The Singapore + Malaysia Experience

Singapore + Langkawi

There aren’t very many places in the world where you can drink in magnificent city views from the world’s highest infinity pool, relax during a deluxe 5-hour spa treatment, and sail on a private catamaran with your crew, poppin’ bottles aboard.

Experience the most stunning city views from the world’s highest infinity pool at the Marina Bay Sands hotel in Singapore, where our trip highlights include an intimate gourmet welcome dinner, a day tour of the city, and private dinner on the Singapore Flyer.  Our journey continues in Langkawi, an island off the coast of Malaysia, where we will indulge in the luxury of the St. Regis Langkawi hotel; allow St. Regis’ signature butler service to cater to your every need while taking in the sights and sounds of this Malaysian oasis.  A deluxe 5-hour spa treatment, private yacht cruise around the islands, and Up in the Air Life signature Farewell Dinner will wrap up our tour.

Do you feel that? It’s your body thanking you after the 5-hour luxury spa treatment, where you’ll enjoy traditional Singaporean massages as you sip bubbly in a rose petal-filled bath. It’s the self-care you deserve and what you’ve worked so hard for. It’s exactly what the doctor ordered.

And you didn’t come snatched for nothin’! The pics you will snap of your melanin poppin’ pool side, at this over-the-top location drinking in the stunning city skyline will be enough to stunt on the haters and shut down the ‘Gram.

Whether you are living it up in your 5-star hotel room, dining in the sky on the Singapore flyer, or sailing with your crew on a Catamaran around Singapore, you’ll feel blessed to experience the unrivalled scenery of this exotic Asian destination.

Priceless moments with new friends, Instagram-worthy snaps, and high-class relaxation await you on your Up in the Air Life journey through Singapore and Malaysia.

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Here's your trip at a glance.

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From exploring this luxe modern city to chilling at one of the world's luxurious beachfront resorts, this trip offers a wide variety of scenery (and selfie) opportunities. You will be able to check must-see sites like Singapore’s central area and Super Trees Garden, the Marina By Sands Hotel, the Altitude Bar, the Singapore Flyer, and Chinatown off your bucket list.

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This trip is your chance to be classy, bougie, and a little ratchet. From dining on food created by the finest chefs and being pampered at a once-in-a-life-time luxe spa retreat, to sailing with your crew, poppin’ bottles and experiencing the full spectrum of Asia’s multifaceted culture, this trip has it all.

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Our accommodations are so over-the-top. After a long day blowing up your senses and enjoying the finer things in life, let the butler service cater to all your needs as you relax in ultimate luxury at world-class hotels. Imagine pouring a drink as you enjoy the panoramic views from your ultra-luxe room. Take a dip in the oasis-like pools or take a stroll on the beachfront - with private access. Only the best for Lifers!

Explore the day-by-day itinerary.



Day 1

Welcome to Singapore!

We’ll meet you at the airport, and then transfer you to Marina Bay Sands hotel.  

Imagine yourself at the floor-to-ceiling windows of your 5-star hotel room, drinking in magnificent views of Singapore’s glittering city district or picture-perfect Gardens by the Bay. 

Or swimming in the world’s highest and longest infinity pool with its unrivalled panoramic views – a once-in-a-lifetime experience available exclusively to guests of Marina Bay Sands hotel. You don’t have to keep imagining — you’re here!  

Tonight we will enjoy a Welcome dinner at a renowned restaurant in Singapore. 

In true Up in the Air Life fashion our dinner is paired with bubbly and wine.

Day 2

Rise and shine!

Enjoy your first morning and scrumptious breakfast at the hotel then join us on the 57th floor of Marina Bay Sands for a fun-filled day at the infinity pool.

Take a dip and snap IG-worthy photos with the stunning city skyline in the background.

After your swim, stretch out to sunbathe on a luxurious poolside lounger or relax in the shade of a palm tree while you sip cocktails and relax.

In the afternoon, you can head to a world-class spa and indulge in a spa treatment at your leisure followed by dining at Singapore’s famous Chili Crab Restaurant.

For those longing for a night out in Singapore, you can end the night at an amazing rooftop.

Let’s soak up the views and sip the night away! The first round is on us.

Day 3

After a sumptuous breakfast at the hotel, we’ll enjoy a walking tour to explore Singapore’s famous Super Trees. The “Gardens,” as they call it, is undeniably one of the best urban designs in the world. It is an excellent spot for taking stunning photos of you enjoying your best life as you explore Singapore.

This afternoon it’s time to tantalize your palate by tasting the culinary delights of Singapore’s local flavors.

On the Hawker Foodie Tour, we bring out local hawker heroes’ stories, passion, and grit. By combining behind-the-scenes experiences and stories from the guide, you will appreciate the spirit and sweat hawkers put in to deliver the everyday dishes locals enjoy.

Go where the real stuff happens and jump from stall to stall to learn about traditions and old-school delicacies you may have heard of before.

Enjoy an evening on your own. We suggest you do a fancy dinner at the Aquarium – we’ll handle reservations for you.

Day 4

Singapore’s got it all, and when you’ve got a day off, it’s time to add some Black Girl Magic to it!

Take a tour of Old India, where you’ll be immersed in the vibrant culture and history.

Taste some legit Indian grub and learn all about the local customs and traditions.

Feeling like a culinary queen? Sign up for a cooking class and whip up some authentic Singaporean dishes with a local chef.

And don’t forget about some retail therapy at the flyest malls and markets.

Finally, end the day with a bang and join us for a bubbly dinner high above the city in a private cable car cabin on the iconic Singapore Flyer, 100 meters above sea level. It’s the perfect way to cap off an unforgettable day!

Day 5

Welcome to Langkawi, the underrated Malaysian gem that’s the perfect getaway from all that city noise.

Get ready to be pampered like the queen and king you are at The St. Regis Langkawi, the finest address on the island.

Your personal butler will be waiting for you to make sure you feel right at home in this 5-star luxury resort that’s all about sophisticated island living.

Surrounded by centuries-old rainforest and the sparkling Andaman Sea, The St. Regis Langkawi is the definition of a luxurious beachfront resort.

Get your taste buds ready for some serious pampering too, with exquisite masterpieces whipped up by our team of rockstar chefs.

At The St. Regis Langkawi, we’re all about giving you nothing but the best.

Take a stroll around the resort and get your chill on before we welcome you to the beachside for a dinner that’ll make you feel like royalty.

Day 6

It’s time to take a break from the hustle and bustle and indulge in some serious luxury at the Langkawi St. Regis Resort.

Get ready for the ultimate Black Magic day off as you choose!

Indulge at the spa for some major pampering and one treatment is on us.

We’ll be treated like the kings and queens we are that’ll have us feeling like we’re on cloud nine.

Lounge by the pool, stroll through the lush gardens, or hit up the beach for some serious sun and sea vibes.

If you’d like to get out and Go-Go-Go we have an optional tour to check out the historic sites in town.

Day 7

Get ready for the ultimate tropical experience!

We’re heading out on a private sailing trip along the white sandy beaches of Pulau Dayang Bunting or Pulau Singa.

We’ll soak up those good vibes, relax surrounded by colorful wildlife and breathtaking scenery.

We’ll set sail from Langkawi on a luxury yacht and cruise for two hours over crystal blue waters, taking in the sights of archipelagos, birds, and fish.

On the ship, we’ll enjoy a barbecue lunch with unlimited beer, cocktails, wine, and soft drinks, all while chilling against the stunning natural landscape.

When we reach one of Langkawi’s islands, it’s time to explore the beaches, spot wildlife, and hike through the jungles.

Or, just soak up some sun and enjoy the tropical paradise.

Finally, we’ll sail back to Pulau Langkawi on our luxury yacht. This is the ultimate escape, and we can’t wait to experience it together!

Day 8

Enjoy your last morning in the hotel with another scrumptious breakfast, and say your goodbyes to your new friends!

Check out at the hotel and get whisked away by your private transfer to the airport where you will head home or onwards to your next adventure.

No matter where you travel, our standards are the same.


Connect with amazing people.

We provide the opportunity to make friendships with people who share your worldview and won't ask why you wear a bonnet to sleep.

Experience attentive
and authentic hospitality.

Not only is the staff of Up in the Air Life dedicated to making sure your trip is flawlessly executed, but we are also intentional about choosing locales and vendors who celebrate Black travelers.

Be pampered with only the best.

There is no need to take a break from your baller lifestyle when you travel with us. Our lodging, excursions, and dining are pure luxury.

Feel safe and secure.

Our experienced American guides and well-maintained local relationships mean that you will have peace of mind when you travel with us.

Say "goodbye" to FOMO.

Our trips are anything but basic. While we make sure you see well-known main attractions, we also develop itineraries that will give you unique stories to share with your friends back home.


The Singapore + Malaysia Experience

What is included:

Our trips get you close to that Beyoncé-on-a-boat lifestyle. Let us handle your travel style glow up.

  • Up In The Air Life On-site Tour Leader
  • A Bon Voyage Group Video Call to review your trip live with the Up in the Air Life Team
  • Concierge Support before your trip to assist you in Upgrading Your Room and Booking Optional Tours
  • Concierge Support before your trip to book your spa appointments
  • Concierge Support before your trip to book your restaurant reservations
  • Up in the Air Life Private Concierge Chat during your trip for dining/spa reservations and more
  • 4 nights stay at the Marina Bay Sands in Singapore
  • 3 nights stay at the St. Regis Langkawi Hotel
  • A celebratory Bubbly Toast to kick off our trip
  • Daily Breakfast at the Hotel
  • Welcome Multi-Course Dinner paired with wine
  • A multi-course Dinner at a Local Restaurant
  • Walking Tour of Gardens Bay
  • Super Tree Walking Tour
  • Private Singapore Cable Car Experience
  • Private Hawker Foodie Tour
  • Intra-country flight to Malaysia
  • One Massage Spa Treatment
  • Beachside Multi-Course Dinner
  • Farewell Private Catamaran Sail with Lunch
  • Transportation to all hosted activities
  • VIP meet + greet and private airport transfers
  • Personalized hand-selected gifts in your Swag bag

What is not included:

We take care of all the details on your itinerary once you land. If you want to further personalize your experience, go off!

  • Round-trip airfare to and from the destination
  • Travel Medical Insurance Insurance (Please note this is required to attend the trip.)
  • Room Upgrades are available for purchase after booking
  • Optional tours are available for purchase after booking
  • Tips for Tour Leader, Guides and Drivers
  • Passport or Visa Processing Fees
  • Your passport must be valid for at least 6 months from the time of travel with at least 2 free visa pages.
  • Expenses for vaccines that may be required

Can you envision yourself on this trip?

Download "The Singapore + Malaysia Experience" trip brochure and keep it handy as you continue to explore, or take the plunge and book now.