This 7-night San Juan sojourn spends a day of self-care on board headed to its first stop, Oranjestad, Aruba before soaking up the sun in Curaçao. From there you'll spend a day sailing to St. Johns, Antigua - the epitome of a luxe paradise vacation, this island respite is quick to become a favorite.

This Valentine's Day sojourn departs from San Juan and provides a day of on-board luxury while sailing to your first stop, Oranjestad, Aruba. From there you'll dock in the warm waters of Willemstad, before spending another day sailing to Fort-de-France in magical Martinique, followed by the bustling beach town with beguiling beaches, Basseterre, St. Kitts & Nevis, before returning to San Juan.

Sail two days from Miami to the stunning beaches and immaculate vibes of Philipsburg, St. Maarten, followed by the enchanting rainforests and impressive wildlife of Tortola, British Virgin Islands. Awake the next day in St. Croix followed by San Juan and then the silver coasts of Puerto Plata, Dominican Republic. Sail another day to the brilliant Beach Club at Bimini before returning to Miami.

Set sail on a captivating 8-day escape from Philadelphia, leaving the bustling city behind as you journey into the sunlit shores and sparkling waters of the Caribbean and beyond. Your first stop is Jacksonville, Florida, where Southern charm meets coastal beauty. Stroll along Jacksonville Beach, tour the Riverside Arts Market, or explore the city’s vibrant culinary scene. Next, arrive at Great Stirrup Cay, our private island paradise, where powdery sands and turquoise waters await.