation with beach chairs, umbrellas, and access to the Big Bastard’s Beach Bar. It’s ideal if you want a private, hassle-free beach experience with the flexibility to explore Philipsburg afterward. Reviewers point out the friendly staff and gorgeous, clean beach as highlights. It’s best suited for couples or small groups wanting guaranteed comfort and convenience.
Bottom line: Great for a peaceful, private beach day without the crowds.

9. St. Martin/St. Maarten Magical Tour

St.Martin/St.Maarten Magical Tour

Number 9 offers an educational and fun tour for $70, covering 2 to 5 hours. It includes stops at Oyster Pond, Maho Beach, and Fort Louis, with a focus on island views and local culture. The guides are known for their engaging storytelling and flexibility. Guests mention how the tour is perfect for learning about the island’s dual cultures while enjoying the sights. The tour is suitable for families, couples, or anyone wanting a balanced mix of history and leisure.
Bottom line: A well-rounded, engaging tour for those interested in both natural beauty and local stories.

10. 6 Seater Side by Side Rental

6 Seater Side by Side Rental

Number 10 provides an independent adventure exploring the island on your own terms. For $333.34, up to 6 people can rent a 4-hour all-terrain buggy. It’s perfect for off-road enthusiasts wanting to visit lesser-accessible spots. The rental includes instruction and a map, allowing you to customize your route. Reviewers praise the flexibility and fun of discovering remote parts of the island. This is best suited for groups comfortable with self-guided exploration and wanting to avoid typical tour bus crowds.
Bottom line: Best for adventurous travelers eager to carve their own path.

11. Sint Maarten Pirate Experience at the Rusty Parrot

Sint Maarten Pirate Experience at the Rusty Parrot

Number 11 is a family-friendly pirate-themed attraction, costing $24 per person and lasting about 45 minutes. Inside, you’ll find a pirate exhibit with stories about real pirates who sailed the Caribbean, plus a top deck bar with panoramic views. Reviews highlight the interactive exhibits and how it’s a fun way for kids and adults alike to learn about pirate legends in a relaxed environment. Stop here for a lighthearted break that combines education and entertainment.
Bottom line: Perfect for families wanting a short, fun, and educational diversion.

12. St Maarten Family Deluxe Tour

St Maarten Family Deluxe Tour

Number 12 is a comprehensive 6-hour tour for about $160 per person, offering a balanced mix of cultural, scenic, and culinary experiences. Highlights include visiting Fort Louis, the Amsterdam Cheese Shop, and Belvedere Estate. It’s tailored for families or groups who want an in-depth exploration with a guide. Reviews praise the personalized approach and friendly guides, especially for those who appreciate local stories and family fun. The tour includes a seaside lunch at Maho Beach, making it a full but relaxed day.
Bottom line: Best suited for families or travelers who want a well-rounded, guided experience.

13. St. Maarten/St. Martin Tripple Beach Tour

St.Maarten/St.Martin Tripple Beach Tour

Number 13 offers a 3-beach hop for $69 per person, focusing on relaxing and soaking up the sun. It includes visits to Maho Beach, Mullet Bay, and Orient Bay Beach. Reviewers note that it’s good for beach lovers wanting to experience different vibes and scenery without the hassle of planning each stop. The tour provides drinks and includes live music at some beaches. It’s ideal for those who want a low-key day of sun and sand.
Bottom line: Great for beach-focused travelers wanting variety in their seaside experiences.

14. Skip the Line Caribbean Carnival History Admission Ticket

Skip the Line Caribbean Carnival History Admission Ticket

Number 14 is a cultural highlight, offering over 8,000 sq ft of carnival costumes, instruments, and art. For $40, you can learn about Caribbean Carnival traditions without waiting in line. The museum showcases interactive exhibits, music, and vibrant costumes, providing a lively and colorful experience that appeals to all ages. Reviewers love how it offers a deep dive into local culture and carnival history in an engaging setting. It’s a perfect quick cultural stop for those interested in Caribbean traditions.
Bottom line: An educational, colorful experience ideal for families and culture enthusiasts.

15. St. Maarten 4 Hour Sightseeing Tour

St. Maarten 4 Hour Sightseeing Tour

Number 15 offers a quick but comprehensive 4-hour tour for $61.54. It covers Oyster Pond, Orient Bay, Marigot, and Maho Beach, with cold drinks along the way. The tour’s highlights are the spectacular views of the Atlantic, French and Dutch culture, and live commentary. Reviewers appreciate the efficient pace and friendly guides like Franklin and Rollin, who make the experience enjoyable without feeling rushed. It’s best suited for travelers with limited time who want a taste of the island’s highlights.
Bottom line: Perfect for a quick, well-organized overview of St. Maarten.

How to Choose

When selecting your perfect tour, consider your budget, available time, and interests. If you want a completely private experience with tailored stops, the private sightseeing tour is worth the splurge. For those on a cruise, the Two Islands or 4-hour sightseeing tours (#2, #15) offer efficient ways to see both sides of the island. If your interest is culture and history, the Caribbean Carnival Museum or Pirate Experience are fun options. For nature lovers, the bird park or private island tour will be more your speed.

Booking early is advisable, especially for popular private tours or special experiences like the Yoda Guy exhibit. Also, check the term of each tour—some include meals, drinks, or admission tickets—to ensure you’re getting good value.

To sum it up, Philipsburg offers a robust selection of tours suited for every interest—from private, customizable adventures to quick cultural stops and fun family activities. If you’re seeking a personalized day exploring the island, the private sightseeing tour is hard to beat. For cruise visitors, the two-islands or half-day sightseeing options maximize your time and provide a broad overview. And Star Wars fans will enjoy the Yoda Guy Museum, a truly unique experience.

No matter your choice, booking in advance guarantees the best availability and peace of mind. So, pick your adventure, pack your sense of curiosity, and enjoy all that Philipsburg and St. Maarten have to offer.