October is one of the best vacation months where summer crowds fade, the light turns golden, and every destination reveals a unique seasonal charm. Whether you're seeking autumn blooms in city gardens, late-summer warmth on an island, or cultural festivals, October offers diverse experiences. Here are some of the best vacation ideas for October, featuring luxurious escapes from London to Tokyo, with a mix of coastal retreats, cultural cities, and tranquil getaways.
Tokyo, Japan
October is a wonderful time to visit Japan in autumn, the leaves begin turning yellow, summers' humidity fades, and city festivals fill the air. Wander through renewed neighbourhoods of Tokyo, explore seasonal markets in Asakusa, or head to the banks of the Sumida River for early autumn views beneath changing leaves.
Where to Stay in Tokyo?
Perched on floors 40–45 of the Tokyo Midtown Yaesu tower, Bvlgari Hotel Tokyo offers 98 luxurious rooms and suites combining Italian design with Japanese minimalism. The hotel features marquee dining: Il Ristorante – Niko Romito serves fine Italian cuisine, Sushi Hōseki offers an intimate omakase experience, and The Bvlgari Bar/Lounge and Bvlgari Dolci complete the culinary offerings.
The Bvlgari Spa provides high-end wellness rituals, and guests can enjoy an indoor pool, a fitness center, and serene views over the Imperial Palace and Tokyo Bay. Its central Chūō location makes it an exclusive base for exploring Tokyo's autumn charm.
Comporta, Portugal
Comporta offers a peaceful, late-summer vibe in October with sunny days, calm seas, and fewer crowds. Its wide beaches, rice fields, and pine-framed dunes provide a serene contrast to nearby Lisbon’s lively cultural scene. Spend sleepy mornings in untouched nature, afternoons exploring Lisbon’s Alfama and Baixa, and evenings savouring fresh seafood by the Duoro.Where to Stay in Comporta?
JNcQUOI Comporta sits within a 164-hectare coastal nature reserve and includes a dedicated 700-meter wooden-decked beach club where guests can unwind in privacy. The resort is anchored by the Clubhouse, a dynamic lifestyle hub with three restaurants and a fashion outpost called the Fashion Clinic.
Accommodations include exquisitely designed spaces like the Deli Suite Comporta, a two-bedroom suite blending luxury with local charm, and the secluded Arrozais Suite, set among rice fields. JPDemeyer-designed villas, such as the Villa Pavilion, offer architectural elegance nestled in the dunes. It’s an evocative choice for the best places to visit in autumn to unwind by the beach with understated sophistication.

London, UK
London in October transitions into a refined autumn haven. The city’s parks like Hyde Park and St James's, don golden foliage, and crisp mornings invite cafe strolls. Theatre season kicks off, galleries open new exhibitions, and historic sites like the Tower of London and Westminster glow under softer light. It’s a perfect time to explore convivial neighbourhoods over a lazy breakfast or relaxed brunch.
Where to Stay in London?
Opening on 1 September 2025, The Chancery Rosewood is London’s newest luxury gem, housed in the iconic former US Embassy at Grosvenor Square. This all-suite property boasts 144 spacious suites designed by Joseph Dirand, blending bold art-filled interiors with elegant residential comfort. Guests enjoy flexible check-in/check-out, butler service for suites, and curated art programming across eight restaurants and bars.
The hotel also features a striking public presence with a ballroom and the vibrant Serra brasserie. Cultural curation is key here: expect art concierge services, immersive creative experiences, and a design legacy shaped by Sir David Chipperfield’s architectural restoration. It’s an ideal base for exploring the best places to visit in autumn in London while indulging in metropolitan luxury.
Kea Island, Greece
Late summer lingers into October on Kéa Island. Nestled just a speedboat ride from Athens, the island offers barefoot days, olive groves, and crystal waters in a quiet, green Cycladic setting—perfect for slow travel and lingering seaside strolls.Where to Stay in Kea Island?
One&Only Kéa Island, which opened in spring 2024, is a cliff-top all-villa resort perched in a 65-hectare beachfront setting. Each villa comes with a private infinity pool, terraces overlooking the Aegean, and contemporary design in harmony with the island’s natural contours. A secluded 100-metre sandy bay, elevated Greek cuisine, wellness experiences, and cultural excursions offer an authentic Mediterranean escape.
The resort captures the best blend of exclusivity and landscape, offering curated programs to immerse guests in Cycladic traditions that are ideal for those seeking top luxury beach resorts in Mediterranean climates and lingering late summer warmth well into autumn.

Turks & Caicos, Carribean
For those chasing the sun, Turks & Caicos offers turquoise seas, soft white sand, and October warmth that feels like a luxury reward. It’s a top-tier choice among best vacation ideas for October, perfect for escapists seeking quiet tropical bliss.
Where to Stay in Turks & Caicos?
Set within a nature reserve on Providenciales’ west coast, Amanyara is a secluded resort of pavilion-style villas fronting a pristine, untouched beach along Northwest Point Marine National Park. Each pavilion is designed with minimalistic elegance, arrayed around volcanic-rock-lined infinity pools. The resort offers a holistic spa, yoga sala, Pilates studio, and spa pavilions over reflecting pools.
Various activities at the resort include snorkeling, paddleboarding, and exploring coral reefs, a perfect balance of adventure and Zen, making Amanyara a standout among luxurious October escapes in the Caribbean.
Munich, Germany
Munich in October ushers in cultural richness with autumn light softens its grand squares, museum exhibits and performances light up the season, and riverwalks along the Isar are particularly beautiful. Hosting the famous Oktoberfest, the city exudes tradition everywhere with its architecture, art and culture.Where to Stay in Munich?
Set in Old Town within restored historic bank buildings, Rosewood Munich offers a refined blend of Baroque grandeur and contemporary touches. The hotel comprises 73 rooms, 59 expansive suites, and five regal “houses”, some with kitchens and full living rooms, furnished in local artisan pieces. Bathrooms feature bespoke AXOR fittings with marble and oak accents.
On-site, guests can dine in Brasserie Cuvilliés for modern takes on Bavarian classics, enjoy live jazz at Bar Montez, and relax in the Asaya Spa with an indoor pool, herbal steam room, sauna, and holistic treatments. Family services, fitness facilities, and thoughtful personal touches complete the experience.

———
October offers an incredible palette of luxury travel options worldwide, from crisp cityscapes in London and Munich to warm island hideaways in the Mediterranean and Caribbean, and the cultural vibrancy of Tokyo and Comporta. Each destination pairs seasonal charm with exceptional hospitality. Whether you’re after the best places to visit in autumn or a serene October beach retreat, these carefully curated stays promise unforgettable experiences and refined relaxation.

