Trying to figure out the best time of year for a destination wedding? You’re in the right place. As Canadians, we have a few extra things to think about when choosing a wedding date. That includes escaping the winter cold, planning around school breaks, and helping guests travel without spending a fortune.
Whether you’re picturing a beach ceremony in Mexico, a sunset celebration in Jamaica, or a poolside party in the Dominican Republic, the season you choose can affect almost everything. That means the weather, resort prices, flight options, and how easy it is for your guests to attend.
The best part is that there’s no single “right” time to get married abroad. Different seasons come with different perks, and the perfect one for you depends on your priorities.
Let’s look at what you need to know to choose the date that fits your dream day.
But first, hello! At Love at First Travel, we help Canadian couples figure out the best time of year for a destination wedding and so much more. From choosing the perfect all-inclusive resort to locking in group travel deals, we make sure your big day starts off stress-free. Want help choosing the perfect season to say “I do”? Reach out today or come hang out with us on Instagram!
High Season vs. Low Season vs. Shoulder Season: What’s the Real Deal?
When you’re planning a destination wedding, understanding how resorts divide the year can help you choose the best time to say I do under the palms. Most resorts in Mexico and the Caribbean follow three main travel seasons: high, low, and shoulder.
High Season (mid-December to April)
This is prime time! Think sunny skies, warm (but not scorching) temperatures, and the dry season in full swing. It’s a popular time for destination weddings and winter escapes—which means resorts can be busier and prices are at their peak. If you’re dreaming of postcard-perfect weather and don’t mind paying a bit more, high season is your best bet.
Low Season (June to October)
Cue the tropical heat. Low season is hot, humid, and smack dab in the middle of hurricane season (especially August to October). But here’s the upside: you’ll find the lowest prices and the smallest crowds. Some resorts even throw in extra perks to sweeten the deal. If you’re flexible and budget-conscious, low season might be your little hidden gem.
Shoulder Season (late April to early June & November to mid-December)
Shoulder season is the best-kept secret in destination weddings. The weather is still beautiful in most resort areas—warm, breezy, and generally dry—but without the price tag or crowds of high season. Since it’s just before or after peak months, you’ll often find better rates, more availability, and a more relaxed vibe overall. It’s a great option if you want gorgeous weather without the premium cost.
Not sure what paperwork you actually need to get married abroad? Check out our guide on what travel documents Canadian couples need for a destination wedding.
Canadian Winter, Caribbean Sunshine: Why December to April Is So Popular
There’s a reason so many Canadian couples choose to get married between December and April. This time of year is sunny and dry in most tropical destinations, and just so happens to line up with our coldest months at home. Here’s why this season is such a favourite:
- Escape the snow: While everyone back home is bundling up and shoveling driveways, you’ll be barefoot in the sand saying I do.
- Ideal weather: The Caribbean and Mexico typically experience warm, sunny days with low humidity and minimal rainfall.
- Built-in time off: Holiday breaks like Christmas, New Year’s, and spring break make it easier for guests to travel without using as many vacation days.
If you’re dreaming of a winter wedding in the sun, this is a great time to go. Just keep in mind, because this season is so popular, resorts and flights book up fast, and prices are usually higher. Reach out to us early to secure the best options for you and your guests.
Wondering where to get married? We’re sharing the best wedding resorts for Canadians and how to choose the one that’s truly right for you.
Best Time of Year for a Destination Wedding: What to Know About May to August
Summer might seem like the best time of year for a destination wedding, especially if you’re thinking about time off work, school breaks, or long weekends. However, there are a few things to consider before committing to a summer date.
From May through August, many tropical destinations are hot, humid, and heading into hurricane season. Some days can feel sticky and stormy, and while quick rain showers are common, they don’t always ruin the fun. Resorts in the Caribbean and Mexico remain open for weddings during this time, and some couples appreciate the lush greenery and slower pace. It’s also a great option for teachers or families with kids who need to travel during the summer months.
The best part? Prices tend to drop. Resorts and flights are usually more affordable during the off-season, making it easier to reserve your preferred wedding date and room block. Be sure to check the weather patterns for your destination and consider travel insurance, especially if you plan to travel during the late summer months.
Summer isn’t off-limits; it just comes with a few extra things to think about. For the right couple, it can still be the best time of year for a destination wedding.
Feeling overwhelmed with all the wedding decisions? Grab our Destination Wedding Planning Guide made just for Canadian couples like you.
Let’s Match Your Dream Vibe to the Right Date
Now that you know the pros and cons of each season, it’s time to think about your priorities. The best time of year for a destination wedding isn’t the same for everyone. It really comes down to what matters most to you and your guests.
Do you want guaranteed sunshine and are willing to pay a little more for it? High season might be your match. Are you hoping to stretch your budget and avoid crowds? Shoulder season could be your sweet spot. Or maybe summer works best because of your guest list or job schedules, even if the weather gets a little steamy.
There’s no wrong answer, just the right fit for your vision. And remember, you don’t have to figure it all out on your own. We’ve helped so many Canadian couples find the best time of year for a destination wedding that works for them. Whether you need help picking the perfect resort, securing group rates, or making travel easy for your guests, we’ve got your back.
Let’s take the stress out of the planning and help you choose a wedding date that feels just right. Ready to get started? We’re just a message away.
