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The decisions that make or break a cruise

Ten guides covering the choices in the order you face them, from picking the sailing to walking up the gangway. Each is written from our reviewers' sailings and fact-checked before publication.

Common questions

What is the biggest mistake first-time cruisers make?

Flying in the morning of the sailing. Ships depart on schedule and do not wait for delayed flights, and insurance reimburses money rather than restoring the holiday. The day-before hotel night at $130 to $250 is the cheapest insurance in travel and the closest thing cruising has to an unbreakable rule.

How far in advance should you plan a cruise?

Book ten to twelve months out for the best price-and-choice combination, complete online check-in the day it opens 30 to 45 days before sailing, buy insurance within two weeks of the deposit to lock pre-existing condition waivers, and reserve marquee excursions at itinerary release. The sequence matters more than any single date.

Are drink packages and WiFi worth buying?

Drink packages need five to seven drinks a day, every day, to break even, which most people do not reach. WiFi depends on the itinerary: port-heavy Caribbean runs can rely on free cellular ashore. Both cost 20 to 30 percent less bought pre-cruise, and the bundles on Princess and Celebrity beat standalone purchases decisively.