Name: Island Holidays Holiday Packages from USA
Brand: PickYourTrail
SKU: packages/island-holidays
Availability: InStock
Rating: 4.6 (9070 reviews)

Sameena Zaheer

Reviewed on :27 Sep 2026

You chose the destinations, and they did not provide a cost breakdown. Here is the corrected review: PickYourTrail helped us choose hotels across our destinations and sent timely reminders. The car pickups and local tour providers were generally on time, which helped the trip run smoothly. The support during the holiday was less satisfactory. Too many people were coordinating with me, and I was repeatedly asked for updates that the team could have shared internally. It felt intrusive when I was trying to enjoy my holiday. One dedicated point of contact would have made communication much easier. When a typhoon affected our time in Japan, I did not receive a timely or helpful response. I also felt the hotels should have been checked more carefully: some looked good in photos but were not comfortable places to stay. Finally, I was not given a clear breakdown of costs. That would have helped me understand the choices and decide where the trip could have been more cost effective. The timely arrangements were appreciated, but the hotel recommendations, cost transparency and support during the trip need improvement.

Sameena Zaheer

Reviewed on :27 Sep 2026

You chose the destinations, and they did not provide a cost breakdown. Here is the corrected review: PickYourTrail helped us choose hotels across our destinations and sent timely reminders. The car pickups and local tour providers were generally on time, which helped the trip run smoothly. The support during the holiday was less satisfactory. Too many people were coordinating with me, and I was repeatedly asked for updates that the team could have shared internally. It felt intrusive when I was trying to enjoy my holiday. One dedicated point of contact would have made communication much easier. When a typhoon affected our time in Japan, I did not receive a timely or helpful response. I also felt the hotels should have been checked more carefully: some looked good in photos but were not comfortable places to stay. Finally, I was not given a clear breakdown of costs. That would have helped me understand the choices and decide where the trip could have been more cost effective. The timely arrangements were appreciated, but the hotel recommendations, cost transparency and support during the trip need improvement.

Rohini J

Reviewed on :27 Sep 2026

Me and my husband had an amazing trip in Australia in September 2026. Pick your trail booked all hotels and activities and even made sure the visa application procedure was smooth. The hotels we stayed at were right in the centre of the city (Sydney and Melbourne) from where we could access all the public transportation and even the pick up spots for all the activities were nearby. One activity provider cancelled the activity at the last moment and PYT team booked the same activity from another activity provider on the spot as per our convenience. I would definitely recommend booking your trips through PYT for comfort and convenience at a reasonable cost.

Rohini J

Reviewed on :27 Sep 2026

Me and my husband had an amazing trip in Australia in September 2026. Pick your trail booked all hotels and activities and even made sure the visa application procedure was smooth. The hotels we stayed at were right in the centre of the city (Sydney and Melbourne) from where we could access all the public transportation and even the pick up spots for all the activities were nearby. One activity provider cancelled the activity at the last moment and PYT team booked the same activity from another activity provider on the spot as per our convenience. I would definitely recommend booking your trips through PYT for comfort and convenience at a reasonable cost.

Abhishek Bharadwaj

Reviewed on :27 Sep 2026

Pickyourtrail was the best choice for our first trip outside the country, couldn't have asked for a smoother and wonderful experience. Special upfront mention to Suresh, who was our guide and companion throughout the trip. His energy, patience and enthusiasm really made the trip special. No words can describe the beauty of Sri Lanka. It was the perfect mix of the best parts of nature. Right from Kandy upto Nuwara Eliya and Bentota and all the way back to Colombo airport, it was breathtaking and the rain was the perfect addition for our trip highlighting the stay locations perfectly. If there are two things that I felt weren't the best parts of the trip, they were the travel distance and cost of living in Sri Lanka. So maybe the itinerary planning can be better and a definitely important heads-up to be given on the cost of everything there. Therefore a package trip seemed like a blessing in disguise. On a rating level, 2 of the three stays were amazing and the third in Bentota passes just due to its sheer beauty. Service can be a bit better there. Vegetarian Food was a challenge but we managed to make the best of the trip and mode of transport was a Hybrid EV which was perfect. So overall a wonderful experience with a little better planning and trip and have already recommended to a couple of friends.

Abhishek Bharadwaj

Reviewed on :27 Sep 2026

Pickyourtrail was the best choice for our first trip outside the country, couldn't have asked for a smoother and wonderful experience. Special upfront mention to Suresh, who was our guide and companion throughout the trip. His energy, patience and enthusiasm really made the trip special. No words can describe the beauty of Sri Lanka. It was the perfect mix of the best parts of nature. Right from Kandy upto Nuwara Eliya and Bentota and all the way back to Colombo airport, it was breathtaking and the rain was the perfect addition for our trip highlighting the stay locations perfectly. If there are two things that I felt weren't the best parts of the trip, they were the travel distance and cost of living in Sri Lanka. So maybe the itinerary planning can be better and a definitely important heads-up to be given on the cost of everything there. Therefore a package trip seemed like a blessing in disguise. On a rating level, 2 of the three stays were amazing and the third in Bentota passes just due to its sheer beauty. Service can be a bit better there. Vegetarian Food was a challenge but we managed to make the best of the trip and mode of transport was a Hybrid EV which was perfect. So overall a wonderful experience with a little better planning and trip and have already recommended to a couple of friends.

Rudranarayan Mukherjee

Reviewed on :27 Sep 2026

The support team is excellent . They made sure if everything was working properly. Thank you pickurtrail for making our maldives tour smooth and memorable.

Rudranarayan Mukherjee

Reviewed on :27 Sep 2026

The support team is excellent . They made sure if everything was working properly. Thank you pickurtrail for making our maldives tour smooth and memorable.

Athul T O

Reviewed on :27 Sep 2026

Had a wonderful experience with PickYourTrail for our honeymoon in the Maldives! Everything was well organised, from the resort booking to the transfers and overall coordination. The team was very helpful and responsive throughout the process. They made our honeymoon planning completely hassle-free and memorable. Highly recommended!

Athul T O

Reviewed on :27 Sep 2026

Had a wonderful experience with PickYourTrail for our honeymoon in the Maldives! Everything was well organised, from the resort booking to the transfers and overall coordination. The team was very helpful and responsive throughout the process. They made our honeymoon planning completely hassle-free and memorable. Highly recommended!