Private tours, seamless airport transfers, and unforgettable island adventures — crafted just for you.
From the moment you land to your last sunset, we handle every detail so you can simply enjoy Jamaica.
Explore Jamaica's breathtaking waterfalls, lush rainforests, white sand beaches, and vibrant local culture with our expert guides.
View Tours →Comfortable, punctual private transfers from Montego Bay and Kingston airports. Professional drivers, all luggage accommodated.
Book Transfer →Docked in Ocho Rios or Falmouth? Make the most of your shore time with a curated excursion designed for cruise travelers.
Learn More →Founded by locals who grew up exploring every corner of this island, Baileys Tours Jamaica is built on one simple belief — every visitor deserves a truly authentic Jamaican experience.
From waterfalls to beach days, city tours to airport transfers — we've got your whole trip covered.
Climb Jamaica's most iconic waterfall through lush tropical greenery. A bucket-list adventure for all ages.
Dive into crystal-clear jungle pools, swing from vines, and jump from cliffs into pure paradise.
Spend a full day on world-famous Seven Mile Beach with local jerk, cocktails and an unforgettable sunset.
Visit the birthplace and resting place of the legend himself. A deeply moving musical journey through Jamaican history.
Smooth, punctual private transfer from Sangster International Airport to your hotel, resort or villa.
Make the most of your shore day with a packed excursion from Ocho Rios cruise port. Back on time, guaranteed.
Step off your cruise ship and straight into an unforgettable Jamaica adventure. Handpicked stops, expert guide included.
Watch daring cliff divers and sip cocktails as the sun melts into the Caribbean Sea. Jamaica's most spectacular evening out.
We don't just drive you around — we show you our home.
Licensed, insured, and vetted drivers with spotless safety records. You're in safe hands, every time.
No cookie-cutter itineraries. Every tour is tailored to your group's interests, pace, and travel style.
Reach us anytime via WhatsApp, phone, or email. We're with you from the moment you land to the moment you leave.
No hidden fees, no surprises. What you see is what you pay — always.
Hundreds of guests have trusted us with their Jamaica experience. Here's what they say.
"Top notch service in Jamaica — Mr. Winston Bailey provided excellent, economical transportation for our group of 7 and was kind and generous throughout. Highly recommend Baileys Tours!"
"High quality shuttle service — Winston was recommended by a friend who came to Jamaica a few months ago. Communication was excellent via WhatsApp. Will absolutely use again!"
"Theeeee very best experience I've had traveling. Mr Bailey is a friendly and humble man — driving us around while educating us about Jamaica was so appreciated. Recommend everyone try him out!"
Every photo tells a story. Come make your own memories in Jamaica.
Mr. Bailey is the perfect person for your tours and airport transfers. Extremely reliable, very knowledgeable and great value. I used him when scouting MoBay for my destination birthday party and again when I returned — professional both times. He also provides drinks in a cooler for guests. Can't recommend him enough!
✈️ Airport Transfer + ToursGood service and on time. Very sociable driver. I recommend Mr Bailey for your transfer from or to the airport and for your excursions. 👍
✈️ Airport TransferWinston was great and very informative — gave us a wonderful history of the island of Jamaica throughout the entire journey. Highly recommend him for a truly memorable experience from start to finish.
🗺️ Island TourTheeeee very best experience I've had traveling. Mr Bailey is a friendly and humble man. Driving us around while educating us about so many things was well appreciated. God's guidance Mr Bailey — I recommend everyone to try you out when in Jamaica!
🌴 Full Day ExperienceWhether you're planning a tour, need an airport pickup, or just have questions — reach out and we'll get back to you within a few hours.