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A sailing holiday in and around St. Martin in the Caribbean offers a perfect blend of adventure, relaxation, and natural beauty. St. Martin provides an idyllic setting for exploring by boat. The island’s unique dual nationality adds to its charm, offering a diverse mix of French and Dutch culture, cuisine, and architecture to explore.
Sailing around St. Martin allows you to discover nearby islands like Anguilla, St. Barts, and Saba, each with their own distinct character and attractions. Whether you’re an experienced sailor or a novice, the calm seas and our well-marked route makes it an accessible destination for all levels. Embrace the freedom of the open sea and create unforgettable memories on a sailing holiday in St. Martin.⛵
Day 1: Anguilla Holidays: Marina Fort Luis:
Start your St. Martin sailing holiday in our base at Marina Fort Luis in Marigot. Located 20 minutes from the airport and surrounded by many great restaurants and shopping, this is the ideal place to start your sail. Get familiar with your boat and load up the supplies for an amazing week!
Day 2: Anguilla Holidays: Orient Bay (10NM | 1HR 15MINS)
Less than ten nautical miles from St. Martin, the tiny, deserted Tintamarre is the perfect spot to enjoy lunch on the boat. Then head to the eastern coast of St. Martin towards the lively Orient Bay.
The bay is blessed with a two-mile-long white sand beach and protected by a reef, making it perfect for the numerous water activities that you’ll find here. Enjoy dancing to live music or relax on a sun lounger—Orient Bay has something for everyone!☀️
Day 3: Anguilla Holidays: Gustavia St Barts (16NM | 2HRS)
Point your bow toward Saint-Barthélemy Channel and enjoy a few hours of blue water sailing. Anchor at glamorous Gustavia, on St. Barts’ east coast, and head ashore for the chic French atmosphere and scrumptious cuisine.
Explore this red-roofed Caribbean capital and hit the numerous historic sites that line the harbour, stopping for lunch at any of the fine French restaurants.
Day 4: Anguilla Holidays: Anse de Colombier (3NM | 22MINS)
Cruise north from Gustavia along St. Barts’ coast to the ethereal waters of Anse de Colombier. Parts of St. Barts Marine Reserve, for example, the shallow reefs around Anse de Colombier are perfect for snorkelling with turtles, rays and even dolphins. 🐬
The beach is known for its seclusion, only accessible by sea or a 20-minute walk from the main road.
Day 5: Anguilla Holidays: Philipsburg (13NM | 1HR 37MINS)
Today your destination is Philipsburg, St. Martin’s lively Dutch capital. This bustling town is alive with chic boutiques, vibrant nightlife and a cosmopolitan atmosphere. Famous for shopping, you’ll find everything from designer shops to local boutiques and world-class duty-free shopping. Make sure to go for a stroll on Front Street, a mile long shopping street!🛍️
Day 6: Anguilla Holidays: Road Bay, Anguilla (22NM 2HRS 45MINS)
Today you’ll sail to bustling Road Bay. One of the most popular anchorages in the Leeward Islands, Road Bay is vibrant yet laid back and unpretentious. You’ll find a beautiful stretch of white sand beach decorated with lovely, relaxed restaurants and bars.
Anguilla is known as the wreck diving capital of the Caribbean, with seven sunken wrecks home to colourful fish and corals that are perfect for snorkelling and scuba diving.🤿
Day 7: Anguilla Holidays: Crocus Bay, Anguilla (3NM | 22MINS)
Cruise along the spectacular coast of Anguilla from Road Bay to Crocus Bay. Backed by lush greenery and soft white sand, Crocus Bay is famous for its beautiful sunsets. Spend the day relaxing collecting seashells and in the evenings sip a rum punch and watch the blazing sun sink over the water.🐚
Head out to the base after a swift 2-hour sailing and enjoy the last night on board with delicious and traditional Caribbean dishes! Reminisce of the wonderful memories made on your Anguilla holidays with Click&Boat as you sail back to your starting point of Marina Fort Luis (18NM | 2HRS 15MINS).⚓
