9 Best September Destinations for Every Type of Traveler
Alright, let’s be honest, September is the month to travel. You ditch the summer craziness, the prices drop, and the weather is just, perfection. So grab your passport (or your cutest weekend bag) and let’s dive into some destinations you need to explore this fall.
Beach Bliss and Sun-Kissed Adventures
Portugal in September: Beaches, Coastal Cities, and Wine Country
This beautiful destination is magical in September. The Algarve coast is a dream, with those golden cliffs and turquoise waters. It’s perfect for hopping between beaches, catching a wave or two, or just wandering through adorable seaside towns with cobblestone streets and colorful houses. I really enjoyed kayaking through the sea-formed Banagil caves. Lisbon is a must-visit, with its charming neighborhoods, historic trams, and lively nightlife. And if you’re a wine lover, head to the Douro Valley for some of the best vineyards in the world. Sip on port wine while overlooking the rolling hills – it’s pure bliss. And of course I couldn’t forget Porto, my absolute favorite city in the whole world! It’s so charming and romantic, with its colorful buildings and lively riverfront. And be sure to check out my full guide on the Best of Portugal.
Cape Town in September: Wildflowers, Wine, and Coastal Adventures
Springtime in Cape Town is like something out of a movie. Imagine fields of wildflowers as far as the eye can see, with the dramatic backdrop of Table Mountain. You can hike to the top of the mountain for breathtaking views, drive along the stunning Cape Peninsula (Chapman’s Peak Drive is a must!), or go on a boat tour to spot whales migrating along the coast. And don’t forget about the wine! The Cape Winelands are just a short drive away, and the vineyards are especially beautiful in September. Plus, the beaches are amazing – think white sand, clear water, and perfect weather for swimming or surfing.
Adventure and Nature Escapes
Slovenia in September: Alpine Trails, Lakes, and Adventure Sports
Calling all nature lovers! You will love Slovenia in September. The weather is ideal for hiking in the Julian Alps, where you’ll find turquoise lakes, hidden waterfalls, and charming mountain villages. You can even hike up to Mount Triglav, the highest peak in Slovenia, for panoramic views of the Alps. And if you’re feeling adventurous, you can go whitewater rafting, canyoning, or kayaking on the Soča River. But don’t forget to leave time to relax by Lake Bled – it’s straight out of a fairytale, with a picturesque island and a medieval castle perched on a cliff.
New Zealand in September: Spring Beauty and Outdoor Adventures
Springtime in New Zealand is a nature overload in the best way. Rolling hills covered in wildflowers, snow-capped mountains, and crystal-clear lakes – it’s like a postcard. And since it’s the shoulder season, you won’t have to battle crowds of tourists. You can go bungee jumping (Queenstown is the adventure capital of the world!), hike through ancient rainforests, or take a boat tour through Milford Sound. And if you’re a wine lover, you’re in for a treat – New Zealand’s vineyards are stunning in September.
Costa Rica in September: Rainforests and Beach Escapes
Okay, Costa Rica is always a good idea. But in September, it’s even better! It’s the green season, which means the rainforests are even more vibrant and alive. Imagine waterfalls cascading into emerald pools, monkeys swinging through the trees, and sloths just chillin’. You can zipline through the canopy, hike to volcanic craters, or go whitewater rafting on the Pacuare River. And don’t forget to spend some time on the beach – Costa Rica has some of the most beautiful beaches in the world. I loved my surf and yoga retreat in Santa Teresa with Believe.
City Vibes
Atlanta in September: Festivals, Art, and Food Scene
This city is full of energy and good vibes, especially in September. The weather is warm and sunny, the leaves are starting to change, and there are outdoor events happening all the time – music festivals, food festivals, you name it. Plus, Atlanta has some cool neighborhoods to explore, like Little Five Points and the BeltLine. There’s a thriving art scene, live music everywhere, and incredible food. I’m still dreaming of the cobbler from Peach Cobbler Factory.
Munich in September: Pre-Oktoberfest Vibes and Bavarian Culture
Oktoberfest is legendary, for sure, but, September in Munich might be even beter. The weather’s still warm and sunny, the crowds are mellow, but you can still feel that Oktoberfest energy bubbling up. It’s the perfect time to explore all the amazing things this city has to offer, like the Hofbräuhaus (hello, giant beer hall!), the Englischer Garten (it’s like Central Park but, way prettier), and all those fairytale castles. Seriously, Neuschwanstein is a must-see. Plus, you’ll have plenty of time to wander through the charming streets, try all the delicious Bavarian food (think pretzels, sausages, and so much more), and soak up the local culture before the Oktoberfest madness descends.
San Francisco in September: Sunny Days and Iconic Sights
Forget the fog! September is the best time to visit San Francisco. The weather is sunny and warm ( it can be even nicer than summer), there are fewer crowds, and the Portola Music Festival brings the city to life. You can explore Golden Gate Park, bike across the Golden Gate Bridge, or take a ferry to Alcatraz. Plus the food is out of this world. From fresh seafood to Michelin-starred restaurants, San Francisco has something for every foodie.
Chicago in September: Fall Colors, Festivals, and Outdoor Fun
This city knows how to do the fall right. The weather is perfect in September – not too hot, not too cold – so you can actually enjoy being outside. The parks are bursting with color, making it the perfect time for a stroll through Millennium Park, a walk along the lakefront, or a visit to one of the many rooftop bars with killer views. And if you’re a baseball fan, catching a Cubs game at Wrigley Field in September is so much fun. There’s nothing like the energy of a hometown crowd cheering on their team. Of course, there are also tons of cultural events happening, from music festivals to art exhibits. And the incredible food! Chicago is famous for its deep-dish pizza, but there are also tons of other delicious options, from hot dogs to Italian beef sandwiches. You basically can’t go wrong.
September is your golden ticket to travel bliss. Whether you’re craving a beachy escape, an adventure-filled getaway, or a city break with all the vibes, this month has something for everyone.
