In the 2026 cruise market, booking early is generally the smarter move, especially for "bucket list" destinations like Alaska or the Mediterranean. As demand for cruising has reached record highs, the "last minute steal" has become rarer and often applies only to less-desirable interior cabins on older ships. Most lines now utilize AI-driven dynamic pricing that rewards early bookers (12–18 months out) with "Wave Season" perks like free Wi-Fi, drink packages, and shore excursion credits. Waiting until the last minute (under 90 days) can sometimes yield a lower base fare, but you lose your choice of cabin location and may face significantly higher airfare costs to reach the port. For high-demand periods like Christmas or Spring Break, booking last-minute is a gamble that usually ends in "Sold Out" notifications or paying a premium for a subpar experience.