
Tamara Jain
She/HerBased in Chicago, Illinois, USA
Tamara Jain
Ask me about
My Story
Applying two decades of planning travel for my family along with years of transactional law to build well-planned travel experiences.
Travel Style
I love to travel and I love to maximize my clients’ travel experiences through well-planned travel itineraries balancing budget-savvy tricks and splurges. I strive to understand what is most important to my clients to help them find the right balance for their vacation.
Reviews (12)
Neil J.
a month ago
Tamara was able to find the perfect combination of price, location, and my hotel / brand preferences. Easy to work with and looking forward to booking with her in the future!
Donna D.
a month ago
Tamara was amazing to work with regarding this trip and I followed every suggestion. The first suggestion was the Alda Hotel - great location and very reasonably priced. The second was the recommendation to book the Sky Lagoon in the afternoon in order to watch the sunset from the lagoon. It is one of those ideas I never would have considered but it made a difference. Finally, Tamara had many suggestions on where to eat. We ate high end at Apótek but we also tried several food halls (fun!). We also had hot chocolate in a little greenhouse - fun to sit outside in February. Her knowledge of Iceland really paid off and made the trip that much better.
Neil J.
4 months ago
Once again, Tamara was able to pull together an outstanding trip to Costa Rica on very short notice. It was a great combination of outdoor adventure, nature, local food, and some beach relaxation. Looking forward to engaging with her on more trips in the future!
Neil J.
4 months ago
Tamara was instrumental in planning a weekend getaway to Denver. She managed the bookings for everyone in our party and made the entire process very easy. Well-Planned Travel will continue to be my "go to" whenever I'm planning any vacation.
Donna D.
5 months ago
Tamara was immensely helpful. She stayed on top of my reservation and was able to upgrade me without additional cost. I’m used to handling reservations on my own and Tamara put more thought and concern into my reservation than I have ever done. It was under her care that made the trip that much extra.
Neil J.
a month ago
Tamara was able to find the perfect combination of price, location, and my hotel / brand preferences. Easy to work with and looking forward to booking with her in the future!
Donna D.
a month ago
Tamara was amazing to work with regarding this trip and I followed every suggestion. The first suggestion was the Alda Hotel - great location and very reasonably priced. The second was the recommendation to book the Sky Lagoon in the afternoon in order to watch the sunset from the lagoon. It is one of those ideas I never would have considered but it made a difference. Finally, Tamara had many suggestions on where to eat. We ate high end at Apótek but we also tried several food halls (fun!). We also had hot chocolate in a little greenhouse - fun to sit outside in February. Her knowledge of Iceland really paid off and made the trip that much better.
Neil J.
4 months ago
Once again, Tamara was able to pull together an outstanding trip to Costa Rica on very short notice. It was a great combination of outdoor adventure, nature, local food, and some beach relaxation. Looking forward to engaging with her on more trips in the future!
Neil J.
4 months ago
Tamara was instrumental in planning a weekend getaway to Denver. She managed the bookings for everyone in our party and made the entire process very easy. Well-Planned Travel will continue to be my "go to" whenever I'm planning any vacation.
Travel photos


