5-Day Ultimate St. Maarten Experience Itinerary

Begin with a hearty breakfast at Chesterfield's Restaurant and Bar. Post-breakfast, visit the historic Philipsburg Courthouse and the adjacent Front Street, known for its colonial architecture and vibrant local life. Explore the area and perhaps pick up some souvenirs.

For lunch, head to Cafe Atlantico, a cozy spot with a wide range of options. Afterward, take a short drive to the serene Great Bay Beach. Enjoy the afternoon sun and take a refreshing swim in the calm waters. If you're feeling adventurous, you can also try your luck at the nearby Holland House Beach Hotel Casino.

Dine at La Vie en Rose Restaurant and Wine Bar, where the elegant ambiance and fine wines set the stage for a memorable meal. After dinner, take a leisurely stroll along the beach or enjoy the live music at Infinity Restaurant & Lounge, where the entertainment matches the name.

Start with breakfast at Sarafina's Bakery & Cafe, a local favorite. Then, delve into the island's cultural heritage at the St. Maarten Museum. Explore the exhibits and learn about the rich history of the island, including its unique blend of European and Caribbean influences.

Enjoy a sumptuous lunch at Antoine Restaurant, known for its elegant setting and exquisite French cuisine. Afterward, take a scenic drive to Cole Bay Hill, where you can capture panoramic views of the island and the neighboring lagoon. Don't forget your camera!

For dinner, experience the culinary artistry at Bistrot Caraibes, a restaurant that perfectly blends Caribbean flavors with French techniques. Cap off the evening with a visit to Simpson Bay, one of the liveliest areas on the island. Explore the marina and perhaps try your luck at the Sky Beach Club, a popular spot for both locals and visitors.

Enjoy a breakfast with a view at The Palms at Pelican Cove Resort and Spa, where the tropical setting enhances the flavors. After breakfast, take a ferry to the neighboring island of Saba. Explore this hidden gem, known for its unspoiled natural beauty and charming villages. Visit the Yoda Guy Movie Exhibit to discover the island's surprising connection to the world of cinema.

Return to St. Maarten and have a late lunch at Temptation Restaurant & Bar, a place that lives up to its name with its tempting menu. Afterward, spend a relaxing afternoon at Happy Bay Beach, accessible by a short hike. This secluded beach offers a peaceful retreat, with pristine sands and swaying palm trees.

Dine at Little Jerusalem SXM - Middle Eastern Cuisine, a unique spot that brings a taste of the Middle East to the Caribbean. After dinner, enjoy the vibrant nightlife of Front Street, with its array of bars and entertainment options. Try your luck at the Hollywood Casino or simply take in the lively atmosphere.

Begin your day with a breakfast at Pineapple Pete Restaurant & Bar, known for its laid-back atmosphere and delicious fare. Post-breakfast, visit the historic Fort Amsterdam, where you can explore the ruins and enjoy panoramic views of the surrounding area. Take your time to soak in the history and the stunning vistas.

For lunch, head to Infinity Restaurant & Lounge, a place that offers not just great food but also a relaxing ambiance. Afterward, spend the afternoon at the luxurious Divi Little Bay Beach Resort. Whether you choose to relax on the beach or indulge in some water sports, this resort offers the perfect setting for a leisurely afternoon.

Conclude your St. Maarten journey with a memorable dinner at Skipjack's Seafood Grill & Bar, where the fresh catch of the day is prepared with expertise. Raise a glass to the wonderful experiences you've had on the island. After dinner, take a moonlit walk on the beach or enjoy a nightcap at the resort's bar, reflecting on the beauty of St. Maarten.