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About Caribbean Island Festivals

We are the Best Festival Group in town

Caribbean Island Festivals stands as the paramount concierge travel company, dedicated to crafting indelible group tour packages for the Caribbean’s grandest festivals, including Barbados Cropover  2024. Our journeys span the entirety of the Caribbean region, encompassing the best Caribbean islands for vacation experiences such the ABC islands (Aruba, Bonaire, Curacao), the vibrant rhythms of Jamaica, the serenity of St. Kitts and Nevis and the breathtaking beauty of Puerto Rico. Moreover, the lively soul of Cropover festival Barbados, and the picture-perfect shores of the Bahamas will have you returning to this beautiful region of the world. 

Your journey with us starts with safe passage under the watchful eye of our skilled professionals as they guide you through an immersive adventure like no other. Let’s come and celebrate the astonishing Caribbean themed party. 

The time to make your real memories is with our concierge travel company service as we know we are the best and cost-efficient service to entertain you at real momentum of excitement.

Our Packages

what we offer

Experience the fun finale of the festival with Grand Kadoonment!

Ground Transportation

We understand that when you embark on a group trip, convenience and stress-free travel are top priorities. That's why we've taken care of your ground transportation needs. We provide comfortable and reliable transportation options, ensuring that you don't have to worry about navigating unfamiliar destinations, booking taxis, or coordinating multiple rideshares.As soon as you land, expect to be picked up from the airport and escorted to the hotel. Transportation is included to/from all packaged events. When it is time to depart, we have you covered. Looking to explore the island on your own during some down time? Contact us and we can make arrangements.

Hotel Accommodations

Discover the epitome of Caribbean luxury and relaxation at the Hilton Barbados Resort, where paradise meets perfection. Nestled on the pristine shores of the enchanting Caribbean Sea, this world-class resort is a tropical haven that redefines the art of hospitality. Choose from a 2 Queen size bed room or luxurious King size bed room. With two outdoor pools, a full-service spa, fitness center, and several restaurants and bars to choose from, you'll be able to enjoy your time in style with impressive views of Carlisle Bay.


Barbados Crop Over costumes are more than just garments; they are a gateway to an immersive cultural experience, a celebration of heritage, and a chance to be part of one of the most exhilarating festivals in the Caribbean. Wearing one of these costumes allows you to fully embrace the spirit of Barbados and create unforgettable memories. They feature a kaleidoscope of hues, from vibrant reds and blues to dazzling gold and silver accents. These costumes are true works of art, often adorned with sequins, feathers, and elaborate beadwork, making them a sight to behold.

Local Excursions

Friday nights at Oistins Bay Gardens are particularly special. The "Friday Night Fish Fry" is an iconic event that draws large crowds. The atmosphere is electric, with music, dance, and even a bit of karaoke. A Mt. Gay Rum tour is a must-visit for anyone seeking a true Bajan celebration. The tour is an educational journey through the entire rum-making process. You are introduced to the raw ingredients, fermentation, distillation, and aging processes that creates the unique flavors of Mount Gay rums. It's a chance to delve deep into the craft of rum production.


Incorporating photography and videography into your Caribbean festival group tour package not only preserves your memories but also enhances your overall experience. It ensures that you'll have a beautiful visual record of your journey, from the dazzling costumes and dance performances to the laughter and connections you make with your fellow travelers. Our Caribbean festival group tour package offers the unique and invaluable service of professional photography and videography to capture highlights of your festival experience. We understand the importance of leveraging local experts at preserving the magic and energy of the festival, ensuring that you have a visual record of your adventure.

Escorted Tour Guide

With a tour guide on location handling the details, you can relax and enjoy the trip without the stress of planning, navigating, and troubleshooting on your own. An escorted tour guide is an invaluable component of your festival experience, as they bring expertise, convenience, and personalization to the travel experience. Their presence allows you to fully immerse yourself in the destination, connect with fellow travelers, and enjoy a hassle-free journey, making your trip more enjoyable and enriching. Tour guides are trained to handle various situations, ensuring the safety and security of the group. They are knowledgeable about the local environment, potential risks, and how to mitigate them.

Do you want to make your traveling more adventurous or travel a part of the world you know little about? Then look no further!

Welcome Island Enthusiasts to Caribbean Island Festivals!

I am Olivia Barr, the face behind curating island experiences that stay etched in memories. We are not just a travel concierge company; we are the bridge to an unforgettable Caribbean experience. We believe in celebrating the vibrant culture of the Caribbean through immersive journeys.

As a seasoned traveler myself, I have anticipated just about every concern you might have, ensuring a seamless and worry-free Adventure. With us, you’re not just a tourist; you’re part of an experience that’s both authentic and transformative.

We are dedicated to enhancing the travel experience for our clients through four core pillars: Entertain, Educate, Engage and Empower. These pillars underpin our commitment to delivering exceptional and transformative travel experiences.

Entertain: We understand that travel should be an enjoyable and immersive experience. We go beyond simply booking Accommodations and scheduling activities; we design itineraries that entertain the senses and create lasting memories.

Educate: We believe that knowledge is the key to creating meaningful and memorable travel experiences. We are committed to educating our clients by providing them with a wealth of information, insights, and resources to help them treasure their festival journey.

Engage: We believe in the power of travel to create opportunities for employment. We collaborate with local vendors, ensuring that our clients’ spending benefits local communities and sustains employment opportunities.

Empower: Our mission is to ignite the flames of inspiration within individuals and empower them to pursue their gifts through enriching travel experiences. We believe that travel is a powerful catalyst for personal growth, and we are committed to helping our clients embark on journeys that kindle their dreams and aspirations.

about me

Olivia Barr

Most Popular Festivals

Come experience all Barbados has to offer during its summer festival!



    Michelle O

    Olivia's exceptional professionalism made working with her a pleasure. From booking our Barbados trip carnival festival 2023 to returning to the U.S., she ensured we were well-prepared for a delightful experience. Months ahead, she sent updates about the itinerary, provided resources for insurance, accessories, and sent a comprehensive packing list. She held regular conference calls, answered questions, and welcomed us warmly upon arrival. Her energetic and friendly demeanor boosted our excitement and helped us relax. She managed daily plans as the best caribbean tourism company, keeping us well-informed. Olivia's attention to detail assures a worry-free trip. I highly recommend her service to those seeking excellence. Your vacation is in capable hands, and I look forward to future adventures with her. Thank you, Olivia, for making our vacation unique and unforgettable.

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