San Juan, gateway to the Caribbean, is one of the New World's most captivating historic cities. In Old San Juan, cobblestone streets pass pastel façades, wrought-iron balconies, and sunlit plazas. Above the Atlantic, El Morro and San Cristóbal recall the island's role in the Spanish Empire. Today, history and Caribbean energy mingle with nearby beaches, music, and rich cuisine.

Pine Cay is a secluded private island where the rhythms of the Turks and Caicos slow to a gentle Caribbean hush. Powder-white sand, clear turquoise shallows, and quiet coves create an atmosphere of barefoot escape, while the surrounding reef invites snorkeling, swimming, and simple days in the sun.

Born in the Roaring Twenties, Miami has become the 21st century's ultimate "it" city: a tropical style capital, arbiter of cool, and model multicultural metropolis. Life here feels like a runway along palm-lined avenues, South Beach umbrellas, and Wynwood's street-art-filled lounges. When Art Basel brings the world's elites, you see why Miami still earns its nickname: Magic City.