
You've seen the costumes. You've watched the fetes. You've heard the music. And now you're ready to stop watching Crop Over from your phone and finally experience it in Barbados.
But planning Crop Over isn't like planning an ordinary Caribbean vacation.
Where should you stay? Which fetes are actually worth attending? How will you get around during one of the busiest weekends of the year? What should you do beyond the parties? And if you want to play Mas, where do you even begin?
Maybe you're coming solo because you're tired of waiting for your friends to commit.
Maybe it's your first Crop Over and you want someone who knows the experience to help you navigate it.
Or maybe you could figure everything out yourself, but you simply don't want to.
That's where Caribbean Island Festivals comes in.
Big Festival. Small Group
Our Crop Over 2027 experience is intentionally kept small.
You get the energy and connection of group travel without feeling like you're one of dozens of people being moved from place to place on a packed itinerary.
Come solo, bring a friend, travel as a couple or bring part of your crew. You'll have people to experience Crop Over with while still having room to enjoy Barbados your way.
We've curated the accommodations, festival experiences, dining, transportation and on-island support so you can focus on what you actually came for:
Crop Over.

You've wanted to experience Barbados Crop Over but don't know where to begin.
You're coming solo and want the comfort of having a group to experience the festival with.
You're a first-time Crop Over traveler who wants guidance without being micromanaged.
You value convenience and would rather have someone else coordinate the logistics.
You want to experience the fetes and Barbados beyond the parties.
And you prefer a smaller, more personal group experience over traveling with a crowd.

Everything in One Place
Before departure, you'll receive access to your dedicated travel app with your itinerary, event details, transportation pickup times and other important trip information.
You'll also have access to a pre-trip consultation where you can ask questions and prepare for your Crop Over experience before you ever arrive in Barbados.
No digging through old emails and group messages trying to remember what time you're supposed to leave.
Open your itinerary. Check the details. Get dressed. Let's go.
Playing Mas on Grand Kadooment Day is an unforgettable way to experience Crop Over, but it's completely optional.
Want the costume, feathers and full road experience? We're here to help.
For travelers who want to play Mas, Caribbean Island Festivals will provide information on our preferred Grand Kadooment band once 2027 costumes and registration details are released. We'll help you understand the registration process, costume options, important deadlines and what to expect leading up to Kadooment Day.
Prefer another band? The final choice is always yours. You're welcome to register with any Grand Kadooment band that fits the experience you're looking for.
Just keep in mind that group transportation and Kadooment Day logistics will be coordinated around our preferred band and designated group transportation schedule. Travelers choosing another band may need to arrange additional transportation based on their band's assembly time, starting location or other requirements.
Mas band registration, costumes, and Foreday Morning experiences are not included in the experience package and are purchased separately.
Could you book a hotel, search for event tickets, arrange transportation, research restaurants and piece together your own Crop Over itinerary?
Absolutely.
But you don't have to.
Your Crop Over 2027 experience has already been curated to bring together where you'll stay, what you'll experience, how you'll get there and who you'll call when you need help.
All that's missing is you.
Want a customized Crop Over package? Submit a request here!
Have questions? Send an email to olivia@caribbeanislandfestivals.com.
Must be 21+ to participate

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:
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.
Get ready to experience Barbados Crop Over with the perfect mix of festival energy, island culture, elevated dining, and time to enjoy Barbados at your own pace.
The Wine, Dine & Lime experience takes the stress out of planning Crop Over. From your stay at the Hilton Barbados Resort to curated fetes, cultural experiences, group dining, and transportation, the major details are handled so you can focus on enjoying the festival.
💰 Pricing is based on double occupancy. Must book with one other person for discount pricing. Each person books this package separately. Great for friends sharing a room but paying separately.
✅ 5-Night Stay at Hilton Barbados Resort
Enjoy five nights at the beautiful Hilton Barbados Resort from July 29 – August 3, 2027, with daily breakfast included.
✅ VIP Fast Track Arrival Experience
Start your Crop Over getaway with an expedited airport arrival experience designed to get you through the airport and into vacation mode faster.
✅ Two Curated Crop Over Experiences
Enjoy admission to two hand-selected Crop Over events, chosen to give you a taste of the energy, music, and atmosphere that make the festival unforgettable. From beachside vibes to late-night celebrations, each experience offers a different way to enjoy Crop Over.
✅ Mt. Gay Rum Experience
Discover the history of Barbados rum with a guided Mt. Gay experience featuring tastings and a look into the heritage and craftsmanship behind one of the island's most iconic spirits.
✅ Curated Group Dining Experience – Dinner & Cocktails Included
Get dressed up and enjoy an elevated group dinner featuring a pre-selected prix fixe menu with select cocktails included. Your dining experience is already included in your package, so there's no separate dinner bill to worry about. Just arrive, enjoy the food and drinks, and spend the evening connecting with the group.
✅ Personalized Digital Trip Itinerary
Keep your Crop Over plans right at your fingertips with access to the group itinerary. View the daily schedule, activity details, transportation pickup times, important trip information, and updates all in one convenient place throughout your stay.
✅ Grand Kadooment Band Guidance
Receive guidance on our recommended Grand Kadooment experience, along with important information to help you prepare for parade day. Your band registration and costume are purchased separately, allowing you to select the experience and costume that best fit your style.
✅ Grand Kadooment Professional Photography
Your Grand Kadooment look deserves more than a few phone pics! Enjoy a professional costume photoshoot featuring individual portraits and group photos before we hit the road for Grand Kadooment. You'll walk away with professionally captured memories of one of the biggest moments of your Crop Over experience.
✅ Group Ground Transportation
Transportation to and from scheduled group activities is included. Grand Kadooment transportation will operate according to designated group pickup and return times.
✅ On-Island Concierge Support
From itinerary updates to navigating the moving parts of Crop Over, you'll have support throughout the experience so you don't have to figure everything out on your own.
❌ Flights
❌ Foreday Morning registration, packages, or costumes
❌ Grand Kadooment band registration or costumes
❌ Meals not specifically listed as included
❌ Fetes or events not included in the official itinerary
❌ Optional activities and excursions
❌ Transportation outside scheduled group activities
❌ Travel insurance
❌ Personal expenses
❌ Alcoholic beverages unless specifically included with an event or dining experience
❌ Gratuities
With only a limited number of rooms available, Wine, Dine & Lime 2027 is intentionally designed as a small-group Crop Over experience for travelers who want the excitement of the festival without having to plan every detail themselves.
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!
Get ready to experience Barbados Crop Over with the perfect mix of festival energy, island culture, elevated dining, and time to enjoy Barbados at your own pace.
The Wine, Dine & Lime experience takes the stress out of planning Crop Over. From your stay at the Hilton Barbados Resort to curated fetes, cultural experiences, group dining, and transportation, the major details are handled so you can focus on enjoying the festival.
💰 Pricing is based on double occupancy. Must book with one other person for discount pricing. Each person books this package separately. Great for friends sharing a room but paying separately.
✅ 5-Night Stay at Hilton Barbados Resort
Enjoy five nights at the beautiful Hilton Barbados Resort from July 29 – August 3, 2027, with daily breakfast included.
✅ VIP Fast Track Arrival Experience
Start your Crop Over getaway with an expedited airport arrival experience designed to get you through the airport and into vacation mode faster.
✅ Two Curated Crop Over Experiences
Enjoy admission to two hand-selected Crop Over events, chosen to give you a taste of the energy, music, and atmosphere that make the festival unforgettable. From beachside vibes to late-night celebrations, each experience offers a different way to enjoy Crop Over.
✅ Mt. Gay Rum Experience
Discover the history of Barbados rum with a guided Mt. Gay experience featuring tastings and a look into the heritage and craftsmanship behind one of the island's most iconic spirits.
✅ Curated Group Dining Experience – Dinner & Cocktails Included
Get dressed up and enjoy an elevated group dinner featuring a pre-selected prix fixe menu with select cocktails included. Your dining experience is already included in your package, so there's no separate dinner bill to worry about. Just arrive, enjoy the food and drinks, and spend the evening connecting with the group.
✅ Personalized Digital Trip Itinerary
Keep your Crop Over plans right at your fingertips with access to the group itinerary. View the daily schedule, activity details, transportation pickup times, important trip information, and updates all in one convenient place throughout your stay.
✅ Grand Kadooment Band Guidance
Receive guidance on our recommended Grand Kadooment experience, along with important information to help you prepare for parade day. Your band registration and costume are purchased separately, allowing you to select the experience and costume that best fit your style.
✅ Grand Kadooment Professional Photography
Your Grand Kadooment look deserves more than a few phone pics! Enjoy a professional costume photoshoot featuring individual portraits and group photos before we hit the road for Grand Kadooment. You'll walk away with professionally captured memories of one of the biggest moments of your Crop Over experience.
✅ Group Ground Transportation
Transportation to and from scheduled group activities is included. Grand Kadooment transportation will operate according to designated group pickup and return times.
✅ On-Island Concierge Support
From itinerary updates to navigating the moving parts of Crop Over, you'll have support throughout the experience so you don't have to figure everything out on your own.
❌ Flights
❌ Foreday Morning registration, packages, or costumes
❌ Grand Kadooment band registration or costumes
❌ Meals not specifically listed as included
❌ Fetes or events not included in the official itinerary
❌ Optional activities and excursions
❌ Transportation outside scheduled group activities
❌ Travel insurance
❌ Personal expenses
❌ Alcoholic beverages unless specifically included with an event or dining experience
❌ Gratuities
With only a limited number of rooms available, Wine, Dine & Lime 2027 is intentionally designed as a small-group Crop Over experience for travelers who want the excitement of the festival without having to plan every detail themselves.
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!