About Us

Loving Our Adventure

Since 2022, Sun Day Travel has been dedicated to crafting unforgettable adventures for travelers of all kinds. While we are based in Cedar Lake, Indiana, we have agents spread across the country (and Vancouver Island, BC) so we can assist clients across the United States and Canada in exploring destinations around the world. Our passion lies in creating seamless travel experiences that cater to the unique desires of solo travelers, couples seeking romance, families in search of bonding moments, and groups of friends eager to explore the world together.

At Sun Day Travel, we believe that every adventure should be filled with excitement, wonder, and joy. We take great pride in arranging personalized travel plans that go beyond the ordinary. Whether you're looking for a cruise, a group cruise, special needs accommodations, or premium travel experiences, we've got you covered.

Our Story

Sun Day Travel is a full-service Certified Travel Agency that is here to help plan your next adventure.

Each of our agents have their own specialty, meaning that whether you're looking for a girls' trip, a big family vacation, or perhaps a honeymoon, we have the right people to help you plan your dream getaway whether on land or sea!

Our agents are experts in destinations like Walt Disney World Vacations, All-Inclusive Resorts, Most Cruises, Europe, groups, golf vacations, fishing trips, Africa, and more.

Since founding Sun Day Travel, Jennifer and the whole team has pursued extensive training to better serve our clients. This includes certifications in special needs travel, group travel, and multiple cruise and land based certifications, to name a few. Our dedication to continuous learning ensures that we provide expert guidance and personalized service, allowing you to focus on making memories and enjoying your adventures.

Sun Day Travel is here to turn your travel dreams into reality, with seamless, stress-free experiences tailored to your unique desires. Join us and discover the world with ease and excitement.

Meet The Team

Jennifer Olson

Founder & CEO

Alana and Winston

Office Staff

My passion for travel drives everything we do at Sun Day Travel. Being a travel agent is the perfect match for my love of planning, thirst for knowledge, and the thrill of adventure that travel brings. Because of this, I am able to provide expert advice and insights to enhance your journey. I love what we do and are dedicated to sharing our passion for travel with you.

With over 40 years of travel experience, I have journeyed across all 50 states, explored over 20 countries, and embarked on more than a dozen cruises, with the list of adventures ever growing. My love for planning, the thrill of learning, and an enduring passion for travel inspired me to create Sun Day Travel with the goal to help others experience the joy of travel without the stress and help other travel agents learn and grow as well.

Small, but mighty miniature dachshunds.

Alana is always on the go and wanting to play. Chances are you will either hear her squeaking her toy or barking for us to throw it.

Winston, on the other hand, is much more laid back and just along for the ride. He's happy to tag along and receive a belly rub or two...

Tiffany MacDougall (630)862-9706

Travel Agent

Traveling to your favorite place or dream destination can be an amazing experience, however getting there can sometimes be overwhelming. With a personal passion for traveling and an even greater passion for researching, organizing and planning. Helping clients plan a most memorable vacation is something I thrive on.

Whether it is your honeymoon, anniversary, family vacation or just trying to get away. Let me do all the work and let’s book something amazing!

Liz Halloran (250)327-4297

Expert Travel Agent

A lifelong world traveler with an insatiable travel bug, I thrive on exploring new places and immersing myself in different cultures. I have a deep love for the water and the privilege of having swum on every continent.

My passion lies in personal, small-group experiences that foster meaningful connections and unforgettable moments. I’m always learning—about people, places, and the world around me—and I love sharing my experiences to inspire others.

Through Sun Day Travel LLC, I create unique journeys that bring these adventures to life, offering you the chance to explore, connect, and make lasting memories.

David Thompson (630)254-0402

Travel Agent

Hi, I'm Dave, a passionate travel agent dedicated to crafting magical experiences for families and golf enthusiasts. With over 25 years of marriage and three wonderful kids, I understand the value of creating lasting memories together. Specializing in Disney destination vacations (Walt Disney World® vacations, Disney Cruise Line® vacations, Disneyland® vacations, Adventures by Disney® vacations, Aulani vacations), I bring my love for the parks and expertise in planning to help you unlock the full magic of your experience. From securing the perfect accommodations to ensuring your days are filled with enchantment, I'll take care of every detail so you can focus on the fun.

For those seeking relaxation on the greens, I also specialize in designing incredible golf getaways tailored to your skill level and interests. Whether it’s playing world-class courses or unwinding at luxury resorts, your dream golf trip is just a call away. Let me turn your travel dreams into reality, combining my expertise with a personal touch that stems from years of creating memories with my own family. Ready to plan your next adventure? Let’s make it unforgettable!

Scott Baker (330)962-2266

Travel Agent

Hello, my name is Scott. One of the things I love to do is travel! I love to see new things, experience new cultures, and experience the world with family and friends. I also get excited when people I know go on a journey of their own. I like hearing about their experience. I love hearing the things they saw—wildlife, a glacier, a mountain, or the beach.

I also love to plan travel for myself and others. I invest time in getting to know the places I am going. I watch YouTube, get travel guides, and search the internet for the best places to see, eat and do. I would love to plan a trip for you.

Alaska is one of my favorite places in the world. I have been to the Caribbean, to Africa and National Parks. I usually plan a fishing excursion wherever I go and would love to hook you up with a fishing trip of your own. And if you like bourbon, like I do, I have been to some of the legendary distilleries and some of the unique smaller distilleries in Kentucky, Tennessee, Alaska and Indiana.

I believe every trip we take is a journey. I want to take the burden off of you in planning a trip. I want your journey to create memories with family and friends that will last a lifetime. While I specialize in Alaskan Cruises, I am open to help you on whatever journey you are ready to take. I will take the time to make sure you have the trip of a lifetime.

Trust the Journey!

What Our Clients are Saying...

Jenny~ Franklin, TN

"Sun Day Travel is the best travel agency! They listen and plan a trip like it's their own, paying attention to budget, needs, wants, and all the little details. It's great to be able to tell someone what you care about, what you don't, and know that they'll book the best experience for you. As a busy, type A mom of 2, I don't have time to plan. I want what I want and I need it to be easy. Sun Day Travel does that. They've planned several trips for me and I can't wait for more!"

Abbie~ Fort Myers, FL

"We are so thankful for the level of excellence Jennifer provides in helping my family book the best vacation with the greatest value. She is timely, efficient, and caring. You can rest assured every detail of your vacation will be handled with the utmost care, leaving you only thinking about the fun you’re about to experience! I not only use Jennifer personally, but am the first to give her info out to every friend & family member that asks. She’s the BEST in business!"

Lynn~ New Lenox, IL

"Jen and Sun Day Travel team were amazing to work with in planning a Caribbean cruise for our group of 30 people. She was very knowledgeable about all aspects of the trip keeping in mind everyone’s budget, needs, and what we each wanted to experience. Jen took care of the smallest of details and provided great travel tips to ensure the best possible stress free experience for everyone in our group and any questions we had were answered in a timely and professional manner. I highly recommend Jen and Sun Day Travel for any of your individual or group travel needs!

About Us

Our Story

Meet The Team

What Our Clients are Saying...

Our Certifications