Group, Business and Theme Park Travel 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 >
About
Reviews
Certificates & Awards
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Travel Stories & Media

Areas of expertise

Destinations:

Walt Disney World, Florida, Mexico, Caribbean, Ireland

Interests:

Disney Vacations, Business Travel, Groups, Theme Parks, Wine Country Vacations

Suppliers:

Disney, CIE Tours, Universal Parks & Resorts Vacations, Virgin Voyages, Viator

About Me

Fine dining with my good friend Mickey
Fine dining with my good friend Mickey

I’m a detail-driven travel specialist passionate about creating seamless, personalized experiences from the theme parks of Florida to the rolling green landscapes of Ireland. I help individuals, families, and groups plan stress-free travel that reflects your style, pace, and priorities. With each itinerary I build, my goal is to reduce the common headaches of travel, maximize value, and ensure your trip feels like it wasn't just booked, but thoughtfully curated. I specialize in vacations to Walt Disney World, Florida’s lesser-known gems, and sun-soaked destinations across Mexico and the Caribbean, as well as culturally rich escapes to Ireland. If you’re planning a celebratory trip, a family vacation, or a group retreat, I tailor each experience to suit your goals and vision.

My Core Specialties:

Walt Disney World & Florida Theme Parks - As a Florida local and Disney annual passholder myself, I know how design park itineraries that help travelers of ALL ages navigate and appreciate Disney and Universal with ease. Of course I know you're seeking the best rope drop strategy, trying to understand the Epic Universe ticketing, wanting to stay at the resorts that fit your group aesthetic, or visit adult-only theme park escapes. I can assure you that you're in great hands for all of the above and more. Personally I'd say there is so much more to Florida and so I also help clients explore BEYOND the parks, with custom experiences like airboat rides, museum visits, shopping trips, and Florida coastlines.

Ireland - Through my partnership with CIE Tours, I offer guided journeys through Ireland’s most scenic and historical destinations. You should think castle stays, pub culture, and breathtaking landscapes. Maybe you're of Irish heritage or simply drawn to the country's magic, I’ll help you experience Ireland in a way that feels personal and immersive.

Caribbean & Mexico All-Inclusives - Travel for romantic getaways and honeymoons to group retreats and family vacations can become something of a nightmare without the proper information. It's important to find the right resources for trips to Cancun, Riviera Maya, Jamaica, Punta Cana, and beyond. I take time to match your party with resorts & cruises that align with their ideal trip. Everyone knows the tourist experience in the Caribbean and Mexico, but I aim to help you get familiar with their luxury, the wellness-focused properties, or the rapidly growing cultural industries like the wine and beer boom of Northern Mexico.

Business Travel & Retreats - I offer white glove service for clients who want expert help without guesswork including transportation coordination, custom dining and activity bookings, room block negotiations, and post-booking support. I’m highly experienced with groups and frequently help organize events, reunions, and team trips through my event consultant experience. In my experience sponsors and partners don't want to just want a hotel room, and convention space. They want to network while on excursions, have sessions in breathtaking settings, or simply have their mind at ease after those long meetings.

My Travel Planning Approach: travel should reflect the traveler. That’s why I spend time getting to know your preferences, priorities, and deal-breakers before building any itinerary. I provide options for travelers who want full control or full simplicity— whether that’s custom day-by-day itineraries or a streamlined trip with just a few extra perks. With trusted supplier partners I’m able to offer exclusive perks, reliable vendor relationships, and insider access that make a real difference in your experience. What it means to work with me isn’t just what I book, instead it’s how I take care of my clients before, during, and after their trip. You won’t be shuffled into a one-size-fits-all package or left with questions and no one to call. I’m here to make sure your trip goes from idea to incredible with clarity and confidence every step of the way. If someone who listens closely, plans thoughtfully, and works with integrity and attention to detail then call/ email me. I’d love to help bring your next adventure to life.

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.
Royal Caribbean University - Bachelor of Adventure
Royal Caribbean University - Bachelor of Adventure
Seacademy - Gold Certification
Seacademy - Gold Certification
College of Disney Knowledge 2024
Virgin Voyages Gold Tier Firstmate

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 Travel Stories

Cozumel's Port

Disney Dream Cruise 2025

I recently had the pleasure of embarking on my first Disney cruise with my best friend and travel partner, Stef. It was a dream come true, visiting one of my lifetime desired destinations, Mexico, and revisiting the Bahamas. Every day aboard the Disney Dream was truly magical.Upon boarding, we were greeted by an honor guard of cast members who m...
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