St. Martin, St. Barts, & Anguilla

7-night, 8-day Charter Sample Itinerary

Day One

Sail 1 hour and 4 nautical miles from Marina Fort Louis to Grand Case.

Guests will arrive at St. Maarten’s Princess Juliana International Airport (SXM) and transfer to Marina Fort Louis in Marigot, to be welcomed aboard Valentina. Marigot is the picturesque capital of the French side of St. Martin. Wander through its vibrant streets, lined with pastel-colored buildings, and indulge in the flavors of French and Creole cuisine at its bustling market. A short hike up to Fort Louis reveals magnificent views. www.st-martin.org/us/learn-more/must-sees/visiting-marigot-the-main-town-on-the-french-side/ 


Later that afternoon take a quick sail to Grand Case, Renowned as the "Gourmet Capital of the Caribbean," this charming beachside village boasts a vibrant dining scene that celebrates French and Creole cuisine. Stroll along the picturesque boulevard, where you can savor delectable seafood, sample exquisite wines, and immerse yourself in the warm, welcoming atmosphere of this gastronomic haven. www.st-martin.org/us/learn-more/must-sees/the-village-of-grand-case/

Day Two

Sail 1 hour and 4 nautical miles to Orient Beach & Île Tintamarre.

Orient Beach is known for its pristine shores and vibrant ambiance. This legendary stretch of white sandy beach on the French side of St. Martin 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/ 

The secluded paradise of Île Tintamarre is just off the coast. This uninhabited island offers a serene sanctuary for nature lovers and adventurers. Explore its unspoiled beaches, snorkel in its clear waters, and bask in the tranquility of this pristine retreat. www.st-martin.org/us/learn-more/must-sees/saint-martins-tintamarre-island/

Day Three

Sail 1 ½ hours and 9 nautical miles back to Marigot for a brief stop, then a 2-hour sail and 13 nautical miles to Road Bay at Sandy Ground on the island of Anguilla. 

Calm and surrounded by the beautiful hills, there is so much to love about this little village. Historical, eclectic, beautiful, friendly, and unique. The stretch of sand is home to many laid-back businesses, fishermen, the Anguilla Sailing Association, and supply boats. Beach bars and restaurants dot the sand and the water is always calm and clear. Most importantly, Sandy Ground has a distinct community feel, taking you back to a simpler time.

www.anguilla-beaches.com/anguilla-beaches-sandy-ground.html

Day Four

Sail 1 hour and 6 nautical miles to Prickly Pear Cay for a lunch and swim stop, then 10 nautical miles and 2 hours to Rendezvous Bay for the night.

Escape to the untouched paradise of Prickly Pear Cay, where pristine beaches meet crystal-clear waters, offering an oasis of serenity and natural beauty. Snorkel in vibrant coral gardens, indulge in a beachfront lunch feast, and let the tranquil ambiance transport you to a world of pure bliss. 

https://pricklypearanguilla.com/ 

Sink your toes into the soft, powder-white sands, relish in the gentle waves, and lose yourself in the breathtaking views of the Caribbean horizon. With its serene beauty and laid-back charm, Rendezvous Bay is a haven for relaxation and rejuvenation, where each sunset paints a new masterpiece on the canvas of your soul.

www.anguilla-beaches.com/anguilla-beaches-rendezvous.html

Day Five

Sail 2 hours and 11 nautical miles to Simpson Bay, Sint Maarten.

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.

www.vacationstmaarten.com/our-island/simpson-bay/

Day Six

Sail 3 hours and 17 nautical miles to Gustavia on the island of Saint Barthélemy (St. Barts). 

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 – from the lively St. Jean Beach to the tranquil Colombier Beach accessible only by hike or boat. St. Barts is renowned for its vibrant nightlife, with chic beach clubs and bars that come alive after the sun sets. 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.

www.saintbarth-tourisme.com/en/home-of-st-barts-tourism/

Day Seven

Sail 14 nautical miles and 2 ½ hours to Bobby’s Marina in Philipsburg, Sint Maarten.

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. 

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.

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 Eight

Bobby’s Marina 

Upon conclusion of the charter, Valentina’s crew wishes guests farewell and safe travels as they disembark and transfer to catch their flights home from Princess Juliana International Airport (SXM).

*Each part of your charter is tailored to your preferences and the current weather conditions and sea state. Please discuss your preferences with the captain and be open to other suggestions that may improve your charter experience.