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Where to go on holiday in September

September is the time of year that allows "time"; time to relax and time to revel in the company of others. The autumn floral hues of narcissus, cyclamens and crocuses are pleasant companions on local walks and the sea water calls for you to take a dip, after being warmed throughout the summer months.

Holidays to Greece continue until the end of the month, and into October for most destinations, with the Cycladic islands as well as the island of Crete - ideal for a late sunshine holiday. September lends itself perfectly to fly-drive adventures, gastronomic breaks, outdoor pursuits across many of our destinations including Northern Portugal, Andalucia in Spain, Italy and Croatia.

Alternatively, September is an excellent time for a holiday in Brazil, marking the end of the dry season (May-September) with lower humidity, less rain, pleasant temperatures, ideal for exploring cities like Rio de Janeiro, visiting Iguacu Falls, or enjoying the beaches and lagoons of the Northeast. You can enjoy hiking, water sports and wildlife spotting in the Amazon.

Our destination specialists have highlighted some of their favourite destinations for travel in September. Do not hesitate to give us a call for further inspiration and to learn more from our first-hand experiences - Tel: 020 8568 4499.

 

Harvest time

September is the time of harvest. On Cyprus, the wine villages celebrate the offerings of the land and throughout the month a host of festivals take place: Galata food festival, the grape festival in Koilaniou, Lofou, Arsos and Koilani and the Pastelli festival in Anogyra. We also love the district of Subbetica in Andalucia and the wine estates of Sicily - there is nothing better than seeing the countryside alive with activity at this time of year.

To truly experience the countryside, why not cycle through Subbetica with our 7-night Cycling Holiday. Wedged between the magical southern Spanish cities of Córdoba and Granada, the Subbética is a tranquil rural wonderland of undulating olive groves, craggy mountains, limestone gorges, wildflower-filled pastures and thrillingly sited pueblos blancos (white villages). Go for a hike through one of Andalucía’s least-visited natural parks, bike along the unbelievably scenic Vía Verde del Aceite greenway, savour Spain’s finest olive oils while roaming authentic local tapas bars, or have a go at paddle-boarding, wild swimming or rafting.

Cyprus vineyard Cyprus vineyard
Cycling in Subbetica Cycling in Subbetica

Walking Holidays

As the heat of the summer season subsides, calm resumes across the Mediterranean. For walkers, along with the spring months, this is a wonderful time to explore Europe on foot. Below are some of our popular self-guided and guided walking holidays, with a pair of good boots and a route map to keep you company all our featured destinations reward those willing to take an amble and to open their senses to the natural world around them.

Crete

Our Active Crete’s Walking Holiday offers you the opportunity to walk in one of the most beautiful places of the Mediterranean but also to have enough time for other relaxing activities you choose yourself (swimming in the sea, reading a book by the hotel pool etc).

The 7 night itinerary consists of five mornings of long walks of medium difficulty lasting approximately 4.5-5.5 hours. These will take place in the hills, the valleys, the beaches, the town of Kissamos and the surrounding area, as well as going through traditional villages and little known Ancient sites. They are particularly beautiful in the Spring and Autumn with the abundance of flowers and plants. Each expedition starts at 9:00 am at the hotel and ends between 14:00 and 15:00 pm at the hotel. Each walk has regular rest stops.

Crete, Greece Crete, Greece

South Pelion

Our 7 Night walking holiday is based in Lafkos, a beautiful and laid back traditional medieval village in the heart of Pelion walking country.

Starting from the beach of Kato Gatzea beside the Pagasitic Gulf, the South Pelion Trail goes through the villages of Agios Georgios, Pinakates, Vizitsa, Milies, Neochori, Siki, Xinovrisi, Argalasti and Lafkos, ending at the seaside village of Platania at the Aegean Sea. Through the routes of the kalderimi visitors can discover all the hidden beauties of Pelion nature: flowers and trees are to be found in bloom all year round.

South Pelion, Greece South Pelion, Greece

Douro, Northern Portugal

Our 7 night walking holiday starts and ends in the UNESCO World Heritage city of Porto. You will take a scenic train ride along the Douro River to reach the natural border with Spain and journey through prehistoric lands to witness dramatic rock formations, endangered wildlife, historical villages and ancient cultures.This amazing journey of discovery takes you back in time to prehistoric lands where Paleolithic rock art has been discovered near the Douro and Côa Rivers. The dramatic cliffs and rock formations of the Douro International Natural Park are home to endangered birds like Egyptian vultures.

Stay on a working wine estate and olive farm while you explore the dramatic countryside, history and local traditions of the Douro International Natural Park. In the Côa Valley Archaeological Park, you will stay in a shepherding village and get to visit a local cheese producer. A highlight of the experience is a night visit to the Paleolithic rock art site on the banks of the Côa River.

Douro International Park, Northern Portugal Douro International Park, Northern Portugal

Island hopping in the Cyclades

September presents the perfect opportunity to embark on a 10-night island-hopping adventure within the breathtaking Cyclades archipelago. This unique holiday is meticulously crafted to showcase the distinct beauty and character of three major islands: Andros, Tinos, and Syros. This tailor made itinerary with all accommodation, transfers and ferries taken care of, ensures a seamless journey between these three contrasting destinations, offering a complete and unique perspective on the Cycladic Islands beyond the typical tourist trails.

Andros Andros
Tinos Tinos
Syros Syros

Croatia

Croatia is well known for its picturesque medieval towns and villages and for its pristine national parks. Our three centre itinerary combines two lesser visited coastal towns in central Dalmatia, Trogir and Sibenik, with the spectacular Krka National Park, fed by the Krka River, a water wonderland of waterfalls, blue green lakes, streams and lush flora. Distances between the two towns and the National Park are very manageable. The itinerary is particularly aimed at our clients who want to immerse themselves in one of Europe’s premier National Parks but with an eye to spending two nights in each of Trogir and Sibenik on the Adriatic coast at the start of the holiday, exploring these delightful old cities.

Trogir Trogir
Sibenik Sibenik
Krka National Park Krka National Park

Milan

Milan has much to offer from its fashion industry, urban appeal and famous cathedral, making it a great choice for a late summer, early autumn short break. Take a leisurely walk through exclusive shops whilst admiring the wealth of art and culture the city has to offer from its immense Gothic Cathedral (Duomo) to the church and Dominican convent (a UNESCO Site) of Santa Maria delle Grazie where you will find the masterpiece ‘The Last Supper’by Leonardo da Vinci - one of the world’s most important works of art.

Late summer/early autumn brings the change of colours in the foliage and cooler temperatures which are great for walking as Milan is flat and perfect for getting about on foot – although there is the metro, trams and buses that straddle the city.  

Stay at the 4-star superior De La Ville Hotel situated in the historic centre of Milan and within walking distance of the Gothic Cathedral and La Scala Opera house – two of the city’s iconic monuments.

Milan, Italy Milan, Italy

Brazil

Bursting life, rhythm, glorious food and bucket-list sites, Brazil is a destination like nowhere else. Our specialists have travelled all over this vibrant nation, and they’re here to help make your adventure just perfect.

Our 14 night Classic Brazil holiday aims to show off the country at its best. Your holiday begins in Rio de Janeiro, Corcovado and Sugar Loaf mountains then fly to Iguacú Falls and then on to explore the Amazon rainforest. Continue to exotic, African-influenced Salvador before spending time on the beach in Praia do Forte.

 

Christ the Redeemer, Rio de Janeiro Christ the Redeemer, Rio de Janeiro
Iguacu Falls, Brazil Iguacu Falls, Brazil
Salvador, Brazil Salvador, Brazil
Kellie Longhawn

By Kellie Longhawn

7th January 2026

Greece Crete Cyclades Andros The Pelion Italy Lombardy (Milan) Portugal Douro Brazil Amazon Brazil Iguacu Falls Rio De Janeiro Salvador Beach Holidays Active Holidays Tinos Syros Croatia

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Kellie Longhawn

Talk to our Assos expert

Kellie Longhawn
Kellie Longhawn

For those of you who have taken a holiday to Samos, you may have met Kellie who previously worked as our local representative from 2016. Kellie fell in love with Samos after visiting the island over 20 years ago and her passion for Samos and all the Greek islands continues. Kellie's career in the travel industry began as soon as she left school and over the past 29 years has worked for many UK travel companies as well as working as a tour representative in Mexico. Kellie is one of our many well-travelled destination experts whose passion and knowledge of Greece is invaluable as part of the Sunvil family.

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We promise that a member of our specialist reservation teams will reply personally to your holiday enquiry before 5.30pm if received before 12.00pm (Monday to Friday). Enquiries received after 12.00pm will be replied to within 24-hours (excluding Sundays).

If your enquiry is of an urgent nature, please telephone our dedicated reservation teams on the numbers listed below.

Our lines are open from 9.00am to 5.30pm Monday-Friday and from 9.30am to 4.30pm Saturday.

  • Greece: 020 8758 4758
  • Cyprus: 020 8758 4759
  • Portugal, the Azores, Spain, Italy, Sicily and Scandinavia: 020 8758 4722
  • Latin America: 020 8758 4774
  • Marketing: 020 8758 4731

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