Dawn Olson

Spring Grove, Illinois Travel Agent

An independent agent with Travel Leaders in Albertville, MN,

All-Inclusive Vacation Expert

Specializing in all-inclusive vacation packages for families, couples, groups, destination weddings and honeymoons.

My Travel Specialties

EXHALE AND ENJOY

All-Inclusive and Group Travel Specialist

My mom was born in Scotland but moved to America to start a new life. As a child, I would return there with her every year to visit family and explore the beautiful countryside. Along with Europe, we’d also take annual trips ... Read more from my All-Inclusive and Group Travel Specialist bio.

European River Cruise

Europe Tour and River Cruise Agent

I grew up traveling abroad to Europe and it's my niche! Let me plan your European River Cruise, Escorted Tours and European Adventure travels!

... Read more from my Europe Tour and River Cruise Agent bio.
 No Service or Planning Fees!

Certified Destination Wedding Specialist

Congratulations on your engagement! A destination wedding is the perfect way for you, your family and friends to celebrate, relax and spend time together. Now let's get this party started! I am a Certified Destination Wedding and Honeymoon Specialist and CEO ... Read more from my Certified Destination Wedding Specialist bio.

My Travel Experiences

Annual Mom's Getaway 2016  - Now Sapphire Riviera
Annual Mom's Getaway 2016
Courtesy of Mark Parker - Sandals Ochi, Ocho Rios
Just A Few Of Our Wonderful Customer's Trip Pics!
Travel Better!
Why Us?

Annual Mom's Getaway!

I host a yearly "Mom's Getaway" just for us mom's! Being a mother of 3, I know how stressful life can get. A short getaway is all you need to de-stress, relax and rejuvenate!

This time we are headed to one of my personal favorite destinations, Punta Cana! This year we'll be staying ... Read more from my Annual Mom's Getaway! story.

Customer Testimonials

Thanks for everything Dawn!

Thanks for setting up an amazing trip! We had an amazing time in Ocho Rios Jamaica!

Provided by Mark P., Chicago, IL

Some Of The Best Vacations We Have Ever Taken!

We have booked two vacations through Dawn at Twilight Discount Travel. She is wonderful. She worked very hard on getting our trip to exactly what we wanted to do and see. We booked a trip to Vegas and also to the Dominican Republic. These were some of the best vacations we ever have taken. The hotel/resorts that we stayed at were top notch. Dawn had everything in writing and spelled out for what the hotel/resort offered and how much everything was going to cost. Very easy to work with and always there to help. Thanks Dawn - we will be back!

Provided by Janel E., Caledonia, WI

Been Using Dawn For The Last 7 Or So Years

Twilight Discount Travel and Dawn are AMAZING. We have been using Dawn for the last 7 or so years. Just recently she helped both of my daughters with their honeymoons and did an excellent job! Not only was everything planned perfectly, but she also surprised them with special items. My husband had an issue with his vision one year when we were in Dominican Republic, and I reached out to her while she was there, and was EXTREMELY HELPFUL!!! I cannot pick a better person to plan my vacations!!!

Provided by Lisa C., Lake Villa, IL

Our wedding was wonderful

Our wedding was wonderful. We had the time of our lives!

Provided by Hillary and Joe Boruta

20TH WEDDING ANNIVERSARY

Dawn, we can't thank you enough for all your help in making our 20th anniversary so memorable. From the room upgrade, to the food, to the resort, to the staff (especially Omar) to knowing you were available if we needed anything. We can't wait to book our next trip. You are an amazing travel agent and an asset to have on hand to answer all my crazy emails.

Provided by Michele P., Channahon, IL

FAMILY VACATION TO DREAMS PUERTO AVENTURAS

Dawn booked our family of 6 a beautiful vacation to Dreams Puerto Adventuras. We had issues with our flight to Cancun and Dawn was there right away fixing our transportation from the airport to the resort since our times had changed. When we got to the resort Dawn made sure the concierge gave us a tour of the resort since we were a little confused on where everything was and how it worked! She upgraded us to Preferred status so we could get extra spoiled and she sent cookies and champagne to our room to welcome us which was too kind! She checked in on us to make sure we didn't have any more questions and also made sure we didn't have any issues getting home! We will definitely be booking our next vacation with Dawn and Twilight Discount Travel! Thanks again for everything! ?

Provided by Krystal R., Johnsburg, IL

Amazing Trip

Thank you Dawn Olson for booking us an amazing trip. We had a wonderful vacation and met so many awesome people. A big thanks for requesting an upgrade to a room that we close to the elevator and pool because of my walking disability. Very much appreciated. You have our business on out next adventure ??

Provided by Debbie C., Chicago, IL

Now Sapphire Riviera

Dawn- Thank you for all your help before and after our recent trip to Now Sapphire in Rivera/Cancun Mexico! Our group trip was fantastic, an we're already dreaming and thinking of our next big trip. Also, thank you for answering all of my annoying 'first time out of the country' questions. It certainly helped knowing what to expect in the process. Can't wait to see what upcoming all inclusive specials Twilight Discount Travel will have later this year/early next. Did someone say Cabo...Jamaica?!? ????????

Provided by Rayna Y., McHenry, IL

Another PERFECT Trip!

Can't thank you enough for ANOTHER perfect vacation! Had the greatest time with the kids at the Now Sapphire in Mexico/Cancun. The kids loved it. There were activities for all the kids (6-13) all day. The adults loved it too. Everything went off without a hitch! Thanks again!

Provided by Bryan S., Antioch, IL

Family Vacation to Iberostar!

Dawn, We had a great time! You made choosing a venue and booking a breeze! The Iberostar resort in Mexico is huge so we could mix it up, so every day seemed like we were someplace new! The Paella that was cooked on the beach was awesome! We're already looking to see where we want to go next!

Provided by Steve B., Genoa City, WI

Awesome All-Inclusive Vacation to Punta Cana

I've never used a travel agent before and now I will never not use one again! Twilight provided excellent service and detail, all I had to do was give her an idea of what I was looking for and she took care of the rest. -Lynda Villarreal

Provided by Lynda V., Zion, IL

Excellent Honeymoon!

TDT has superb service! We booked our honeymoon to Secrets SilverSands in Puerto Morelos and Dawn was amazing, she took care of everything!Thank you for a fabulous experience. :D -Traci Schnakenberg

Provided by Traci S., Gilberts, IL

Disney Vacation

We had a fabulous Disney vacation, thanks to TDT! Dawn's knowledge and expertise in planning every aspect of our trip led to unforgettable memories for our family. She was always so friendly quick to respond to all of my questions or concerns. Thank you Dawn! -Shannon Hoffmeister

Provided by Shannon H., Libertyville, IL

Destination Wedding & Honeymoon Success!

A huge thank you to Island Time Destinations for helping us plan and enjoy the wedding of our dreams! Every second brought laughter, fun and experiences that were beyond perfect! This was the 3rd vacation Dawn planned for us (beating everyone else's quotes) and our wedding was planned to include 36 other travelers. Dawn pays great attention to detail mad gets the job done, no matter what! We look forward to traveling on her recommendations for many years to come! -Suzanne Frasch Dawe

Provided by Suzanne D., Spring Grove, IL

Mexico Family Vacation

Dawn helped plan a fabulous vacation for my family of four to Mexico! All details were covered and made traveling with two young kids a breeze. Additionally we had a great time. Many thanks Dawn! -Jeanine Gallagher

Provided by Jeanine G., Wauconda, IL

Disney Vacation

TDT helped us plan our Disney vacation. It was a wonderful vacation. Thank you, Dawn, for the hard work and effort! -Scott Stefanc

Provided by Scott S., Oscaloosa, IA

My Reviews

2 of 2 people found this review helpful

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
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1 of 1 people found this review helpful

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
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1 of 1 people found this review helpful

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
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1 of 1 people found this review helpful

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
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1 of 1 people found this review helpful

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
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1 of 1 people found this review helpful

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
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1 of 1 people found this review helpful

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
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1 of 1 people found this review helpful

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
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1 of 1 people found this review helpful

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
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1 of 1 people found this review helpful

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
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