San Juan, Puerto Rico’s capital, is a city where cobblestone streets lead to centuries-old forts and pastel-colored buildings overlook the Atlantic. The district of Old San Juan is a UNESCO World Heritage Site, known for its Spanish colonial architecture and thick stone walls that once defended the city from pirates and naval attacks. The city hosts regular events such as La Campechada, which celebrates Puerto Rican art and literature with live performances and open-air exhibits.

Granada, Nicaragua, founded in 1524, is one of the oldest European-established cities on the mainland of the Americas where visitors can explore cobblestone streets lined with brightly painted facades. The mustard-yellow Granada Cathedral dominates the central park and provides an easy reference point for those navigating the city on foot or by traditional horse-drawn carriage.

Nazaré, set along Portugal’s wild Atlantic coast, is a fishing town transformed into one of the world’s most dramatic surf destinations. Its identity is deeply tied to the sea, both in its centuries-old maritime traditions and in the awe-inspiring waves that now draw visitors from around the globe.

Newport, Rhode Island, is a charming coastal city steeped in history and elegance. Often referred to as the "Sailing Capital of the World," Newport offers stunning seaside views, rich colonial heritage, and Gilded Age grandeur. Stroll along the famous Cliff Walk, a 3.5-mile path that weaves between the crashing waves of the Atlantic Ocean on one side and the opulent Newport mansions on the other.

Nevis, the smaller of the two islands in the Federation of St. Kitts and Nevis, is often described as the more tranquil and unspoiled counterpart to its sister island. Dominated by the graceful silhouette of Nevis Peak, a dormant volcano rising to 985 meters, the island is ringed by golden beaches and lush hillsides.