Olivia Barr
Merryvale Travels/Caribbean Island Festivals
Barbados Crop Over 2026
Jul 30, 2026 to Aug 4, 2026
Bridgetown, Barbados
Your Crop Over, Your Way!
Ready to experience the magic of Barbados during Crop Over? Caribbean Island Festivals has a tailored package to match your style, whether you’re all in or just testing the waters, this trip is built with flexibility, fun, and culture in mind!
Jump & Wine Package (5 nights)
This package is perfect for those who want to immerse themselves in the Crop Over festivities. Enjoy high-energy parties and personalized Mas Band Consultation to help you choose the Foreday Morning and Grand Kadooment bands that fits your vibe and budget. You’ll have the freedom to design your own carnival adventure—from monokini to t-shirt & shorts, traditional route or private jump. We’ll guide you with insider tips, but the final choice (and purchase) is all yours. Your band. Your vibe. Your rules.
It’s all about creating a Crop Over experience that feels 100% like you.
Why Travel With Us?
Whether you’re traveling solo, as a couple, or rolling deep with your crew, we’ve got you covered. Our team works behind the scenes to ensure a safe, stress-free, and unforgettable experience. With plenty of chances to explore Barbados on your own or link up for group activities, this trip gives you the best of both worlds: freedom + community.
You'll also have access to a schedule complimentary consultation where you can get your questions answered in real time before the trip, plus a dedicated travel app that keeps your itinerary, pick-up times, and all the details right on your phone, stress-free and in one place.
Get ready to jump, wine, and live the Crop Over dream—your way!
Want a customized Crop Over package? Submit a request here!
**Must be 21+ to participate**
Cancellation policy:
Cancellation by Traveler: If you need to cancel your trip, please notify us in writing as soon as possible. The following cancellation fees will apply:
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- Packages: (room, photography, event tickets, etc.): Cancellations made less than 45 days before the trip: No refund.
- Packages: (room, photography, event tickets, etc.): Cancellations made 45-120 days before the trip: 75% of the total cost paid will be refunded, minus the deposit.
- Packages: (room, photography, event tickets, etc.): Cancellations made more than 120 days before the trip: 100% of the total cost paid will be refunded, minus the deposit.
Cancellation by Organizer: In the unlikely event that the trip is canceled by the organizer, all payments made, including the deposit, will be fully refunded.
Travel Insurance: We strongly recommend purchasing travel insurance to protect your investment in case of unforeseen circumstances.
Available Packages
Jump & Wine Package
Available until
June 1, 2026
- available
Starting At: $2,400.00
Deposit: $200.00 per person
Get ready to dive deep into the Crop Over festivities with the Jump and Wine package! This experience is designed for those who want all the energy, excitement, and culture of Crop Over without restrictions. From high-energy parties to iconic cultural events, you’ll have the freedom to create your own carnival adventure—your band, your vibe, your rules!
💰 Pricing is based on double occupancy. Must book with one other person for discount pricing.
What’s Included:
✅ 5-Night Stay at the Luxurious Hilton Barbados (July 30 – August 4, 2026)
Enjoy a stylish double-bed room with breathtaking ocean views and the comfort of Hilton’s world-class hospitality.
✅ Access to 3 All-Inclusive Fetes
Sip, savor, and party at three of the hottest all-inclusive fetes of Crop Over! Enjoy premium drinks, endless food, and nonstop vibes while mingling with festival lovers from around the world.
✅ Fish Fry Friday at Oistins Bay Gardens
Get a true taste of Bajan culture at the iconic Oistins Fish Fry. Feast on freshly grilled seafood, enjoy the rhythms of live music, and soak in the local energy that makes this night a must-do.
✅ Professional Photography on the Road
Live in the moment while we capture it all! A professional photographer will snap stunning photos of you during Grand Kadooment so you’ll have memories (and Instagram-worthy shots 📸) to treasure forever.
✅ Ground Transportation
Leave the logistics to us—transportation to and from all scheduled activities is included, so you can focus on nothing but vibes.
With the Jump and Wine package, you get full control of your Crop Over experience—your way, your vibe, your carnival! 🎉🍹🌴
Exclusions:
❌Flights
❌Additional Meals
❌Fetes/Events Not Listed in the Itinerary:
❌Costumes
❌Travel Insurance
❌Transportation Outside Group Activities
❌Personal Expenses
❌Alcoholic Beverages
❌Gratuities
Want a room to yourself or want to explore other excursions while in town? Reach out to info@caribbeanislandfestivals.com for pricing and details.
Want a customized Crop Over package? Submit a request here!
Extra Options
✨ Foreday Morning Jam Costume + Transportation
Available until
June 1, 2026
- available
$150.00
Deposit: $50.00
Take your Crop Over experience up a notch! Choose to participate in Foreday Morning Jam with a costume package that fits your vibe:
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Traditional Route or Private Jump options available
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Costume styles may include t-shirt & panty, monokini, full bodywear, and more
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Pricing varies depending on band selection and costume style
Your Foreday Morning experience is fully customizable—your band, your vibe, your rules! 🎉
Consultation required to determine final pricing.
Grand Kadooment Costume Information
Available until
June 1, 2026
- available
$595.00
Deposit: $100.00
Celebrate Grand Kadooment in style with a custom Crop Over costume! Whether you want to fully immerse yourself as a masquerader or enjoy the parade as a spectator, we can provide options to fit your festival vibe and budget.
Costume Packages (per person):
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Backline: Starting at $595+
- Midline: Starting at $795+
- Frontline: Starting at $1,000+
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VIP / Section Leader: Starting at $1,300+
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Backpacks (Feathers): Starting at $250 – $800+
Prices vary depending on the style and band.
Popular Band Options Include: