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4.6/5

9070+ reviews

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A 14 night Singapore + Thailand + Malaysia itinerary for epic family vacations

Monisha

Curated by Monisha, planned 2190+ Thailand + Singapore + Malaysia trips

Helper
Sooper hit holidays
Why choose Pickyourtrail - Trust elements

Your Itinerary

Singapore

4 nights

Day01

Arrive in Singapore airport. Get transferred to your hotel.
Morning to Noon

Arrive in Singapore airport. Get transferred to your hotel.

At leisure
Evening

At leisure

Add Activity

Day02

City Sightseeing Singapore Hop-On Hop-Off Bus Tour - 24 hours
Full Day

City Sightseeing Singapore Hop-On Hop-Off Bus Tour - 24 hours

Day03

Singapore city tour of the best places like  Merlion Park, Chinatown and other places
Morning

Singapore city tour of the best places like Merlion Park, Chinatown and other places

Take some time out at Tekka Wet Market
Noon

Take some time out at Tekka Wet Market

 PYT Ultimate Singapore Combo- Night Safari , Gardens By The Bay & Sands Sky Park , Universal Studios , Sentosa Adventure , Singapore City Tour & Return Airport transfers
Evening

PYT Ultimate Singapore Combo- Night Safari , Gardens By The Bay & Sands Sky Park , Universal Studios , Sentosa Adventure , Singapore City Tour & Return Airport transfers

Day04

Adventure to explore Pulau Ubin via the eco mangrove kayaking trail
Morning to Noon

Adventure to explore Pulau Ubin via the eco mangrove kayaking trail

Foodie adventure at the streets of Chinatown
Evening

Foodie adventure at the streets of Chinatown

Fly to Krabi

Krabi

3 nights

Day05

Check out of your hotel. Board your flight to Krabi. Check-in to your new hotel in Krabi
Morning

Check out of your hotel. Board your flight to Krabi. Check-in to your new hotel in Krabi

At leisure
Noon

At leisure

Add Activity

Sight seeing and walking tour around Krabi Town Street
Evening

Sight seeing and walking tour around Krabi Town Street

Day06

Speed Boat trip to the beautiful islands of Koh Tup, Koh Gai, Koh Poda & Phra Nang Cave Beach
Morning to Noon

Speed Boat trip to the beautiful islands of Koh Tup, Koh Gai, Koh Poda & Phra Nang Cave Beach

At leisure
Evening

At leisure

Add Activity

Day07

Ao Luk Mangroves
Morning to Noon

Ao Luk Mangroves

At leisure
Evening

At leisure

Add Activity

Fly to Chiang Mai

Chiang Mai

2 nights

Day08

Check out of your hotel. Board your flight to Pai. Check-in to your new hotel in Chiang Mai
Morning to Noon

Check out of your hotel. Board your flight to Pai. Check-in to your new hotel in Chiang Mai

Thai Khantoke Dinner & Cultural Dance Show
Evening

Thai Khantoke Dinner & Cultural Dance Show

Day09

Excursion to Chiang Rai & Golden Triangle and exposure to panoramic landscapes over magnificent Mekong river
Full Day

Excursion to Chiang Rai & Golden Triangle and exposure to panoramic landscapes over magnificent Mekong river

Fly to Penang

Penang

3 nights

Day10

At leisure
Morning

At leisure

Add Activity

Check out of your hotel. Board your flight to Penang. Check-in to your new hotel in Penang
Noon to Evening

Check out of your hotel. Board your flight to Penang. Check-in to your new hotel in Penang

Day11

Penang Monkey Beach Experience
Morning to Noon

Penang Monkey Beach Experience

Georgetown by Night - Penang Bridge
Evening

Georgetown by Night - Penang Bridge

Day12

At leisure
Full Day

At leisure

Add Activity

Fly to Kuala lumpur

Kuala lumpur

2 nights

Day13

Check out of your hotel. Board your flight to Kuala lumpur. Check-in to your new hotel in Kuala lumpur
Morning to Noon

Check out of your hotel. Board your flight to Kuala lumpur. Check-in to your new hotel in Kuala lumpur

At leisure
Evening

At leisure

Add Activity

Day14

Sultan Abdul Samad
Morning

Sultan Abdul Samad

At leisure
Noon to Evening

At leisure

Add Activity

Day15

Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
Full Day

Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.

Your trip includes

Transfers, Visa & Insurance

Tell us your dates, travel group, and departure city to view all inclusion details

Hear from a traveller who chose a similar itinerary has to say

Ab Ba

Our Thailand trip organised by Pickyour Trail was a wonderful experience. The planning , arrangements, and overall coordination were smooth and hassle free. I would definitely recommend Pick Your Trail for booking family holidays. Specially thanks to varadharaja, nitya and arundhathi

Ab Ba, Thailand

Travel Experts

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Not sure if this plan is right for you? Let our experts fine-tune it to match your style.

Customer Reviews

4.6

From 65+
countries

5

4

3

2

1

Ab Ba-Profile

Ab Ba

Reviewed on: 29 Sep 2026

Our Thailand trip organised by Pickyour Trail was a wonderful experience. The planning , arrangements, and overall coordination were smooth and hassle free. I would definitely recommend Pick Your Trail for booking family holidays. Specially thanks to varadharaja, nitya and arundhathi

Sreeja Sasidharan-Profile

Sreeja Sasidharan

Reviewed on: 28 Sep 2026

Singapore was such a beautiful and memorable experience! Amazing places, delicious food, wonderful people, and so many happy memories. A special thanks to PickYourTrail for helping me throughout the trip and making everything so smooth and stress-free. Truly loved every moment!

Rethinika Varathan-Profile

Rethinika Varathan

Reviewed on: 25 Sep 2026

Had a wonderful experience with PickYourTrail for our Thailand trip! Everything was very well planned and hassle-free. A special thanks to Udhayan for coordinating and supporting us throughout the trip. From the hotels to the activities and transfers, everything went smoothly, and all the hotels were really nice. We had a great holiday without any booking tension or worries. The timings were well managed overall. The only suggestion would be to give a little more time on city tour for places like Old Phuket Town, as 20 minutes felt a bit too short to explore and enjoy the place properly. Apart from the timing, everything was really good. We had a smooth, relaxing and memorable Thailand holiday. Thank you, PickYourTrail and Udhayan, for making our trip so enjoyable!

Bhagyashree Minocha-Profile

Bhagyashree Minocha

Reviewed on: 23 Sep 2026

We had a super trip to Singapore & Malaysia! Right from planning itinerary & booking (Lakshana); visa & vouchers (Anju) and online travel support (Adithyan). Everybody was v courteous & always helpful. U have a great team PYT. The hotels were top class, vehicles & drivers were very good (Vairam, Maran & Puvan). Highly recommend PYT. Keep it up,

Sathish Kumar-Profile

Sathish Kumar

Reviewed on: 20 Sep 2026

We had a wonderful experience with our Thailand trip, and the entire journey was very well planned and organized. From airport transfers and hotel arrangements to sightseeing and activities, everything was handled smoothly and professionally. The itinerary was well balanced, giving us enough time to explore, relax, and enjoy the beautiful places in Thailand without feeling rushed. The support and coordination throughout the trip were also excellent. A special thanks to the travel planning team for making our Thailand vacation comfortable, enjoyable, and memorable. We truly appreciate the effort and attention to detail. Highly recommended for anyone planning a hassle-free Thailand trip!

Divya Rajen-Profile

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-Profile

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.

Hannah Kurien-Profile

Hannah Kurien

Reviewed on: 17 Sep 2026

We recently completed a 6D/5N Thailand trip covering Pattaya and Bangkok with PickYourTrail, and overall it was a pleasant experience. Udhayan, Kalai Selvi R, Divya Srujana, Gaurav and the rest of the team were helpful and cooperative throughout the trip, with regular updates and well-arranged transfers. The hotel in Bangkok could have been better, but apart from that, everything went smoothly. Thank you to the entire team for making our trip enjoyable!

Ravi Teja-Profile

Ravi Teja

Reviewed on: 15 Sep 2026

I had a wonderful experience with PickYourTrail while planning and arranging my Thailand trip, departing on 28 July 2026. A special thanks to Karthiga Mai T G (AO) for coordinating the trip and to Udhayan G for the continuous follow-up and support throughout the process. They were very helpful, responsive, and made sure everything was well coordinated. Except glow hotel everything was good mentioned as said earlier

Anitha-Profile

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

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