Planner of Unforgettable Group Escapes

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Cheryl Embrey, Travel Agent in Carlisle, IA

Cheryl Embrey

Carlisle, IA Travel Agent
Super Agent

Cheryl Embrey

Carlisle, IA · 4 Years of Experience

Dream Vacations by Cheryl, an independent agent with Inteletravel, a Travel Leaders Network Affiliate Agency
5.0
(37)
100% Recommended
We had a large group. Cheryl and as great about booking us plane tickets transportation and the resort Read More >
About
Reviews
My Places
Client Testimonials

Areas of expertise

Destinations:

Mexico

Interests:

Groups

About Me

Travel the world with friends!
Travel the world with friends!

Hi Im Cheryl, your dedicated travel advisor with a passion for creating unforgettable group travel experiences. I specialize in helping families, friend groups, and businesses plan seamless, stress-free getaways that bring people together in meaningful ways.

With 3+ years of experience in the travel industry, I understand the unique dynamics that come with group travel. Whether it’s coordinating multiple schedules, managing budgets, or designing a trip that appeals to a variety of interests and personalities. My goal is to take the stress out of the process so you can focus on what really matters: making memories with the people you care about most.

From milestone celebrations and destination weddings to corporate retreats, school trips, reunions, and all-inclusive friendcations, I handle every detail from the first brainstorm to the final boarding pass. I work closely with each client to tailor itineraries that suit the group’s vibe, needs, and budget. Whether that means booking private villas in the Caribbean, group-friendly resorts in Mexico, or multi-city tours across Europe, I’ve got the tools, connections, and creativity to bring it all to life.

My services include:

  • Destination research and personalized recommendations
  • Group airfare coordination and airport transfers
  • Hotel and resort group bookings (including exclusive perks and upgrades)
  • Custom itinerary planning with excursions, dining, and downtime built in
  • Cruise group planning
  • Group travel insurance options and travel protection plans
  • On-call support before and during travel

Through my partnerships with trusted suppliers and travel networks, I offer insider access to exclusive group rates, upgrades, and VIP experiences that you won’t find on your own. I also stay on top of the latest travel trends, safety protocols, and logistical updates so you don’t have to.

Planning a trip with a group can feel overwhelming, but with the right guide, it can be a breeze. Let me be that guide. Whether your group is big or small, close-knit or newly connected, I’ll help you create an experience that’s not only smooth and stress-free but also unforgettable.

Allow Dream Vacations by Cheryl help turn your next group getaway into something truly special.

REVIEWS

Rating: 5.0
37 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 37 reviews

Great trip
Reviewed By Karnak - Hayti sd | Traveled to Jamaica | Caribbean
We had a large group. Cheryl and as great about booking us plane tickets transportation and the resort
Cheryl Embrey responded
"Thank you so much! It was a pleasure helping coordinate everything for your large group. I’m so glad I could assist with the flights, transportation, and resort to make the planning process smooth and stress-free. I truly appreciate you trusting me with your trip and would love to help again anytime!"
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
Cancun Surprise
Reviewed By Cancun Surprise - Olathe, KS | Traveled to Cancun | Quintana Roo | Mexico
Cheryl worked with my father and me to plan a surprise trip to Mexico for my mother. The difficulty was finding a resort that had two rooms. She was able to find 4 different resorts that we were able to choose from. She made sure we were informed about the insurance portion since my parents are elderly. She also made sure the connections had plenty of time, so we did not have to rush to catch our next flight. This is the second trip she has planned for me in a short amount of time, and I won't use anyone else for my future trips. She is a dream to work with and takes her job very seriously and overseas everything to make sure you have an enjoyable time while you are gone.
Cheryl Embrey responded
"Thank you so much for your kind words! It was truly an honor to help you and your father plan such a special surprise for your mom. I’m so glad we found the perfect resort option and that the flight connections and insurance gave everyone peace of mind. Helping create smooth, stress-free experiences, especially for meaningful family moments like this is why I love what I do. I’m so grateful for your trust and look forward to planning many more amazing trips for you! ~Dream Vacations by Cheryl"
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
Jamaica 2026
Reviewed By Teri - Indianola, Iowa | Traveled to Jamaica | Caribbean
I've used travel agents before but not one has ever gone above and beyond like Cheryl did for us on this trip! We had a group of 20 but only 14 chose go with Cheryl's travel agency. From being patient with our group in giving us so many quote while we were trying to decide where to go, to dealing with the hurricane in November and then finally making sure we had everything we needed for our trip in the two weeks leading up to departure. I'm very happy with Cheryl's attention to details and making sure we didn't have to worry about a thing! I'm so thankful and will definitely use her services again!
Cheryl Embrey responded
"Thank you so much for your kind words! Planning for your group was truly a pleasure. I know coordinating 14 people, multiple quotes, and even navigating a hurricane added extra layers, and I’m so glad I could help make it smooth and stress-free. My goal is always to handle the details, stay ahead of any issues, and be available when you need me so you can focus on the fun. I’m truly grateful for your trust and support, and I can’t wait to plan your next adventure together!"
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!
Reviewed By Yeah Mon - Watertown SD | Traveled to Jamaica | Caribbean
It was a great experience! Cheryl was amazing. Very caring and stayed in touch to make sure we arrived safely. Great resort and excellent service.
Cheryl Embrey responded
"Thank you so much for your review, I am so glad all went well with your trip to Jamaica with friends and family. I can't wait to help with all your future travels! Cheryl Dream Vacations by Cheryl"
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
Jamaica
Reviewed By 2026Trip - Bondurant, IA | Traveled to Jamaica | Caribbean
Cheryl was so easy to work with. She would get back with us right away with any questions we had. The days of our travel, she was watching our flights and was available with any questions we had. Our group always said Cheryl is on it. She was great!
Cheryl Embrey responded
"Thank you so much for your kind words! It truly means a lot to hear that you felt supported and taken care of throughout your trip. I loved working with your group and am so glad everything went smoothly. Being “on it” for my clients is always my goal! I appreciate you trusting me with your travel plans and hope to work with you again soon. Cheryl Dream Vacations by Cheryl"
I would recommend this agent to my family and friends.
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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.

Client Testimonials

A perfect golden birthday celebration!
In the past I have planned vacations for our family, but this year, my daughter turned 17 on the 17th her “golden” birthday, her request was somewhere warm! I called Dream Vacations by Cheryl, gave her the little bit of must have WARM weather without the need for a passport and a budget. Cheryl put together a great package for us from flight, hotel and excursions. Key West FL had the best sunrise to sunsets a teenager to ask for! We will definitely be asking Dream Vacations by Cheryl for more family fun vacations.
Julie B. Carlisle Iowa
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