Indigo Deep – Grand Turk & Oranjestad from Florida

About this cruise

14 nights starts to feel like a proper adventure. You leave Fort Lauderdale on November 8, 2026 and the route takes you through Celebration Key, Grand Turk Island, Nassau, Grand Cayman Island, Ocho Rios and Oranjestad at a pace where there's never any need to rush. You do all the exploring first, then the last few days are at sea. It's like a built-in wind-down. Crossing 5 borders through the Caribbean: Bahamas, Turks & Caicos Islands, Cayman Islands, Jamaica and Netherlands. You'll notice the culture shift at every stop. People come back from this cruise talking about Oranjestad: Aruba's cheerful Dutch-Caribbean capital. Around 8 hours per port on average, which is generous enough to go beyond the obvious. Regal Princess takes the food seriously, with 12 restaurants to choose from. 6 are included, and the rest are worth the splurge. There are enough performances, events, and social mixers on a cruise this length that you couldn't do them all if you tried. And that's a good problem. Families and groups will find plenty to do: waterslides, shows, multiple pools, and something for every age. The autumn timing is underrated too. Good weather, calmer seas, and a more relaxed ship. 6 ports, 5 countries, one suitcase. That's the appeal.