In Dutch St. Maarten, the capital city of Philipsburg stretches along Great Bay and is one of the Caribbean's busiest cruise ports, welcoming nearly 2 million cruise passengers every year. Despite beautiful beaches and a pretty backdrop of undulating hills, you won’t find a sleepy island vibe here. Instead, casinos and blinged-out boutiques bring a glitzy splash of Vegas to this Caribbean city. It’s a 15-minute walk from the pier to downtown, but your best bet is to take a water taxi across the bay.