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Food Truck Jamaican Catering in Winter Haven

Find the Best Food Trucks Serving Up Delicious Jamaican Cuisine
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Best Catering Expertise

By managing food truck daily life from event booking, to online ordering and catering we have cultivated an intimate relationship with great vendors throughout the country and know exactly which truck(s) will suit your needs, from a small neighborhood party to massive corporate events.

Cities
1,900+
Caterings
2,000+
Attendees
300,000+
Cuisines
80+

Winter Haven Jamaican Food Truck Catering

Planning a party on Lake Howard, a company picnic near LEGOLAND Florida, or a wedding reception at Cypress Gardens? Turn up the flavor with authentic Jamaican food truck catering in Winter Haven! Best Food Trucks partners with the area’s top mobile chefs to bring the smoky, spicy tastes of the islands—think jerk chicken, curry goat, and buttery coco bread—right to your Polk County event.

Our local lineup features some of Central Florida’s most talked-about trucks. Invite the legendary Island Frydays Catering to serve fall-off-the-bone jerk pork, or wow your guests with the drum-grilled aromas of Side of the Road Jerk Chicken, where the bird is smoked on-site for an unforgettable live-BBQ experience. Craving a classic beef patty or pepper shrimp? Jamaican Jerk Hut has you covered. For fusion options, Topclass Jamaican Grill adds Caribbean twists to crowd-pleasers, while nearby favorite Burgers By Mr K dishes out $4.99 Angus burgers for guests who want a break from the heat.

From intimate birthday gatherings in downtown Winter Haven to 500-person corporate luncheons at Polk State College, our team handles all the logistics—permitting, scheduling, and on-site coordination—so you can relax and enjoy the music of the steel drums (or the splash of the Chain of Lakes). Simply tell us your headcount and dietary needs, and we’ll match you with the perfect Jamaican food truck for your event.

Don’t settle for ordinary catering when you can bring the island vibes straight to Central Florida. Contact Best Food Trucks today to book Winter Haven’s best Jamaican food truck catering and give your guests a taste they’ll be talking about long after the sun sets over Lake Eloise.

Jamaican catering

To give you a taste

6 Wings

6 Wings

Fried Plantains

Fried Plantains

Jerk Mac n cheese

Jerk Mac n cheese

Jerk tofu

Jerk tofu

Oxtails meal

Oxtails meal

Jerk Chicken Plate

Jerk Chicken Plate

Best Jamaican Food Trucks in Winter Haven

Jamaican Jerk Hut

Jamaican Jerk Hut

Topclass Jamaican Grill

Topclass Jamaican Grill

Side of the Road Jerk Chicken

Side of the Road Jerk Chicken

Burgers By Mr K

Burgers By Mr K

Yummy 4UR Tummy

Yummy 4UR Tummy

Island Frydays Catering

Island Frydays Catering

...and more!

Hire Jamaican Food Truckin Winter Haven today

Set up a regular food truck program or just a one time event

Our features

Streamlined Requests

With our quick and simple online catering form, you can request food trucks for your next event in a matter of minutes, specifying your guest count, budget and dates.

Choose Your Favorites

After you submit a catering request to us, our team will check availability for you and send over a list of amazing food truck menus to browse through (try not to drool).

Simplified Payments

Once you've decided on which truck you'd like to book, confirming them is as easy as clicking a button. All payments are handled securely on our website for ease of booking.

Pre-Ordering

If your meal time is limited, our staff will work with you to coordinate an online pre-order system where meals are predetermined and handed out hot during service.

Support Team

Our dedicated support team will be with you every step of the way from planning to organizing to grubbing your little heart out. With every event you'll have a dedicated member of our team available in case anything should arise.

Corporate Portal

With customizable features, executives can set up their own account, add a credit card and let their employees order as they want from the food truck or set spending limits.

They talk about us

4.64 (164,878 reviews)

Beth B.

9 October 2025

The Taco Boss (Michael) was outstanding! He was prompt, cooked the food fresh on-site, friendly and the food was delicious! I will definitely be using The Taco Boss again!

Erin G.

5 June 2024

Everything was delicious and the staff was great

Allison S.

7 January 2026

Food is 10/10. I look forward to ordering every time it's by the office. The staff working the truck are so kind too.

Cathy M.

6 January 2026

The crispy crunchy bread. Also like that it doesn't come with a side because the sandwich is plenty by itself.

Kathleen M.

6 January 2026

When we ordered in September, it was awesome! This time, there were 4 misshapen ribs (one huge, 2 medium, one bite size). The sausage also tasted overcooked and was sliced into small pieces (nothing like the last time). The is was the first time that we had food requested at the start of the shift, and not at 7:00 PM, and it seemed as if this was leftover from a prior shift and 'dumped' on us. Was still tasty with the sauce, but disappointed in this trip (and we raved about Logan's to many friends.....)

Monica H.

6 January 2026

The staff running the truck was amazing.. We had a lot of people bombard the truck after my mother’s services and they got people food quickly. They had their serving down. We would definitely hire them again.

Emma T.

5 January 2026

The food was fantastic and exactly what we needed! Thanks so much

Danielle G.

5 January 2026

Food was great! It was made exactly how I wanted. I had loaded steak fries without lettuce. Food was nice and hot and flavorful. The staff was very nice thoughtful and attentive. I will definitely be ordering from this business again and leaving a nice tip . Thank you for the great food

Margie L.

2 January 2026

We ordered the Chili Chicken Pizza, Pepperoni Pizza, and an order of wings. Everything was delicious

Candice V.

1 January 2026

The Buffalo Chicken Pizza was perfect and the Pepperoni with Bell Pepper was good. I personally had a problem with my veggie pizza, but it is really my fault because I guess the veggie pizza comes with Truffle Oil on it and either I didn't see that or I don't like Truffle Oil. So really the truck gets a 5.

Food Truck FAQ

What is food truck catering?
Food truck catering is when you hire a food truck to provide freshly made meals from a full service mobile kitchen for your event. Instead of using large containers filled with food made hours earlier, food is made fresh and onsite.
How does food truck catering work with Best Food Trucks?
With Best Food Trucks, you choose the budget for your event and provide details like, time, date, how many diners and what type of party you're throwing. Best Food Trucks will send out your request to regional food trucks who will submit a proposal based on your budget.
How do we choose the budget for our food truck event?
You choose the budget (within our parameters) and we'll find proposals that match that budget. Every proposal we send you will be for your submitted budget. For example if you submit a budget for $2000 for 80 people, we'll send you menus from vendors based on that budget. You'll see various menus, but they'll all be for your $2000 request.
Are there different budgets for each food truck proposal?
No. Each proposal will be for the budget you've chosen. If you have a budget of $2000, we'll only send you proposals for your budget of $2000.
What are the menu choices for my food truck event budget?
Once you choose a budget, we'll confirm the details and send out a request for proposals to the regions best food trucks! We'll submit a link for you to view food truck menus. You'll be able to select the food truck of your choice directly from the review link we send you.
Can I request special options like gluten free or vegan from the food truck?
YES!!! When you're requesting proposals you can make special requests in the "additional questions or comments" section.
How long does it usually take to book a food truck for an event?
In larger markets, it usually takes around one to three hours to start getting menu proposals back from food trucks. In smaller markets it can take up to 24 hours to see a list of menus for your region.
How many people can one food truck serve for a catering event?
Most food trucks can serve around 50-70 orders per hours. For bigger events, we suggest having multiple food trucks to ensure wait times don't get out of hand.
Can we do online orders or pre-orders to reduce lines at the food truck for our event?
Best Food Trucks has the best in class technology platform to allow your guests to skip the line and order directly from their phone. This ensures that your customers can enjoy your event and avoid waiting in line. When their order is ready, they'll get a text message to come pick up their order.
Why should we book a food truck through Best Food Trucks instead of reaching out to food trucks directly?
Best Food Trucks has a huge network of food trucks that we regularly work with. We collect ratings through online ordering system food trucks use daily. With our data we know which food trucks are right for your events. Additionally, we give you a selection of the best food trucks in your region so you don't have to worry about booking an unreliable food truck.
Does a food truck need power?
Food trucks come with their own generators. If you'd like to a quieter experience and have access to plugs, a food truck works best with two 20amp 110 circuits.
What are the best food trucks for parties?
Food trucks that can serve fast and serve a cuisine that can easily be eaten while standing without having to use utensils, typically work for a party atmosphere.
Are food trucks cheaper than catering?
Food trucks can be cheaper depending on the menu. However, the prices can vary considerably. Food trucks typically need a bit more staff and are bringing a full service kitchen to your event so they have additional costs which can impact the overall cost.