Recently updated on April 9th, 2025 at 05:09 pm
“Timing is everything,” says Trafalgar’s travel expert Ashley Lawson. It’s true for sparking romantic connections, planning when to take your dream couple’s vacation, and even timing when you book to get the best deals.
So if you’re dreaming of a special getaway with your better half, look to September as your golden ticket. Summer crowds are slowly disappearing, the weather is still fantastic, and if you time it right you’ll score a great travel deal. We asked Ashley to share why this month is the sweet spot for couples looking to escape.
While it might be a favorite month, right now you can take advantage of Trafalgar’s September on Sale deals with up to 15% off our most popular tours.
Why September is the best time for a romantic getaway


“When it comes to planning a romantic getaway, timing is everything,” she says. “That’s why September is the ultimate sweet spot for couples looking to escape.
“The summer family travelers have disappeared because school is back in session, the weather is still gorgeous, and there are plenty of perks that make this month ideal for an intimate vacation time.”
This time of year still enjoys sunny days and warm evenings in the south of Europe, so it’s a prime time to book that couple’s vacation to Italy, Greece, Spain or Portugal. Cooler countries, like the UK and Ireland are still experiencing warm days, while places like Morocco are cool enough to visit after the summer heat.
Don’t delay when it comes to booking as while September offers greater value and travel deals, like our September on Sale, it’s still a popular month to travel and tours, hotels and flights will sell out.
READ NEXT: 15 sunny destinations to visit in Europe (and beyond) in September
What makes September a particularly romantic time to travel?


“September brings a slower, more relaxed vibe to popular destinations,” says Ashley.
“The peak summer travel dies down, making it more abundant to find peaceful moments together – whether that’s sipping wine at a quiet café in Paris or strolling hand-in-hand along a beach in Santorini. Plus, cooler evenings mean cozy dinners, and fewer distractions from enjoying each other’s company.”
September is harvest season across Europe, and who doesn’t love a glass of wine on vacation? Toast to your love with a glass of Chianti while peering out across Tuscan landscapes. Sit in a Greek tavern in Mykonos, soaking in the whitewashed town and glowing golden hues of sunset. Or enjoy an evening under the stars on a rooftop in the heart of Marrakech’s medina together.
Best of all, if you plan your couple’s vacation with Trafalgar you can both relax and let the experience unfold without having to lift a finger. The ease of having someone else plan the hotels, logistics, sightseeing and experiences means you can focus on reconnecting and making memories together.
READ NEXT: What our Travel Directors love about Italy in September
Are there specific destinations that shine for couples this time of year?


“Absolutely! Some destinations truly come alive in September,” says Ashley. For a romantic couple’s vacation she suggests looking to:
- Paris, France – “The city’s romance levels somehow go even higher with the crisp autumn air and changing leaves in the parks.”
- Greek Islands – “Still warm, but way less packed, so you can enjoy those famous blue-and-white landscapes in peace.”
- Quebec City, Canada – “Cozy, charming, and just starting to see fall foliage – perfect for strolling cobblestone streets with your love.”
READ NEXT: 13 reasons September is the best time to visit Europe
Any hidden gems or unique experiences that are best enjoyed in September?


Ashley says that for couples who love a more off-the-beaten-path experience, there are so many wonderful choices. Her top picks would be:
- The Scottish Highlands – “Misty landscapes, castle stays, and crisp autumn air make for a storybook romance.”
- Japan’s countryside – “Kyoto is gorgeous year-round, but visiting smaller towns in September lets you experience serene temples with less people around.”
READ NEXT: 10 spots to visit when travelling to Scotland in September
With fewer travelers, beautiful weather, and better prices, September is the perfect time to press pause and reconnect on a couple’s vacation. Where will you travel?
Don’t forget to take advantage of our September on Sale deals, giving you up to 15% off tours during one of the most popular months.