When people ask me where I want to go next, it’s always an impossible question. For most, my honest answer;“everywhere!” just won’t do. Almost as tricky is when someone asks where they should travel next. Without knowing why you’re travelling, how you like to travel, and what you hope to discover, I can only share ideas and see what sparks your curiosity.
That’s exactly why my personalised planning consultations mean so much to me. Getting to know you, your dreams, your travel style and your resources is a joy. Together, we can shape your best-ever journey, not just any old trip.
But with that in mind, and with the summer heat reminding many of us to look ahead, I thought I’d share a few destinations that I think are especially interesting this coming winter. Rather than the usual list of Christmas markets, Moroccan sunshine or popular ski spots, I hope these ideas feel a little more thoughtful and help you reflect on what you really want from your next adventure.
Even if none of these are your perfect match, sometimes reading about a place is enough to help us understand what we’re really looking for. So here’s a handful to get your ideas flowing.
1️⃣ For Exploring in Comfort - The Indian Pacific Rail Journey, Australia
Australia is at its best when the northern hemisphere is wrapped in winter and those long holiday breaks over Christmas and New Year are ideal for a longer adventure.
While you could easily spend weeks exploring Australia’s beaches, cities, wilderness, wine country and wildlife, I think a unique way to travel here is by train, and the Indian Pacific is something special.
In five days, you’ll glide in comfort from Perth to Sydney (or vice-versa), balancing elegant relaxation on board with intimate off-train explorations along the way. Fine dining, a good drink in hand, and a comfortable bed on a moving train; it’s the definition of travel at the perfect pace.
If you can travel after Christmas, January and February are ideal; you’ll often find better availability and lower airfares. And if you’re in Melbourne in late January, you might even catch the Australian Open.
Alex’s personal tip: I’ve often spent Christmas somewhere in Asia before dropping into Australia for New Year. It breaks up the long flight nicely, saves on airfares, and squeezes even more exploration into one journey.
2️⃣ For Somewhere Off the Beaten Track - Puducherry, India
If you’re drawn to places with layered stories, Puducherry might catch your eye. This former French colonial outpost on India’s southeast coast flaunts its historic charm in pastel shades and tree-lined streets.
Wander the White Town and you’ll find colonial architecture, 18th-century churches nestled among mostly Hindu neighbourhoods, and locals play pétanque by the sea. It’s not a place for typical beach lounging — the original sands were lost when the harbour was built — but new projects are rebuilding the beachfront using artificial reefs.
Come here for the art, the fusion culture, the experimental artists and warm southern hospitality but not for five-star resorts (you won’t find any!). January onwards is best, once the monsoon rains ease off.
Alex’s personal tip: Extend your time with a detour north through Chhattisgarh or Odisha for a glimpse of rural India that few visitors see.
3️⃣ For Wildlife - A Green Season Safari in Botswana
December marks the start of the rainy season in Botswana, but here, that’s part of the magic. The fresh rains bring the grazers out in force, which in turn attracts predators. Expect to see hyenas, leopards, and the region’s famous black-maned lions.
Above, many birds are dressed in their most spectacular breeding plumage. And while the rains can make travel trickier, they also keep crowds lower and prices a little kinder. Daylight stretches longer too.
If you’d like to add a touch of indulgence, Botswana’s lodges offer extraordinary comforts: fine dining, elegant swimming areas and the chance to watch wildlife at all hours.
We work with trusted partners on the ground who can help craft an itinerary that suits your style; something I especially recommend if it’s your first safari.
4️⃣ For Quiet Relaxation - Anguilla
I know, the Caribbean hardly feels surprising. But hear me out. Anguilla stays pleasantly under the radar compared to its busier neighbours, making it a lovely choice if you’re craving soft white sands and clear turquoise water without the bigger crowds.
Here you’ll find a mix of boutique resorts and smaller guesthouses, friendly locals, and a laid-back vibe that feels more authentic than some larger islands. Dive among colourful reefs, hop on a small boat to Prickly Pear island, or just drift from one beach shack to the next.
Alex’s personal tip: January is still peak season, so book early and plan your flights carefully, as direct connections can be limited. The island’s slower pace is worth the extra steps.
5️⃣ For a Winter Wonderland - Chubu, Japan
It wouldn’t feel right to skip a cold-weather choice, so here’s a special one for you.
Central Honshu’s Chubu region is beautiful year-round, but once the December rush fades, its historic towns and villages take on a peaceful, snow-dusted charm. Think traditional wooden houses, quiet castles, and temples blanketed in white.
Of course, you can ski, snowboard or snowshoe, but you’ll also find winter hikes, tranquil sightseeing, and steaming onsen baths to warm you back up afterwards. A glass of warm sake never hurts either.
Prices here can feel higher than other regions, especially for local food, but it’s worth it for the serene atmosphere and gentle pace. Chubu sits perfectly between Tokyo and Kyoto, so why not weave it into a longer journey?
Where next?
Of course, this list barely scratches the surface. I could go on forever about Europe, South America or even Antarctica as ideal destinations during the northern-hemisphere winter. But I hope this has sparked a few ideas, or at least reminded you of what matters most when you plan your next journey.
When you’re ready to plan in detail, whether it’s somewhere distant and daring or closer to the path well-travelled, I’d love to help you craft something personal and meaningful. Just reach out to me through my itinerary curation service.
Or, if you already know exactly where you’d like to go and you’re ready to book, take a look at Best Ever Journeys for an elevated experience, carefully arranged.