IDEAL DURATION4 - 5 days
OUR EXPERTISE
Singapore Luxury Holiday Packages from USA
Experience the best luxury travel like never before with Pickyourtrail’s bespoke Singapore vacation packages. Whether you desire a five-star resort, a private island retreat, or exclusive VIP experiences, our Singapore luxury vacations are designed to offer the highest level of comfort, elegance, and personalized service.
Singapore Luxury Package Inclusions
- Luxury Accommodation
- Meals
- Flights
- Airport Transfers
- Sightseeing
- Local Transportation
- Visa
- Support
- Customizable Itinerary
Singapore Luxury Package Exclusions
- Personal Expenses
- Optional Activities
Why Choose Pickyourtrail for Your Singapore Luxury Vacation?
- Tailor-made Luxury: Bespoke Singapore travel experiences curated to your lifestyle.
- Seamless Planning: Every detail handled by luxury travel experts.
- Exclusive Access: VIP treatment at the finest hotels, restaurants, and experiences.
- 24/7 concierge assistance: Personalized service at every step.
Indulge in the ultimate Singapore luxury getaway with Pickyourtrail. Book your Singapore
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Love from our travellersView all
Ramya Krishna Reviewed on :13 Feb 2026
Excellent experience with PickYourTrail-Highly recommended!! We booked our Singapore and Malaysia trip with PickYourTrail with my parents, and the entire experience was smooth and well organised from start to finish. Especially the visa process was handled very professionally. A special thanks to Dhayanathan, Abinaya, Adhithyan, Nitya, Devi, anith Praveen. They made the visa process completely stress free for us During the trip, the ground team in Singapore and Malaysia was excellent Overall, PickYourTrail made our family trip memorable and hassle free. I would definitely recommend them to anyone planning an international trip, especially for family or parents.
Ramya Krishna Reviewed on :13 Feb 2026
Excellent experience with PickYourTrail-Highly recommended!! We booked our Singapore and Malaysia trip with PickYourTrail with my parents, and the entire experience was smooth and well organised from start to finish. Especially the visa process was handled very professionally. A special thanks to Dhayanathan, Abinaya, Adhithyan, Nitya, Devi, anith Praveen. They made the visa process completely stress free for us During the trip, the ground team in Singapore and Malaysia was excellent Overall, PickYourTrail made our family trip memorable and hassle free. I would definitely recommend them to anyone planning an international trip, especially for family or parents.
Revathi Janaki Reviewed on :31 Jan 2026
We have came through the pickyourtrail profile in instagram. When we planned singapore trip from day 1 we enquired about the quotation . They have organized it well from day 1 to day 5.we have enjoyed alot in this trip because of the smooth arrangement in Singapore. Everything went smooth even we have toddler but all arrangements were top notch. Special thanks to dhayananthan and taarakesh. Even in trip also we had some doubts but they cleared it within 10 min . You can blindly trust the pickyour trail team
Revathi Janaki Reviewed on :31 Jan 2026
We have came through the pickyourtrail profile in instagram. When we planned singapore trip from day 1 we enquired about the quotation . They have organized it well from day 1 to day 5.we have enjoyed alot in this trip because of the smooth arrangement in Singapore. Everything went smooth even we have toddler but all arrangements were top notch. Special thanks to dhayananthan and taarakesh. Even in trip also we had some doubts but they cleared it within 10 min . You can blindly trust the pickyour trail team
Monica R Reviewed on :16 Jan 2026
A wonderful experience with PYT for my first international trip. It was well planned, so for someone who is travelling for the first time things became so easy. Rakshita's enthusiasm during the booking stage pushed me to book this trip. Then, Shabreen was available to help with the queries. And, Adithyan's constant check-ins during the trip made us feel very comfortable. The local agents were also always on time for pickup and drop. Overall, we had an amazing trip to Singapore.
Monica R Reviewed on :16 Jan 2026
A wonderful experience with PYT for my first international trip. It was well planned, so for someone who is travelling for the first time things became so easy. Rakshita's enthusiasm during the booking stage pushed me to book this trip. Then, Shabreen was available to help with the queries. And, Adithyan's constant check-ins during the trip made us feel very comfortable. The local agents were also always on time for pickup and drop. Overall, we had an amazing trip to Singapore.
Sukanya S Reviewed on :29 Nov 2025
"My recent trip to Singapore and Malaysia was an unforgettable experience! From exploring the Gardens of the Bay to indulging in street food. I also had a great time visiting Little India and exploring the local markets. A must-visit destination for anyone looking for a mix of city life and natural beauty! Special thanks to Pick Your Trail agency for arranging a wonderful trip, including a driver and guide who were very good. They even made my son's birthday extra special with gifts and Mr. Dhayanathan's personal attention and help throughout the trip, ensuring we reached home safely. Highlights of the trip included the breathtaking Batu Caves and the thrilling Universal Studios Singapore - both must-visit spots! Highly recommend!"
Sukanya S Reviewed on :29 Nov 2025
"My recent trip to Singapore and Malaysia was an unforgettable experience! From exploring the Gardens of the Bay to indulging in street food. I also had a great time visiting Little India and exploring the local markets. A must-visit destination for anyone looking for a mix of city life and natural beauty! Special thanks to Pick Your Trail agency for arranging a wonderful trip, including a driver and guide who were very good. They even made my son's birthday extra special with gifts and Mr. Dhayanathan's personal attention and help throughout the trip, ensuring we reached home safely. Highlights of the trip included the breathtaking Batu Caves and the thrilling Universal Studios Singapore - both must-visit spots! Highly recommend!"
Radhika K Reviewed on :05 Nov 2025
Hey PYT, thank you for an awesome, fabulous Singapore vacation! It was meticulously planned and ably supported by Harita,Sharon, Adithyan and the amazing ground staff!!! Definitely recommend anyone who is looking for a hassle free holiday to experience pickyoutrail method!!! Will be back soon for another holiday
Radhika K Reviewed on :05 Nov 2025
Hey PYT, thank you for an awesome, fabulous Singapore vacation! It was meticulously planned and ably supported by Harita,Sharon, Adithyan and the amazing ground staff!!! Definitely recommend anyone who is looking for a hassle free holiday to experience pickyoutrail method!!! Will be back soon for another holiday
Love from our travellers
Ramya Krishna Reviewed on :13 Feb 2026
Excellent experience with PickYourTrail-Highly recommended!! We booked our Singapore and Malaysia trip with PickYourTrail with my parents, and the entire experience was smooth and well organised from start to finish. Especially the visa process was handled very professionally. A special thanks to Dhayanathan, Abinaya, Adhithyan, Nitya, Devi, anith Praveen. They made the visa process completely stress free for us During the trip, the ground team in Singapore and Malaysia was excellent Overall, PickYourTrail made our family trip memorable and hassle free. I would definitely recommend them to anyone planning an international trip, especially for family or parents.
Ramya Krishna Reviewed on :13 Feb 2026
Excellent experience with PickYourTrail-Highly recommended!! We booked our Singapore and Malaysia trip with PickYourTrail with my parents, and the entire experience was smooth and well organised from start to finish. Especially the visa process was handled very professionally. A special thanks to Dhayanathan, Abinaya, Adhithyan, Nitya, Devi, anith Praveen. They made the visa process completely stress free for us During the trip, the ground team in Singapore and Malaysia was excellent Overall, PickYourTrail made our family trip memorable and hassle free. I would definitely recommend them to anyone planning an international trip, especially for family or parents.
Revathi Janaki Reviewed on :31 Jan 2026
We have came through the pickyourtrail profile in instagram. When we planned singapore trip from day 1 we enquired about the quotation . They have organized it well from day 1 to day 5.we have enjoyed alot in this trip because of the smooth arrangement in Singapore. Everything went smooth even we have toddler but all arrangements were top notch. Special thanks to dhayananthan and taarakesh. Even in trip also we had some doubts but they cleared it within 10 min . You can blindly trust the pickyour trail team
Revathi Janaki Reviewed on :31 Jan 2026
We have came through the pickyourtrail profile in instagram. When we planned singapore trip from day 1 we enquired about the quotation . They have organized it well from day 1 to day 5.we have enjoyed alot in this trip because of the smooth arrangement in Singapore. Everything went smooth even we have toddler but all arrangements were top notch. Special thanks to dhayananthan and taarakesh. Even in trip also we had some doubts but they cleared it within 10 min . You can blindly trust the pickyour trail team
Packages By Theme
Singapore Honeymoon Packages$45,835/Person
Singapore Adventure Packages$66,600/Person
Singapore Family Packages$39,269/Person
Singapore City Packages
Singapore Tour Packages$287/Person
Sentosa Tour Packages$566/Person
Reviews from Singapore travellers
Divya Rajen Reviewed on :18 Sep 2026
Our Singapore trip with PickYourTrail was truly one of the best experiences we've ever had and special mention to Saloni. From planning to execution, the team was supportive. We highly recommend them
Divya Rajen Reviewed on :18 Sep 2026
Our Singapore trip with PickYourTrail was truly one of the best experiences we've ever had and special mention to Saloni. From planning to execution, the team was supportive. We highly recommend them
Yogesh Marge Reviewed on :18 Sep 2026
We had an excellent experience with PickYourTrail for our Malaysia and Singapore family vacation, planned around our daughter's 5th birthday. The entire trip was seamless, from planning and bookings to transfers and on-trip support. A special thanks to Preethi, Anju, and the entire PickYourTrail team for their responsiveness, professionalism, and attention to detail. Everything was thoughtfully arranged, allowing us to focus on enjoying the trip and creating wonderful family memories. Highly recommended for a hassle-free travel experience.
Yogesh Marge Reviewed on :18 Sep 2026
We had an excellent experience with PickYourTrail for our Malaysia and Singapore family vacation, planned around our daughter's 5th birthday. The entire trip was seamless, from planning and bookings to transfers and on-trip support. A special thanks to Preethi, Anju, and the entire PickYourTrail team for their responsiveness, professionalism, and attention to detail. Everything was thoughtfully arranged, allowing us to focus on enjoying the trip and creating wonderful family memories. Highly recommended for a hassle-free travel experience.
Anitha Reviewed on :15 Sep 2026
Had a nice experience in Singapore with the help of Pick your trail team Heart felt thanks for giving us tension free experience Well planned and coordinated Immediate response for our queries
Anitha Reviewed on :15 Sep 2026
Had a nice experience in Singapore with the help of Pick your trail team Heart felt thanks for giving us tension free experience Well planned and coordinated Immediate response for our queries
Vineeth V.nath Reviewed on :13 Sep 2026
Had a wonderful experience booking our Singapore family holiday with Pick your trail. The entire process was smooth and well-organized, from visa support, transfers and activities. The main positive I noted was the team was very responsive & supportive at all stages which made the trip easy and hassle-free. They used to call and brief at each stages of our travel planning and immediately responded to any queries during travel. Overall, excellent experience with Pick your trail & I would definitely recommend them for anyone planning their trip.
Vineeth V.nath Reviewed on :13 Sep 2026
Had a wonderful experience booking our Singapore family holiday with Pick your trail. The entire process was smooth and well-organized, from visa support, transfers and activities. The main positive I noted was the team was very responsive & supportive at all stages which made the trip easy and hassle-free. They used to call and brief at each stages of our travel planning and immediately responded to any queries during travel. Overall, excellent experience with Pick your trail & I would definitely recommend them for anyone planning their trip.
Nikhil Jayakumar Reviewed on :13 Sep 2026
Had a fantastic experience with them while we travelled to singapore. From getting the visa to all the bookings, tickets and travel they were to the point with constant feedbacks and always there to clear the doubts. Will recommend them definitely.
Nikhil Jayakumar Reviewed on :13 Sep 2026
Had a fantastic experience with them while we travelled to singapore. From getting the visa to all the bookings, tickets and travel they were to the point with constant feedbacks and always there to clear the doubts. Will recommend them definitely.
Asha Rohan Kumar Reviewed on :26 Aug 2026
We had a wonderful experience planning our Singapore trip with Pickyourtrail. From the initial planning and customisation of the itinerary to the execution of the trip, everything was handled very smoothly and professionally. Kudos to the team. Special thanks to Ektha , Dhayananthan and Priyamvata for helping us related to our all our queries and requests.
Asha Rohan Kumar Reviewed on :26 Aug 2026
We had a wonderful experience planning our Singapore trip with Pickyourtrail. From the initial planning and customisation of the itinerary to the execution of the trip, everything was handled very smoothly and professionally. Kudos to the team. Special thanks to Ektha , Dhayananthan and Priyamvata for helping us related to our all our queries and requests.
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