ST. MAARTEN – ANGUILLA
7-DAY SAILING ADVENTURE: ST. MAARTEN – ANGUILLA
Flexible Itinerary:
Please note that anchoring locations and activities may be adjusted based on weather conditions and personal preferences, especially during inter-island passages.
Note: Itinerary options may vary depending on weather conditions.
Highlights of Your Sailing Journey:
SIMPSON BAY, ST. MAARTEN (DUTCH SIDE)
Begin your journey in Simpson Bay, the lively heart of St. Maarten. This area is perfect for indulging in watersports, exploring the bustling streets, and relaxing on the beach. In the evening, enjoy the famous nightlife, dine at waterfront restaurants, or visit Maho Beach to witness planes landing dramatically close to the beach. Prepare to set sail to Anguilla the next day.
SAIL TO ROAD BAY, ANGUILLA
Set sail from St. Maarten to Anguilla, a short but exciting passage across turquoise waters. Anchor at Road Bay, Anguilla’s main port, known for its charming beachfront village and tranquil waters. Spend the afternoon exploring the local restaurants, relaxing on Sandy Ground Beach, or simply taking in the peaceful island vibe. Don’t miss the chance to enjoy a local seafood dinner at one of the island’s beachside restaurants.
SHOAL BAY, ANGUILLA
Sail to Shoal Bay, often considered one of the most beautiful beaches in the Caribbean. This two-mile stretch of powdery white sand and crystal-clear waters is ideal for swimming, snorkeling, and sunbathing. The nearby coral reefs are home to vibrant marine life, making it a perfect spot for underwater exploration. Spend the day lounging on the beach or enjoying the calm, inviting waters.
MEADS BAY & RENDEZVOUS BAY, ANGUILLA
Continue to the breathtaking Meads Bay, where luxury meets serenity. Known for its calm waters and upscale beach resorts, it’s the perfect place to relax and enjoy Anguilla’s refined atmosphere. Afterward, sail to Rendezvous Bay, another pristine stretch of white sand, perfect for swimming and walking along the beach. The shallow waters here are ideal for a leisurely swim, and the views of St. Martin in the distance are spectacular.
PRICKLY PEAR CAYS
Sail to the remote Prickly Pear Cays, two small uninhabited islands just off the coast of Anguilla. This hidden gem is a snorkeling paradise, with coral reefs teeming with tropical fish and vibrant underwater life. Spend the day snorkeling, swimming in the shallow waters, or relaxing on the deserted beaches. Enjoy a picnic lunch on board or on the beach, surrounded by stunning natural beauty.
CROCUS BAY & LITTLE BAY, ANGUILLA
Anchor at Crocus Bay, a secluded beach surrounded by towering cliffs, perfect for a relaxing morning swim. Take a short hike up the cliffs for breathtaking views of the surrounding coastline. Then, sail to Little Bay, one of Anguilla’s most serene and secluded beaches, accessible only by boat. The calm waters are ideal for swimming and snorkeling, and the towering cliffs provide a stunning backdrop for a peaceful day on the water.
RETURN TO ST. MAARTEN MARIGOT BAY & GRAND CASE
Sail back to St. Maarten and anchor at Marigot Bay on the French side. Explore the charming town of Marigot, with its French-Caribbean flair, local markets, and excellent restaurants. Then, make your way to Grand Case, known as the culinary capital of the Caribbean. Enjoy a gourmet dinner at a beachfront restaurant, stroll through the artistic Creole village, and reflect on your incredible journey before heading back to Simpson Bay.
YOUR SAILING JOURNEY AWAITS!
Embark on a 7-day adventure from St. Maarten to Anguilla and back, discovering some of the Caribbean’s most beautiful beaches, hidden cays, and tranquil bays. With a perfect mix of adventure, relaxation, and exploration, this itinerary offers a unique way to experience the charm and beauty of both islands.
