South Florida 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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Areas of expertise

Destinations:

Boca Raton, West Palm Beach, Fort Lauderdale, Miami, Sarasota

Interests:

Beach Vacations, Family Vacations, Nightlife, Executive Corporate and Luxury Travel, Cruises

Suppliers:

Wyndham Hotels & Resorts, Small Luxury Hotels, Virgin Voyages, Viator, Hilton Hotels

About Me

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 Beach, and the Gulf-front serenity of Sarasota, each city has its own unique rhythm. Even as a Florida local I can say these areas feel unlike anything else in the state.

Boca Raton
Sophistication by the Sea For travelers seeking elegance and leisure, Boca Raton delivers with pristine beaches, championship golf courses, and indulgent spa retreats. The crown jewel is The Boca Raton, a 5-hotel legendary resort and a personal favorite of mine, offering everything from private beach clubs to five-star dining. Here, you can enjoy yacht excursions, pampering spa treatments, and golf on immaculately manicured greens with gratuities included. The entire resort operates like a smaller version of the city itself, and is a perfect choice for all-inclusive and luxury hotel lovers.

West Palm Beach
Culture, Class, and Coastal Beauty West Palm Beach combines cultural richness with luxury amenities. Imagine mornings at the Norton Museum of Art, afternoons strolling Worth Avenue’s designer boutiques, and evenings enjoying fine dining by the waterfront. For golfers and wellness enthusiasts, PGA National Resort is a haven with 5 championship golf courses, rejuvenating spa treatments, and exceptional dining in one stunning location. As a destination that has several great selections of venues & meeting spaces for corporate retreats and a beautiful area for a luxury getaway, West Palm Beach blends business with pleasure seamlessly.

Miami
Energy, Nightlife, and Endless Flavor If your travel dreams pulse to the beat of music and dance, Miami is your stage. By day, bask on South Beach’s golden sands; by night, explore rooftop bars, exclusive clubs, and the Latin rhythm of Little Havana. Miami’s all-inclusive experiences include beachfront luxury hotels, curated dining tours, and private yacht charters. On top of it all it is Florida's biggest cruise port acting as a gateway to adventures across South America & the Caribbean. It’s perfect for nightlife seekers who want world-class entertainment alongside exceptional cuisine and luxury accommodations.

Fort Lauderdale
The Venice of America Known for its scenic waterways and yachting lifestyle, Fort Lauderdale offers an upscale coastal escape with easy access to both relaxation and adventure. Stay at a waterfront resort, take a gondola-style canal cruise, and enjoy Las Olas Boulevard’s sophisticated dining and nightlife. With its mix of beach vacations and urban elegance, Fort Lauderdale is an ideal destination for travelers who want both serenity and excitement.

Sarasota
Gulf Coast Elegance Sarasota offers a slower, more refined pace without sacrificing luxury. From the sugar-white sands of Siesta Key to the art and history at The Ringling Museum, it’s a paradise for beach lovers and culture seekers alike. Upscale resorts and beachfront villas cater to travelers seeking privacy and comfort, while fine dining and boutique shopping round out the experience. It’s the perfect choice for those who want their beach vacation paired with artistry and charm.

When you book with me, you’re not just getting an itinerary you’re getting my first-hand, insider perspective on South Florida, shaped by exploring its best-kept secrets and most iconic experiences. Think of me as your personal concierge, crafting a trip that feels effortless, polished, and completely tailored to you. I know the resorts that truly deliver on their promise of elevated experiences and services  like The Boca Raton, The Breakers, and PGA National because I’ve walked their halls, lounged by their pools, and experienced their service firsthand. I can tell you exactly where to sip your morning coffee for the best sunrise, or which spa treatment is worth booking weeks in advance. I want to make sure every moment feels seamless, luxurious, and completely your own.

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

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

South Florida Resort Tours
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