Ossie B Tours
Ossie B Tours

Your Jamaican adventure, your way. Custom private tours, excursions, and seamless island transfers.

Montego Bay•Ocho Rios•Negril

100% Private Tours

No crowded buses. Experience Jamaica at your own pace.

Airport Transfers

Reliable, comfortable rides right from Montego Bay airport.

Local Insight

Real insider guidance on hidden gems and avoiding traps.

Tailored Vibe

Tell us what you love and we build your ideal day.

Immersive Island Guide

Go beyond the resort.

Montego Bay
Featured Stop
01 / 05
Jamaica Regional Spotlight

Montego Bay

Quick History & Insight

Jamaica's tourism heartbeat, blending historic sugar estates with world-class beaches and luxury resorts.

Top Places to Stay
Half Moon ResortRound Hill HotelSecrets Wild Orchid
Private Driver Ready
Explore
1 / 5
Ossie B Tours Logo
Licensed Jamaican Tour Operator
More Than Transportation

Good trips become great memories.

From airport pickup to the last beach stop, you have a personal point of contact while you explore the island. No rigid bus schedules—just pure flexibility, insider knowledge, and dedicated care tailored around your pace.

Tailored Excursions

A day in Jamaica, built around you.

Dunn's River Falls
Waterfall
01 / 05
Jamaica Islandwide

Dunn's River Falls

A classic Jamaican waterfall experience with time to explore, climb and enjoy the surroundings.

DurationFlexible / Custom
Group StylePrivate & Exclusive
Starting From$90 / adult
Explore
1 / 5
Private Arrivals

Land. Meet your driver. Start vacation.

Private one-way and round-trip transportation from Sangster International Airport (MBJ) or Jamaican seaports to resorts and villas.

Select Destination Zone
Your Private Transfer Rate$90 for 1-4 guests
Private Luxury SUV Transfer Jamaica
VIP Meet & Greet Included
Direct Islandwide Drop-off

Your certified chauffeur will be waiting right outside arrivals with your personalized welcome sign. Zero waiting, cold AC, and pure comfort.

Certified Private Fleet

Comfort for couples, families & groups.

Meticulously maintained, fully air-conditioned, and licensed for safe islandwide transportation.

Toyota Ipsum
Private Island Transport

Toyota Ipsum

Comfortable, dependable multi-purpose vehicle offering flexible seating, generous luggage room, and pristine air-conditioning designed for family island excursions, airport pickups, and seaport transfers.

Capacity1 - 7 Passengers
Luggage Space4-6 Bags
Vehicle Highlights
Spacious Cabin Legroom
Flexible Seating Arrangement
Powerful Dual-Zone AC
Smooth Island Suspension
Private Tinted Windows
USB Charging Ports
Best Suited ForAirport Transfers, Seaport Transfers, Island Tours, & Family Groups
Book This Ride

* Clean, spacious, and reliable transport ready for your Jamaican getaway.

Ossie B - Private Tour Guide in Jamaica
Verified Local Host

Explore Jamaica personally.

The Person Behind The Journey

Jamaica feels different when you have someone local in your corner.

Ossie B Tours is built around a simple promise: making travel across Jamaica feel effortless, authentic, and completely personalized. Instead of dealing with rigid corporate tour buses, you get direct communication, local expertise, and a customized experience.

Private, personal transportation
Flexible tour planning
Local Jamaican perspective
A direct line to plan your trip
Book / Request a Quote

See your tour rate.

Choose your hotel, experience and party size. We'll automatically use your hotel location to show the correct private tour rate. Fixed prices are for one private vehicle carrying 1–4 guests. Groups of 5 or more receive a custom quote.

Estimated Private Transport
$90 for 1-4 guests (Montego Bay)

Attraction/activity fees are separate unless specifically shown.

WhatsApp: +1 (876) 425-3564

A request is not a confirmed reservation until Ossie B Tours confirms it with you.

Ready when you are

Let's plan your Jamaica.

Tell us where you're staying, when you're traveling, and what you'd love to experience. Let's start mapping out your private tour on WhatsApp.

Custom Itineraries
🇯🇲Direct Local Communication