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written by
Joanne Owen
updated 19.03.2024
Not tied to school summer holidays? September is a top time to take a trip. First up, plenty of European destinations are still warm and sunny, with fewer tourists and lower prices. Secondly, sensational seasonal bucket list experiences await further afield.
For example, this is the ideal time to see Namaqualand’s flower carpets in South Africa. And, if you've been dreaming of a tropical break and don't mind the risk of refreshing liquid sunshine, this is shoulder season in the Caribbean. Good news if you're looking to spend less cash, and are hankering after a blissfully crowd-free beach break. With that in mind, read on to discover the best places to visit in September.
Tailor-made travel itineraries for South Africa, created by local experts
1. Toulouse, France
Best for foodies and rugby fans
Think you've seen and done it all in France? Think again. Beyond the ever-popular, diverse delights of Paris, Provence and the Côte d'Azur, a whole lot more awaits. Toulouse, we're looking at you.
Though officially outside the administrative région, Toulouse is the cultural capital of medieval and modern Languedoc. And by culture we mean everything from the architectural charms of its Vieux Quartier (Old Quarter), to cutting edge science. Toulouse is the capital of European aerospace industry.
Known as the Pink City due to the blushing hue of its historic buildings, it’s a vibrant urban hub you might just fall in love with.
It also lays claim to being one of France's top culinary cities, celebrated for hearty cassoulet, duck confit and saucisse de Toulouse. It's also the capital of wine in South-West France.
If that wasn’t enough, Toulouse is one of the host cities for the 2023 Rugby World Cup. It kicks off on 8th September 2023.
- Learn about the city's history on a guided walking tour.
- Head out of town for a tasting tour of a 16th-century vinery, Domaine de Baronarques.
- Discover more places to visit in the Languedoc region.
- Read The Rough Guide to Languedoc and Roussillon.
- Learn some lingo with a French phrasebook.
- Browse our customisable France itineraries.
- Best for 5-star style: La Cour des Consuls Hotel and Spa. Ultra-elegant, with a wonderful restaurant.
- Best for couples. Hôtel de Brienne. A cosy, canal-side gem.
- Best for groups: Haut Lofts. Spacious, stylish central apartments.
Discover more places to stay in Toulouse, France.
2. Northern Cape, South Africa
Best for nature, wildlife and off-the-beaten-track adventures
Despite being the biggest of South Africa’s provinces, the Northern Cape is one of its least visited regions. Surely welcome news if you like to avoid over-touristed attractions.
That said, spring — late August to the end of September — is the prime time to see Namaqualand’s incredible flower carpets. At this time, the region's landscape of dramatic red dunes is set alight by dazzling blooms. All of which means the Northern Cape one of the best places to visit in September.
More breath-taking natural beauty and wildlife awaits at Richtersveld Transfrontier Park. Famed for its endemic halfmensboom (“half-man”) tree, it's the world’s only arid biodiversity hotspot.
You're also likely to see klipspringer antelopes, leopards and wild cats here.
Nature-lovers will also want to head to Augrabies Falls National Park to be wowed by South Africa’s largest waterfalls — the mighty Aukoerebis.
- Need more convincing? Here's why you should choose the Northern Cape for your South African holiday.
- Read up on how to experience the Northern Cape off the beaten track.
- Get The Rough Guide to the Game Parks of South Africa.
- For more inspiration, see our suggested South Africa itineraries.
Make the most of your time in the Northern Cape, South Africa
- Best for couples: Boutique Guesthouse Hanover. A welcoming, comfortable stop-off.
- Best for food and wine: Bezalel Wine & Brandy Estate. Friendly hosts, superb surroundings, and top tastings.
- Best for safari stop-offs: Kalahari Lion's Rest. Ideal if you're visiting Kgalagadi Transfrontier Park.
Where to stay
Find more places to stay in the Northern Cape, South Africa.
3. Ljubljana, Slovenia
Best for sustainable travel and last of the summer sun
Clean, green and sublimely scenic, you voted Slovenia one of the most beautiful countries in the world for very good reason.
It's also one of the best destinations in Europe to put all your sustainable travel plans into action. For example, Slovenian capital Ljubljana has the EU’s biggest pedestrianised area, plus plenty of parks that are perfect for early-autumn strolls. Little wonder then, that's one of the best places to visit in September
Tucked into the Ljubljanica river and overlooked by a castle, cities don’t come much more fairy-tale-fantastic than Ljubljana. It's also a beautiful base from which to see a stack of Slovenian attractions.
Under an hour from the capital, Lake Bled is a must-visit. Thanks to its little island, cliff-top castle and mountain backdrop, more fairy tale magic awaits here. Lake Bled is also at the forefront of sustainable travel practices, and arguably Europe's greenest destination.
Meanwhile, if you were hoping to soak up the last of the summer sun, visit Slovenia’s stunning, diverse coastline. From picturesque Piran, to the spa town of Portorož, it presents a glorious stretch of beaches, and old towns with Venetian flair.
- Book a day trip to Lake Bled, Postojna Caves and Predjama Castle.
- Interested in nature and the environment? Find out why there’s a buzz about Slovenia’s bee tourism.
- To experience Slovenia in all its majesty, book a customisable Treasures of Slovenia trip.
- Read our beginners guide to Ljubljana and The Rough Guide to Slovenia.
- Not sure when to travel? Find out what to expect from exploring Slovenia in spring.
Make the most of your time in Ljubljana
- Best for couples: Grand Hotel Union Eurostars. Art Nouveau style in the heart of the city
- .Best for families: Boutique Hotel Asteria. Homely vibes, with triple and quad rooms available.
- Best for budget travellers: Boutique Hostel Angel. Quiet and cosy, with personal sleeping capsules.
Where to stay
Look at more places to stay in Ljubljana Slovenia.
4. Madeira, Portugal
Best for wine, walks and subtropical scenery
Part of Portugal, but closer to North Africa, Madeira is a subtropical stunner. Known as the island of eternal spring, temperatures here are generally mild — rarely colder than 17°, and never unbearably hot.
Western Madeira is a place to soak up stunning cliff scenery before soaking in the natural pools of Porto Moniz. Meanwhile, the east of the island offers opportunities to explore a UNESCO World Heritage Site laurel forest (Laurissilva) and traditional farming villages.
For more unforgettable outdoor experiences, you might want to pop over to neighbouring island Sao Miguel. Here the Sete Cidades Lagoon is widely considered to display the most awe-inspiring landscape of the Azores Archipelago.
Wondering why Madeira is one of the best places to visit in September? In a word — wine. The island's annual wine festival runs from 31st August — 17th September 2023. Expect street entertainment in downtown Funchal, wine-tasting in the Madeira Wine Lounge, and lively vineyard concerts.
Come 9th September, you can join locals at the celebratory Live Harvest in Estreito de Câmara de Lobos. Chances are, you'll be invited to join the grape-squashing fun.
- From Funchal, take a trip to swim with dolphins.
- Take a Tukxi tour of Monte with a local guide.
- Discover more about Madeira, and shake off misconceptions.
- Visit Madeira and São Miguel on an immersive, customisable, dual-island trip.
- Get The Mini Rough Guide to Madeira.
Make the most of your time in Madeira
- Best for adventurers: Faja dos Padres. Charming beachfront cottages only accessible by cable car.
- Best for couples: Aqua Natura Bay. A seafront 4-star with swimming pools, sauna and hot tub.
- Best for nature-lovers: Calheta Glamping Pods. A stylish, stunningly-sited nature retreat.
Where to stay
Find more places to stay in Madeira and São Miguel, Portugal.
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5. Sicily — one of the best places to visit in September
Best for festivals, food and blissful beaches
Perhaps best known as a height-of-summer destination, there are plenty of reasons Sicily is one of the best places to visit in September.
Beyond the usual out of season benefits — smaller crowds, lower prices — September in Sicily means festivals. These include the Vini Milo wine festival that’s held on the slopes of Mount Etna from the last week of August through to early September.
Love food? The CousCous Fest is held at San Vito Lo Capo in the last two weeks of September. Alongside cookery competitions and couscous tastings, expect a carnival vibe, with music events.
Around the same time, beautiful Bellini Villa of Catania is transformed into an ice-cream village for the Sherbeth Festival.
Festivals aside, Sicily’s splendid coastline stretches for over 930 miles, with an impressive eighteen of its beaches awarded coveted Blue Flag status.
The island also boasts some of Europe’s best-preserved Hellenistic treasures, among them the Roman Villa of Casale, the Valley of Temples, and the Neapolis Archaeological Park.
Then there’s Etna Park, Bove Valley lava desert, and the UNESCO World Heritage Site Aeolian Islands. Surely more than enough to make your September special, and have you planning to return before you've even left.
- Journey to the summit of Mount Etna by jeep, cable car and your own two feet.
- Crazy about culture? Check out our Legend and Legacy tour of Sicily.
- Find out why you need to visit Palermo, Sicily.
- Into the unusual? Discover Italy's penis café in Taormina, Sicily.
- Get The Rough Guide to Sicily.
- Love exploring on foot? You'll want Insight Guides Explore Sicily.
Make the most of your time in Sicily
- Best for couples: Maison Ortigia. in the heart of Siracusa's Old Town, three minutes from the beach.
- Best for city style: Hotel Politeama: A fine four-star in Palermo.
- Best for beachfront beauty: Hotel Kalura. Fine views, food and a private beach in Cefalù.
Where to stay
Browse more places to stay in Sicily.
6. Puerto Rico, Greater Antilles
Best for Caribbean culture, history, nature and beaches
Selected for inclusion in The Rough Guide to the 100 Best Places in the USA, tropical Puerto Rico has been an unincorporated territory of the United States since 1898.
Today this captivating Caribbean island dances to a diverse tune, with the 16th-century Spanish architecture of cosmopolitan capital San Juan at its historic heart.
Alongside legacies of its colonial era, Puerto Rico has plenty of significant pre-Columbian attractions. These include Caguana Indigenous Ceremonial Park in the north, and Tibes Indigenous Ceremonial Center near Ponce in the south.
Love nature? The only tropical rainforest in the US National Forest network, El Yunque is a must-visit. It’s also key to the survival of the endemic Puerto Rican parrot.
If it’s beaches you’re after, surfers should head to the wild-waved, west coast region of Rincón.
Looking for something calmer? Crystalline waters welcome visitors to Playa Flamenco on the island of Culebra. Seventeen miles off the mainland, and named after a lagoon that attracts flamingos in winter, it’s frequently feted as one of the world’s best beaches.
Happily, if you're looking for a less pricey, less busy Caribbean trip, September is shoulder season. While the region's rainy season officially runs until 30th November, September averages 27 °C, and the sea is bath-warm.
- Enjoy an exciting full-day Culebra islands catamaran tour to the Cordillera Islands.
- Explore the underwater magic of the island of Vieques on a snorkelling tour.
- Discover the best things to do in Puerto Rico.
Make the most of your time in Puerto Rico
- Best for beach lovers: The Vieques Guesthouse. Laidback, and located near Coconut Beach and Esperanza.
- Best for old town charm: Old San Juan Guest House. Cute apartments with terrace or balcony.
- Best for couples: Aleli Cottages Culebra, Playa Flamenco. Modern cabanas with stunning sea views.
Where to stay
Browse more places to stay in San Juan, Playa Flamenco, and Vieques, Puerto Rico.
Want more ideas? Discover our best travel destinations for 2023, and read our run-down of the best places to visit in October.
And remember, wherever you're thinking of heading, there's sure to be a Rough Guide to enhance your trip from the moment you start planning.
Not a fan of planning? No worries. Our expert-curated, customisable tailor-made trips can handle that for you. Contact a local specialist to start your journey.
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Header image: Namaqualand, South Africa © Marie-Anne AbersonM/Shutterstock