If you hire this pro, you’re covered by a money-back guarantee. Learn more
If you hire this pro, you’re covered by a money-back guarantee. Learn more
About
Plan your next All-Inclusive/Vacation
Package, Tour or Cruise with me to the Caribbean,
Mexico, Hawaii, Disney or Vegas, South America, and a few European destinations.
I create a package that matches your budget, party
size, personality and interests.
There isn't one " magic deal" I customize each
package to suite your vacation needs. It is about building personal relationships with my clients.
Unfortunately, I do not book “flights only”.
Overview
Current Top Pro
Hired 26 times
Serves Beachwood, OH
Background checked
1 employee
11 years in business
Business hours
This pro hasn't listed their business hours.
Payment methods
This pro accepts payments via Credit card.
Top Pro status
Top Pros are among the highest-rated, most popular professionals on Thumbtack.
2024
2023
2022
Services offered
Travel type
Services required
Booking travel
Booking accommodations
Planning excursions
Travel Preferences
Phone or internet (no in-person meeting)
Projects and media
Projects and media
Reviews
Customers rated this pro highly for responsiveness, professionalism, and work quality.
Excellent 4.9
38 reviews
5
97%
4
0%
3
0%
2
0%
1
3%
Your trust means everything to us. Learn about our review guidelines.
Read reviews that mention:
Kathy M.
Oct 21, 2025
•
Hired on Thumbtack
Had a great experience working with Orly from start to finish. Responded quickly, very personable, answered all questions and followed up on everything. We really enjoyed our resort. Everything went smoothly and wiil definitely use Orly for our future vacation plans!
Details: Vacation • 4 - 7 days • 2 people • 51 years old or older • Booking travel • Booking accommodations • Air • Remotely (phone or internet)
Travel Agency Services
Mona W.
Mar 17, 2026
Working with Orly was amazing! Not only was she patient and understanding she was so very kind. She provided reminders and check-ins. She informed us of flight changes and ensured our rooms were secure due to plane delays. I felt very safe and less stressed because she thought and took care of everything. I could not ask for a better professional experience…10/10 I recommend and I cannot wait to feel stress free on my next trip!
Karen C.
Apr 12, 2025
•
Hired on Thumbtack
Orly has been great in helping me plan a huge celebration. I have tried another travel agent who lacked follow through and lacked communication
Details: Vacation • I'm flexible • 11 - 20 people • 5 years old or younger • 6 - 10 years old • 11 - 20 years old • 21 - 30 years old • 31 - 50 years old • 51 years old or older • Booking travel • Booking accommodations • Air • At the pro’s location • My home, venue, etc. • Remotely (phone or internet)
Travel Agency Services
Pat W.
Aug 4, 2022
•
Hired on Thumbtack
Orly provided me a price comparison on several resorts that I was interested in. She gave me a thorough explanation of the advantages of each resort which confirmed my thoughts and decision on which resort is the better choice. Not only was she thorough but her response time was impeccable. She returned my calls, text messages, and emails within the hour. I know I will enjoy working with her on future travels.
Details: Vacation • 4 - 7 days • 2 people • 51 years old or older • Booking accommodations • Destination has not yet been chosen • Air • Remotely (phone or internet)
Travel Agency Services
Jennifer D.
Jan 12, 2023
•
Hired on Thumbtack
I planned a last minute vacation for my daughters birthday and I couldn’t have done it without Orly. She helped every step of the way and we had issue after issue. From a hurricane to having covid to extending our stay when we finally made it to Puerto Rico Orly was with us every step of the way. She was beyond patient with me and so helpful. I can’t wait for our next trip! I highly recommend her! Whoever is reading this know she will help plan an incredible vacation with you! Have a a great upcoming trip!! :)
Details: Vacation • 4 - 7 days • 3 - 5 people • 31 - 50 years old • 11 - 20 years old • Booking accommodations • Booking travel • Destination has not yet been chosen • Air • Remotely (phone or internet)
Travel Agency Services
Credentials
Background Check
Orly Benezra
FAQs
What should the customer know about your pricing (e.g., discounts, fees)?
Discounts- I look for the best option for my client. Sometimes the cheapest option isn’t the best deal. I look at the whole picture.
Fees- I don’t currently charge a professional fee for my service. As your travel advisor part of my job is to take payment from the client and pay the supplier. An credit card authorization form needs to be signed - it benefits both parties involved. More details can be discussed during our initial consultation.
What is your typical process for working with a new customer?
I really enjoy getting to know my clients and building a relationship with them. I take the time, preferably on the phone, to understand exactly what they need and guide them through the process.
What education and/or training do you have that relates to your work?
