Miami blends Latin cultures, striking architecture, and legendary nightlife, making it one of North America's most exciting yachting destinations. Before your voyage, stay at the Four Seasons Hotel at the Surf Club for old-Miami glamour, or choose the sleek Four Seasons Hotel Miami downtown as a base to explore Little Havana, the Wynwood Arts District, and South Beach.

Jost Van Dyke has catered to yachting visitors for decades. This under-the-radar island offers pristine beaches and lively seaside bars. The famous Soggy Dollar serves Painkiller cocktails with rum, cream of coconut, and Grenadian nutmeg. Stroll White Bay, a beautiful stretch of shore lined with restaurants, and visit the local "bubbly pool," a natural rock formation that foams as waves crash around it.

St Barths is one of the Caribbean's top yachting destinations, and laidback Gustavia is the gateway to its many wonders. Stroll cobblestone streets lined with chic boutiques, galleries, and cafés; explore the ruins of Fort Karl for sweeping views of Saba, St Kitts, and St Eustatius; or relax on one of the island's beautiful beaches. Stay late to enjoy St Barths' renowned dining scene and legendary beach clubs.

Dive into Sint Maarten's rich Dutch heritage and easygoing Caribbean atmosphere during your journey. Home to a world-renowned regatta boat race, a fabulous shopping scene, and countless beautiful beaches and bays, it's the perfect place to linger a few days after your yachting escape. If you're craving a taste of world-class Gallic cuisine and even more retail therapy, head over to the island's picturesque French side.