Sydney Weintraub, Travel Agent in Trumbull, CT

Sydney Weintraub

Trumbull, CT Travel Agent

Sydney Weintraub

Trumbull, CT · 4 Years of Experience

Travelmation LLC, an independent agent with Travelmation, a Travel Leaders Network Affiliate Agency
5.0
(66)
100% Recommended
Artie always wanted to go to Italy. Everyone who knows him knows he never asks for anything so I decided to give him an eary 80th... Read More >
About
Reviews
Certificates & Awards

Areas of expertise

Destinations:

Anaheim, Orlando, Worldwide

Interests:

Executive Corporate and Luxury Travel, Meetings & Incentives, All Inclusive, Destination Weddings, Luxury Hotels

Suppliers:

Sandals Resorts, Royal Caribbean, Disney

About Me

Corporate, Luxury, Family, & Honeymoon Specialist

I am a luxury, corporate, family and group travel advisor with Travelmation.  I specialize in curated experiences for corporate, families, destination weddings, and elevated getaways around the world.

My passion is with creating seamless, unforgettable journeys, bringing a highly personalized approach to every itinerary. As a three-time Gold Top Producer, I am recognized for my expertise, dedication, and the trust I have built with my clients. I love designing experiences tailored to each client’s lifestyle, preferences, and vision, ensuring every detail is handled with precision and care. From coordinating elegant destination weddings to planning stress-free family vacations and high-end escapes.

I provide you with a concierge service from the initial consultation through your return home.

My mission is to make every trip effortless, elevated, and unforgettable so you can travel with confidence and simply enjoy the experience.

Ready to Start Planning? Let’s turn your travel dreams into reality.  Inquire today to begin designing your next unforgettable journey.

Work Experience

Travel with heart.  Explore with confidence!
Travel with heart. Explore with confidence!

I have helped Corporations design Strategic Partner Meetings with vendors and handled all travel needs as well as content.  My expertise comes from interviewing clients and listening to what their dream would be and working from that point of view. 

This has spilled over into helping couples create that dream wedding, and family vacations. I am able to work with any budget and no budget is too small. 

I am available at any time to work with you.

REVIEWS

Rating: 5.0
66 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
Search reviews:

Showing 66 reviews

Trip of a lifetime
Reviewed By Love Sydney - Brooklyn, NY | Traveled to Italy | Europe
Artie always wanted to go to Italy. Everyone who knows him knows he never asks for anything so I decided to give him an eary 80th birthday present. Sydney was amazing in helping me put this trip together. She knows about our mobility issues and designed a combination land and cruise. She secured private drivers and tours. Each hotel was perfect for us. Rach tour was exactly what we wanted. The cruise on Celebrity constellation gave us the ability to visit more places in Italy with easy access to see all the sights. We began in Venice with a delicious lunch at the hotel. A tour of Murano glass and Burano lace. Then a private tour of St. Mark's Bacillica and Doge Palace. Next a private water taxi and private driver to hotel in Ravenna. The next morning we boarded the ship with stops at Zadar, Dubrovnik and Split Croatia; Kotor. Montenegro, Sicily, Napels, Florence. We disembarked near Rome and then went to tour the Amalfi coast and spend a day at the most beautiful place Capri. Finally we went to Rome. Each and every part of this trip was perfectly executed. Sydney did the most amazing job. She understands our needs and desires and put her heart and soul into making this A Trip of a Lifetime!
Sydney Weintraub responded
"I wanted this to be perfect and wanted everything to run smoothly and go without a hitch. Also ensuring that you got to see and do everything you wanted and beyond. You are like family to us so it was my pleasure. Thank you."
✓ I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO
The best vacation we've ever taken!
Reviewed By LTHER68 - Barnard, VT | Traveled to Aruba | Netherlands Antilles | Caribbean
From start to finish Sydney was such a help and wonderful to work with. I was planning a surprise trip for my husband and had so many questions which Sydney answered promptly. Her recommendation of the resort was spot on and exactly what I was looking for. My husband and I had a perfect week thanks to Sydney's suggestion. We were planning our next visit before we even left!
Sydney Weintraub responded
"Thank you so much. This means the world to me and completely honoured to help you book the perfect surprise. I knew from our initial conversation that this checked all of the boxes. I am so happy to hear that it was the perfect choice."
✓ I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO
Honeymoon to remember
Reviewed By Tara Z. - Riverdale, New Jersey | Traveled to St. Lucia | Caribbean
This was our first trip to sandals and my first trip out of the country. Sydney made the entire process as smooth as could be and was with us every step along the way. She made the honeymoon special and we were able to enjoy and relax throughout with ease.
Sydney Weintraub responded
"It was very important to me that you both had an amazing time starting your lives together. I am so happy that you both had this time and fell in love with the beauty of St. Lucia. Thank you for letting me plan this special trip for both of you. Contgratulations!"
✓ I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO
Multigenerational DR trip
Reviewed By Lindsay S - Connecticut | Traveled to Punta Cana | Dominican Republic | Caribbean
Sydney was amazing to work with right from the beginning planning stages. She was flexible with our multiple requests and questions and very detail oriented with booking. She arranged everything for the trip - flights, ground transportation, car seats, etc. Will definitely use again.
Sydney Weintraub responded
"Thank you so much and it was 100% my pleasure helping you book the perfect family multi generational vacation! Thank you."
✓ I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO
Wonderful trip to Punta Cana thanks to Sydney
Reviewed By WendyR - Trumbull,CT | Traveled to Punta Cana | Dominican Republic | Caribbean
Sydney is outstanding ! She planned an amazing trip to Punta Cana! Beautiful room with a swim up pool all transfers went smoothly. Beautiful resort we did not have to worry about anything at all! She was on top of everything would highly recommend to anyone wishing to travel.
Sydney Weintraub responded
"Thank you so much! I am so happy you had an amazing time."
✓ I would recommend this agent to my family and friends.
0 of 0 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

The Book with Confidence logo tells you that this Travel Advisor has direct access to comprehensive resources for safe and healthy travel, available at their discretion for sharing with clients.  This includes vetting the details on the health and safety protocols implemented by each travel provider in order to recommend the ideal itinerary for each client’s unique needs.
College of Disney Knowledge
Royal Caribbean University
Luxury Training Certified
Sandals Certified
Group Certified