5-Day Ultimate Saint Martin Caribbean Itinerary

Day 1: Explore Philipsburg

Philipsburg, Sint Maarten

9:00AM

Breakfast at The Blue Bitch

Enjoy a beachfront breakfast at The Blue Bitch, famous for its hearty omelets and stunning views over Great Bay.
After breakfast, stroll along the boardwalk.
USD18, 1 hour

10:30AM

Visit Fort Amsterdam

Explore the historic Fort Amsterdam for breathtaking panoramic views of Philipsburg and the surrounding waters.
It’s a short 5-minute drive or a 15-minute walk along the scenic waterfront.
USD5, 2 hours

1:00PM

Lunch at The Greenhouse

Indulge in fresh seafood and local specialties at The Greenhouse, a popular spot right on the beach.
Located just a few blocks from Fort Amsterdam.
USD25, 1.5 hours

3:00PM

Shopping on Front Street

Spend the afternoon browsing the vibrant shops on Front Street, known for duty-free shopping and local artisan crafts.
Easily accessible on foot from The Greenhouse.
Varies, 3 hours

6:00PM

Dinner at Ocean Lounge

Dine at Ocean Lounge for a memorable sunset dinner featuring a mix of Caribbean and international dishes.
A short stroll along the waterfront from the shopping area.
USD35, 2 hours
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Day 2: Culinary Delights in Grand Case

Grand Case, Saint Martin

8:30AM

Breakfast at Hideaway Café

Start your day with a delightful breakfast at Hideaway Café, offering a variety of pastries and local dishes.
Drive about 30 minutes from Philipsburg to reach Grand Case.
USD15, 1 hour

10:00AM

Relax at Grand Case Beach

Unwind on the beautiful sands of Grand Case Beach, known for its calm waters and vibrant ambiance.
The beach is a short walk from the café.
Free, 3 hours

1:00PM

Lunch at L’Estaminet

Savor French cuisine with a Caribbean twist at L’Estaminet, famous for its fresh ingredients and delightful flavors.
Easily reachable by a short walk from the beach.
USD28, 1.5 hours

3:00PM

Explore local art galleries

Discover the local art at the various galleries in Grand Case, showcasing works from both established and emerging artists.
Stroll along the main avenue to find these galleries.
Free, 2 hours

5:30PM

Dinner at The Rainbow Café

Enjoy a delicious dinner at The Rainbow Café, known for its beachfront dining and exceptional seafood.
A 5-minute walk from the last gallery.
USD40, 2 hours
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Day 3: Historical Sites in Marigot

Marigot, Saint Martin

9:00AM

Breakfast at Sarafina's

Start your day at Sarafina's, renowned for its pastries and fresh breakfast options, perfect for energizing your exploration.
Take a 15-minute drive from Grand Case to Marigot.
USD12, 1 hour

10:30AM

Visit Fort Louis

Explore Fort Louis, where you can enjoy a scenic hike and learn about the fort’s historical significance on the island.
Only a 10-minute walk from Sarafina's.
USD3, 2 hours

1:00PM

Lunch at La Vie en Rose

Indulge in a French Creole lunch at La Vie en Rose, offering stunning views of the lagoon.
Drive 10 minutes back toward the marina.
USD35, 1.5 hours

3:00PM

Shopping at Marigot Market

Experience the local culture by shopping at the Marigot Market, filled with spices, jewelry, and local crafts.
It’s a short stroll from the restaurant.
Varies, 2 hours

6:00PM

Dinner at The Old House

Settle in for dinner at The Old House, which offers a blend of French and Caribbean cuisine in a charming setting.
A quick drive or a short walk from the market.
USD38, 2 hours
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Day 4: Leisure in Simpson Bay

Simpson Bay, Sint Maarten

9:00AM

Breakfast at Simpson Bay Beach Bar

Start your final morning with a hearty breakfast at Simpson Bay Beach Bar, where you can savor tropical fruit and local dishes.
Drive about 15 minutes from Marigot.
USD20, 1 hour

10:30AM

Relax at Simpson Bay Beach

Spend the morning sunbathing or swimming at Simpson Bay Beach, one of the island's most popular spots.
Just a few steps from the breakfast spot.
Free, 2.5 hours

1:00PM

Lunch at The Boathouse

Enjoy a casual lunch at The Boathouse, known for its friendly service and fresh seafood.
A quick walk along the beach.
USD30, 1.5 hours

3:00PM

Water sports activities

Try jet skiing or paddleboarding with local rental shops lining the beach.
Available directly on the beach.
USD50, 2 hours

6:00PM

Dinner at Topper's Restaurant & Bar

Relish a delightful dinner at Topper's, famous for its lively atmosphere and wide-ranging menu.
Only a short drive from the water sports location.
USD32, 2 hours
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Day 5: Idyllic Orient Bay

Orient Bay, Saint Martin

8:30AM

Breakfast at La Gallette

Enjoy an exquisite breakfast at La Gallette, famous for its fresh-baked pastries and traditional French breakfast options.
A 15-minute drive from Simpson Bay.
USD15, 1 hour

10:00AM

Visit Orient Bay Beach

Spend your last day soaking up the sun at Orient Bay Beach, known for its vibrant atmosphere and water sports.
Just a short walk from the café.
Free, 4 hours

2:00PM

Lunch at Bikini Beach

Savor a beachside lunch at Bikini Beach, where you can enjoy light bites while overlooking the turquoise waters.
Located directly on Orient Bay Beach.
USD25, 1.5 hours

3:30PM

Explore local shops and markets

Stroll along the charming streets of Orient Village, filled with local boutiques and artisan shops.
A short walk from Bikini Beach.
Varies, 2 hours

6:00PM

Dinner at Restaurant La Playa

Conclude your Saint Martin adventure with a delightful dinner at Restaurant La Playa, offering authentic Caribbean cuisine.
Close proximity to the shopping area.
USD40, 2 hours
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