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Just like the Caribbean, though, rain showers do not last all day and should not negatively impact shore excursions and activities. Fall, especially September and early October, is not a bad time to cruise to the Caribbean – unless you are a worrier or someone who can't go with the flow when travel plans go awry. That's because the autumn months are the peak season for hurricanes and tropical storms. When it isn't stormy, it might still be a bit warm and sticky for some early in the season. The spring (April and May) and the fall (September and October) afford some of the best weather in the Mediterranean, with sunny days and comfortable temperatures. Though the busiest season for Mediterranean cruises is typically July and August, the temperatures can be unbearably hot (85 degrees and higher).
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It is one of the first questions you will ask yourself when planning a cruise vacation, and truthfully, there is no right answer. The “best” time to cruise depends on your destination, budget, and travel style, and it can vary widely from person to person. You'll also need to plan for mosquitos in port and for serious sun protection. Most of the Caribbean averages a UV index of 7 (considered a high risk) during the summer months, holding at a high or extremely high level for long stretches of the day. These are the months when you rarely need to worry about weather shutting down onboard water attractions or causing cancellations of your in-port fun. Summer months are also perfect for multi-generational cruising, as they are often the only months when everyone's schedules align.
Best time to cruise Alaska: May-June
If you prefer childless cruising during the holidays, you can choose an adults-only cruise line like Viking. Bermuda's cruise season runs between April and November, with a few ships calling on Royal Naval Dockyard in December. While the pink-sand beaches and glistening, turquoise waters offer a slice of paradise, the archipelago in the western North Atlantic Ocean does not stay warm year-round. The subtropical climate of these British islands has winter temperatures that dip down into the low 60s and high 50s.
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Then, if you don’t see the deal you want over the holidays, go ahead and set up email alerts with the cruise lines so you don’t miss any deals starting in January. The general consensus seems to be that there isn’t one best month for booking cruises. The best deals tend to crop up throughout the period between mid-November and Mid-March. If you choose to travel during peak hurricane season, there is also the risk that a hurricane or serious tropical storm will disrupt your cruise vacation.
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What is the best time of year to book a cruise?
Once the calendar is closer to the holidays, winter break increases the demand and prices can spike to reflect that. While temperatures remains steady in September, October and November (70s and 80s), sunny days might be tempered by winds and rains during stormy conditions. Keep in mind that July and August means families are taking advantage of school breaks and vacation days. If you're looking for a more low-key Caribbean cruise this time of year, look to the smaller islands of the region. Hurricanes are always of interest to the Caribbean, and hurricane season runs from June through November. For cruise passengers, the risk of being caught in a hurricane on a ship is low.
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And when you have a group to manage, you need as many activities as possible to keep everyone entertained. Summer cruises in the Caribbean make that easy with plenty of options, both on board and in port. Ships that sail seasonally in Alaska and Europe often call the waters of the Caribbean home for a few months in winter.
Panama and the bordering countries in Central America have a tropical climate with lush landscapes and rainforests, so you can expect wet weather at certain times of the year. The height of the Panama Canal cruise season is between October and April. In actuality, most cruise lines will sell available cabins through the day before sailing, but limit or deny same-day bookings.
Best time to cruise Bermuda: April-June
If fall colors are your goal, resign yourself to cooler temperatures on your sailing, especially in the evenings. Shoulder season in the Caribbean is May through November, the months just before peak season, which is December through April. This is the time when you'll typically find better deals on pricing, especially in May and September to November. The advantage of traveling in the shoulder season is that you can experience the towns without the summer crowds and with cooler temperatures.
You can also expect more ships and crowds in town during late September and October at the height of the leaf-peeping season. However, many travelers choose to cruise to Canada and New England specifically for the fall foliage. Peak leaf season begins around mid-September and runs through October.
The months of May through September also present the best opportunities for wildlife spotting, since winter sends many into hiding or hibernation. Jenna DeLaurentis enjoys exploring new ports of call around the world on a cruise ship, learning about new cultures, discovering beautiful landscapes, and trying diverse cuisine. She loves to get active while at port, whether cycling through mountains in the Caribbean or scuba diving under the sea. In 2024, they are only offering Hawaii cruises in April, September, and October.
Knowing the best time to purchase your cruise is just one part of the puzzle. When you sail has a much bigger impact on what you pay than when you buy. In our experience, there isn’t much difference in the time of year that you book. For example, the same cruise isn’t automatically cheaper if you buy in January versus if you buy in July. Yes, prices for trips can vary but are usually similar whether you book early or not.
In fact, Northern Europe and the Baltics truly awaken from their winter slumber for the months of May through October, and alfresco dining and drinking is practically mandatory. Expect more precipitation from June to September and drier conditions between November and April. The months of March, April, May, and November often see the most comfortable temperatures with little precipitation. However, you will have to be prepared for last-minute itinerary changes. Royal Caribbean will not sail into a hurricane, of course, so they might switch from a Western Caribbean to Eastern Caribbean itinerary (or vice versa) to avoid the storm. Here's how the entire year stacks up so you can identify the best time for your travel party to cruise the Caribbean.
Whether you want to have a summer vacation or a winter getaway, the weather somewhere in the Caribbean is always warm and welcoming. Popular cruise islands such as St. Maarten have average high temperatures rise into the upper 80s Fahrenheit or more than 30 degrees Celsius. As the weather gets warmer, eastern Caribbean cruises start to become a better choice. Many eastern cruises begin in Florida and include the Bahamas as a port of call. The Bahamas and the nearby Turks and Caicos islands are among the coolest in the region during the winter.
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