Craving a little late summer sunshine? September in Greece is one of our favourite times to travel in the Mediterranean, and we are delighted to let you know that we still have pockets of availability for those seeking a late break. From hand-picked villas with private pools to the relaxed sociability of our beautiful boutique hideaway hotels, this is the month when everything seems to fall into place. Discover five reasons why September is the best month to visit Greece and start planning your escape.
Why September Holidays in Greece are Perfect
By September, the frenetic energy of high summer has ebbed away. Children are back at school, the midday heat softens, and the breeze carries a welcome freshness. Days still hover in the high 20s to low 30s, the sea remains blissfully warm for swimming, and the lighter air makes exploring coastal paths, villages, and harbours a joy.
It’s a time when Greece feels more generous, more open. Crowds have thinned, tavernas hum with easy conversation, and local owners have time to pause and share a story over a glass of wine. There’s no need for rigid planning or restaurant reservations — you can simply wander, swim, eat, and explore at your own pace. Beaches and coves are quieter, the sand cool enough to stroll barefoot, and boat trips, markets, and boutique shops are all the more enjoyable without the high-season crush.
This is why September is our favourite month to travel. And if you haven’t yet booked for September 2025, the good news is that we still have some availability. Below are a few of our favourite late-season villas and hotels across our dedicated Greek portfolio — each perfectly placed for an unforgettable end-of-summer escape.
Prices shown are the lowest available for September. For individual property details, please see the listings below or contact us for a personalised quotation.
All holidays can be arranged with or without flights, from your choice of UK regional airports. As always, every Discerning Collection holiday carries full financial protection via our Trust Account or ATOL (for packages including flights and accommodation).
Parga in September
Tucked away on Greece’s north-western coast, Parga is a pastel-hued harbour town with the charm of an Ionian island and the authenticity of the mainland. Once a Venetian port, today it remains blissfully unspoilt, its turquoise, gently shelving beaches ranking among the finest in the Ionian. Framed by pine-clad cliffs, lemon groves and olive-studded hills, Parga is often likened to Positano — a labyrinth of cobbled lanes, hillside tavernas and a castle with sweeping views towards Paxos and Corfu. By day, explore coves and ravines; by night, stroll the lively promenade where seafood suppers spill out beneath the stars.
Alboro Seaside Suites, Parga
Family-owned and crowned with a coveted position on Parga’s celebrated Valtos Beach, Alboro Seaside Suites is a laid-back boutique sanctuary with a barefoot-chic vibe. Small and intimate, it offers just eight beautifully designed suites (from summer 2025), blending soft neutrals, glass panels, and natural wood to frame sweeping views of the Ionian Sea. With a pool deck overlooking the water, a convivial beach house restaurant, and the warmth of genuine Greek hospitality, it’s a place where guests instantly feel at home — whether escaping for romance, travelling with friends, or sharing a relaxed retreat with family.
7 nights from £1,050 per person (including bed and breakfast, return airport transfers, and a complimentary esim with 3GB of data so you can get connected from the moment you arrive).
Apolis Villas & Suites, Parga
Set high on a peaceful hillside beneath ancient olive trees, Apolis Villas & Suites offers sweeping views over Parga, Valtos Beach and the Ionian Sea. This boutique collection combines six private-pool villas with three infinity pool suites, all blending fresh, modern interiors with traditional Greek architecture. Guests can enjoy breakfast on a panoramic terrace, relax by their own pool, or dip into Parga with the complimentary shuttle service. With a serene restaurant, thoughtful extras from bicycle hire to guided walks, and the warm attention of its owners, Apolis is a refined yet laid-back retreat for couples and families alike.
7 nights from £1,085 per person (including bed and breakfast, return airport transfers, and a complimentary esim with 3GB of data so you can get connected from the moment you arrive).
Irida Boutique Hotel, Parga
Effortlessly elegant and perched on a hillside above Parga, Irida Boutique Hotel combines dramatic Ionian views with warm, attentive service. Seventeen individually styled suites each feature a private balcony or terrace where an indulgent à la carte breakfast is served daily — the perfect start to a sunlit morning. With an infinity pool overlooking the Venetian castle and a chic bar and restaurant, this intimate retreat blends sophistication with laid-back charm, just a short stroll from Parga’s pastel-hued harbour and nearby beaches.
7 nights from £910 per person (including bed and breakfast, return airport transfers, and a complimentary esim with 3GB of data so you can get connected from the moment you arrive).
Crete in September
Crete, the largest and southernmost of the Greek islands, offers an extraordinary mix of history, landscapes, and year-round sunshine. Its vast coastline is lined with sandy beaches and hidden coves, while inland you’ll find mountain ranges, olive groves, and villages where time moves slowly. The island’s layered past — from Minoan palaces to Venetian fortresses — gives it a depth matched only by its warm hospitality and superb cuisine, drawn from the freshest local produce. Whether exploring the vibrant harbour town of Chania in the west or the serene bays of Elounda in the east, Crete is as diverse as it is beautiful, with space for both adventure and repose.
Cayo Exclusive Resort & Spa
Crete Perched above Mirabello Bay with sweeping views towards Spinalonga Island, Cayo Exclusive Resort & Spa is a design-led sanctuary that blends Cretan architecture with contemporary elegance. Each of its spacious pool suites has been meticulously styled, many with room for families as well as couples, and the resort unfolds with three pools, a private beach club, and a serene spa complete with Turkish bath. Dining is exceptional, with four restaurants sourcing seasonal produce from eco-friendly farms and the hotel’s own organic garden. Elegant, sustainable, and exquisitely run, Cayo offers both total relaxation and easy access to Plaka’s tavernas and the wider delights of Crete.
7 nights from £2025 per person (including bed and breakfast, return airport transfers, and a complimentary esim with 3GB of data so you can get connected from the moment you arrive).
Paralos Irini Mare, Crete
An oasis on Crete’s southern coast, Paralos Irini Mare blends authentic Cretan charm with sustainable sophistication. Just steps from the Blue Flag beach at Agia Galini, this family-run hotel is set among olive groves and fragrant gardens, with 150 rooms and suites, many offering private pools or sweeping sea views. Three semi-saltwater pools — including a Zen Zone enriched with magnesium — complement a farm-to-table dining philosophy that showcases the island’s rich flavours. Perfect for couples and families alike, it’s a place where Cretan hospitality, thoughtful design, and nature come together in harmony.
7 nights from £875 per person (including half board, return airport transfers, and a complimentary esim with 3GB of data so you can get connected from the moment you arrive).
Paralos Kosta Alimia, Crete
A contemporary beachfront sanctuary on Crete’s tranquil north coast, Paralos Kosta Alimia is an adults-friendly retreat (13+) where refined design meets soulful Cretan hospitality. Set along a private stretch of sand near Anissaras, its 152 rooms and suites range from rooftop doubles with hydromassage tubs to sea-facing suites with private pools and gazebos. Exceptional dining spans five à la carte restaurants showcasing local, seasonal produce, while wellness flows from the serene Kallisti Spa to daily yoga and Pilates classes. With infinity-edge pools, a beach club, and an elegant yet easygoing atmosphere, it’s a perfect blend of barefoot luxury and contemporary sophistication.
7 nights from £1,020 per person (including half board, return airport transfers, and a complimentary esim with 3GB of data so you can get connected from the moment you arrive).
St. Nicolas Bay Resort Hotel & Villas, Crete
A member of Small Luxury Hotels of the World, St. Nicolas Bay Resort blends boutique intimacy with the facilities of a five-star resort. Set on its own private sandy beach near Ágios Nikolaos, it offers stylish rooms, suites, and villas — many with heated seawater pools and sweeping views over Mirabello Bay. Guests can choose from five restaurants, ranging from fine dining to a traditional Cretan kafenion, and unwind at the Poseidon Spa with its extensive treatment menu and indoor pool. With infinity pools, a water sports centre, children’s club, cinema, and teens’ games room, it’s a refined yet welcoming retreat for both couples and families.
7 nights from £1,350 per person (including half board, return airport transfers, and a complimentary esim with 3GB of data so you can get connected from the moment you arrive).
Kefalonia in September
Kefalonia The largest of the Ionian Islands, Kefalonia is a place of soaring mountains, pine and cypress forests, and winding roads that tumble down to colourful harbour villages, hidden coves and some of the most photographed beaches in Greece. Its capital, Argostoli, hums with summer life, while the elegant harbour town of Fiscardo and the picture-perfect bay of Assos embody the island’s more tranquil side. Natural wonders abound too — from the mysterious underground waters that reappear at Melissani Lake to the dazzling turquoise sweep of Myrtos Beach. Loved by Lord Byron and treasured by modern travellers, Kefalonia is a blend of drama and serenity, where boutique hotels and private villas offer the perfect base to savour its beauty at your own pace.
Braunis Horio Villa Eutixia, Assos, Kefalonia
A romantic one-bedroom hideaway within the Braunis Horio collection, Villa Eutixia enjoys a hillside setting with spectacular sea views and its own private infinity pool. With a flower-filled terrace for al fresco dining and the tavernas of Assos just a short stroll away, it’s an idyllic retreat for couples seeking privacy and authentic Kefalonian charm.
7 nights from £2700 (price is for two guests including, return airport transfers, and a complimentary esim with 3GB of data so you can get connected from the moment you arrive).
Ready to experience Greece in September?
Whether you’re dreaming of a boutique hideaway in Parga, a design-led resort in Crete, or a romantic villa in Kefalonia, our team will help craft the perfect late-summer escape. Contact us today to begin planning your September holiday in Greece.
Call us: 01784 817720 or email: [email protected]
