Your 6-Day Cruising Itinerary for a Perfect Trip on the Leeward Islands


Whether you’re seeking true extravagance or pure relaxation, we have chosen the perfect six-day itinerary that has it all

Cruising the Leeward Islands is exactly as stress-free and relaxing as one might imagine. Traveling no more than 25 nautical miles a day, you can islandhop your way from St. Martin to Antigua, enjoying leisurely sails and sojourns ashore to shop, sightsee and sample the local cuisine. In addition to the luxury offerings, these islands beguile visitors with their tropical climates, beautiful natural scenery, old-world colonial charm and unhurried pace of life. Between your scheduled activities, be sure to leave plenty of time to sip rum punch while you watch the sun set over crystal blue waves and familiarize yourself with the Caribbean phrase ‘liming’—a colloquial term that describes the art of relaxing and having a good time.

As the northernmost chain of islands in the West Indies, the Leewards were known for their easy sailing as they are located downwind of prevailing trade winds. For us they make for the perfect getaway, providing the elite traveler with a little bit of everything. Sunbathe on Anguilla’s world-famous beaches and dine at St. Martin’s top gourmet restaurants. Scuba-dive through beautifully protected reefs in Saba and explore nature’s wonders with a hike up the dormant volcano on Sint Eustatius—small island paradises that have remained untouched by tourists. Enjoy legendary St. Barthélemy nightlife and experience the island lifestyle at charming, little plantation inns on St. Kitts and Nevis. Whatever activities you choose, you can be sure of one thing: by the end of the cruise, you’ll have left all your worries far, far behind.

➤ Arrive in St. Martin

Day 1: St. Martin to Anguilla

Day 2: Anguilla to St. Barthélemy

Day 3: St. Barthélemy to Saba

Day 4: Saba to Sint Eustatius

Day 5: Sint Eustatius to St. Kitts to Nevis

Day 6: Nevis to Antigua