Caribbean Grand Tour – Cayman, Jamaica & Turks

About this cruise

Block out 14 nights from November 14, 2026 and let this sailing from Fort Lauderdale do its thing. The route covers Grand Cayman Island, Ocho Rios, Oranjestad, Celebration Key, Grand Turk Island and Nassau and there's plenty of room to breathe between each stop. Every port day is followed by a sea day, so you get time to sleep in, use the ship, and look forward to the next stop. It's a proper Caribbean tour: 5 countries, from Cayman Islands to Turks & Caicos Islands. If one port sticks with you, it'll probably be Grand Turk Island, Where the shelf drops into the deep blue. Roughly 9 hours ashore per stop. No need to rush. From casual buffets to proper sit-down restaurants, Regal Princess has 12 dining spots on board, most of them included. The shows alone are worth the extra nights. You'll catch comedy, music, theatre, and themed evenings you'd miss on a shorter trip. And November is a good call. Still warm, less crowded, and usually cheaper too. It's the kind of trip you actually remember afterwards.