Timing Is Everything
Listen, we know that when the travel bug hits, nothing scratches the itch like booking something. Anything. But before you start throwing random dates into the search bar like spaghetti at a wall, let’s have a little chat.
Because the difference between a dream trip and a “why is everything closed and why am I sweating through my linen pants?” trip often comes down to one word: seasonality.
Peak, shoulder, low… these aren’t just buzzwords for people who own packing cubes. They’re the secret ingredients to a trip where the crowds thin, the weather cooperates, and the world opens up just for you. Go at the wrong time and you’re left wondering why no one warned you that “quiet village” actually meant “closed until May.”
So, let’s break it down. Here’s when (and when not) to go, by region and by reason.

Why It Matters
Fewer Crowds
Traveling in peak season might sound glamorous until you realize you’re waiting in line for an “authentic” experience with several thousand of your new closest friends. Shoulder season, that sweet in-between, is when destinations breathe again. You can actually hear the ocean, see the artwork, and snag that impossible-to-get reservation without selling your soul or your firstborn.
The energy is calmer, the locals are friendlier, and your photos don’t have to be cropped within an inch of their lives to hide the crowds.
Better Weather
Weather can make or break a trip faster than a lost luggage alert. Visit Europe in July and you’ll spend more time looking for shade than sightseeing. Go to the Caribbean in August and you might get more drama than sunshine.
Seasonal awareness is your best friend, the secret to long lunches al fresco, perfect golden hours, and that feeling of “this is exactly how it’s supposed to be.” Plan right and the weather will play nice instead of plotting against you.
Access and Availability
Timing isn’t just about comfort, it’s about access. Some of the world’s most extraordinary moments are seasonal like the Great Migration in Kenya, Japan’s cherry blossoms, and the Northern Lights. Others are simply the logistics. Do the ferries that only run in summer? Hotels that close in the off-season? Restaurants and shops take off for the month?
When you plan around seasonality, you’re not just avoiding disappointment. You’re unlocking the best version of your destination. Because “closed for the season” should never be part of your itinerary.
Where and When to Go

St. Barths
Photo: Avenue Two Affiliate, Theresea Howard
Howard House Travel
Caribbean
Peak Season: December to April
When the rest of the world is thawing out their driveways, the Caribbean is serving turquoise water, rum punch, and perfection. It’s also serving crowds, so book early.
Shoulder Season: May to early June, November
The sweet spot. Fewer tourists, still-lovely weather, and prices that won’t make you gasp.
Avoid: Late summer through October
Hurricane roulette. Unless you’re feeling lucky, this is your time to sit out.
Asia
Southeast Asia:
Peak: November to February. Cool, dry, blissful.
Shoulder: March to May. Warmer but still great for beaches.
Avoid: Monsoon season (June to October) unless “soaked but spiritual” is your vibe.
Japan and Korea:
Best: Spring (cherry blossoms) or fall (crisp air, changing leaves).
Avoid: Peak summer unless you enjoy humidity and crowds the size of small cities.

Ecuador
Photo: Avenue Two Affiliate, Annie Jones
Telos Travel
South America
Summer (December to February): Argentina and Chile shine. Think Patagonian hikes, vineyard lunches, and Buenos Aires at its most electric.
Winter (June to August): It’s dry season up north, ideal for Machu Picchu, the Amazon, and the Galápagos.
Shoulder: Spring (September to November) or fall (March to May). Warm weather, less chaos, and lower prices. Basically, your golden window.
North America
United States and Canada:
Summer: National parks and coastal getaways are peak-perfect but crowded.
Fall: The unsung hero. Fewer crowds, sweater weather, and that dramatic foliage moment.
Winter: Ideal for skiing, tropical escapes (looking at you, Florida and Hawaii), or big-city holiday sparkle.
Spring: Wildflowers, milder temps, and the feeling that the world is waking up again.

New Zealand
Photo: Avenue Two Affiliate, Karen Urosevich
Well Placed Travel
Australia & New Zealand
Peak Season: December to February (their summer)
Beach days in Sydney, Great Barrier Reef diving, and general good vibes. Also high prices and packed everywhere.
Shoulder Season: March to May or September to November
Still warm, fewer crowds, and bonus — everything smells faintly of eucalyptus.
Winter (June to August): Head north for tropical adventures; it’s actually drier up there.
Africa
Safari Destinations (Kenya, Tanzania, South Africa):
Peak: July to October. Dry season means wildlife galore.
Shoulder: May to June or November. Still great game viewing and fewer jeeps at the watering holes.
North Africa (Morocco, Egypt):
Best: March to May, September to November. Warm, not scorching.
Avoid: July to August unless your definition of fun includes 110-degree desert heat.

Greece
Photo: Avenue Two Affiliate, Deb Swacker
227 Travel
Europe
Peak Season: June to August
Long days, rosé by the carafe, and cities buzzing with life. But you’ll pay for it in euros and patience.
Shoulder Season: April to May, September to October
Our vote for the best time to go. Cooler temps, cultural festivals, and the ability to actually see the Mona Lisa without someone’s iPad in your shot.
Low Season: November to March
Except for ski towns and holiday markets, expect quiet streets and sometimes, closed doors.