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
My Travel Specialties
Reviews
Certificates & Awards
My Places
Travel Stories & Media
Itineraries

Areas of expertise

Destinations:

Cuba, Jamaica, Ireland, Baja California Norte, Veracruz

Interests:

All Inclusive, Arts & Culture, Beach Vacations, City Breaks, Cruises

Suppliers:

Celebrity Cruises, CIE Tours, Disney, Disney Cruise Line, Marriott Hotels

About Me

Lifestyle Travel Agent Designer

I'm a detail-driven travel specialist crafting seamless, personalized experiences across Florida, the Caribbean, Mexico, and beyond. Whether you're planning a theme park vacation, group retreat, cruise, adult-only escape, or romantic getaway, I tailor every itinerary to fit your travel style, budget, and priorities. Prefer something low-effort? I can also offer curated itineraries with custom add-ons to make planning easy and personal. From organizing multi-room bookings for teams to designing private wine country tours or immersive city breaks, I deliver concierge-level service with a thoughtful, human touch. My goal is simple: to make your travel stress-free, meaningful, and completely aligned with you. Wherever you're headed, I make sure every detail is handled with care. Let’s bring your next unforgettable trip to life. Reach out today to get started!

My Travel Specialties

Disney Travel Agent Specialist

Disney Travel Agent Specialist
Your Guide to Magical, stress-Free Disney adventures. As a certified graduate of the College of Disney Knowledge, lifelong Disney enthusiast, and your personal planner for all things magical. I specialize in helping families, couples, friend groups, and solo travelers craft unforgettable Disney e...Read More ▶

Baja California Travel Agent Specialist

Baja California Travel Agent Specialist
Explore Baja Like a Local — with expertly crafted, stress-free travel. Baja California and Baja California Sur are two of my signature specialties. From the wine country charm of Valle de Guadalupe to the luxury resorts of Los Cabos, I curate seamless itineraries that highlight the very best of t...Read More ▶

Business Travel & Meetings Travel Agent Specialist

Business Travel & Meetings Travel Agent Specialist
As an experienced travel advisor specializing in business travel, luxury groups, meetings, and incentives, I help corporate teams, associations, and event planners design seamless, stress-free travel experiences across Florida, Hawaii, Canada, the Caribbean, and beyond. From booking room blocks a...Read More ▶

Caribbean Travel Agent Specialist

Caribbean Travel Agent Specialist
Let’s turn your tropical travel dreams into reality! As a Caribbean Travel Specialist, I design personalized, stress-free getaways to some of the region’s most stunning destinations including Barbados, Aruba, the Virgin Islands, and the Dominican Republic. Whether you’re craving the rhythms of is...Read More ▶

Central Florida Travel Agent Specialist

Central Florida Travel Agent Specialist
I'm your Central Florida expert travel planner for the Kissimmee and Orlando areas! Whether you’re dreaming of experiencing the novelty of Orlando's dinner theatre shows and food truck park, or enjoying Kissimmee’s charming attractions and outdoor adventures, I’m here to create a vacation tailore...Read More ▶

Ireland Travel Agent Specialist

Ireland Travel Agent Specialist
Ireland is a story come to life with landscapes that inspired legends, towns steeped in centuries of history, and people known for their warmth and wit, Ireland offers travelers a rare blend of charm, culture, and discovery. As an Ireland Travel Specialist, I help bring that story to life by desi...Read More ▶

Quintana Roo & Veracruz Travel Agent Specialist

Quintana Roo & Veracruz Travel Agent Specialist
From the Gulf to the Caribbean, I specialize in the vibrant, culturally rich, and sun-soaked destinations of Veracruz and Mexico’s Quintana Roo region. These coastal gems offer more than just beautiful beaches—they’re full of history, flavor, adventure, and unforgettable hospitality. I craft cust...Read More ▶

Group, Business and Theme Park Travel Specialist

Group, Business and Theme Park Travel Specialist
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...Read More ▶

Jamaica Travel Agent Specialist

Jamaica Travel Agent Specialist
Jamaica isn’t just a destination but a vibe, a rhythm, and a feeling that stays with you long after the trip ends. As a Jamaica Travel Specialist, I’m here to help you experience the island beyond the brochure. If you're craving the laid-back luxury of Negril's Seven Mile Beach, the lush scenery ...Read More ▶

North Florida Travel Agent Specialist

North Florida Travel Agent Specialist
I'm ready to help you explore the Sunshine State’s most exciting destinations! From the lively college towns of Tallahassee & Gainesville to the vibrant cities of Jacksonville, Panama City, and the stunning beaches of Destin, I specialize in crafting customized vacations packed with fun and adven...Read More ▶

Universal Orlando Resort Travel Agent Specialist

Universal Orlando Resort Travel Agent Specialist
If you’ve ever dreamed of stepping into the movies, feeling the wind rush past you on a high-speed coaster, or wandering through worlds that defy imagination, then Universal Orlando Resort is your perfect adventure. As a Florida-based travel advisor and lifelong theme-park enthusiast, I’ve had th...Read More ▶

Tuscany & Florence Travel Agent Expert

Tuscany & Florence Travel Agent Expert
Dreaming of rolling hills dotted with olive groves, sipping Chianti in a medieval village, or wandering cobbled streets where Renaissance masters once roamed? Let me help you turn that dream into your next unforgettable reality. I’m a travel advisor with a deep passion for culturally rich and res...Read More ▶

South Florida Travel Agent Specialist

South Florida Travel Agent Specialist
South Florida is hands down Florida's crown jewel for luxury vacations. It’s a collection of worlds within a few scenic hours’ drive of each other. From the refined elegance of Boca Raton to the vibrant nightlife of Miami, the coastal charm of Fort Lauderdale, the cultural flair of West Palm Beac...Read More ▶

Orlando Area Travel Agent Specialist

Orlando Area Travel Agent Specialist
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 ...Read More ▶

Cuba Travel Agent Specialist

Cuba Travel Agent Specialist
¡Hola! I’m your dedicated Cuba travel specialist, ready to help you explore one of the Caribbean’s most vibrant, soulful, and complex destinations. From the colonial streets of Old Havana to the powdery beaches of Varadero, the lush farms of Viñales Valley, and the Afro-Cuban rhythms echoing thro...Read More ▶

West Coast Florida Travel Agent Specialist

West Coast Florida Travel Agent Specialist
Indulge in the stunning destinations of Florida’s West Coast. From the pristine beaches of Clearwater and Sarasota to the vibrant city life of Tampa and St. Petersburg, I’ll craft the perfect getaway tailored to your wishes. With my extensive knowledge of Florida’s Gulf Coast, I take the stress o...Read More ▶

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.
Search reviews:

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
College of Disney Knowledge Certificate
Orlando Travel Academy Diploma
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 Photo Albums and Videos

St. Augustine
View Album
Tianguis FAM Baja California

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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