10-Day Windward Islands Yacht Itinerary: From St Lucia to Grenada

Last Update: April 23, 2026
7-day yacht itinerary in the windward island

Duration: 9 Nights / 10 Days
From: St Lucia | To: Grenada

A luxury yacht charter in the Windward Islands is not just a journey — it’s an immersion into one of the Caribbean’s most captivating and diverse cruising grounds.

Stretching across the southern arc of the Lesser Antilles, this region blends volcanic drama, spice-scented breezes, and secluded anchorages into a seamless island-hopping experience. From the iconic Pitons of St. Lucia to the untouched beauty of the Grenadines, every day unfolds with a new perspective of paradise.

Unlike more compact cruising areas, the Windward Islands provide a more immersive experience, where each destination feels distinct.

Stretching from Saint Lucia to Grenada, this route combines dramatic landscapes, quiet anchorages, and a strong sense of local identity.



Itinerary’s Highlights

From the dramatic peaks of Saint Lucia to the turquoise lagoons of Tobago Cays, this itinerary offers a constantly evolving landscape. Sailing through the Windward Islands reveals a unique blend of volcanic scenery, secluded beaches, and vibrant island culture.

Stops such as Mustique and Bequia add a balance of refinement and authenticity, while Grenada brings a deeper connection to nature. The result is a journey that feels both diverse and immersive, where each stop offers a distinct experience of the Caribbean.

10-Day Yacht Charter Itinerary from St Lucia to Grenada

Day 1 – St Lucia: Embarkation in Saint Lucia and overnight near the famous Pitons.

Day 2 – Su Lucia to St Vincent: Sail south towards Saint Vincent, enjoying open sea navigation and changing landscapes.

Day 3 – St Vincent to Bequia: Arrive in Bequia, known for its relaxed atmosphere and charming harbor.

Day 4 – Bequia to Mustique: Continue to Mustique, an exclusive island with pristine beaches.

Day 5 – Mustique to Tobago Cays: Explore the stunning Tobago Cays, one of the Caribbean’s most beautiful marine parks.

Day 6 – Tobago Cays: A full day at anchor, swimming, snorkeling, and relaxing.

Day 7 – Tobago Cays to Canouan: Sail to Canouan, combining luxury resorts and quiet beaches.

Day 8 – Canouan to Mayreau: Short navigation to Mayreau, known for its scenic viewpoints.

Day 9 – Mayreau to Grenada: Longer sail to Grenada, known as the “Spice Island.”

Day 10 – Grenada: Disembarkation

Conclusion

A yacht itinerary through the Windward Islands offers a deeper and more varied way to experience the Caribbean.

From the dramatic landscapes of Saint Lucia to the untouched beauty of the Tobago Cays and the rich atmosphere of Grenada, each destination brings a distinct character to the journey.

Longer passages are rewarded with exceptional scenery, quieter anchorages, and a stronger sense of connection between the islands.

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Why Charter with Your Boat Holiday

At Your Boat Holiday, every charter is curated with precision and expertise.

  • Access to the world’s finest yachts
  • Independent brokerage with unbiased yacht selection
  • MYBA-standard contracts and professional crew
  • Tailored itineraries designed around your preferences

We don’t just book yachts — we design exceptional yachting experiences.


Start Your Windward Islands Yacht Charter

Whether you’re seeking a romantic escape, a family holiday, or a luxury yacht adventure with friends, the Windward Islands deliver an unforgettable charter experience.

👉 Contact our team to receive a personalised yacht selection and itinerary.

Contact YBH Charter Brokers:

You can contact us by email at ask@yourboatholiday.com or at +39 33436 00997; we are also available on WhatsApp for calls and texts. 

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