Orlando Area Travel Agent Specialist

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Cailel Colson, Travel Agent in Tallahassee, FL

Cailel Colson

Tallahassee, FL Travel Agent
Super Agent

Cailel Colson

Tallahassee, FL · 5 Years of Experience

A full-service Travel Leaders Associate Agency
5.0
(24)
100% Recommended
Along with leaving Kai Colson Travel a five-star review, I'm going to keep using their services. The early wedding season of 2025 began in mid-February. My... Read More >
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Itineraries

Areas of expertise

Destinations:

Orlando, Kissimmee, Lake Buena Vista, Port Canaveral, Universal Orlando

Interests:

City Breaks, Cruises, Museums, Animals & Wildlife, Shopping

About Me

Lake Nona Public Art
Lake Nona Public Art

Did you know Orlando is one of the most visited destinations in the world? Yet most visitors never see more than a few square miles of it. As your Orlando-area travel specialist, I’m here to change that. While I’m well-versed in the magic of Walt Disney World and the thrills of Universal Studios (and I love crafting those iconic park vacations!), I also help my clients discover the other side of Central Florida—the one filled with vibrant neighborhoods, hidden foodie gems, stunning natural escapes, and cruise-ready relaxation. I go beyond ticket packages to design dynamic, customized itineraries that capture the full experience of Greater Orlando and beyond.

City Breaks in Orlando & Kissimmee
Dive into Orlando’s culture with curated experiences, indie coffee shops, pop-up art galleries, local attractions, and family-friendly hangouts that give you a true feel for the city.

Shopping & Outlet Adventures
I design personalized shopping days that hit the best outlets, specialty stores, and hidden boutiques. Ideal for fashion lovers, deal hunters, and those seeking fun downtime between attractions.

Wildlife & Eco Tours
From Everglades airboat rides to wildlife sanctuaries and scenic kayaking trips, I can add just the right touch of Florida’s wild beauty to your trip.

Cruise Getaways via Port Canaveral
Only about an hour from Orlando, Port Canaveral is a major cruise hub. I’ll help you build smooth pre- or post-cruise stays, coordinate transfers, and plan extra adventures to make the most of your time.

Museums, Galleries & Local Culture
Orlando isn’t just for rollercoasters. Think science centers, immersive museums, and cultural events that make perfect add-ons to a well-rounded trip—especially for adult travelers and multigenerational families. I work with solo travelers, families, student groups, and large teams including cheer squads and reunion groups to build seamless, fun, and personalized itineraries that showcase the best of Central Florida, the famous parks & the underrated gems. 

Let’s make your trip unforgettable for all the right reasons. So if you’re thining of heading to the castle, the coast, or the city, I’ll be here to make it effortless. Reach out today and let’s start planning your next Orlando adventure!

REVIEWS

Rating: 5.0
24 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 24 reviews

March Vows
Reviewed By Elle - Tallahasseee Florida | Traveled to Tallahassee | Florida | USA
Along with leaving Kai Colson Travel a five-star review, I'm going to keep using their services. The early wedding season of 2025 began in mid-February. My client who was getting married in March told me that her friends and family coming from Illinois didn't have a hotel or a way to get around. As the couple's event advisor, I would typically bring up this topic early on, but bear in mind that I had less than four weeks to work my magic on their behalf. I accepted the challenge and contacted Kai Colson. My emails were answered right away, everyone arrived on time, hotel rooms were chosen based on group and block rates, and there was transportation from the airport to the hotels and back.
I would recommend this agent to my family and friends.
3 of 3 people found this review helpful. Was this review helpful to you?YES|NO
Just what I needed!
Reviewed By Secret Popstar - Disney World | Traveled to Orlando | Florida | USA
Perfectly planned trip to Disney with friends! My travel, stay, and reservations were wonderfully coordinated! Kai was easy communicate with and made several suggestions that enhanced the trip overall!
I would recommend this agent to my family and friends.
3 of 3 people found this review helpful. Was this review helpful to you?YES|NO
Celebrity Cruise
Reviewed By Suzie G. - Tallahassee, FL | Traveled to Bimini Islands | Bahamas | Caribbean
Kai was amazing at helping us book our first cruise for May 2025. He guided us along on what to expect and how to get the most out of our trip. Highly recommend!
I would recommend this agent to my family and friends.
3 of 3 people found this review helpful. Was this review helpful to you?YES|NO
APA Florida Planning Conference 2024
Reviewed By APAFL - Tallahassee, Florida | Traveled to Tampa | Florida | USA
APA Florida hosts the Florida Planning Conference every year for planners throughout the state of Florida. This past year our event was in Tampa and had a record-breaking conference of over 1,100 attendees. Kai was our go-to person when communicating with vendors such as Catering, Transportation, A/V and the Tampa Convention Center staff. He also assisted with communications with the 4 hotels that we had under contract for the 3.5-day event. He was ready to take on any challenge and assisted with planning as well as being a boots-on-the-ground participant. He arrived early to the event with the event staff and stayed through tear-down to help us get packed up more quickly. There was nothing that he would not jump in and help with for this event. From this experience, Kai is HIGHLY recommended for any large group planning of events. Thanks for making this event run more smoothly, Kai!
I would recommend this agent to my family and friends.
3 of 3 people found this review helpful. Was this review helpful to you?YES|NO
Wonderful Las Vegas experience!
Reviewed By JCD Builders - Tallahassee, FL | Traveled to Las Vegas | Nevada | USA
Our educational trip to Las Vegas was absolutely amazing! We participated in a student competition with over 30 people in our group, and we loved every single minute of it. The attention to detail was impeccable, and the agent was incredibly patient with all the changes we needed. He took care of our every need, making it a truly wonderful experience working with him. We can't wait to call him again for our next trip!
I would recommend this agent to my family and friends.
3 of 3 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.
Orlando Travel Academy Diploma

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.

My Photo Albums and Videos

Epic Universe
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