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Ultimate 5-Day Adventure in Philipsburg, St. Maarten

Ultimate 5-Day Adventure in Philipsburg, St. Maarten Itinerary

Last updated: 2024 Jun 14

Island Highlights and Beach Bliss

Morning
Start your day with a hearty breakfast at Chesterfields Restaurant & Bar, known for its delicious morning fare. Afterward, embark on the St. Maarten Half-Day Tour of French & Dutch Sides to get an overview of the island's rich culture and history.
Afternoon
For lunch, head to La perle bleu Beach Bar & Restaurant for a beachfront dining experience. Spend your afternoon relaxing at the serene Great Bay Beach or exploring the shops and cafes along Front Street, known for its vibrant atmosphere and duty-free shopping.
Evening
Enjoy a delightful dinner at The Pier, offering a blend of international and local cuisine. Cap off the evening with a St. Martin Tango Dinner Cruise, where you can savor a sumptuous meal while cruising along the coast under the starry sky.
Bedtime
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Thrills and Chills on Land and Sea

Morning
Fuel up for an adventurous day with breakfast at Bigwood, a popular spot for its energizing dishes. Then, get your adrenaline pumping with the St Maarten Atv island highlights tour, exploring the island's rugged terrain and hidden gems.
Afternoon
After the ATV tour, grab a quick bite at Caribbean Blend, offering a variety of flavors. Spend your afternoon at Maho Beach, known for its extreme plane spotting experience as aircraft land just a few feet above sunbathers, or relax at the nearby Mullet Bay with its calm waters and golden sand.
Evening
Dine at Below zero bar & Restaurant, where you can enjoy a unique ice-themed ambiance and a menu of delectable dishes. Conclude the day with the Simpson Bay Lambada Sunset Cruise of Sint Maarten, complete with refreshing drinks and breathtaking views of the sunset.
Bedtime
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Marine Marvels and Underwater Wonders

Morning
Begin with breakfast at Layback Beach Bar & Grill, setting the tone for a relaxed morning. Then, set off on the Sand Dollar Half Day Snorkel Cruise St. Martin, exploring the vibrant marine life and pristine waters of St. Martin's best snorkeling spots.
Afternoon
Post-snorkeling, enjoy a laid-back lunch at Lizzys Beach Bar, where the casual beach vibe complements the menu. Spend the rest of your afternoon at Happy Bay Beach, a hidden gem accessible by a short hike, offering seclusion and natural beauty.
Evening
For dinner, head to Nu Love Beach Bar, a romantic spot with a menu to match. Afterward, take a leisurely stroll at Sunset Beach Bar, known for its live music and the close-up views of planes taking off from Princess Juliana International Airport.
Bedtime
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Sailing, Ziplining, and Culinary Delights

Morning
Enjoy a breakfast with a view at Ocean Lounge @ Holland House, overlooking the azure waters. Then, set sail on the St. Maarten Luxury Catamaran Day Sail with Lunch & Drinks, where you'll be treated to a day of relaxation, snorkeling, and a sumptuous onboard lunch.
Afternoon
After the catamaran experience, visit the Sint Maarten Museum to delve into the island's history and culture. For a thrilling adventure, head to Sentry Hill & Flying Dutchman Zipline Adventure, where you can zip through the rainforest and enjoy panoramic views.
Evening
Dine at Pink Pearl Bar & Restaurant, offering a sophisticated setting and a menu of fusion cuisine. End the night with drinks and live entertainment at Philipsburg Courthouse, where the open-air ambiance and local music create a lively atmosphere.
Bedtime
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Day-Trips and Farewell Feasts

Morning
Begin with breakfast at Kalua Beach Bar & Restaurant, known for its beachfront location and diverse menu. Today, take a day-trip to the nearby island of St. Barts with the Edge Ferry Day-Trip to St Barts, exploring its upscale shops, beautiful beaches, and charming villages.
Afternoon
Enjoy a leisurely lunch at The Shell Bar Grill & Hookah, offering a relaxed setting and a variety of dishes. Upon returning to St. Maarten, spend your afternoon at Philipsburg St Maarten Beaches Tour with Transfer, hopping between the island's best beaches with ease.
Evening
Conclude your St. Maarten adventure with a memorable dinner at Dutch Blonde Beach Bar & Restaurant, where the flavors of the Caribbean are celebrated. Reflect on your journey as you enjoy the sea breeze and the sound of the waves, reminiscing about the highlights of your trip.
Bedtime
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