- Caribbean: Cruise September–early December for the lowest fares (just watch for hurricane season).
- Mediterranean: April–May and September–October offer warm weather at shoulder-season prices.
- Alaska: May and September sailings can save you 20–40% over peak summer.
- All destinations: Book during wave season (January–March) for the steepest promotions across every cruise line.
Cruising is easily one of the best ways to see the world without the stress of packing and repacking your bags every two days. It’s also more popular than ever with over 34 million people cruising each year, and 43% of all passengers’ head to the Caribbean alone (CLIA State of the Cruise Industry Report). However, timing your trip is everything if you want to find a great deal or avoid a rainy week at sea. Whether you are looking for a budget-friendly escape, or you want the perfect weather for whale watching, knowing the seasonal “sweet spots” will help you get the most out of your vacation.
When is the best time to book a cruise for the best price?
If you want to save money, the best time to book is usually during the “shoulder seasons.” For most destinations, this means the months of May and September. During these times, demand drops between major holidays and school breaks, so prices follow suit.
Your best bet is to book 6–12 months in advance for early-bird discounts. Don’t count on last-minute deals to bail you out. With ships now sailing at over 100% occupancy, fares typically rise around 41% in the 12 months leading up to departure (SimplyCodes Cruise Deal Timing Analysis). The days of snagging a bargain at the gangway are largely over.
The “Wave Season” Hack
Between January and March, cruise lines like Norwegian (NCL) and Celebrity run their biggest annual promotions. This is known as “Wave Season.” It is often the best time to secure perks like free Wi-Fi, drink packages, or credits for shore excursions.
Repositioning Cruises
For deep discounts, look for “repositioning” sailings in the spring or fall. These happen when ships move from the Caribbean to Europe (or vice versa). These trips offer long, relaxing stretches at sea for a fraction of the usual daily rate.
Off-Peak Perks
Sailing when the school year is in full swing – like September or January – usually leads to lower fares and a more relaxed, adult-oriented vibe on the ship.
| Destination | Best Weather | Best Price | Lowest Crowds | Watch Out For |
|---|---|---|---|---|
| Caribbean | Dec – Apr | Sep – early Dec | Sep – Oct | Hurricane season (Jun–Nov) |
| Alaska | Jun – early Jul | May & Sep | May & Sep | Cold & rain at season edges |
| Bermuda | Jun – Jul | May & Oct | Oct | Hurricane risk Aug–Oct |
| Hawaii | Apr – May & Sep – Oct | Apr – May & Sep – Oct | Sep – Oct | Winter break & summer price spikes |
| Mexico | Nov – Apr | May – Jun & Sep – Nov | Sep – Oct | Extreme heat & humidity in Aug |
| Mediterranean | Jun – Aug | Apr – May & Sep – Oct | Apr & Oct | Summer crowds & heat in Jul–Aug |
What is the best month to cruise to Alaska?
For the best mix of clear weather, long daylight hours, and active wildlife, June and early July are the top choices for an Alaskan adventure. While the full season runs from May to September, these early summer months offer the highest chance of seeing glaciers and bears roaming the shorelines of the Inside Passage.
- Wildlife Viewing: Visit in July or August if you want to see salmon runs. This is also the peak time for humpback whale sightings in Juneau.
- Budget Pick: May and September are much cheaper, though you will need to pack extra layers for chilly, rainy weather.
- Glacier Access: June offers the clearest skies, making it easier for floatplanes and helicopters to reach the Mendenhall Glacier.
Pro Tip: Most ships require you to vacate your cabin by 9 AM, but if your flight home isn’t until 6 PM, that’s nine hours of dragging luggage around town. A day-use hotel near the port gives you a room to shower, nap, and relax until it’s time to head to the airport.
When should I plan a cruise to Bermuda?
The ideal time for Bermuda is between May and August. This is when the temperatures are warm enough to enjoy the island’s famous pink-sand beaches like Horseshoe Bay. Since Bermuda is in the North Atlantic and not the Caribbean, the water can be quite chilly during the winter.
- Peak Sun: June and July offer the calmest seas and best snorkeling visibility.
- Hurricane Watch: The Atlantic hurricane season runs from June to November, with the most activity from August to October. If you book then, always get travel insurance.
- Autumn Perks: October brings cooler, breezy weather that is perfect for golfers or hiking the Bermuda Railway Trail.
How do I find the best deals for a Caribbean cruise?
To get the most value in the Caribbean, aim to sail in late August, September, or the first two weeks of December. These windows fall during the peak of hurricane season or right before the holidays, which means cruise lines drop prices to fill their rooms.
- Late Spring Deals: May to early June offers great weather before the summer humidity kicks in and prices spike for school vacations.
- Avoid the Crowds: Steer clear of Spring Break (March and April) and the Christmas window if you want to avoid high prices and packed decks.
- Choose Your Route: Western Caribbean routes (like Cozumel and Belize) often have different prices than Eastern Caribbean routes, so compare both.
When is the best time for a Hawaii cruise?
The best time to cruise the Hawaiian Islands is during the shoulder months of April, May, September, and October. During these months, you will enjoy pleasant weather and lower prices on shore excursions compared to the busy summer and winter breaks.
- Whale Watching: Book between December and May if you want to see humpback whales migrating through the islands.
- Inter-Island Travel: If you want to see four islands in seven days without flying, look for the Pride of America, which sails year-round from Honolulu.
- Quiet Escapes: September is great for couples, as the crowds thin out and the ocean is warm enough for snorkeling at Molokini Crater.
How can I save money on a cruise to Mexico?
The most budget-friendly months for a Mexico cruise are May, June, and the period from September to early November. Sailing during these months allows you to enjoy the nightlife of Cabo San Lucas or the ruins of Tulum without the peak-season price tag.
- Humidity Check: August can be incredibly hot and humid in Mexico. If you are sensitive to heat, stick to the drier spring months.
- Short Sails: Consider a 3- or 4-day “sampler” cruise from Los Angeles or Miami for a quick, low-cost weekend getaway.
How can I make my cruise travel day smoother?
To avoid the stress of flight delays, it is always a smart move to arrive at your port a day early. If you have a long gap between getting off the ship and your flight home, do not spend it sitting on your suitcase at the airport.
Services like HotelsByDay allow you to book a “day-stay” room for a few hours so you can nap, shower, and drop your bags.
- Pre-Cruise Ease: Arriving the day before ensures you will not miss the boat if your flight is canceled.
- Post-Cruise Comfort: Most ships require you to leave your room by 9:00 AM. A day-use hotel gives you a home base and a pool until an evening flight.
- Logistics: Look for hotels with shuttle services to the cruise terminal to save on rideshare costs.
FAQ
What is the cheapest month to cruise and when is the best time to book?
September is typically the cheapest month to cruise across most destinations, followed closely by May. For the best perks and promotions, book during wave season between January and March. Booking at least six months in advance also helps secure early-bird discounts and better cabin locations.
What is the best month to cruise to Alaska?
June and early July are the best months for Alaska. You will enjoy long daylight hours, clearer skies for glacier viewing, and more active wildlife. While May and September are cheaper, the peak summer months offer the most reliable weather for exploring the Inside Passage and coastal towns.
How do I find the best deals for a Caribbean cruise?
You will find the deepest discounts in late August, September, or early December when demand is lowest. These windows avoid expensive holiday rushes and crowded spring break periods. May is also a great alternative, offering tropical warmth and manageable crowds before the summer heat.
What is wave season for cruises and is it worth booking during it?
Wave season runs from January through March and is when cruise lines like Norwegian, Celebrity, and Royal Caribbean offer their biggest annual promotions. Deals often include free drink packages, Wi-Fi, onboard credit, and reduced deposits. It is one of the best times of year to lock in a cruise at the lowest price with the most perks.
When is hurricane season and is it safe to cruise during it?
Atlantic hurricane season runs from June 1 through November 30, with the highest activity between August and October. Modern cruise ships reroute around storms, so cancellations are rare, but delays and itinerary changes can happen. If you book during this window, travel insurance is strongly recommended.
What is the best time to cruise the Mediterranean on a budget?
The most affordable months for a Mediterranean cruise are April, May, September, and October. These shoulder-season months offer warm weather, thinner crowds, and fares that are significantly lower than the peak summer months of June through August.
How can I make my cruise travel day smoother?
Always arrive at your port city a day early to avoid flight delay stress. On your return day, if there is a long gap between disembarkation and your flight home, book a day-use hotel room through HotelsByDay [See How it Works]. This gives you a place to nap, shower, and store luggage for just a few hours instead of paying for a full overnight stay.
