Day 1 | Arrive and explore the quaint town of Marigot

Your boat serenely waits for your arrival in the French side capital of St. Martin – Marigot. After getting settled in on Oryxx your Caribbean sailing party can wander the charming streets of Marigot. Marigot is a quaint town dotted with multiple shopping boutiques and delicious French cuisine. Explore the 18th century Fort Louis which is situated on top of a hill in Marigot with views stretching as far as Anguilla island.

Cruise up the coast to Grand Case, a beautiful blue bay with a perfect beach and some of the best restaurants in the Caribbean. Creole Rock is also located nearby for some of the best snorkeling in St. Martin.

Day 2 | Your pick of snorkeling, paddleboarding, or kayaking in Anguilla

Day 2 of your Caribbean sailing vacation we’ll sail to the British island of Anguilla and the stunning Crocus Bay. You and your group can enjoy snorkeling and cliff jumping in this pristine spot or a casual paddleboard or kayak through the blue waters. We provide all water toys onboard – snorkel gear, paddleboard, and kayaks.

After a short dinghy ride, you’ll arrive at the solitary Sandy Island for the quintessential Caribbean experience. Another short ride away offers Shoal Bay, the world-famous white sand beach that has been listed as a Top 5 Beaches in the World” numerous times. This beach will have you feeling relaxed and in vacation mode in no time! Nearby, the town of Sandy Ground has many great beachside restaurants and casual Caribbean nightlife.

Day 3 | Snorkel with turtles in St. Barts

For the longest sail of the trip, we’ll leave early on Day 3 and arrive in Gustavia, St. Barts three hours later. The gorgeous French colonial town is the jewel of this part of the Caribbean with its red roof houses. With amazing restaurants and high-end duty-free shops, it has it all. You can explore the town or even jump on a scooter or ATV for a true island adventure.

We’ll cruise the boat around to drop anchor at Anse de Colombier. This horseshoe-shaped bay provides you with one of the best snorkeling spots in St. Barts, which is full of turtles. Its steep hills which overlook the Caribbean Sea also host scenic hiking trails with views stretching all the way to Ile Fourche island.

Day 4 | Enjoy local cuisine and the pristine waters in Orient Bay

A two hour sail brings us back to St. Martin. We’ll anchor in the windward side off Orient Bay. This 2-mile long white velvet beach hosts multiple beach clubs, watersports, kiteboarding, jet-skiing, and more. Pop into the open-air eateries located near Orient for some delicious French cuisine.

Located in the heart of the marine park nearby you can visit the little sandy island of Pinel, an alternate option for a day on the beach and a perfect lunch.  Another great place to snorkel, Pinel offers a variety of marine life in the area, and this protected bay is great for kayaks and paddleboards! This little island is a local favorite and one of St. Martin’s best kept secrets.


The Caribbean Taster let’s you island hop and see as much as possible during your 4 days. This is only a sample itinerary for your 4 day sailing charter. Remember that all sailing charters are fully personalized to your schedule, desired activities and destinations. Contact us today to talk about ideas of what your sailing charter could look like in the Caribbean.