Leeward Islands & Grenadines Discovery, 14 January 2029

Cruise overview

From St. Thomas, this southward journey traces the full length of the eastern Caribbean, moving through the Virgin Islands and beyond as the islands grow quieter and more secluded with each passing day. Cruz Bay opens with the lush protected shores of Virgin Islands National Park before continuing to Spanish Town, where Virgin Gorda’s unhurried character sets a relaxed tone, and Norman Island, where calm sheltered waters and hidden coves invite time to swim and explore. Continue to St. Barths for an overnight stay in Gustavia, where boutique-lined streets and softly lit terraces take on a more intimate rhythm once the harbor settles into evening. South Friars Bay reveals a quieter, more secluded stretch of golden sand framed by St. Kitts’ volcanic hills, before continuing to Terre-de-Haut, where bougainvillea-draped lanes and a harbor ringed by green hills create a scene more reminiscent of provincial France than the tropics. An overnight in Bequia reveals Port Elizabeth’s crescent harbor, handcrafted wooden boats, and the gentle rhythm of island life that makes it the Grenadines’ most beloved anchorage. The Tobago Cays follow with crystalline waters and thriving coral gardens protected within a horseshoe reef, before Mayreau’s tiny population and untouched shoreline offer one final moment of stillness before arrival in Bridgetown, where Barbados welcomes with its distinctive blend of British heritage and Caribbean warmth.