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![Exploring the Beautiful Islands of St. Maarten and Anguilla](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018af310-0008-72a9-968e-b9962ce950da/location936.jpg)
Exploring the Beautiful Islands of St. Maarten and Anguilla Itinerary
Last updated: 2024 Jun 14Discovering St. Maarten
Morning
Start your day with a delicious breakfast at Dolce Vita in Simpson Bay. Afterward, embark on the St. Maarten Half-Day Tour of French & Dutch Sides to explore the unique blend of cultures and stunning landscapes of both the French and Dutch sides of the island.
Afternoon
For lunch, head to Picante in Philipsburg for some mouthwatering Mexican cuisine. Afterward, take a thrilling St. Maarten Orient and Maho Beaches Half-Day Tour to visit the beautiful Orient Bay and experience the famous Maho Beach, where you can witness planes landing just a few feet above your head.
Evening
Enjoy a relaxing evening aboard the Simpson Bay Lambada Sunset Cruise of Sint Maarten. Sip on cocktails, enjoy the breathtaking sunset views, and indulge in a delicious dinner on board.
Bedtime
Find amazing hotels in St. Maarten.
![Visit St. Maarten Half-Day Tour of French & Dutch Sides in St. Maarten](https://cdn.getyourguide.com/img/tour/55de563517e4a.jpeg/21.jpg)
4.50St. Maarten Half-Day Tour of French & Dutch Sides
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![Visit St. Maarten Half-Day Tour of French & Dutch Sides in St. Maarten](https://cdn.getyourguide.com/img/tour/55de563517e4a.jpeg/21.jpg)
St. Maarten Half-Day Tour of French & Dutch Sides
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![Visit St. Maarten Orient and Maho Beaches Half-Day Tour in St. Maarten](https://cdn.getyourguide.com/img/tour/c12c0dd8af56c788fdd711cd04f1198aafbcccea5163e42930c360d836cdfe6c.jpg/21.jpg)
4.36St. Maarten Orient and Maho Beaches Half-Day Tour
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![Visit St. Maarten Orient and Maho Beaches Half-Day Tour in St. Maarten](https://cdn.getyourguide.com/img/tour/c12c0dd8af56c788fdd711cd04f1198aafbcccea5163e42930c360d836cdfe6c.jpg/21.jpg)
St. Maarten Orient and Maho Beaches Half-Day Tour
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![Visit Simpson Bay Lambada Sunset Cruise of Sint Maarten in St. Maarten](https://cdn.getyourguide.com/img/tour/8d323a7930901d24063a8b94484da0151d0e08d33ded6c09e8b177b75aa8207f.jpg/21.jpg)
4.75Simpson Bay Lambada Sunset Cruise of Sint Maarten
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![Visit Simpson Bay Lambada Sunset Cruise of Sint Maarten in St. Maarten](https://cdn.getyourguide.com/img/tour/8d323a7930901d24063a8b94484da0151d0e08d33ded6c09e8b177b75aa8207f.jpg/21.jpg)
Simpson Bay Lambada Sunset Cruise of Sint Maarten
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Adventure and Relaxation
Morning
Start your day with a visit to St. Maarten Sky Explorer and Flying Dutchman Entry Ticket in Rockland Estate. Take a scenic chairlift ride and then experience the thrill of the world's steepest zip line, the Flying Dutchman. Afterward, enjoy a refreshing breakfast at Blanchard's Beach Shack in Maho.
Afternoon
Head to Simpson Bay and embark on the St. Maarten Private Customized Day Tour. Explore the hidden gems of the island, including beautiful beaches, local markets, and historical sites. For lunch, stop by Fish Shack in Grand Case for some fresh seafood.
Evening
Unwind and enjoy a beachfront dinner at Zemi Beach House Resort & Spa in Shoal Bay East. Indulge in delicious Caribbean cuisine while enjoying the serene atmosphere and stunning views of the beach.
Bedtime
Find amazing hotels in St. Maarten.
![Visit St Maartin Sky Explorer and Flying Dutchman Entry Ticket in St. Maarten](https://cdn.getyourguide.com/img/tour/63fed97cd86fb.jpeg/21.jpg)
2.00St. Maarten Sky Explorer and Flying Dutchman Entry Ticket
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![Visit St Maartin Sky Explorer and Flying Dutchman Entry Ticket in St. Maarten](https://cdn.getyourguide.com/img/tour/63fed97cd86fb.jpeg/21.jpg)
St. Maarten Sky Explorer and Flying Dutchman Entry Ticket
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![Visit St. Maarten Private Customized Day Tour in St. Maarten](https://cdn.getyourguide.com/img/tour/db4faa837efe7767.jpeg/21.jpg)
4.69St. Maarten Private Customized Day Tour
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![Visit St. Maarten Private Customized Day Tour in St. Maarten](https://cdn.getyourguide.com/img/tour/db4faa837efe7767.jpeg/21.jpg)
St. Maarten Private Customized Day Tour
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Island Hopping to Anguilla
Morning
Afternoon
Embark on the Mambo Sail Cat to Anguilla and sail along the coast of Anguilla, stopping at beautiful snorkeling spots and secluded beaches. Enjoy a delicious lunch on board while taking in the stunning views. Afterward, visit the famous Prickly Pear Cays for more snorkeling and beach time.
Evening
Return to St. Maarten and enjoy a sunset dinner at Straw Hat Restaurant in Meads Bay. Indulge in their gourmet Caribbean cuisine and savor the flavors of the island.
Bedtime
Find amazing hotels in St. Maarten.
![Visit Meads Bay in St. Maarten](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ac/28.jpg)
4.78Meads Bay
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![Visit Meads Bay in St. Maarten](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ac/28.jpg)
Meads Bay
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![Visit From Simpson Bay Rendezvous Bay Catamaran Trip with Lunch in St. Maarten](https://cdn.getyourguide.com/img/tour/1dbe9bc07578861af0057010598c2c5f980a7ec9d16441749170d092061c3eeb.png/21.jpg)
4.80Mambo Sail Cat to Anguilla
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![Visit From Simpson Bay Rendezvous Bay Catamaran Trip with Lunch in St. Maarten](https://cdn.getyourguide.com/img/tour/1dbe9bc07578861af0057010598c2c5f980a7ec9d16441749170d092061c3eeb.png/21.jpg)
Mambo Sail Cat to Anguilla
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![Visit Prickly Pear Cays in St. Maarten](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7e/a1.jpg)
4.84Prickly Pear Cays
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![Visit Prickly Pear Cays in St. Maarten](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7e/a1.jpg)
Prickly Pear Cays
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Thrills and Relaxation
Morning
Start your day with an adrenaline-filled St. Martin 3-Hour Rhino Safari Excursion. Explore the coastlines of St. Maarten on a guided Rhino Rider tour, experiencing the thrill of speed and adventure. Afterward, grab a quick breakfast at Mango's Seaside Grill in Simpson Bay.
Afternoon
Head to Philipsburg and visit the Philipsburg Extreme Plane Spotting at Maho Beach to witness the incredible sight of planes landing just a few feet above the beach. For lunch, enjoy some Caribbean flavors at E's Oven.
Evening
Relax and unwind at Sunset Lounge in Maho. Enjoy a refreshing cocktail while watching the sunset and listening to live music.
Bedtime
Find amazing hotels in St. Maarten.
![Visit St. Martin 3-Hour Rhino Safari Excursion in St. Maarten](https://cdn.getyourguide.com/img/tour/547cd69e91ce8.jpeg/21.jpg)
4.56St. Martin 3-Hour Rhino Safari Excursion
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![Visit St. Martin 3-Hour Rhino Safari Excursion in St. Maarten](https://cdn.getyourguide.com/img/tour/547cd69e91ce8.jpeg/21.jpg)
St. Martin 3-Hour Rhino Safari Excursion
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![Visit Philipsburg Extreme Plane Spotting at Maho Beach in St. Maarten](https://cdn.getyourguide.com/img/tour/c600ad193757e2f8d27d444769386a09ef6fd450ed44a2f12626468bda45aebd.jpg/21.jpg)
4.66Philipsburg Extreme Plane Spotting at Maho Beach
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![Visit Philipsburg Extreme Plane Spotting at Maho Beach in St. Maarten](https://cdn.getyourguide.com/img/tour/c600ad193757e2f8d27d444769386a09ef6fd450ed44a2f12626468bda45aebd.jpg/21.jpg)
Philipsburg Extreme Plane Spotting at Maho Beach
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Exploring the Tranquil Island of Anguilla
Morning
Afternoon
Embark on the Sand Dollar Half Day Snorkel Cruise St. Martin and explore the vibrant underwater world of Anguilla. Snorkel in pristine coral reefs and swim with tropical fish. Enjoy a delicious lunch on board the cruise.
Evening
End your day with a beachfront dinner at Dune Preserve in Rendezvous Bay. Indulge in Caribbean cuisine while enjoying live music and the laid-back atmosphere of the beach bar.
Bedtime
Find amazing hotels in Anguilla.
![Visit Shoal Bay in Anguilla](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/c6.jpg)
4.78Shoal Bay
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![Visit Shoal Bay in Anguilla](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/c6.jpg)
Shoal Bay
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![Visit Sand Dollar Half Day Snorkel Cruise St. Martin in Anguilla](https://cdn.getyourguide.com/img/tour/5dfa4b507f300.jpeg/21.jpg)
4.72Sand Dollar Half Day Snorkel Cruise St. Martin
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![Visit Sand Dollar Half Day Snorkel Cruise St. Martin in Anguilla](https://cdn.getyourguide.com/img/tour/5dfa4b507f300.jpeg/21.jpg)
Sand Dollar Half Day Snorkel Cruise St. Martin
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