Sint Maarten/Saint Martin, St. Bart’s, & Anguilla
7-night, 8-day Charter Sample Itinerary
Day 1
IGY Simpson Bay Marina (Sint Maarten- Dutch)
You will arrive at Sint Maarten at Princess Juliana International Airport (SXM). Valentina’s crew will pick you up at the airport on our very own brand new luxury SUV and bring you to Simpson Bay IGY Marina to welcome them aboard Valentina.
Escape to the captivating shores of Simpson Bay, where azure waters meet a vibrant coastal community. Dive into the exhilarating nightlife and explore world-class dining options while basking in the natural beauty of this large bay. Do not miss nearby Maho Beach, where you can witness the thrill of planes soaring just overhead, creating an unforgettable and awe-inspiring experience that's uniquely Sint Maarten.
While walking the beach grab a bucket of beers at Mary's Boon Beach Bar, or watch the boats sail into port and enjoy a Dark 'N' Stormy over at Sint Maarten Yacht Club! For those night owls, you can party the night away at Soggy Dollar Bar or the clubs off of Kim Sha Beach.
Day 2
Sail 1 hour and 6 nautical miles to Philipsburg, Sint Maarten. (Dutch)
Explore Philipsburg, where four charming streets, each less than a mile long, await your discovery. These streets are adorned with vibrantly colored houses, shops, and restaurants, creating a picturesque Dutch Side capital that's a breeze to explore.
Dive headfirst into the beauty of Great Bay Beach, where pristine sands meet crystal-clear waters, forming an aquatic paradise perfect for swimming and water sports enthusiasts. Book the fabulous beach chairs at The Holland House and sip exquisite cocktails while watching beachgoers frolic.
For a more leisurely experience, take a relaxing stroll along the bustling boardwalk, lined with a variety of shops, hotels, and exquisite bars and restaurants, all offering breathtaking sea views.
Head over to historic Fort Amsterdam for an easy hike or exciting snorkel, or dive into the waters of the marine park below to see the sculpture garden and the sunken submarine and helicopter.
Lastly, don't miss the opportunity to indulge in duty-free shopping and entertainment along Front Street, home to lively casinos and charming cafes. Philipsburg has something for everyone, ensuring an unforgettable experience in paradise.
www.st-martin.org/us/learn-more/must-sees/philipsburg-a-shoppers-paradise/
Day 3
Sail 2 hours and 14 nautical miles to Gustavia on the island of Saint Barthélemy (St. Barts -French).
St. Barts is the epitome of Caribbean luxury and allure. This idyllic island paradise is a haven for discerning travelers seeking a blend of natural beauty and upscale sophistication. Explore charming seaside villages, and indulge in the high-end boutiques and gourmet restaurants in Gustavia, the island's charming capital. Explore the pristine beaches, each with its unique character – lively St. Jean Beach is where you will spot billionaires and celebrities. St. Barts is renowned for its vibrant nightlife, with chic beach clubs and bars that come alive after sunset. Don't miss the opportunity to witness breathtaking views from Fort Gustave, a historic site overlooking Gustavia Harbor.
Water enthusiasts can revel in world-class snorkeling and diving, while nature lovers can explore the island's protected reserves, like the beautiful Anse de Grand Cul-de-Sac. St. Barts seamlessly combines Caribbean charm with European sophistication. Whether you seek tranquility in the embrace of the island's natural wonders or the excitement of its vibrant cultural scene, St. Barts promises a world where indulgence meets paradise.
Day 4
Sail 20 minutes and 2 nautical miles La Colombier, St. Barts.
Colombier Beach offers a pristine stretch of white sand bordered by lush vegetation. As the last untouched beach on the island, it remains blissfully free from public roads, accessible only by boat or on foot. This seclusion ensures an unspoiled, tranquil environment, where the only sign of development is the distant home of billionaire David Rockefeller, a key figure in the rise of high-end tourism in the region.
As part of the natural marine reserve of Saint Barthélemy, Colombier Beach is a haven for snorkelers. The bay often dazzles visitors with sightings of hundreds of vibrant orange starfish, while the rocky outskirts of the beach are teeming with diverse marine life, perfect for the more experienced explorer.
For those seeking adventure on land, a scenic 20-minute trail from Petite Anse leads to the beach. Along the way, you might encounter the rare Couresse of the Band of Anguilla (Alsophis rijgersmaei), a small protected snake, or spot colorful ameives darting through the underbrush. The path is adorned with natural beauty, including lilies, purple orchids, cacti, and a hidden cave that shelters a small colony of Molossus molossus bats.
Experience the untouched beauty of Colombier Beach, where nature reigns supreme, and every step is a journey into the heart of Saint Barthélemy’s wild allure.
Day 5
Sail 2 hours and 14 nautical miles to Orient Beach on the island of Saint Martin (French).
Located in the northeastern part of the island of St. Martin, the village of Orient Bay is a real “must-do” of the Caribbean. Nicknamed the “Saint-Tropez of the Caribbean”, the beach of Orient Bay is one of the largest on the island and also one of the busiest. The beach offers a mile of white sand, turquoise water, and many amenities. This legendary stretch of white sandy beach offers an array of water sports, beachside bars, and a lively atmosphere. With its crystal-clear waters and stunning views, Orient Beach is the perfect place to bask in the sun, enjoy water adventures, and relish the island's infectious energy. www.st-martin.org/us/learn-more/must-sees/orient-bay-village/
Day 6
Sail 1 hour and 6 nautical miles to Grand Case (St. Martin- French)
Nestled on the northwest coast of St. Martin, Grand Case is a captivating beachside village renowned as the "Gourmet Capital of the Caribbean." This charming destination is a culinary paradise where French sophistication meets Creole flair, offering an unparalleled dining experience in an idyllic setting.
As you stroll down the picturesque boulevard, you’ll be greeted by an array of vibrant restaurants, bistros, and beachside eateries. Each one showcases the rich culinary heritage of the island, with menus brimming with fresh, locally sourced seafood, succulent meats, and an assortment of exquisite wines. Whether you're indulging in a leisurely lunch by the sea or dining under the stars, the warm, welcoming atmosphere of Grand Case invites you to savor every bite.
Beyond its culinary delights, Grand Case offers a perfect blend of relaxation and adventure. The long stretch of white sand beach invites you to bask in the sun, take a refreshing dip in the warm, clear waters, or simply enjoy the tranquil French ambiance that pervades the village.
For those with a love for underwater exploration, a short boat ride takes you to Creole Rock, one of the best snorkeling spots in St. Martin. Here, you'll find an underwater world teeming with colorful marine life, including tropical fish, sea turtles, and vibrant coral formations.e.
www.st-martin.org/us/learn-more/must-sees/the-village-of-grand-case/
Day 7
Sail 2 hours and 13 nautical miles to Road Bay at Sandy Ground on the island of Anguilla (UK).
Between lush hills and the tranquil Caribbean Sea, Sandy Ground is a village that captures the essence of Anguilla’s laid-back island life. This idyllic stretch of sand is a unique blend of history, community, and natural beauty, making it a must-visit destination for those seeking an authentic Caribbean experience.
Sandy Ground is a place where time seems to slow down. The village is home to a tight-knit community of friendly locals, laid-back beach bars, and restaurants that dot the shoreline, offering a taste of Anguilla’s rich culinary heritage. Fishermen bring in their daily catch, while the Anguilla Sailing Association keeps the island’s maritime traditions alive. The calm, clear waters are perfect for a leisurely swim, and the surrounding hills provide a stunning backdrop to this serene setting.
Sandy Island is a hidden gem just a short boat ride from Sandy Ground. This tiny, unspoiled cay is a slice of paradise, with powdery white sand, crystal-clear turquoise waters, and a relaxed, untouched atmosphere. It’s the perfect spot for a day of relaxation—snorkel among vibrant coral reefs, soak up the sun, or indulge in freshly prepared seafood at the island’s beach bar.
Prickly Pear, another nearby cay, offers an equally enchanting escape. Known for its pristine beaches and excellent snorkeling, Prickly Pear is a haven for those looking to explore Anguilla’s underwater world. The cay’s tranquil waters are home to colorful marine life, making it a favorite spot for snorkelers. After a day of adventure, unwind at the charming beach bar, where you can sip on a refreshing drink while taking in the breathtaking views.
Day 8
Sail 2 hours and 14 nautical miles to Marina Fort Louis, Marigot (St. Martin- French)
Marigot is the vibrant capital of French St. Martin, where European charm meets Caribbean flair. Whether you’re drawn by its rich history, stunning landscapes, or lively atmosphere, Marigot offers an unforgettable experience that captures the essence of the island. Stroll through its charming streets lined with pastel-colored colonial buildings, and you’ll feel the heartbeat of French culture in the Caribbean. From the chic boutiques and sidewalk cafés to the bustling local markets, Marigot invites you to explore its unique fusion of French sophistication and island warmth.
Step back in time as you explore Marigot’s historical sites. Visit Fort Louis, perched high above the town, offering panoramic views of the bay and the surrounding islands. Built in the 18th century to protect the island from invaders, this well-preserved fortress is a testament to the island’s strategic importance and offers a glimpse into its storied past. The town’s museums and galleries provide further insight into the island’s history and culture, making Marigot a destination rich in heritage.
Marigot is a haven for fashion lovers and treasure hunters alike. The town boasts an array of upscale boutiques offering everything from designer clothing and luxury accessories to unique local crafts. Visit the open-air market along the waterfront, where vendors sell fresh produce, spices, and handmade goods, perfect for those looking to take a piece of St. Martin home with them. Duty-free shopping adds to the allure, making Marigot a must-visit for those in search of the perfect souvenir or indulgence.
