Save on Hotel Deals


We offer huge savings on hotel deals to the Caribbean and worldwide. Get the lowest rates negotiated on your behalf by booking through us.

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We Book group trips and themed vacation packages for special events and concerts. We tailor air, hotel, and transfers based on your preferences!

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Corporate Travel

Our Corporate Travel program can reduce your travel expenses by 30% and offers great incentives for staff like free nights and VIP Lounge passes.

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Holiday Packages 2019

Spring Break 2019 From $125usd pppn All Inclusive

All Inclusive package includes 5 nights beachfront accommodation, all meals, drinks, alcohol included, airport transfers, concert tickets and 24/7 concierge service. Follow us for the latest details.

Reggae Sumfest July 18-22 $250usd pppn All Inclusive

Visit world famous Montego Bay with an All-Inclusive package including all meals, drinks, alcohol, airport transfers and tickets to see the greatest Reggae show on Earth. Follow us for the latest details.

Dream Weekend August 2-6 from $250usd pppn All Inclusive

Celebrate Jamaica's independence with all-inclusive beachfront hotels, meals, drinks, airport transfers, and tickets to the Caribbean's premier party series. Follow us for the latest details.

Easter Weekend April 20-22 from $200usd pppn

Quick weekend getaway inludes all-inclusive beachfront accommodations, meals, drinks, airport transfers, and tickets to local events. Follow us for the latest details.

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Our Process

The Island Bwoy process involves a one - on - one discussion of your preferences so we can tailor hotel deals to you. We also look at prior travel history to better understand our clients. This allows us to far exceed your expectations. People are the most important part of every vacation. As a result, we make sure we know the names of key people ‘on the ground’; from baggage handlers to Chefs and Resort Managers. This helps us to guarantee the best experience during your vacation. It also allows us to prevent any travel-day mishaps while holding everyone involved accountable. Let us manage your hotel bookings for savings on hotel rooms, transfers and activities. With each booking request, our collection of hotels and services grow. The most important part of what we do is making your escape a reality.

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Client Testimonials


  • I have always had great experiences. Very knowledgeable staff do a good job of matching my interests and budget with a hotel/resort.

    Patrick Toppinvia Facebook
  • Very detailed and a joy to work with during our travels to Kamalame Cay. Island Bwoy Travel did an amazing job coordinating our destination wedding. My husband and I have now have had 6 trips to Kamalame Cay. I won't vacation anywhere else!

    Alexa Ricevia LinkedIn
  • A remarkable experience indeed! My wife and I took a 21-day Honeymoon trip to the beautiful Caribbean Islands. Islandbwoy has exceeded in our expectation definitely. My wife and I both are thankful to them for turning our dream honeymoon into a reality. We definitely recommend Island boy to be your vacation planners for the Caribbeans. Thank you Islandbwoy!

    Hakim Boriawala via Facebook