Best places to go in September

Where to go in September?

September brings a refreshing shift in the travel season as sunny days linger, crowds thin and many destinations hit their most comfortable temperatures. Beaches stay inviting, cities feel more relaxed and natural landscapes from New England to the Rockies begin their gradual transformation into autumn. It is a month that blends the best of summer with the early hints of fall.

• Best places to go in the US
• Best places to go in Europe

Best places to go in the US in September

September offers cooler mornings, warm afternoons and a more relaxed pace across much of the country, making it an ideal time to enjoy beaches, national parks and romantic getaways without peak season crowds.

Best places for all-inclusive vacations in the US and nearby

September is a great month for all-inclusive vacations in popular destinations that combine warm weather with end-of-summer value.

• Las Vegas: Resort style amenities and warm desert sunshine make September perfect for pool days and laid-back, all-inclusive relaxation.

• Orlando: September’s warm weather and lighter theme park traffic pair well with all-inclusive resort stays.

• Cancun: Warm turquoise water and excellent resort facilities make September ideal for effortless beachside stays.

Top tip:

Many all-inclusive resorts offer early fall discounts in September before winter travel demand begins to rise.

Best places for couples to go in September

September’s milder weather and quieter atmosphere make it a standout month for romantic getaways across the US.

• Napa Valley: Harvest season begins in September. Pair warm evenings with stunning vineyard views and relaxed winery experiences.

• Charleston: Charming streets, pleasant weather and waterfront sunsets make September especially romantic.

• Bar Harbor: Early fall breezes and scenic walks in Acadia National Park create a peaceful, intimate coastal escape.

Top Tip:

Many wineries in Napa, historic homes in Charleston and boutique inns in Bar Harbor offer golden-hour experiences—from vineyard terrace tastings and private garden tours to quiet shoreline walks at sunset. These twilight moments are some of the most romantic of the season.

Best places to go in Europe in September

Warm seas, cultural festivals and perfect sightseeing weather

September is one of Europe’s most beautiful months. The Mediterranean stays warm enough for swimming, major cities cool down to ideal temperatures for exploring, and crowds ease just enough to enjoy a slower, more relaxed pace.

Greece

Late summer settles beautifully across Greece, with warm waters, quieter beaches and a welcoming rhythm throughout September.

• Crete: Beaches stay warm and lively, while inland villages offer peaceful early-fall charm.

• Corfu: The island's lush hills and sheltered coves are matched with comfortable September temperatures made for easy coastal exploring.

• Kos: Soft sandy beaches and gentle breezes make Kos a great choice for relaxed late-season swimming.

Top TIp:

Many islands begin offering small-group coastal hikes once temperatures cool slightly in September. Trails on Crete and Santorini are especially beautiful this time of year, with clear views and fewer visitors.

Italy

Italy eases into a vibrant late-summer/early-fall mood, blending warm September days with beautifully lit landscapes and cultural festivals.

• Tuscany: Rolling vineyards and harvest-season villages create ideal conditions for food-focused getaways.

• Naples: Cooler city streets make exploring its historic neighborhoods and coastal viewpoints especially enjoyable.

• Rome: Iconic landmarks feel more approachable in September with pleasant afternoons and lighter crowds.

Top TIp:

Early September marks the start of the grape harvest, and several regions open their vineyards for evening tastings and relaxed outdoor events. It’s one of the most atmospheric ways to experience Italy’s food and wine culture.

Portugal

Portugal glows under warm Atlantic sunshine in September, offering some of the best conditions for cultural trips and coastal wandering.

• Algarve: Calm seas and golden cliffs make this stretch of the southern Portugal coast ideal for late-season beach days.

• The Azores (Ponta Delgada): Mild temperatures and lush volcanic scenery create outstanding conditions for nature excursions.

• Madeira: September’s stable weather is perfect for panoramic levada walks and lingering at the island's viewpoints.

Top TIp:

Coastal towns along the Algarve and in Cascais run sunset boat trips in September when the Atlantic is at its calmest. Dolphins often swim close to shore this time of year, making late afternoon departures particularly memorable.