Trippin’ Travel


About Us

Trippin’ Travel Enterprises Inc., established in 2011 in Orlando, Florida, is a licensed travel company that takes pride in providing affordable travel packages to give our customers illustrious experiences at our fun-filled events.  Our mission is to create the most memorable and exhilarant travel experiences of a lifetime. Our reputation for excellence is earned by providing world-class customer service. We are proud of our A+ rating with the Better Business Bureau. 

We host and provide travel packages to the Essence Music Festival in New Orleans, the Jazz in the Gardens Music Festival in Miami, Florida, the Urban Ski Weekend in Gatlinburg, Tennessee, New York City / Broadway Tour in NY, NY, and NBA All-Star Weekend.

Our representatives provides exceptional service while assisting customers with travel packages, website navigation, and onsite help at each event. As an added bonus, for each event, we offer an affordable payment plan.

We would love for you to be our guest and take part in the ultimate travel experience.

Book Your Package Today!

Hotel Accommodations

Trippin Travel partners with hotels that are conveniently located to the festival events and city attractions. The rooms feature beautiful décor offering a great list of amenities for your travel and lodging needs.

Trippin’ Travel Staff

Our Trippin’ Travel staff consists of a licensed travel agent, seller of travel, event planners, an accounting team, a social media team, and a promotions team. Our friendly and helpful employees will make sure you have a comfortable and enjoyable stay. We are a travel concierge that provides 24-hour access during all your travels.

Proud Member Of:


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    Devon Stewart

    President /CEO

    In 2011, I came across an opportunity to start a company designing travel packages for frequent festival goers. I became so inspired when I heard customers wanting to relive the enjoyment they had from the trips created. Those Thank You Notes, A + Rating Customer Service, and 100% Traveler feedback drove me to build Trippin Travel Enterprises. A Travel Company. My love for travel has given me the expertise to create experiences for the veteran travelers well as the novice travelers. So, whether you a first-time festival goer or a seasoned traveler dare to DREAM EXPLORE DISCOVER with Trippin Travel Enterprises.