The drive that started it all

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Jennifer Shea, Travel Agent in Markham, ON

Jennifer Shea

Markham, ON Travel Agent

Jennifer Shea

Markham, ON · 3 Years of Experience

Onvigo.Jennifer.Shea, an independent agent with Onvigo Inc, a Travel Leaders Network Affiliate Agency
4.9
(13)
100% Recommended
We would definitely recommend Jennifer when planning your next vacation! She booked our 10th Wedding Anniversary trip to Portugal and took care of every detail -... Read More >
About
Reviews
My Places
Client Testimonials

Areas of expertise

Destinations:

South Dakota

Interests:

Couples & Romance, Car Travel

About Me

Day 2 of our cross country drive
Day 2 of our cross country drive

Some journeys begin with a map. Mine began with a handshake.

Three weeks after meeting my husband, Mark, we drove across the country together. It sounds wild—and it was. I was living in British Columbia at the time and had returned home to Ontario for a visit. My brother had found me a car and fixed it up, and I needed to drive it back out west. While catching up with a friend, a man with a five o’clock shadow (which I’ve always found charming) walked into the room. He introduced himself as Mark, sat down with my friend’s boyfriend, and I went back to my conversation.

Then he overheard me talking about my need for a co-pilot for the long drive west. Without hesitation, he said, “I’ll come with you!”

I looked at him, amused and slightly incredulous. “I’ll let you know, thanks,” I replied, channeling my inner Cher from Clueless: “As if!”

But life has a funny way of surprising you.

After that day, Mark reached out. We went on our first date a few days later, and from that moment on, we were inseparable. It felt like we had known each other forever. When the time came for me to leave, we decided to take the leap—together.

That drive was the beginning of everything.

We traveled through the United States, taking in the ever-changing scenery and making memories that would last a lifetime. Our first night, we drove straight to Wisconsin Dells, checking into a hotel at 2 a.m. The next morning, we walked across the street to a McDonald’s that looked like a log cabin—easily the most beautiful McDonald’s we’d ever seen.

From there, we ventured into the Badlands of South Dakota. We nearly spent the night in the car, but luck was on our side—we found a hotel just five minutes before the office closed. The Badlands felt like stepping into another world, as if a dinosaur might wander across the road at any moment.

We drove through the Black Hills, stood in awe before Mount Rushmore, and headed north through Wyoming into Montana—where we’re pretty sure we drove through a tornado. The rain came sideways, the car shook, and water seeped through the doors. Mark kept his backpack within arm’s reach “in case you kick me out in the middle of nowhere,” he joked. But he never needed it.

In Butte, Montana, we forgot it was July 4th and nearly slept in the car again. After a few tries, we found a room. Our final stretch took us through Idaho and Washington State, where the mountain views and sparkling lakes took our breath away. It was a drive I’d do again in a heartbeat.

Four years later, we were married.

That trip taught me something profound: travel isn’t just about the destination—it’s about the connection, the spontaneity, and the stories you collect along the way. Since then, Mark and I have built a life centered around exploration. We’ve made it our mission to travel with our children, to show them the world, and to instill in them the same sense of wonder and adventure that brought us together.

As a travel agent, I bring that same spirit to every journey I help plan. I believe in the magic of the unexpected, the beauty of the open road, and the power of saying “yes” to adventure—even when it comes from someone you just met. Because sometimes, the best stories begin with a simple, “I’ll come with you.”

REVIEWS

Rating: 4.9
13 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 13 reviews

A week to remember in Portugal!
Reviewed By Jen - Lisbon | Traveled to Portugal | Europe
We would definitely recommend Jennifer when planning your next vacation! She booked our 10th Wedding Anniversary trip to Portugal and took care of every detail - from flights with seats reserved together, private transfers, train tickets, accommodations, and private tours/activities! She was very knowledgeable about the destination and suggested we add a day trip to Sintra, which ended up being one of the highlights of our vacation! Jennifer was also very responsive to our questions, which ensured an enjoyable and stress-free getaway!
Jennifer Shea responded
"Thank you so much for the amazing review! I'm thrilled I could help make your 10th anniversary trip to Portugal special. It was a joy planning every detail, and I’m so glad Sintra turned out to be a highlight! Your kind words mean a lot, and I look forward to helping with your next unforgettable getaway. Warmly, Jennifer"
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
Keeps the kids in mind
Reviewed By Travelling Family - Ontario, Canada | Traveled to Portugal | Europe
Jen has been planning our family vacations for quite some time. She always thinks about our two young children and gears our trips, accommodations, excursions and flight times with our children's interest and well being in mind. Thank you for all you have done for us.
Jennifer Shea responded
"Thank you for the kind words! It has been my pleasure to plan your family getaways for the past few years. It's always fun hearing about how much fun your kids had during "their" curated activities. (But we both know who enjoyed the water park the most hehe). I look forward to planning your next family adventure! Jen"
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
Relaxing vacation!
Reviewed By Agent Fan Forever - Ajax, ON Canada | Traveled to Mexico
Jennifer was fabulous in booking our all-inclusive vacation and answered all our questions quickly and efficiently right up to departure! She is researching our next vacation!
Jennifer Shea responded
"Thank you so much for your kind words! I'm so glad I could help make your all-inclusive vacation planning smooth and stress-free. It was a pleasure answering your questions and ensuring everything was set for departure. I'm excited to be researching your next getaway and look forward to helping you create another amazing experience! Warmly, Jen"
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
Perfect Location
Reviewed By TS Trip - Castleton Ontario | Traveled to Paris ~ France ~ Europe
Working with Jennifer was great. She was always positive, listened to our needs/wants and diligent in finding a hotel for us in our price range. Our hotel was a small quiet place very close to the Arc D' Triumph and the Metro was right outside the door so we had no issues getting to our event and back. We also had several little cafe's within a block of the hotel to enjoy meals. It was the perfect location Thank You Jennifer
Jennifer Shea responded
"Thank you so much! It was a pleasure helping you find the perfect spot near the Arc de Triomphe. I'm so glad the location worked out so well for your event and that you enjoyed the nearby cafés. I truly appreciate your kind words and look forward to helping with your next adventure! Warmly, Jen"
I would recommend this agent to my family and friends.
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Euro peon Vacation
Reviewed By Andrea - Bowmanville, Ontario | Traveled to Rome ~ Italy ~ Europe
Working with this travel agent was an absolute pleasure! Their attention to detail, prompt communication, and personalized recommendations made planning my trip a breeze. From arranging accommodations to booking transportation, Jen went above and beyond to ensure a seamless experience. I highly recommend their services to anyone looking for a stress-free and memorable travel adventure!"
Jennifer Shea responded
"Thank you so much for your thoughtful review! I'm truly grateful for the opportunity to help plan your trip and thrilled to hear the experience was smooth and enjoyable. Attention to detail and personalized service are at the heart of what I do, so it means a lot to know those efforts made a difference. It was a pleasure working with you, and I look forward to helping with future travel plans! Warm regards, Jen"
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

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

Super Agent!
Jennifer was super easy to works with and had a lot of great suggestions. She was able to find multiple trips for me to chose from that were within my budget and amazing destinations. I highly suggest you contact her if you’re looking to book a trip!
Steph D. Clarington, Ontario.
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