North America is huge, so the best time to visit depends on where you’re headed.
Spring (March–May): A favorite time for city breaks and nature trips. Cherry blossoms bloom in Washington D.C. and Vancouver, national parks like Zion and Yosemite are at their greenest, and temperatures are mild across most regions.
Summer (June–August): Peak travel season. Great for Alaska cruises, Canadian Rockies road trips, and beach destinations, but expect higher prices and crowds. Perfect for festivals and outdoor adventures.
Fall (September–November): One of the best overall times to visit. Stunning fall foliage in New England, wine harvest season in California, and warm weather in the southern states and Mexico.
Winter (December–February): Ski season in Colorado, Utah, and British Columbia; sunny escapes in Florida, Arizona, and Mexico’s Riviera Maya. Some northern areas can be very cold, but you’ll find fewer tourists and good deals on hotels.
Confession: my newsletter is where the good stuff lives. Not the polished, edited-for-the-grid stuff, the “here’s the hole-in-the-wall I almost skipped” stuff, the packing lists I actually use, the “don’t book this hotel” warnings before you waste your money on them.
The newsletter is basically me texting you before a trip instead of after one. Sign up and you’ll be the first to know where I’m headed next, plus a few things I’ll never post here.
Link in bio if you want in. ✈️
Yes, it’s only July. Start planning anyway. Fall books faster than people expect, and a few of these destinations are worth getting ahead of. Here are five places worth putting on your radar right now.
Ireland: Cooler temps, moody skies, dramatic coastline fall was made for it. Tourist crowds drop, the green stays, and the whole country feels a little more like itself.
Great Smoky Mountains, TN/NC: Fall foliage in the Smokies is the real thing. The color peaks mid-October and the views from the ridgelines are hard to argue with. It’s also one of the most visited national parks in the country, so going on a weekday makes a real difference.
New York City: Fall is NYC at its best comfortable temps, the energy of the city shifting into a new season, and every neighborhood doing something worth showing up for. It’s also just a great walking city when it’s not brutally hot.
Japan: Fall foliage season is as good as spring cherry blossoms and somehow less talked about. The colors are dramatic, the temples and gardens are stunning, and it’s worth planning around peak dates by region.
Mystic, Connecticut: Small, walkable, genuinely charming Mystic in fall feels like exactly what a New England autumn is supposed to look like. Easy to pair with a broader New England road trip if you want to extend it.
Full guides linked in bio 🍂
There are two kinds of travelers: people who plan a trip and then figure out where to eat, and people who book a restaurant and then build the rest of the itinerary around it.I am the second kind. I will not apologize for this.
The reservation gets locked in first. The hotel search happens within the same 24 hours. The flights get compared around the restaurant’s hours of operation. The rest of the trip exists to fill the days before and after the table I actually came for.
If this sounds unhinged, I completely understand. It has also resulted in some of the best meals of my life, so I’m going to keep doing it.
Drop a 🍽️ if you plan your trips around food too.
Let’s talk about when to actually book that Dubai trip you’ve been pinning for two years. I get asked this constantly, so here’s the honest breakdown: October through April is your window. Anything outside that and you’re basically touring in a sauna!
October and November give you warm days and cooler nights, which is basically the sweet spot for wandering around without melting. December through February is peak season: gorgeous weather. March and April are the quiet insider pick, right before summer heat shows up and ruins everyone’s plans.
Saving this for later? That’s what it’s here for. Full breakdown linked in bio.
If you’re chasing energy, beaches, nightlife, and nonstop luxury, Dubai takes the crown. If you’re craving culture, iconic architecture, and meaningful landmarks at a slower pace, Abu Dhabi shines.🤍
My advice? Base yourself in Dubai and do Abu Dhabi as a day trip! The perfect balance of excitement and culture in the UAE.
Want the full breakdown? Check out my Dubai and Abu Dhabi guide for tips, itineraries, and must-sees!
Follow @travelwithwendyplummer for Beautiful Beach Destinations, City Guides, Foodie Spots, and Luxury Hotel Recommendations.
