Windward Roar – Philipsburg & CocoCay

About this cruise

You board in Port Canaveral on March 5, 2028 for 7 nights visiting CocoCay, St. Thomas and Philipsburg, and you come back from this kind of trip wondering why you don't do it more often. You do all the exploring first, then the last few days are at sea. It's like a built-in wind-down. The Caribbean route takes in Bahamas, U.S. Virgin Islands and Sint Maarten, 3 countries, and the differences show up in the food, the architecture, and the mood. Keep an eye out for CocoCay: Royal Caribbean's private island playground. Around 8 hours per port on average, which is generous enough to go beyond the obvious. Star Of The Seas launched in 2025, so everything on board is still new. You can tell. Families and groups will find plenty to do: waterslides, shows, multiple pools, and something for every age. If you can, add a night in Port Canaveral before boarding. It's a good city to wander. Timing-wise, spring usually means comfortable temperatures and lower prices than peak season. That's 7 nights well spent.