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Discover Tailor-Made Singapore Vacations

A city where striking skylines, lush gardens, and heritage blend seamlessly

Many travellers pass through Singapore, one of the world’s great centres of finance and commerce, on either a business trip or a stopover, but the innovative city-state at the southern tip of the Malay Peninsula is well worth devoting a full vacation to. Boasting an eclectic mix of world-class architecture, well-preserved heritage neighbourhoods, lush tropical gardens, and an amazing food scene.

Featured Highlights

  • Touring Singapore’s Muslim Quarter, Kampong Glam, by Vespa Sidecar
  • Feasting through the city’s hawker stalls on a private food tour
  • Cruising the Singapore River by night with the lights of Marina Bay ablaze
  • Exploring the iconic Supertrees and Flower Dome of Gardens by the Bay
  • Lounging on a white-sand beach on nearby Sentosa Island
Explore Trip Ideas to Singapore

Featured Singapore Trip Ideas

Discover the Lion City’s pulse through its flavours, stories, and skyline

Many travellers pass through Singapore, one of the world’s great centres of finance and commerce, on either a business trip or a stopover, but the innovative city-state at the southern tip of the Malay Peninsula is well worth devoting a full vacation to. Boasting an eclectic mix of world-class architecture, well-preserved heritage neighbourhoods, lush tropical gardens, and an amazing food scene, Singapore may be much smaller than its Southeast Asian neighbours, but it’s packed with exciting things to see and do. 

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Most Popular Vacations

The Old Hill Street Police Station at night, building with colorful windows
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Classic Singapore & Bali

Bali, Sanur, Uluwatu Temple, Ubud, Singapore, and Gardens by the Bay
Explore the lively cultures of Singapore and the breathtaking beauty of Bali during this adventure. Enjoy markets, temples, and stunning beaches in a tropical paradise.
10 days
From C$2,897/p.p.
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Custom Groups of 10+

Jatiluwih Rice terraces
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Singapore & Bali: City Lights & Island Nights

Bali, Kuta, Uluwatu Temple, Singapore, and Gardens by the Bay
Discover the culture of Singapore and the tranquil beauty of Bali on this luxurious group escape, featuring iconic sights, unique experiences, and serene resort relaxation.
10 days
From C$4,699/p.p.
Request a Quote
Singapore skyline cityscape at night.
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Malaysian Connector: Singapore to Kuala Lumpur

Kuala Lumpur, Petronas Twin Towers, and Malacca
Journey overland from Singapore into Malaysia on this private-guided tour, discovering cultural treasures, lush landscapes, and vibrant city life.
4 days
From C$1,747/p.p.
Request a Quote
Merlion Park, Singapore
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Singapore Escape

Singapore and Gardens by the Bay
Dive into the tapestry of Singapore on this getaway. Explore bustling neighborhoods, enjoy a Chinatown night out, and savor the unique Perenakan cuisine.
5 days
From C$1,876/p.p.
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Marina Bay, Singapore
+1

Singapore & Sentosa Island Discovery

Singapore and Gardens by the Bay
Uncover Singapore's dynamic fusion of tradition and modernity, exploring neighborhoods and iconic sights, then unwind on Sentosa Island's sun-kissed beaches.
6 days
From C$2,233/p.p.
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Explore All Singapore Trip Ideas

What do Goway's travellers say?

Singapore landmark city skyline, with iconic three tower Marina Bay Sands, during sunrise
Hello,
Hello, I want to take the time to express the gratitude felt from working with Paula Polachek on my Thailand Trip #1075336. My group arrived back home Sunday, November 16, 2025. The trip was absolutely AMAZING!! I had a group of 24. Everyone totally ENJOYED! Everything went off perfectly. No hiccups. The Thailand experience was PHENOMENAL!! I love working with GOWAY. They provide SUPERB service!! Outstanding!! They are the BEST. I will always work with GOWAY with all my international trips. The tour guides were knowledgeable & informative. The hotels were wonderful. The tours were breathtaking. The total service from the time we got on the airplanes, to the coach buses, hotels, tours, & back to the airport was awesome. No problems at all!!! PERFECT!!! Thank you, GOWAY!! You provide professional outstanding services. Drusilla Brewer KHM Travel
Dru Brewer
Customized trip to Japan met and exceeded all our expectations
We recently got back from an amazing two-week trip to Japan with a customized itinerary to several cities from Goway. Everything from the welcome and airport transfers, to the hotel bookings, private guides and JR train travel passes worked smoothly and as expected. Maria Spitman was our destination specialist and she was very patient with my questions and helpful guiding me through the trip planning process and booking phase. Her insights and tips in the weeks before the trip were also very useful. She also made sure that my accessibility issues were noted ahead of time, so that the guides would be aware and could help me still enjoy the full experience. Before working with Goway, I was finding trip planning to Japan to be overwhelming due to the many sights and attractions, worried about my more recent mobility issues, and not being familiar with their transportation system. Maria made it possible to customize what we wanted to see and needed all within our budget. I highly recommend using Goway and Maria as your travel specialist.
Maria Flores
First Time Travel Advisors using Go-Way
We are Isaiah and Deborah, franchise owners of Cruise Planners. We’ve been in the travel industry for over 21 years, but until recently, we hadn’t had the opportunity to work with GoWay Travel. From the start, our experience with Nerea has been absolutely outstanding. Initially, I was a bit hesitant because I wasn’t completely familiar with GoWay’s process. However, once Nerea guided me through everything and reassured me that it would all come together smoothly, we were able to stay on track for a fantastic result. Our first group just returned from their trip to Dubai, and the only complaint we received was that the trip was too short! The group had an incredible time—they loved the itinerary, the accommodations, the food, and the transportation. What makes this even more impressive is that I, as their travel advisor, didn’t travel with them. That’s how you know the trip was exceptionally well planned. I didn’t receive a single call from clients while they were away, and everyone came back happy and eager to book again in the future. I’ll definitely be planning more trips to Dubai—and beyond—with Nerea and the GoWay team. They are a reliable and experienced company that truly understands how to design seamless group travel experiences. A huge thank-you to Nerea, Leanne (our financial contact at GoWay), and the entire team. We sincerely appreciate your professionalism and support, and we look forward to collaborating on many more successful group trips in the future. All the best, Isaiah and Deborah
Isaiah Banks
You were attentive to our needs and…
You were attentive to our needs and provided the trip of a lifetime. So many logistical things to work out on a trip that's more than four weeks long. Our expectations were met! Thank you, Maria, we look forward to working with you again.
Rick Levinson
Professional, Very accurate and on point!
The trip was great! We were able to see and do the things we had on our bucket list doing the trip. The sale group coordinator listened to everything we had requested. Which really pleased everyone in the group. I loved working with Christine Ji, she understood our needs and met them with high standards. I would definitely use Christine ji, again for our future group travel.
Carl T Brown
Had a great experience booking a trip…
Had a great experience booking a trip to Dubai and Maldives for a group of 14!! There were no issues and we had a great time. The communication of the Goway team is top notch. I worked with Taha Colombowala.
Sophia
I've worked with Goway Travel as a…Travel Advisor
I've worked with Goway Travel as a Travel Advisor for several years now and they always deliver on their vacation packages. I've sent families/social groups to Italy, Portugal, Dubai, Tanzania and recently Bali and all of the trips have been AMAZING! From beginning to end, they are very detailed in explaining everything to you for your clients and NEVER fail in fully executing the vacation plans as planned. They are my go to for excellent luxury service abroad. I highly recommend their services!
Joytrice Mack
Shout out to Heshan
Heshan truly stands out as the top in the business! He's incredibly efficient, dedicated, professional, and genuinely kind. We’re beyond grateful to have him as our partner!
Terrah Van Meter
Life-changing experiences
This is the second group trip to Tokyo I've booked with Goway. Both times, the travelers were amazed by all they saw and did during their vacation. Paula at Goway did an incredible job lining up all the moving pieces and finding unique opportunities for engagement.
Christy Hughlett Johnson
We just came back from a 3 week trip to…
We just came back from a 3 week trip to Japan! I had an idea of things I wanted to see and do and the thought of planning this trip completely overwhelmed me! Harpreet did a fantastic job of planning the hotels, travel between cities, and tours! It was a memorable trip that created wonderful family memories!
Jennifer Johnson
Travel Information about Singapore

Get to know Singapore before you go.

Best Time To Visit

Situated slightly more than one degree from the equator, Singapore enjoys a tropical summer feel all year round with almost daily predictions of rain. These showers are generally short-lived, though, and rarely interfere with daily plans.

“In Singapore, locals will say that the rain will just pass through, which is true enough,” says Destination Specialist Marieflor Tanefelix. “Once, I recall, it was bright and sunny through my living room window but raining through my kitchen window.”

As a year-round destination, hotel and other prices are governed more by special events than by seasonal changes. Annual cultural celebrations such as Chinese New Year, Hari Raya, and Holi can drive up travel costs, as might the school holidays in June and July. Special events such as Singapore National Day on August 9 and the Formula One races can also drive demand for rooms.

For more on when to book your Singapore journey, consult our guide on the Best Time to Visit.

Learn More About the Best Time to Visit Singapore

What do the experts say?

Lawrence Ferrer

Lawrence Ferrer

Destination Specialist
Learn More About This Expert
I'd say that there is no bad time to visit Singapore, you just need to be ready to spend since they are considered at their peak all-year-round. Best times to visit will depend on the purpose of the trip - if you're in for a festive feels, then traveling closer to Lunar New year, Singapore National Day, Christmas and New Year would be great. Though weather may be a challenge in between.
Learn More About This Expert
Lawrence Ferrer

Lawrence Ferrer

Destination Specialist
Learn More About This Expert
Singapore has become a Foodie Epicenter because of the great cuisine diversity that they have. They have almost everything when it comes to food - from local to Malay to Chinese to Indian. You can even find Michelin restaurants in Hawker centers - if the queue is long, the food is good!
Marieflor Tanfelix

Marieflor Tanfelix

Team Lead
Learn More About This Expert
a top event to experience is Lunar New Year where Chinatown would be filled with colorful decorations, lights and markets - if you're lucky, you'd be able to watch lion dances along the streets, malls, small shops and offices.
Marieflor Tanfelix

Marieflor Tanfelix

Team Lead
Learn More About This Expert
If you'd like to see how it's like living in a traditional "kampong" (village) away from Singapore, then you can take a bumboat ride to Pulau Ubin. Visitors usually go there for a day trip and cycle around. You'll see wooden houses, wild boars and the biodiverse Chek Jawa wetlands
Marieflor Tanfelix

Marieflor Tanfelix

Team Lead
Learn More About This Expert
Pack light, because no matter how hard you try - you won't be able to resist shopping when you're in Singapore

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Immersive adventures shaped by passion, such as food, culture, wellness, and wild discovery.

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Extraordinary experiences handpicked to inspire, delight, and spark your wanderlust.

Frequently Asked Questions

Singapore is a year-round destination with only slight changes in weather throughout the year. January and February have a slightly higher chance of rain than the rest of the year. Planning a trip to Singapore is based more on what you wish to experience than on the seasons.

A week in Singapore is always a good thing, but—because of its compact size— shorter trips can also be very rewarding. Even layovers can offer visitors a chance to get a taste of the city.

US and Canadian passport holders don’t need a visa for short tourist stays (typically up to 90 days for US; Canadians are visa-exempt as well). Your passport should have at least 6 months’ validity on arrival, and you must meet entry requirements set by Singapore’s Immigration & Checkpoints Authority (e.g., onward ticket, sufficient funds). Always re-check these rules and any health requirements closer to departure.

Singapore is famous for its supermodern skyline, its lush gardens, its futuristic airport, and such iconic sites as its heritage neighbourhoods, the Gardens by the Bay complex, and its hawker food scene.

As a major air and sea hub, Singapore is perfect for combining with other Asian destinations, including Bali, Malaysia, Hong Kong, and Thailand.

Singapore has a reputation for being expensive; however, numerous activities, from eating hawker food to touring its iconic architecture, are very budget-friendly and even free.

Singapore has an excellent public transit system and, because of its size, is a very walkable city.

Sentosa Island is best known for its white-sand beaches, its resorts and casino, and Universal Studios Singapore.

Singapore is awash in fabulous food, but some of the most authentic and affordable can be found in the hawker centres of the heritage neighbourhoods.

The local currency is the Singapore dollar (SGD). Credit and debit cards are widely accepted.

Singapore is extremely safe for tourists, with low crime rates throughout the island.

Some of the biggest festivals in Singapore take place during the Chinese New Year and on National Day (August 9).

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