Cruise itineraries are generally categorized into three main types based on their frequency and purpose: Perennial, Seasonal, and Repositioning. 1. Perennial itineraries are those that run year-round due to stable weather and consistent demand, such as cruises in the Caribbean or the Mediterranean. 2. Seasonal itineraries are only offered during specific months when the weather is suitable, such as Alaska cruises (May–September) or Baltic Sea voyages. 3. Repositioning itineraries are one-way sailings that occur when a cruise line moves a ship from one seasonal region to another—for example, moving a ship from Europe to the Caribbean in the fall. These repositioning cruises are often longer, include more "days at sea," and are sold at a significant discount because they don't follow a standard loop. In 2026, savvy travelers often seek out these repositioning trips as a way to enjoy a luxury "Transatlantic" or "Transpacific" experience for a fraction of the usual daily cost, while still enjoying all the ship's amenities.