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Dawn Olson

Spring Grove, Illinois Travel Agent
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Dawn Olson

Spring Grove, Illinois Travel Agent
An independent agent with Travel Leaders in Albertville, MN
31 Reviews | 100% Recommended
If you see the text box to the right do not fill it in
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Certified Destination Wedding Specialist

 No Service or Planning Fees!
No Service or Planning Fees!

Congratulations on your engagement! A destination wedding is the perfect way for you, your family and friends to celebrate, relax and spend time together. 

I am a Certified Destination Wedding and Honeymoon Specialist and CEO of Island Time Destination Weddings by Twilight. From the very beginning to the very end, I help brides-to-be choose the perfect location for that perfect beach wedding they've always dreamed of. From save the date to the honeymoon, I work behind the scenes to ensure everything will be perfect in paradise! As a bride who had a destination wedding of my own (Sandals Halcyon St. Lucia), I have the expertise and knowledge you need. 

Ask me about getting your destination wedding and honeymoon package FREE!!! Interested in seeing your chosen location before the big day? I plan quick 2-3 night trips to visit your destination of choice. All you do is pay for your airfare. We'll meet with the onsite coordinators that I have personal close working relationships with. Get a VIP tour of the property, menu and cocktail tasting, view different ceremony and reception set ups and more.

No service or planning fees. Hassle free, stress free is how it should be! Now let's get this party started!

CERTIFICATES & AWARDS

Certified Destination Wedding Specialist
Certified Honeymoon Specialist
AM Resorts Master Agent Specialist
Sandals and Beaches Specialist
Hawaii Destination Specialist

Related Travel Stories

Sandals Grande St. Lucian
Some of Our Best Sellers!
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Travel Better!
Why Us?
Congratulations Amanda and David!
Just Engaged! Congratulations!

My Reviews

Rating: 5 31 Reviews | 100% Recommended

Wonderful family trip!

Reviewed By Ellee - McHenry, IL | Traveled to Cancun ~ Quintana Roo ~ Mexico
Dawn was super helpful when we were planning our next trip. She was able to answer all our questions. We gave her a budget and let her roll with dates and options for resorts. We loved Seadust Family Resort!
I would recommend this agent to my family and friends
3 of 3 people found this review helpful
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Amazing trip !!!

Reviewed By Adulinka - Kildeer IL | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
Dawn was very easy to work with and extremely helpful.
I could not be more happy with how it all worked out. Thank You!
I would recommend this agent to my family and friends
4 of 5 people found this review helpful
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Amazing trip! Everything taken care of!

Reviewed By Dana - Gurnee IL | Traveled to Galapagos Islands ~ Ecuador ~ South America
Dawn was amazing! I was so busy traveling for work that I had no time to plan my own vacation. She stepped up after we had done just enough research to be innover our heads and took over. We were able to go to the Galapagos on an amazing trip of a lifetime and everything was taken care of for us. It made the entire trip very relaxing and enjoyable. I can’t thank her enough.
I would recommend this agent to my family and friends
13 of 23 people found this review helpful
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Amazing trip because of our travel agent!

Reviewed By KR4 - Spring Grove, IL | Traveled to Puerto Aventura ~ Quintana Roo ~ Mexico
Dawn was amazing for our first trip as a family of 6 to Mexico! She booked our entire vacation package. When our flight had technical difficulties, she contacted transportation to our resort to make sure we were taken care of. When we arrived at our resort, we were a little lost by everything that was going on at the resort. She contacted a concierge and we were given a tour and told a the details of our trip! She made us feel welcome by giving us champagne and cookies! We were upgraded to VIP status by Dawn also! She definitely put me at ease when I worried about traveling with my kids! And she was right about everything! We were safe, happy, and had the best trip! We will be booking our next trip through Dawn, for sure!!!
I would recommend this agent to my family and friends
13 of 23 people found this review helpful
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Dream family vacation

Reviewed By Dave - Glenview IL | Traveled to Orlando ~ Florida ~ USA
Dawn is knowledgeable professional, helpful, insightful, prompt and courteous. My boys were 9 and 11 in May 2019 when we booked and took our trip to Universal Studios, Orlando. Their mother and I had talked for years about such a trip, and after stops and starts researching our trip ... thought it would never happen. From the moment we contracted Dawn, she made the planning seamless, answered all our questions and steered us in the best directions ... many that we would not have considered. Dawn found us reasonable first class accommodations at a truly amazing hotel, beautiful suite, early park entry w express passes, We are so grateful for Dawn's expertise and thoughtful, knowledgeable trip suggestions. Until the next time we book with Dawn, ... truly the trip of a lifetime for our family.
I would recommend this agent to my family and friends
2 of 2 people found this review helpful
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Amazing trip !!

Reviewed By Rick - Torrington CT | Traveled to Cabo San Lucas ~ Baja California Sur ~ Mexico
Working with Dawn is very easy and stress free. We have done 3 or 4 trips with her and each time the experience was great. Her recommendations are always helpful and she is always available to address any issues
I would recommend this agent to my family and friends
2 of 2 people found this review helpful
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A memorable Familymoon

Reviewed By Hobsons - Fox Lake, IL | Traveled to Mexico
Dawn did an excellent job throwing together a last minute "Familymoon" for our family. Getting a group with multiple family members is NOT an easy task but she did it. She was also a great help for me who was traveling for the first time with all my kids out of the country. Its overwhelming to ensure you are being safe and doing what you need to. Thanks for all your help and checking in with us throughout our vacation as well.
I would recommend this agent to my family and friends
7 of 12 people found this review helpful
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Great Family Vacation ??

Reviewed By Kathy - Round Lake Beach, IL | Traveled to Riviera Maya ~ Quintana Roo ~ Mexico
She put together a last minute trip for my family. She took care of all the details, flights, transfers, hotel. She even got our rooms upgraded!
I would recommend this agent to my family and friends
1 of 1 people found this review helpful
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Absolutely the best trip ever!

Reviewed By Christine - Beach park, IL | Traveled to Riviera Maya ~ Quintana Roo ~ Mexico
Dawn was amazing! The day before we left she saw my sons name was spelled wrong on his passport, and helped me tremendously to make sure he could still go and contacted all the proper people so they knew. She was very attentive to getting back to me ASAP even with me constantly trying to add people to our vacation. Will definitely be using her again!
I would recommend this agent to my family and friends
1 of 1 people found this review helpful
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Disney in December

Reviewed By Mom of 4 - Winthrop Harbor IL | Traveled to Orlando ~ Florida ~ USA
We loved our trip! Dawn was very helpful and had some awesome recommendations! We can't wait to plan another trip with her!
I would recommend this agent to my family and friends
2 of 3 people found this review helpful
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Awesome Trip!

Reviewed By Cathie - Wauconda Illiniois | Traveled to Montego Bay ~ Jamaica ~ Caribbean
WONDERFUL!!!!
I have booked 2 trips with her and they have been great! Will definitely be using her again! She is very knowledgeable about the different destinations and not only makes the travel process SUPER easy but makes sure you are in a resort the fits your vacation wants/needs whether it was with my family or my friends! She guided us in the right direction! I have and will continue to recommend her to anyone who is traveling!
I would recommend this agent to my family and friends
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Better than we even imagined!

Reviewed By Robin - Glenview, IL | Traveled to Orlando ~ Florida ~ USA
Dawn planned the best trip our lives! We would not have had the same experience without her services! She was very helpful and quick to reply to any questions we had. I am already working with her to plan my next getaway!
I would recommend this agent to my family and friends
1 of 2 people found this review helpful
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Our amazing Honeymoon

Reviewed By Ashley Beshel - Winthrop Harbor | Traveled to Riviera Maya ~ Quintana Roo ~ Mexico
Dawn was so helpful and was able to get us the perfect destination for our Honeymoon! We will definitely be working with her in the future for any other trips :)
I would recommend this agent to my family and friends
7 of 14 people found this review helpful
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Best anniversary trip!

Reviewed By Yolanda - Johnsburg, il | Traveled to Riviera Maya ~ Quintana Roo ~ Mexico
I enjoyed working with Dawn. She was responsive, knowledgeable and helped me plan my dream vacation. She listened to my wish list and we got everything we wanted and more. I highly recommend her to anyone.
I would recommend this agent to my family and friends
10 of 20 people found this review helpful
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these trips Dawn

Reviewed By Mary Matthews - Round Lake Beach, IL | Traveled to Cancun ~ Quintana Roo ~ Mexico
We use Dawn for all our traveling adventures. She is as very knowledgeable, helpful and professional. It always a pleasure speaking with Dawn. I called Dawn and asked her to help set up a getawat for my oldest daughter and granddaughter. They love for Harry Potter. So she suggested one of the best places to stay would be at the Hard Rock on Universal Studios. They had the best time for such a great rate. We all plan on going again soon.
Last year my youngest daughter graduated high school and turned 18. She wanted to go sone where were she had never been. I called Dawn and she recommended NOW Saphhire












I would recommend this agent to my family and friends
12 of 24 people found this review helpful
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10 year anniversary trip made perfect

Reviewed By Princess Green Eyes - Fox lake, il | Traveled to Riviera Maya ~ Quintana Roo ~ Mexico
Dawn was amazing. Got back to us right away and made sure she got us the best deal and a vacation that met all our needs. She even followed up right before we left and after we arrived to ensure we had everything we need and that we were enjoying our trip. Couldn't have ask for anything more.
I would recommend this agent to my family and friends
11 of 22 people found this review helpful
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Moms getaway=the perfect vacation!

Reviewed By Shelly - Kenosha, WI | Traveled to Mexico ~ Mexico
What a wonderful trip to Now Sapphie in Mexico. Dawn posted a trip on social media about a mom's getaway, that sounded amazing. A group of friends and I went and the trip was fantastic. Dawn was at the resort to make sure the trip was perfect. She handled all the details to make sure we were getting exactly what the resort offered. We stayed at an all-inclusive and Dawn made sure we had everything we could want during our trip. Dawn, Thanks for a trip full of memories!
I would recommend this agent to my family and friends
14 of 28 people found this review helpful
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The Most Memorable Trip of Our Lives!

Reviewed By Amanda - Spring Grove,IL | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
Dawn was nothing but amazing!! This was my fiancé and I’s first all inclusive trip. We had no idea where to start. I contacted Dawn through a recommendation on a Facebook page. She messaged me back in such a timely manner each time I contacted her. She answered all my questions and trust me, I had A LOT of questions. She was so patient with us as we decided on our trip.
Our trip to say the least was everything and more! We actually got engaged at the resort! The resort was everything Dawn described to us and I couldn’t be more thankful!
Dawn was so fabulous. She checked in with us before we left to make sure we had everything and were all ready. She even contacted some of the employees there to advise them we were coming and when we met them we were greeted with a big hug! It felt like home! Dawn also followed up with us after the trip to see how everything was!
I would highly recommend Dawn as a travel agent! She is very attentive, caring and helpful! I will be using her again!
I would recommend this agent to my family and friends
0 of 1 people found this review helpful
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My Birthday week....

Reviewed By Marie Evans - Lindenhurst Illinois | Traveled to Mexico ~ Mexico
Dawn was excellent to work with. Always there to answer questions. Always found out information if we had questions. Told her what we were looking for and she found it!! Already told her what we are looking for for our next cruise!
I would recommend this agent to my family and friends
0 of 1 people found this review helpful
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Two great trips and planning the Third

Reviewed By Peggy - Genoa City WI | Traveled to Cancun Mexico and Playa Del Carmen Dominican Republic
Dawn is absolutely fantastic from start to finish. She met with me and went over everything step by step and I was left with no unanswered questions. She followed through with me every step of the way even checking in when I arrived to make sure everything was okay. She even helped plan my sister's 50th birthday dinner at the hotel and it came off perfectly. I am on my third trip and I will continue to use Dawn.
I would recommend this agent to my family and friends
11 of 24 people found this review helpful
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HONEYMOON BLISS

Reviewed By Elisha - Grayslake, IL. | Traveled to Cancun ~ Quintana Roo ~ Mexico
I wanted to take a moment out of my day to share my experience with Dawn Olson as our Travel Agent. My husband & I were married this past April, while trying to get everything arranged for that I literally had to do nothing as far as booking our honeymoon. Dawn took care of EVERYTHING, even got us an upgrade for barley a portion of what it was worth. I had no headaches with the process of booking our trip. She gave us step by step, even went out of her way to make sure we knew how to get our passports, offered to turn all the paperwork in for us and such. I could go on and on , but i will spare you our details of the beautiful resort with all inclusive food, drinks and entertainment. We are a big family with 5 kids, there was NOWAY i thought my husband and I could ever afford to take a 7 night 8 day vacation financially, she made it happen by taking payments and trusting us as much as we trusted her. I honestly cannot express in words what she did for us!
I would recommend this agent to my family and friends
12 of 26 people found this review helpful
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The best “quick trip” we’ve ever had!!!

Reviewed By Kelly - Antioch, IL | Traveled to Orlando ~ Florida ~ USA
Fast, professional, friendly, knowledgeable and made our trip perfect!!! Thought of all the details to make it extra special!
I would recommend this agent to my family and friends
2 of 8 people found this review helpful
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Amazing adventure

Reviewed By Deanne - Lindenhurst IL | Traveled to Galapagos Islands ~ Ecuador ~ South America
Dawn was great help getting our trip set up and making sure all the loose ends were tied up. She checked in throughout the process to make sure we didn’t have any questions!
I would recommend this agent to my family and friends
8 of 20 people found this review helpful
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A Great Trip with Little Stress

Reviewed By Punta Cana Honeymooners - Hanna City, Illinois | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
Dawn was great in setting up our Honeymoon. I told her what I wanted and where I was thinking of going and she stepped up and helped me out step by step. Took the stress out of the planning and at a cheaper rate than I could do myself, I looked. Dawn was great in responding quickly to any questions we had with the costs, travel and resort / excursions that we were thinking of. Dawn was great in giving us some tips for getting the most out of our travel and resort stay. Thank you very much Dawn.
I would recommend this agent to my family and friends
3 of 11 people found this review helpful
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Best travel agent I've ever worked with!

Reviewed By Schnak - Gilberts, il | Traveled to Mexico
Dawn was absolutely wonderful to work with. She answered all of my questions (and I had a lotl) and made the experience perfect!
I would recommend this agent to my family and friends
10 of 25 people found this review helpful
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Amazing trip! Everything taken care of!

Reviewed By Dana - Gurnee IL | Traveled to Galapagos Islands ~ Ecuador ~ South America
Dawn was amazing! I was so busy traveling for work that I had no time to plan my own vacation. She stepped up after we had done just enough research to be innover our heads and took over. We were able to go to the Galapagos on an amazing trip of a lifetime and everything was taken care of for us. It made the entire trip very relaxing and enjoyable. I can’t thank her enough.
I would recommend this agent to my family and friends
5 of 16 people found this review helpful
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Trip of a Lifetime!

Reviewed By Courtney - Antioch, IL | Traveled to Caribbean Sea ~ At Sea ~ At Sea
Dawn went above and beyond to ensure every single detail of our 15-person, once-in-a-lifetime cruise went off without a hitch. Her attention to detail, extensive knowledge and kind demeanor make her exceptional. My entire family gives her our highest and most sincere recommendation. She is just wonderful!
I would recommend this agent to my family and friends
10 of 26 people found this review helpful
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Best Travel Agent EVER!

Reviewed By Jon and Janel Fry - Caledonia WI | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
Dawn is the best! She listens to what you want and then offers all the options. Everything is in writing. She goes above and beyond to make her clients happy! We have booked two trips with Dawn and they were awesome!

Our latest trip was to Punta Cana Dominican Republic. This was the best trip we have ever taken. We went over Christmas and it was beautiful. At first the trip got booked for the wrong week, but Dawn was able to fix it at the last minute and everything went perfectly! She gave us a list of things we could do and see and we picked what we wanted and she booked it all for us. No headaches - everything was smooth and carefree!

I will use Dawn at Twilight Discount Travel again and will tell everyone I know to use her also for all of their travel needs!
I would recommend this agent to my family and friends
9 of 24 people found this review helpful
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Two great trips and planning the Third

Reviewed By Peggy - Genoa City WI | Traveled to Cancun Mexico and Punta Cana Dominican Republic
Dawn is absolutely fantastic from start to finish. She met with me and went over everything step by step and I was left with no unanswered questions. She followed through with me every step of the way even checking in when I arrived to make sure everything was okay. She even helped plan my sister's 50th birthday dinner at the hotel and it came off perfectly. I am on my third trip and I will continue to use Dawn.
I would recommend this agent to my family and friends
9 of 24 people found this review helpful
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My husband said this was his best vacation ever an

Reviewed By Lckranch - Spring Grive, IL | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
Dawn was very attentive and helped with every aspect of booking and preparing for our trip. She went above and beyond her role-helping us with our passports and airline website.
I would recommend this agent to my family and friends
7 of 21 people found this review helpful
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Best travel agent!

Reviewed By Cam - Bethesda, Maryland | Traveled to Grenada ~ Caribbean
It was a pleasure working with Dawn. I never met her and found her on the Internet as an agent focusing on St. Vincents and the Grenadines. Logistically, I did not have the time to go there. Dawn suggested Grenada, and booked me at the Rex as a VIP solo travel. Because of that, they upgraded me for free to a suite. The resort was beautiful with views of the ocean and the lake. As I love wildlife, the lake had so many birds and turtles and benches where you could sit and watch. Simply beautiful! I am already planning other destination and will def use Dawn!!!!!!!!
I would recommend this agent to my family and friends
7 of 21 people found this review helpful
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