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Kelly Winchell
Wilmington, DE Travel Agent· 8 Years of Experience
Party of 6 Family Travel, an independent agent with WorldVia, a Travel Leaders Agency
5.0
(16)
100% Recommended
Kelly was so easy to work with. She helped narrow down some pretty tough choices and found us a deal on an oceanfront family suite!... Read More >
Areas of expertise
Destinations:
Caribbean, IslamoradaInterests:
Family Vacations, All Inclusive, CruisesSuppliers:
Insight Vacations, Intrepid Travel, Royal Caribbean, Disney Cruise Line, Europe ExpressAbout Me
Family and Group Travel Specialist
Do you want to share the world with your family? Whether you are looking for an experience that opens the doors to new cultures, or just a relaxing all inclusive beach vacation...I'd love to help make those dreams come true!
I aim to build long-term relationships with my clients. I will take the time to truly listen and learn about what you are looking for and value in your travel experiences. I will look for every opportunity to add value to your experience. I will be available to you before, during, and after your trip.
Areas of expertise
Destinations:
Caribbean, IslamoradaInterests:
Family Vacations, All Inclusive, CruisesSuppliers:
Insight Vacations, Intrepid Travel, Royal Caribbean, Disney Cruise Line, Europe ExpressREVIEWS
Rating: 5.0
16 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.
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Showing 16 reviews
Much needed family time!
Reviewed By Kim - Wilmington, Delaware | Traveled to Barbados ~ Caribbean
Kelly was so easy to work with. She helped narrow down some pretty tough choices and found us a deal on an oceanfront family suite! Her communication was excellent as well as her response time when I had questions. I will definitely use her again and even recommend her to others. You can tell traveling and helping others are her passions!
✓ 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
Family Trip for Mom's Birthday
Reviewed By Silverman - Philadelphia, PA | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
Kelly was a pleasure to work with, on top of all that we needed to consider. She did research for us, booked everything we wanted and needed, and even kept her eye out for discounts. Kelly was super responsive and had the patience to communicate with me and my sister-in-law as we were making decisions together. We would absolutely reach out to Kelly again to help us plan future trips. Thank you Kelly!
✓ I would recommend this agent to my family and friends.
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Kelly is Awesome!
Reviewed By David H. - Garnet Valley, PA | Traveled to Cancun ~ Quintana Roo ~ Mexico
Kelly booked our family trip to Mexico. She made all the arrangements and walked us through every step of the trip including how to book excursions without getting ripped off. She provide links to critical websites so we could pay the proper fees to leave the country. On the way home, there was a major accident on the highway to the airport and it looked as though we would miss the flight. Kelly went above and beyond by contacting the airline to let them know our situation and even arranging a back up plan if we missed the flight. I would definitely use Kelly again without hesitation! This was one of the smoothest vacations I have been on because of Kelly’s planning.
✓ I would recommend this agent to my family and friends.
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When best friends go to Key West for their 50th!
Reviewed By Heather Leigh - Margate, NJ | Traveled to Key West ~ Florida ~ USA
Where do I begin...?!
My best friends and I are turning 50... so we decided to plan a trip...
ENTER Kelly!! From start to finish she organized EVERYTHING!!
Non-stop flights directly into Key West, all hotel accommodations, GREAT restaurant recommendations, excellent activity suggestions... she handled it all!! She kept us organized and on track as our trip grew nearer.
I could go on and on about how EASY it was and how incredibly helpful Kelly was in this process! BUT, I'd be remiss if I didn't also mention Kelly's INSANE flexibility, as we had 2 in our party cancel at the last minute, which you would think could've been a nightmare for her (and probably was), but she jumped right into action, no questions, no frustration and reorganized our trip.
I cannot say enough about how really great the process of planning a trip with Kelly was and how SUPER easy and accommodating she was handling everything! I'm not sure I'll be able to plan another trip without her
My best friends and I are turning 50... so we decided to plan a trip...
ENTER Kelly!! From start to finish she organized EVERYTHING!!
Non-stop flights directly into Key West, all hotel accommodations, GREAT restaurant recommendations, excellent activity suggestions... she handled it all!! She kept us organized and on track as our trip grew nearer.
I could go on and on about how EASY it was and how incredibly helpful Kelly was in this process! BUT, I'd be remiss if I didn't also mention Kelly's INSANE flexibility, as we had 2 in our party cancel at the last minute, which you would think could've been a nightmare for her (and probably was), but she jumped right into action, no questions, no frustration and reorganized our trip.
I cannot say enough about how really great the process of planning a trip with Kelly was and how SUPER easy and accommodating she was handling everything! I'm not sure I'll be able to plan another trip without her
✓ I would recommend this agent to my family and friends.
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Girls trip
Reviewed By Kerry - Wilmington, DE | Traveled to Key West ~ Florida ~ USA
Kelly was super easy to work with. She asks questions about what we wanted in an experience, gave options to choose and checked in frequently. There was not one detail she missed. She helped us navigate group payments, changes in numbers, and flight changes (by airline). She was on top of everything! All we had to do was show up!
✓ I would recommend this agent to my family and friends.
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Certifications & Awards


Royal Caribbean Master of Adventure
Jamaica Travel Specialist
The Islands of the Bahamas Specialist
Puerto Rico Travel Expert Program
US Virgin Islands Specialist
My Places
When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.