Where to go in January 2026 & 2027
Some holidays need planning well in advance. For example, if you want to stay in the best boutique hotels in Uruguay, at the best time of year, you need to book your trip about 12 months before the jet hits the runway. January is the time of year to go, so, for an utterly fab holiday, you should start thinking about it… well, now!
Of course, that’s just Uruguay.
Fleewinter offer holidays to more than 60 destinations (we have to pinch ourselves whenever we say that…) so we know where you should go, and when you should start thinking about it. Keep reading for our suggestions for January 2026 and 2027.
One of South America’s best kept secrets, Uruguay is at its most splendid in January. It is the height of summer here, so expect warm weather, clear blue skies and long days to make the most of exploring this hidden gem.
There is no better time to visit the whole country, from wine tasting in boutique wineries, horse riding in the countryside, visiting colonial towns and lazing on the beautiful beaches.
Yes there will be more visitors around, but the compromise is long days of sun and an intoxicating, lively atmosphere all around.
Uruguay is easy to travel, as there is no need for domestic flights and you can reach all the destinations by land. You can start in the west in the charming town of Colonia del Sacramento and the wineries of Carmelo, then a few nights in the lively capital and an extension at the end in either an estancia in the countryside or a luxury beach resort. No matter where you go, Uruguay is about slow travel and connecting with a charming culture and beautiful nature.
Our favourite itinerary for 2026 and 2027: The Best of Uruguay from £5,831pp based on 2 sharing
In January, it is the dry season offering optimal conditions for safaris. January is low season in Tanzania, which means fewer crowds and some good deals on accommodation. With its rich cultural heritage, warm hospitality and vibrant festivals, Tanzania is an ideal destination for an unforgettable start to the New Year. The Great Migration is on the move in search of good grasses for their young. Predator encounters are likely to happen, as January is calving season and big cats come to visit.
January is fairly warm in Tanzania, temperatures ranging between 26 to 30 degrees Celsius. The sun is up early, for about 10 hours on an average. You should pack light clothing, hats, lots of sunscreens and always have enough water bottles while on a day tour. Snorkelling and diving enthusiasts will also love travelling in January because of the outstanding water clarity of over 25 meters!
Tanzania is well up on the list of where to go in January 2026 – or if you’re looking to travel later in the year, here’s a guide on when to go to Tanzania
The perfect itinerary to witness the Great Migration: Serengeti Migration & Beach from £3,950pp based on 2 sharing
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Thailand is a perfect family holiday destination, with great weather and food, and loads to do.
Thailand is slap bang in the middle of it’s high season in January. Ideal weather, clear skies, mild temperatures and significantly less humidity than the month after the monsoons – perfect for exploring. Markets buzz (though we confess, they’re great fun to be in all year round) and the post–New Year lull means fewer crowds generally.
The islands offer calm, crystal-clear seas for snorkelling, while the cooler north is perfect for temple-hopping and jungle wandering – visit Chiang Mai in the north for rice paddies and Avatar-esque mountain ranges; or head south to the islands to swim, snorkel, dive or lounge on a quiet beach. Our favourite hotel has to be The Treehouse Villas on Koh Yao Noi – sleeping in a tree gives a serious sense of childhood joy, which pretty much captures the spirit of Thailand.
The perfect January itinerary: Thailand Island Hopper from £2,400pp based on 2 sharing
January unveils the essence of paradise in Barbados, a perfect blend of tropical warmth and tranquility. Marked by mild temperatures and reduced humidity, the climate is perfect for exploring. Dive into the crystalline waters of pristine beaches, discovering vibrant coral reefs beneath the surface.
For a bit of culture and buzz, extend your trip into early February take a trip to the Holetown Festival, where the island comes alive with jubilant parades and colourful events!
With fewer tourists, January offers a better connection with the island’s charm – from the historic streets of Bridgetown to the lush, green landscapes that characterise this Caribbean gem.
For a fun, uncomplicated beachy island break, have a peer through some of our ultimate Barbados Villas
Cuba in January promises a fusion of great weather and fabulous cultural encounters. It’s the dry season, so temperatures hover in the mid-20°s, providing the perfect climate to enjoy without frying.
Now bear in mind it is peak tourist season, so it’s advisable to plan in advance to secure the best accommodations and activities. Stroll through Havana’s historic streets, unwind on pristine beaches, sample every rum-based cocktail on the menu in the name of diligent research…!
Western & Central Cuba tour from £2,440pp based on 2 sharing
The climate in January makes it a great time to enjoy our Mexican Cocktail itinerary, which includes a dash of city, culture, mix in some ruins and it’s all finished with some beach time. Visit the bustling Mexico City and ruins of Teotihuacán and Xochimilco canals and Frida’s Blue House. From £4,800pp based on 2 sharing – for 18 days
In Oaxaca, eat your body weight in mole. You won’t regret it. Visit Sumidero Canyon, on your way to the mountain town of San Cristobal de la Casas (a Fleewinter fave!) explore stunning cobbled streets, churches, cafes and artisan markets.In colonial town of Valladolid visit Chichen Itza and cool off in cenotes. Finally, Akumal (known as the place of the turtles in Mayan) is perfect to relax on the beach for the end of your trip.
This is the January holiday that dreams are made of!
Holidays in January offer a welcome change of scene
Swap grey skies for warm coastlines, seek out quieter corners of popular destinations, and dive into something completely new. January is a month that rewards exploration.
As ever, if you’d like some thoughtful, first-hand guidance on shaping your trip, our team is always happy to help you make those plans feel effortless.
mail: escape@fleewinter.com
tel: 0207 112 0019
Or hit ‘request a quote’ !
