Windward Islands & the French Antilles

Cruise overview

From Bridgetown, this northward journey moves through the full sweep of the eastern Caribbean, opening with a quieter glimpse of Barbados in Speightstown before the islands begin to unfold. The Tobago Cays set the tone early, their protected marine park and crystalline waters offering some of the Caribbean’s most rewarding snorkeling, before two days in Bequia’s Port Elizabeth reveal the Grenadines at their most authentic. St. Pierre follows with Martinique’s most storied port, where colorful buildings climb toward the brooding presence of Mount Pelée and a lively waterfront reflects the town’s resilient character. In Terre-de-Haut, bougainvillea-draped lanes and a harbor ringed by green hills create a scene more reminiscent of provincial France than the tropics. Charlestown reveals Nevis at its most unhurried, before South Friars Bay offers a quieter stretch of golden sand framed by St. Kitts’ dramatic hills. Marigot follows with the easy sophistication of St. Martin’s French side, where waterfront bistros and open-air markets invite an afternoon of wandering. Continue to St. Barths for an overnight stay in Gustavia, where softly lit terraces and boutique-lined streets take on a more intimate rhythm once the harbor settles into evening. In Jost van Dyke, the signature Champagne & Caviar Splash® unfolds along the soft sands of White Bay, where chilled champagne is served alongside caviar, followed by an elegant beachside barbecue and time to linger in the water and sun before the journey concludes in San Juan.