
St. Lucia is sometimes called the Jewel of the Windwards, and it's an apt description. Mt. Gimie, its highest peak, soars more than 3,000 feet skyward.
St. Lucia yachting itineraries have many possibilities. You could spend the entire luxury crewed yacht charter in St. Lucia waters to enjoy leisurely sails planned with your professional captain and sojourns ashore to shop and sightsee. In the evening, you could return to the boat to savor a gourmet meal prepared by your private chef, or you could dine out at upscale restaurants. However, most crewed St. Lucia yachting adventures combine open-water, down-island romps in fair winds with pleasant days of island-hopping a short distance to swim and snorkel in the magnificent Grenadines just south of St. Vincent. The longest passage is between St. Lucia and St. Vincent, and beyond are myriad islands in a tropical paradise (see St. Lucia sailing maps). A one-way charter between St. Lucia and Canouan opens up even more time in the Grenadines because there’s no need to retrace your steps.
Meals at any restaurant mentioned in this itinerary are not included in the charter price.
Marigot Bay to the Pitons – 9 nm. After meeting your professional and highly personable crew, set sail on the first leg of your St. Lucia yachting itinerary for a short passage along the island’s western shore. The lush green rain forest rises into the clouds atop Mount Gimie and the other soaring heights that make St. Lucia so beautiful. Soon the conical twins, Petit and Gros Piton, both of which are more than 2,400 feet in elevation, appear off the port bow. Your captain will pick up a mooring north of Petit Piton, where you can go ashore to explore the natural wonders of the area, which include waterfalls and sulfur springs.
The Pitons to Bequia – 55 nm. Enjoy a delicious breakfast prepared and served by your private chef while your professional captain gets your luxury yacht under way. Sailing south with a fair wind off the beam across open waters toward the high, rugged island of St. Vincent is delightful. Clouds often obscure the upper heights and appear as a cottony white smudge on the distant horizon atop a shimmering turquoise sea. This is crewed Eastern Caribbean sailing at its best, as your captain expertly trims the sails for a fast passage to the splendid cruising grounds of the Grenadines. Many world cruisers say this part of the Caribbean is the best of the entire region. Blue Lagoon, at the south end of St. Vincent, is an excellent harbor. You can stop there en route to Bequia from St. Lucia or just keep sailing the remaining distance to Admiralty Bay, Bequia’s main harbor.
Bequia to Mustique – 14 nm. A cruise in the Grenadines wouldn’t be complete without stopping at this exclusive, privately owned island, home to approximately 90 sprawling mansions of the world’s rich and famous, though that’s not its chief attraction. Mustique is special because it’s so unspoiled. Sailors are welcome to hike and bike the roads and trails; touring via taxicab is another option. Your captain will pick up a mooring in Britannia Bay, and then you can go ashore to explore. Stop by Basil’s Bar, one of the most famous in the Caribbean, for dinner and drinks in an informal setting. Of course, upscale dining is also available!
Mustique to Tobago Cays – 18 nm. A fast passage to the southwest takes you from the highly civilized and tasteful ambience of unspoiled Mustique to Tobago Cays Marine Park. These five uninhabited isles are among the most beautiful in the Grenadines and are seemingly made for sailors who love snorkeling, scuba diving, beach combing, or simply relaxing in the cockpit in a natural setting away from the bustle found elsewhere in the Caribbean. Horseshoe Reef hems in the cays, providing protection from the trade wind swells. All manner of sea life is present, including sea turtles.
Tobago Cays to Mayreau – 4 nm. Still very much in island mode, another day of pure leisure is in order for this day of your St. Lucia yachting itinerary. It’s only an hour or less to the next recommended anchorage, Mayreau’s Salt Whistle Bay, and along the way there’s plenty to do and see. Your captain can take you to Palm Island. It’s a wonderful spot to anchor and enjoy the sumptuous lunch your chef will prepare for you. Palm Island’s Casuarina Beach is beautiful and has a pleasant restaurant. A major yachting center in the southern Grenadines, Clifton Harbour on nearby Union Island hums with activity. It has plenty of shops and restaurants. Late in the afternoon your captain will sail your luxury yacht a few miles north to Salt Whistle Bay, where you can linger over refreshing cocktails while admiring the sunset.
Mayreau to Bequia – 24 nm. This leg of your St. Lucia yachting itinerary takes you north back to Bequia’s Admiralty Bay. Another stop there will provide additional time to sample the island’s delights. Hike or take a taxicab to the top of Mount Pleasant, check out the Old Hegg Turtle Sanctuary, visit the Bequia Maritime Museum, window shop, or dine ashore at one of the many restaurants, ranging from casual to the more upscale. An alternative well worth considering is beautiful Friendship Bay, on the south side of the island. It’s quiet, the white-sand beach is beautiful, and the anchorage is well protected from northerly swells. The views of Petit Nevis and Isle de Quatre are captivating.
Bequia to The Pitons – 53 nm. Getting under way early for the passage north past St. Vincent and back to St. Lucia will provide the best of both worlds: a fun open-water sail with time to enjoy the beauty of the Pitons and the town of Soufriére. Try your hand at the helm. Your captain will gladly assist you, allowing you to feel the pleasure of a luxury yacht under full sail in a steady breeze.
Final Morning
The Pitons to Marigot Bay – 9 nm. Although you won’t want to sail back to reality (you can always come visit St. Lucia again!), the final leg of your charter will be a quick jaunt north back to the Moorings base. You will arrive by noon.
Check out our latest offers & discounts
Crewed Special - Enjoy 750€ OFF!Enjoy up to 750€ OFF with a Luxury Crewed Yacht Getaway, and explore the exotic isles of St. Lucia, Canouan, Tortola or Abacos with your own personal Captain and Chef!
“Winter Kickoff”- Enjoy $750 OFF!Enjoy $750 OFF with a Luxury Crewed Yacht Getaway, and explore the exotic isles of St. Lucia, Canouan, Tortola or Abacos with your own personal Captain and Chef!
New brochure out with new destinations

The Windward and Leeward islands form the eastern border of the Caribbean…
Just south of rugged St. Vincent, there's a group of islands known…
The Isle of Capri, its name summons images of the Mediterranean, the…