Sydney Weintraub
Trumbull, Connecticut Travel Agent
Travelmation LLC, an independent agent with Travelmation, FL, a Travel Leaders Network Affiliate Agency
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Corporate & Vacation Specialist
My name is Sydney and I have been creating events and booking travel for corporate seminars/meetings/team building, as well as helping plan the perfect Wedding, family events as well as family vacations with Disney/Universal creating lasting memories for over 20 years. I have experience that has taken me all over the world from the United States to Australia, Europe, Canada, Kazakhstan as well as Asia. I am someone who listens and creates the perfect tailor made destination based on your corporate or personal likes and needs.
Work Experience
"Where Dreams Come True"
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.
My Areas of Expertise
Sydney Saves the Day!
Reviewed By Sue - Fairfield, CT | Traveled to La Romana ~ Dominican Republic ~ Caribbean
Found out about a glitch a cruise that I planned Saturday morning and by Saturday night we had a vacation in the DR planned and paid for!!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
I felt so bad about what happened to you with the cruise. I wanted to make sure you were able to take the perfect vacation and rest that you had wanted.
I felt so bad about what happened to you with the cruise. I wanted to make sure you were able to take the perfect vacation and rest that you had wanted.
Best trip we've taken
Reviewed By Ama T - Trumbull, CT | Traveled to Europe
Sydney is wonderful to work with. She is knowledgeable and responsive and worked hard to ensure every detail of our trip was perfectly planned for our needs!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much! It was my pleasure and it is important to me that is everything perfect.
Thank you so much! It was my pleasure and it is important to me that is everything perfect.
Wonderful Vacation; Zero Hassle
Reviewed By Mermel - Trumbull, CT | Traveled to Orlando ~ Florida ~ USA
Sydney literally helped us with everything. Everything from the rooms to choosing the right resort to choosing the right package to making sure we got the right dining plan. Every little detail was well laid out visually for our review, and she even went over some fine details in direct communication. Questions were always answered promptly OR we were updated as to the status of the question if an answer wasn't immediately available. Booking Disney World vacation is extremely complicated, but she cut right to the chase and made it super easy for us to make decisions, and they were all the right decisions.We've used her twice so far and plan to keep using her. I honestly thought the idea of a travel agent in the world of internet booking was outdated, but she's proven just how valuable they can still be.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
I love working with you and your family and loved seeing all of the photos of your fabulous trip. Looking forward to booking the perfect cruise for you as well. Your family is wonderful and knowing I can help make dreams come true is everything to me.
I love working with you and your family and loved seeing all of the photos of your fabulous trip. Looking forward to booking the perfect cruise for you as well. Your family is wonderful and knowing I can help make dreams come true is everything to me.
Trip to Disney World
Reviewed By Cindy - Trumbull, CT | Traveled to Walt Disney World ~ Florida ~ USA
Sydney very quickly put together an eight night trip for us to Disney World. Onsite hotels were booking up quickly, but she was able to respond equally quickly and find the right onsite hotel for us. She offered to take care of our dining reservations and anything else we might need. She was also in touch with us during our trip to make sure everything was running smoothly. It was nice knowing that if any complications popped up, she would be there for us. I would not hesitate to use her again.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
I am so happy that you both had a wonderful time at Disney. Thank you for working with me to plan the perfect trip.
I am so happy that you both had a wonderful time at Disney. Thank you for working with me to plan the perfect trip.
Best travel agent ever!!
Reviewed By Lorri and Norma - Cove City, NC | Traveled to Nashville ~ Tennessee ~ USA
Sydney was so kind and patient with us while making our plans! And the trip was a lot of fun!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much! Glad to hear you had a wonderful time.
Thank you so much! Glad to hear you had a wonderful time.
An Unforgettable Honeymoon Vacation!
Reviewed By Rachel - Norwich, CT | Traveled to Grenada ~ Caribbean
Sydney was great to work with and helped my husband and I book an unforgettable honeymoon. She went above and beyond to make sure the trip went smoothly and had the best time. I highly recommend Sydney for helping you book your next vacation!!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
I loved every minute of helping you book the perfect honeymoon and wanted everything to be perfect for you. Thank you for sharing photos with me. Cheers to wonderful memories.
I loved every minute of helping you book the perfect honeymoon and wanted everything to be perfect for you. Thank you for sharing photos with me. Cheers to wonderful memories.
Trip to the SRS Las Vegas Bowl
Reviewed By Kristen Greene Rego - Boston, MA | Traveled to Las Vegas ~ Nevada ~ USA
As you all know, we followed Alec to the Las Vegas Bowl last week!!!Sydney Dysart-Weintraub is a travel agent and when I didn't feel well at the beginning of the month, she told me, tell me where you want to stay and what you want to spend and I'll book everything for you...so I said have at it lol
We stayed at the Mandalay because it's close to the stadium and festivities, beautiful hotel, tons to do...room was spacious even for 4 adults (tho we only had 3)...
Alec stayed with the band and was in the same hotel, tho he didn't realize we were there until we all checked out to go home! That's how big it is lol
Our flight there landed at 12:10am tho the reservation stated check in needed to be done by midnight...when I saw this and asked Sydney, she said no worries, let me call them...and we had zero issues checking in 💜
Now this was a teeny tiny trip compared to what she can book...
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much for booking with me and all of your support and referrals. It means the world to me. Thank you.
Thank you so much for booking with me and all of your support and referrals. It means the world to me. Thank you.
Singing Her Praises from an Acapella Group
Reviewed By Rachel A - Evanston, IL | Traveled to San Diego ~ California ~ USA
For our trip to San Diego, she was awesome! So communicative, always available, and found the perfect airbnb for our group of 16. She also planned for us some great excursions, and found us the best deals out there for things like the San Diego Zoo!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
So glad that everything worked out perfectly and that you all had a wonderful time. San Diego is so beautiful. Thank you.
So glad that everything worked out perfectly and that you all had a wonderful time. San Diego is so beautiful. Thank you.
Look No Further
Reviewed By Jen - Los Angeles | Traveled to New York City ~ New York ~ USA
I absolutely love working with Sydney. She is my go to agent not only for my company but for my family. She has booked numerous rooms and flights for my musical talent when they tour as well as giving me the best rates and personal care with every booking. She is knowledgeable, friendly, and takes extra care of her clients.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much, I absolutely love working with you, your beautiful family and amazing artists. Thank you so much for working with me and trusting me with their tours, they are all so talented.
Thank you so much, I absolutely love working with you, your beautiful family and amazing artists. Thank you so much for working with me and trusting me with their tours, they are all so talented.
Amazing trip to Baja!
Reviewed By Lisa T - Trumbull, CT | Traveled to Cabo San Lucas ~ Baja California Sur ~ Mexico
Sydney was great from the beginning. She scheduled a conference call with me and my husband to go over where we were thinking of traveling and offered advice on locations and resorts. She listened and was VERY patient during our decision-making process. The trip itself was seamless and knowing that she was/is available 24/7 made it that more enjoyable and less stressful if anything happened. I would not hesitate to use her again and recommend her services.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much. That means the world to me. So happy that you had a wonderful time and I loved working with you to plan the perfect trip.
Thank you so much. That means the world to me. So happy that you had a wonderful time and I loved working with you to plan the perfect trip.
Honeymoon
Reviewed By KK - Shelton, CT | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
Seem less planning, always available and extremely knowledgeable.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you .
Thank you .
Amazing European Adventure!
Reviewed By Stacy - Trumbull, CT | Traveled to Rome ~ Italy ~ Europe
We had an epic adventure in Europe. Sydney helped us get a great price on our cruise out of Rome on Royal Caribbean. We traveled with our kids 13 and 15 and Sydney was able to get us a 2nd room next to ours. Having Sydney book the trip made the plans stressfree. She also helped me find tours of the Vatican and coliseum and discounted prices before our cruise so we could skip the line. Highly recommend Sydney her expertise and prompt communication was very valuable!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
European cruises and trips are some of my favorite destinations to book. Thank you for working with me to created this once in a lifetime trip and memories.
European cruises and trips are some of my favorite destinations to book. Thank you for working with me to created this once in a lifetime trip and memories.
Best Beach Vacation for Family with young adults!
Reviewed By DanR - Trumbull, CT | Traveled to Turks and Caicos Islands ~ Caribbean
Sydney was amazing to work with! Sydney helped us with the best destination that fit within our budget. Sydney responds to emails very promptly and was very thourough with each part of our vacation planning. We will be calling Sydney for our next trip for sure!
I would recommend this agent to my family and friends
Great getaway
Reviewed By Patty - Trumbull, Ct | Traveled to Aruba ~ Caribbean
Sydney was very helpful and great communicating.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you I know this trip was very special and wanted to make sure it was perfect for you.
Thank you I know this trip was very special and wanted to make sure it was perfect for you.
A vacation of a lifetime planned + enjoyed!
Reviewed By Portia - Trumbull CT | Traveled to Turks and Caicos Islands ~ Caribbean
Sydney was a professional from start to finish! She was so insightful and attentive to my needs and the other 5 family members we were traveling with. If she didn’t have the answer for me, she would look into it and her follow up was prompt and detailed! Not only did she customize this dream vacation for us, every detail was taken care of. She also watched the covid restrictions this island had at the time and kept us updated thoroughly. She advised us on and booked excursions for us plus 4 teens! Can’t say enough positive things about Sydney!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you for letting me help you plan this incredible trip and resort. It truly is one of the most beautiful resorts.
Thank you for letting me help you plan this incredible trip and resort. It truly is one of the most beautiful resorts.
Trip of a lifetime!
Reviewed By Juliet - Trumbull, CT | Traveled to Italy ~ Europe
Very accommodating and helpful
I would recommend this agent to my family and friends
Amazing anniversary trip!
Reviewed By Andrea - Trumbull, CT | Traveled to Montego Bay ~ Jamaica ~ Caribbean
Sydney was very easy to work with. From the moment I messaged her, she got back to me quickly and heard everything I had to say. She listened to what kind of trip my husband and I were looking for and provided us with plenty of options until we found what we wanted.
I would recommend this agent to my family and friends
Stress-free Planning & Booking Our Cruise!
Reviewed By WaterLover - Trumbull, CT | Traveled to Bahamas ~ Caribbean
We highly recommend Sydney! We told her what ship we wanted and she delivered the rest! She saved us countless hours of online research, eliminated any feelings of being overwhelmed or uncertain with our choices, and made us feel confident that we would have the perfect cabin in the perfect location for our cruise! She was so easy to work with and extremely responsive to any questions. She made this the easiest trip ever to plan and it was fantastic!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
It was my pleasure!! I am so happy to help you find the perfect cruise. Thank you.
It was my pleasure!! I am so happy to help you find the perfect cruise. Thank you.
Surpassed all expectations
Reviewed By Twinmom - Severna Park, Maryland | Traveled to Africa
Fantastic experience! Sydney was accommodating, helpful and always available. We had a very complicated trip to Egypt and Ghana with many tours, transfers, flight connections and other aspects that needed to be coordinated. Sydney created detailed itineraries that anticipated our every need. She spent hours researching the best prices and flights. She was always checking on us to make sure everything was good. I highly recommend her and will always use her for our future vacations.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Your trip was one of my absolute favorite trips that I have had the pleasure of booking. Thank you so much!
Your trip was one of my absolute favorite trips that I have had the pleasure of booking. Thank you so much!
Parents' Vaca Away!
Reviewed By Lindsay Decker - Trumbull, CT | Traveled to Aruba ~ Caribbean
Sydney was amazing to work with! She was always super responsive and really worked with us from the start to ensure that our ultimate destination was a perfect fit for us. I would highly recommend Sydney and will definitely use her again in the future!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much. Greatly appreciate it and looking forward to working with you again in the future.
Thank you so much. Greatly appreciate it and looking forward to working with you again in the future.
Fantastic trip!
Reviewed By Jenny V - Trumbull, CT | Traveled to Edinburgh ~ Scotland ~ Europe
Sydney was so great to work with! She listened to what I wanted, what I needed, what was realistic, what I could afford and planned the perfect trip.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
It was absolutely my pleasure and loved working with you.
It was absolutely my pleasure and loved working with you.
Three generation trip - One of the best trips!
Reviewed By Chris G. - Shelton | Traveled to Sarasota ~ Florida ~ USA
She was so very professional, helpful and wonderful to work with. Followed up on everything even the delay traveling home.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you for working with me. I love the photos you shared with me and am beyond thrilled that you were able to take this memorable vacation with your beautiful granddaughter and daughter.
Thank you for working with me. I love the photos you shared with me and am beyond thrilled that you were able to take this memorable vacation with your beautiful granddaughter and daughter.
25th Anniversary Trip
Reviewed By Diane - Trumbull, CT | Traveled to Barbados ~ Caribbean
Sydney made our dream vacation happen! Never been to an All Inclusive resort, but we knew that is what we wanted but weren't sure which one or which destination was the best fit. Sydney took her time and talked to us about our wants and needs, and explored many options. She was very patient and knowledgeable in order to make sure we got what we wanted and had a great vacation. She spent a lot of time going through our options, and we finally decided on Sandals Royal Barbados. She even changed our room booking type a few times in the process, to make sure we were happy. She took care of everything, including some surprise perks for us when we arrived at the resort. We had a wonderful vacation, everything we wanted and more, thanks to Sydney. She's the best!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you and knew that this would be the perfect resort for you and love that you had an incredible time and loved this property.
Thank you and knew that this would be the perfect resort for you and love that you had an incredible time and loved this property.
School tour trip
Reviewed By Amy - Trumbull, CT | Traveled to Texas ~ USA
Very helpful, always answered my questions quickly. Definitely would use her again and recommend her to friends and family.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Loved hearing about your trip and it was my absolute pleasure to work with you. Thank you.
Loved hearing about your trip and it was my absolute pleasure to work with you. Thank you.
Amazing spring break!
Reviewed By SMac - Trumbull, CT | Traveled to Panama ~ Central America
Had a great experience with Sydney. Was looking for a mother/daughter final spring break trip with little planning time. Sydney put together a fantastic trip that combined our need for adventure as well as down time at the beach. If you are looking for a no stress, private guided trip this is the way to go!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Your trip was one of my favorites to book. Love that you two were able to have this time together. Thank you.
Your trip was one of my favorites to book. Love that you two were able to have this time together. Thank you.
Working with Sydney is a dream!
Reviewed By TravelForDays - Trumbull, CT | Traveled to Dubai ~ United Arab Emirates ~ Middle East
Working with Sydney was a dream! Sometimes planning an international trip can be overwhelming and she took all the stress away so we could just really enjoy ourselves! She provided us with options of beautiful hotels and excursions, and then booked everything directly for us. The excursions were seamless, from pickup to drop off at the hotel, and exactly the adventures both my husband and I were looking for. We had an amazing time and were just able to relax because of all the planning and legwork Sydney put into this trip for us!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
I was so happy to help you plan the perfect excursions and hotel for you . I am always here if you need me to help with another vacation.
I was so happy to help you plan the perfect excursions and hotel for you . I am always here if you need me to help with another vacation.
Fun in the sun
Reviewed By Shari - Brooklyn NY | Traveled to Nassau ~ Bahamas ~ Caribbean
Sydney made our trip easy for us. Very organized and thorough.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
You deserved this cruise so much. I am so happy you were able to go. Thank you for trusting me with your vacation.
You deserved this cruise so much. I am so happy you were able to go. Thank you for trusting me with your vacation.
Great Family Vacation
Reviewed By KB - Trumbull CT | Traveled to Cancun ~ Quintana Roo ~ Mexico
Sydney helped plan our family vacation from beginning to end, including airport transports and wonderful excursions. One of our excursions was canceled last minute and Sydney booked a new one for us! It was a great vacation without the stress of planning. We loved it!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
I am so happy the excursion worked out in the end. I loved helping your family book the perfect vacation. Thank you.
I am so happy the excursion worked out in the end. I loved helping your family book the perfect vacation. Thank you.
24. Cities! Fantastic accommodations!!!
Reviewed By Marisa - Los Angeles, CA | Traveled to New York ~ USA Atlanta, Nashville, Minneapolis Toronto, Vancouver, Philadelphia and many more
Sydney booked a 24 city music tour with hotels in every city. It was a huge project and she gave choices in each city of hotels and did all the booking. She did an absolutely spectacular job! Sydney is very detail oriented and cares very much that everything is beyond expectations and excellent in every way. She went out of her way over and over again to make sure everything was perfect, and it was!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Hi Marisa, I absolutely loved working with you on your tour. You are extremely talented. I wanted to make sure that you had everything you needed at all times. Thank you so much.
Hi Marisa, I absolutely loved working with you on your tour. You are extremely talented. I wanted to make sure that you had everything you needed at all times. Thank you so much.
Thanksgiving Break Overseas!
Reviewed By Ellie R. - New York, New York | Traveled to Florence ~ Italy ~ Europe
Sydney Weintraub is excellent at her job! While working with Sydney in making international travel plans, I was lucky enough to have thorough and prompt communication from the day I booked my flight until the day of departure. I am confident Sydney is organized and dedicated to putting her customers first. Sydney is patient, kind, and compassionate. I highly recommend Sydney when arranging travel plans!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much. I wanted to make sure you felt safe flying overseas and was happy to be there for you every step of the way.
Thank you so much. I wanted to make sure you felt safe flying overseas and was happy to be there for you every step of the way.
Summer Vacation 2022
Reviewed By Angie B. - Trumbull, CT | Traveled to Mexico
Sydney was a joy to work with. She was very knowledgeable of all the destinations we inquired about and answered all questions we had in a timely manner.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much. I am glad everything worked out perfectly.
Thank you so much. I am glad everything worked out perfectly.
Amazing Sedona Trip
Reviewed By Sue - Trumbull CT | Traveled to Sedona ~ Arizona ~ USA
Sydney gave 100% complete attention to all of my travel details and even checked in throughout the trip to ensure everything was going well!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
I would not have it any other way. Looking forward to working with you on your next trip.
I would not have it any other way. Looking forward to working with you on your next trip.
Sydney Makes Things Happen!
Reviewed By KayDee - Trumbull, CT | Traveled to Puerto Rico ~ Caribbean
Working with Sydney made planning this trip seamless. Sydney pays such close attention to detail to be sure the trip goes smoothly. What I appreciate most is how Sydney provided our family with all the possible options based on what we were trying to plan. She even stayed up super late to book a trip for us because we received a message from the original planned destination that we could possibly not have access to the beach due to algae. After talking this over, Sydney cancelled the trip and booked our second choice option. We are so appreciative of Sydney working so hard so that we would have the best vacation to spend together before our son goes off to college. We thank you Sydney and look forward to booking another trip with you!
I would recommend this agent to my family and friends
Sydney Weintraub responded:
I loved help you book your perfect family vacation before your son went off to college. Thank you and looking forward to working with you in the future.
I loved help you book your perfect family vacation before your son went off to college. Thank you and looking forward to working with you in the future.
Best travel planner
Reviewed By Kreyes - Trumbull, CT | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
I have reached out to Sydney on different occasions and she has always been prompt, provide all options and such a pleasure to work with. Always available to answer questions and talk out best scenarios for our needs. She helped with both a large group travel and a small immediate family travel inquiry. She can do it all.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much it was my absolute pleasure
Thank you so much it was my absolute pleasure
1 of 2 people found this review helpful
Best Family Vacation
Reviewed By CAF - Trumbull, CT | Traveled to Jamaica ~ Caribbean
Sydney was very patient. We were back and forth several times with pricing and destination and she never gave me a hard time.
I would recommend this agent to my family and friends
Sydney Weintraub responded:
Thank you so much. It was my pleasure. It is my goal to be there for you and listen to what you want.
Thank you so much. It was my pleasure. It is my goal to be there for you and listen to what you want.
2 of 4 people found this review helpful
France for a party of 5 -a breeze!
Reviewed By D-Day in France - Normandy/Paris | Traveled to Normandy ~ France ~ Europe
We were planning a trip to France, specifically Paris and then on to Normandy. We would be traveling with 3 young children, all of whom had never flown before. We were overwhelmed! Then Sydney came to the rescue! She quickly felt like someone we'd known for years, taking such care with all of our travel arrangements at a price we could manage.She listened to my feedback when she presented options, and I felt like we were a team I fully trusted. From a perfect location in a boutique Paris hotel to car rentals to easy flight arrangements, we often found ourselves saying that we would never have been able to manage without Sydney's help. When we ran into a snag at the airport with the car rental (not due to Sydney's work), Sydney was there to help even with the time change. Not only has Sydney gained a customer for life but she has opened our family up to travel, changing our mindset from thinking it's all too overwhelming to plan to thinking where are we going next?
I would recommend this agent to my family and friends
Sydney Weintraub responded:
It was absolutely an honor to work with you and your family on making this special occasion very memorable. Thank you for allowing me to be a part of your journey.
It was absolutely an honor to work with you and your family on making this special occasion very memorable. Thank you for allowing me to be a part of your journey.