Luxury Holidays to Singapore
Where Tradition Meets Tomorrow in Perfect Balance
Japan is a country of contrasts—and nowhere is that more breathtaking than in Kyoto and Tokyo. One whispers of geishas and Zen gardens, the other pulses with skyscrapers and sushi bars.
Together, Kyoto and Tokyo form a twin-centre journey that feels like time travel—with every moment framed by hospitality, detail, and deep cultural resonance.
Awake & Wander crafts seamless luxury experiences across both cities: tea ceremonies in private gardens, Michelin-starred omakase in the clouds, bullet train journeys in first class, and five-star ryokan stays where the past still lives beautifully.
Japan doesn’t ask for attention—it earns it with quiet wonder.
A Small Selection of our Latest Offers to Singapore
These latest offers have been generated through our online booking system which is powered by our sister company , Jamie Wake Travel, and using our handpicked suppliers.
There will occasionally be times when offers will not show here. For example, where a destination may require more in-depth travel arrangements and will need to be tailor made by our team.
Prefer a more personal touch? We're always here to tailor your journey—simply get in touch and let us create the perfect luxury holiday to Singapore for you.
Seamless Arrival in Southeast Asia’s Luxury Capital
Singapore’s Changi Airport is regularly voted the world’s best—and it sets the tone for everything that follows. Awake & Wander arranges VIP arrival service, fast-track immigration, and private car transfers to your luxury hotel in Marina Bay, Sentosa, or the Colonial District. Singapore is also a gateway to Southeast Asia, with connections to Thailand, Indonesia, Vietnam and beyond. But before you go anywhere else, we’ll show you that Singapore deserves centre stage.
When to Visit Singapore for the Ultimate Experience
Singapore is a year-round destination, with temperatures hovering around 30°C and bursts of tropical rain that rarely last long. The city is built for comfort, with shaded walkways, efficient cooling and indoor–outdoor design. February to April offers drier skies and cultural festivals like Chinese New Year. July hosts the Great Singapore Sale, while September brings the F1 Night Race and cutting-edge art events. Whatever the month, Awake & Wander ensures your itinerary is balanced, cool, and completely customised.
The Top 4 Unforgettable Experiences and Things to Do in Singapore
Singapore is a city where the future is already here—but luxury still bows to heritage. These curated experiences highlight its most captivating contrasts.
1
Stay at Raffles with Afternoon Tea and Colonial Charm
There’s no more iconic stay than Raffles Hotel. Awake & Wander books the restored heritage suites, complete with butler service, marble bathrooms, and timeless glamour. Enjoy afternoon tea in the Grand Lobby, followed by a Singapore Sling in the historic Long Bar. It’s an experience that connects you to the city’s colonial past—wrapped in impeccable service.
2
Take a Private Art and Architecture Tour with a Local Expert
Singapore is a canvas of global and local creativity. Awake & Wander arranges private art tours with curators and historians, guiding you through Gillman Barracks, National Gallery Singapore, and independent studios in Tiong Bahru. Add a private visit to a Peranakan home, or a behind-the-scenes look at architectural marvels like the Jewel, Marina Bay Sands, or Parkroyal on Pickering.
3
Cruise the Bay at Sunset with Champagne Views
Board a private yacht or heritage bumboat for a cruise around Marina Bay, Sentosa, and the Southern Islands. As the city lights up, enjoy champagne and canapés while the skyline glows in every direction. For a full evening, pair the cruise with a private dining experience or stop at Lazarus Island for a secluded seafood dinner on the sand.
4
Indulge in a Culinary Journey from Hawkers to Haute
Singapore is a gastronomic playground. Awake & Wander curates culinary journeys that span from Michelin-starred hawker stalls to fine dining temples like Odette, Burnt Ends, or Les Amis. Enjoy a private cooking class with a Peranakan chef, a progressive dinner across multiple rooftops, or an exclusive seat at a hidden omakase bar.
Why Singapore Is the Smartest Luxury Stop in Asia
Singapore doesn’t shout—it impresses with quiet confidence. It’s the kind of place where airport lounges feel like hotels, hotel service feels intuitive, and the everyday feels elevated.
With Awake & Wander, Singapore becomes more than a city—it becomes a gateway to Southeast Asia’s future. Whether you stay two nights or ten, we’ll help you unlock the polished, peaceful, and profoundly luxurious side of Singapore that’s too often overlooked. Let’s show you why this city is not just a stopover—but a standout.
