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Jessena Olson

Waterloo, Iowa Travel Agent
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Jessena Olson

Jessena Olson

Waterloo, Iowa Travel Agent
Gulliver's Travel Waterloo, a Travel Leaders Network Affiliate Agency
24 Reviews | 100% Recommended
If you see the text box to the right do not fill it in

Group Travel Specialist

My love for travel brought me to starting my career in the travel industry when I received my associated degree in Travel & Tourism in 1998.

Through the years I have been able to travel all over the world and share my experiences with others. A few of my favorite places I have traveled to have been Norway, Denmark, Greece, Mexico, Cozumel, Dominican Republic and many places here in the United States.  

Seeing the fjords of Norway. 

Walking the Cobblestone streets of Copenhagen.

Snorkel in the Gulf of Mexico. 

Hiking the mountains in Greece to explore Ancient Ruins.

Feeling the history in Washington D.C 

 I recently got back on a 9 day guided tour through Greece. Being part of a group was very rewarding and a great way to meet new people!  Having everything taken care of during the guided trip was a relief. From the airfare, hotel, transportation, meals, and entrance fee's into the attractions was an excellent way to explore the beautiful, picturesque country of Greece at ease!

With all my personal experiences with traveling. I am able to share first hand knowledge and tips with you, while helping plan your trip.  

      "The World is a book and those who do not travel read only one page" 

                                  -St Augustine

 

I truly believe that you enrich your life by seeing the world. Experiencing other cultures, exploring new places, trying new foods, meeting new people. Traveling is a way of learning about yourself and making memories that will stay with you. It will excite you upon your return and starting planning your next trip! 

CERTIFICATES & AWARDS

Travel & Tourism Certificate
Globus/Cosmos & Avalon Specialist
Prince Cruise Specialist
Jamaica Specialist
AMResorts Master Agent

My Reviews

Rating: 5 24 Reviews | 100% Recommended

Paradise

Reviewed By Paradise - Fairmont MN | Traveled to Negril ~ Jamaica ~ Caribbean
She was great to work with. She was always pleasant and went above and beyond. She always had a quick answer or solution.
I would recommend this agent to my family and friends
24 of 34 people found this review helpful
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Fabulous Trip! Dream come true!

Reviewed By Hawkmom32 - Dunkerton, IA | Traveled to Riviera Maya ~ Quintana Roo ~ Mexico
Jessena went above and beyond and planned us a PERFECT trip. Despite 2020 and Covid she made everything work perfectly and safe for us to travel!
I would recommend this agent to my family and friends
17 of 21 people found this review helpful
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Good trip once we got there

Reviewed By Breezy - Waverly Iowa | Traveled to Alaska ~ USA
She was very helpful!
I would recommend this agent to my family and friends
26 of 39 people found this review helpful
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Goddy4 trip to remember!

Reviewed By San - Nora Springs,IA | Traveled to Las Vegas ~ Nevada ~ USA
Jessena is such a nice person to talk to. Very happy and upbeat personality. She worked with me so easily and helped answered all my questions. She made out trip so easy for us. We truly appreciate that.
I would recommend this agent to my family and friends
12 of 13 people found this review helpful
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Punta Cana 2020 Mom/Daughter trip

Reviewed By Mercedes and Lisa - Waterloo, iowa | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
I have already recommended her to multiple people! She is such a great help! Has awesome deals and always explains everything very well. She always know the answers to the questions we ask! Sends out so many letters and always gets ahold of us when something changes!
I would recommend this agent to my family and friends
18 of 25 people found this review helpful
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Jessena is the BEST!

Reviewed By Jori - Iowa | Traveled to Las Vegas ~ Nevada ~ USA
Jessena worked quickly to book our vacation and made sure that the little details were taken care of. Everything was perfect and just as we hoped for.
I would recommend this agent to my family and friends
21 of 31 people found this review helpful
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Awesome Mexico Family Trip!!

Reviewed By Jalewerke - Johnston, IA | Traveled to Cancun ~ Quintana Roo ~ Mexico
Working with Jessena was a breeze! She was super helpful in finding the perfect family vacation! She took the time to go over several options for us and find the right fit. Every detail was taken care of which made travel with a family of 5 go smoothly! We will be booking with her again soon!!
I would recommend this agent to my family and friends
17 of 24 people found this review helpful
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Dream Anniversary Vacation!

Reviewed By Kara - Minneapolis, MN | Traveled to Maui Island ~ Hawaii ~ USA
Jessena was amazing to work with. She helped plan and made suggestions for us to have the trip of a lifetime. Due to COVID-19 we had to reschedule our trip which Jessena worked to make possible for us. And then when it came down to leaving she made sure we knew everything we had to know to have safe travels. I even had to txt her a few times the day of and during our trip and she replied right away and never acted like I was a bother. Can’t wait to plan my next trip with her!
I would recommend this agent to my family and friends
14 of 18 people found this review helpful
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Jessena is phenomenal!

Reviewed By Teresa - Waverly, IA | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
She organized and worked to coordinate travel for 17 people for a destination wedding and I could not have done it without her. She was organized, available for questions, and kept us updated. She was wonderful to work with!
I would recommend this agent to my family and friends
16 of 23 people found this review helpful
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The best Western Caribbean cruise

Reviewed By Bruce - Des Moines, Iowa | Traveled to Cozumel ~ Quintana Roo ~ Mexico
Jessena did a great job of getting our cruise arrangements made with little notice and everything went very well!
I would recommend this agent to my family and friends
24 of 39 people found this review helpful
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Awesome agent and amazing experience!

Reviewed By N&J Scofield - Minneapolis, MN | Traveled to Dominican Republic ~ Caribbean
Jessena was awesome to work with! We provided our “wish list”, budget and timeframe and provided tons of options! As soon as we wondered about a different kind of trip, she provided options for those trips and the pros and cons between them all. When we were getting ready to leave on our trip she answered all of our last minute questions - what to bring, not to bring, which she happily answers for us! And to top it off, our trip was AMAZING!!
I would recommend this agent to my family and friends
22 of 35 people found this review helpful
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Great service

Reviewed By PG - Nevada, IA | Traveled to Negril ~ Jamaica ~ Caribbean
Jessena responded quickly and politely to our requests for assistance. I am quite happy with my experience.
I would recommend this agent to my family and friends
20 of 32 people found this review helpful
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Christmas Trip

Reviewed By Jennifer - Prior Lake MN | Traveled to Puerto Vallarta ~ Jalisco ~ Mexico
Jessena is amazing to work with! She went the extra mile for us as we changed locations 3 times. Thanks for helping us plan an amazing Christmas trip!!
I would recommend this agent to my family and friends
7 of 7 people found this review helpful
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Can't wait to go back!

Reviewed By Couples Swept Away - Waterloo, IA | Traveled to Negril ~ Jamaica ~ Caribbean
Jessena is wonderful. Very responsive and cares how our trip is going, including our experience w/flights and transfers.
I would recommend this agent to my family and friends
9 of 11 people found this review helpful
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Perfect getaway for two!

Reviewed By Leah - Ames, IA | Traveled to Playa Del Carmen ~ Quintana Roo ~ Mexico
Very friendly! Jessena went above and beyond preparing us for our first international vacation. She gave us great options for what we were looking for. We received all the necessary details of what to expect when preparing and arriving at our new destination. I would highly recommend Jessena for all your future travel planning needs!
I would recommend this agent to my family and friends
14 of 21 people found this review helpful
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Spring Break 2022

Reviewed By Trish K. - Lisbon, IA | Traveled to Ocho Rios ~ Jamaica ~ Caribbean
I just wanted to send you a quick thank you for your help in making our Ocho Rios trip a smashing success!!! All 14 of us were so well taken cared of by you. Even with our large group, everyone was handled perfectly from air travel, overnight airport park and fly and our all inclusive resort. Prices for everything were way better that what we could have booked, too.
We had a blast! Thank you for your patience with us pre-trip as well as your help while we were there with a medical issue.
Our concerns about traveling with Covid were eased by your expertise.
We will definitely be reaching out for next year's spring break!
Thanks again!!!
I would recommend this agent to my family and friends
8 of 10 people found this review helpful
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Girls trip 2021

Reviewed By Jennifer - Waterloo, iowa | Traveled to Cancun ~ Quintana Roo ~ Mexico
She has been wonderful and would recommend to anyone.
I would recommend this agent to my family and friends
6 of 6 people found this review helpful
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Amazing honeymoon!!

Reviewed By Ken & Diane - Waterloo, IA | Traveled to Cancun ~ Quintana Roo ~ Mexico
Jessena was awesome to work with. She would answer my questions right away, and be very helpful with reminders of things not to forget to pack. She surprised us with an awesome upgrade when we got to the resort. She is fabulous, would highly recommend.
I would recommend this agent to my family and friends
9 of 12 people found this review helpful
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Great after Covid Trip

Reviewed By Kimmie A. - Waterloo, IA | Traveled to Las Vegas ~ Nevada ~ USA
Always available and informative!
I would recommend this agent to my family and friends
9 of 12 people found this review helpful
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We love Cancun!

Reviewed By Nicole - Davenport, IA | Traveled to Cancun ~ Quintana Roo ~ Mexico
Jessena is so great to work with! She listened to our wants and needs, and offered options that fit within our budget. She was quick to apply changes we asked for, and handle any issues. She ensured that the resort understood our special requests, and called ahead to remind them. The private transport she arranged was seamless and perfect. I would definitely recommend Jessena to anyone looking for an excellent and responsive agent! We look forward to working with her to plan our next trip!
I would recommend this agent to my family and friends
5 of 6 people found this review helpful
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Attention to Details

Reviewed By The Kinney family - Temple, Texas | Traveled to Ireland ~ Europe
Jessena provides an excellent professional experience. She listened to our wishes and took care of all the details to make our dream vacation as smooth as possible. We had numerous concerns traveling because of COVID. Jessena answered all of our questions. When she didn’t have answers she found them out even making phone calls to the tour company to provide clarification for us. She continued to communicate updates as changes happened in our itinerary and flights. She was easy to reach and quickly responded. She ensured all the details were communicated about the trip and even gave some personal advice from her own experience. Using Jessena and the agency gave us a peace of mind that we had someone to contact if issues came up. Thank fully we had no issues just wonderful memories to cherish a lifetime.
I would recommend this agent to my family and friends
4 of 4 people found this review helpful
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Amazing experience!

Reviewed By Kayleann - Cedar Rapids, iowa | Traveled to Cancun ~ Quintana Roo ~ Mexico
Jessena is an amazing agent! While at our resort, we had issues scheduling transportation back to the airport. Jessena was quick to respond and schedule it for us! She was always checking in to ensure we were enjoying our trip! Such an incredible experience we had all thanks to the time and commitment Jessena put into planning our trip! 100% would book through her again!! Cant thank her enough!
I would recommend this agent to my family and friends
6 of 8 people found this review helpful
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Our #1 Family Vacation

Reviewed By Nikki & Tee Kylandezes - Waterloo, Iowa | Traveled to Cancun ~ Quintana Roo ~ Mexico
She was very thorough when looking and booking our trip. Any questions we had she always had the answers to.
I would recommend this agent to my family and friends
6 of 8 people found this review helpful
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great trip sunny and warm great trip !!

Reviewed By Papa's - Cedar Falls IA | Traveled to Puerto Vallarta ~ Jalisco ~ Mexico
She helped us with everything from start to finish
I would recommend this agent to my family and friends
7 of 10 people found this review helpful
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