Baileys Tours Jamaica

What We Offer

Everything You Need
for Your Island Visit

From the moment you land to your last sunset, we handle every detail so you can simply enjoy Jamaica.

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Island Tours

Explore Jamaica's breathtaking waterfalls, lush rainforests, white sand beaches, and vibrant local culture with our expert guides.

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Airport Transfers

Comfortable, punctual private transfers from Montego Bay and Kingston airports. Professional drivers, all luggage accommodated.

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Cruise Excursions

Docked in Ocho Rios or Falmouth? Make the most of your shore time with a curated excursion designed for cruise travelers.

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Years of
Excellence

Our Story

Born in Jamaica,
Built for Travelers

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.

Privately owned and operated by certified Jamaican guides
Fleet of modern, air-conditioned vehicles for groups of all sizes
Fully customisable itineraries — your trip, your pace
24/7 WhatsApp support from booking to departure

Meet the Team

All Experiences

30 Ways to Discover Jamaica with Us

From waterfalls to beach days, city tours to airport transfers — we've got your whole trip covered.

⭐ Top Rated

⏱ 6 hrs👥 Up to 12📍 Ocho Rios

Dunn's River Falls

Climb Jamaica's most iconic waterfall through lush tropical greenery. A bucket-list adventure for all ages.

🔥 Popular

⏱ 5 hrs👥 Up to 10📍 St. Mary

Blue Hole Adventure

Dive into crystal-clear jungle pools, swing from vines, and jump from cliffs into pure paradise.

🏖 Beach Day

⏱ Full Day👥 Any size📍 Negril

Negril Beach Day

Spend a full day on world-famous Seven Mile Beach with local jerk, cocktails and an unforgettable sunset.

🎶 Cultural

⏱ Full Day👥 Any size📍 St. Ann

Bob Marley Museum & Nine Mile

Visit the birthplace and resting place of the legend himself. A deeply moving musical journey through Jamaican history.

✈️ Transfer

⏱ On arrival👥 Up to 8📍 Montego Bay

Montego Bay Airport Transfer

Smooth, punctual private transfer from Sangster International Airport to your hotel, resort or villa.

🚢 Cruise

⏱ 5 hrs👥 Up to 12📍 Ocho Rios Port

Ocho Rios Cruise Excursion

Make the most of your shore day with a packed excursion from Ocho Rios cruise port. Back on time, guaranteed.

🚢 Cruise

⏱ 5 hrs👥 Up to 12📍 Falmouth Port

Falmouth Shore Excursion

Step off your cruise ship and straight into an unforgettable Jamaica adventure. Handpicked stops, expert guide included.

🌅 Sunset Tour

⏱ 4 hrs👥 Any size📍 Negril

Rick's Café Sunset Experience

Watch daring cliff divers and sip cocktails as the sun melts into the Caribbean Sea. Jamaica's most spectacular evening out.

Why Choose Us

Your Trust is Our
Greatest Asset

We don't just drive you around — we show you our home.

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Safe & Reliable

Licensed, insured, and vetted drivers with spotless safety records. You're in safe hands, every time.

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Fully Customisable

No cookie-cutter itineraries. Every tour is tailored to your group's interests, pace, and travel style.

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24/7 Support

Reach us anytime via WhatsApp, phone, or email. We're with you from the moment you land to the moment you leave.

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Transparent Pricing

No hidden fees, no surprises. What you see is what you pay — always.

Happy Travelers

Don't Just Take
Our Word for It

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!"

Vanessa D.

Verified TripAdvisor Guest

★★★★★

"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!"

Verified Guest

Google Review

★★★★★

"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!"

Melva S.

Verified TripAdvisor Guest

Guest Reviews

What Our Travelers
Are Saying

4.9

★★★★★

Based on 120+ reviews

5★

110

4★

3★

2★

1★

⭐ TripAdvisor ★ Google Reviews 🏠 Airbnb

Vanessa D.

Verified Guest

★★★★★

December 2023

⭐ TripAdvisor

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 + Tours

Dorobeau79

Verified Guest

★★★★★

November 2023

★ Google

Good service and on time. Very sociable driver. I recommend Mr Bailey for your transfer from or to the airport and for your excursions. 👍

✈️ Airport Transfer

Resort492910

Verified Guest

★★★★★

March 2024

⭐ TripAdvisor

Winston 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 Tour

Melva S.

Verified Guest

★★★★★

September 2022

★ Google

Theeeee 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 Experience

Get in Touch

Plan Your Jamaica
Adventure Today

We'd Love to Hear From You

Whether 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.

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Phone / WhatsApp +1 (876) 551-8622

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Email baileystoursjamaica@gmail.com

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Based in Montego Bay, Jamaica

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Available 7 days a week, 6am – 9pm

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Discover the Magic
of Jamaica

Everything You Need
for Your Island Visit

Born in Jamaica,
Built for Travelers

30 Ways to Discover Jamaica with Us