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A Foodie’s Guide to the Caribbean: Must-Try Dishes on the Barefoot Cowboy Yacht Charter

December 17, 20253 min read

There’s something magical about the Caribbean, and it’s not just the turquoise seas or the endless horizon. Thanks to the blend of cultures that call the islands home, you’ll be able to taste one-of-a-kind, incredible flavors on the Islands you won’t find anywhere else.

Whether you’re a dedicated foodie or simply someone who loves great meals with a great view, here are the dishes you must try as you cruise the Caribbean on the Barefoot Cowboy.

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Staple Caribbean Dishes Served Aboard the Barefoot Cowboy

1. Fresh-Caribbean Caught Seafood

It doesn’t get fresher than this. The Caribbean is famous for its abundant, flavorful seafood, often caught the same day it’s enjoyed.

Don’t miss:

  • Grilled Mahi-Mahi with citrus or pineapple salsa

  • Spiny Lobster (especially in Anegada)

  • Pan-Seared Snapper seasoned with local herbs

  • Cracked Conch served tender and lightly fried

These island classics can be prepared any way you like: zesty, spicy, buttery, or mild. And for those who aren’t a fan of fishy flavors, there’s still plenty of other delicious delicacies to enjoy.

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2. Jerk Everything

Jerk seasoning is one of the Caribbean’s signature flavors. You may have seen some variations of the seasoning mix at the grocery store, but nothing beats the original. It’s a unique blend of allspice, Scotch bonnet peppers, garlic, thyme, and warm spices.

Must-try jerk dishes aboard your charter include:

  • Jerk Chicken grilled to perfection

  • Jerk Pork slow-cooked for deep, smoky flavor

  • Jerk Shrimp with a tangy tropical glaze

While most jerk dishes have a bit of kick, the spice level can be adjusted to your comfort zone, from mild warmth to full island fire.

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3. Roti & Island Curries

Influenced by East Indian flavors, roti and curries are beloved across the islands. These dishes are warm, comforting, and packed with personality. And there’s no better way to enjoy a hearty curry than with freshly-made flatbread.

Try options like:

  • Chicken Roti with tender spiced potatoes

  • Coconut Curry Shrimp

  • Vegetable Roti for a lighter, flavorful option

They’re perfect for enjoying after a morning swim, followed by a well-earned nap in the sun.

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4. Tropical Fruits & Refreshing Bowls

The Caribbean’s sun-ripened fruits taste exactly the way fruit should taste: sweet, juicy, and unforgettable. Fruit platters are a favorite of guests on the Barefoot Cowboy because you can snack on them easily while you lounge on deck or play games around the table.

Enjoy:

  • Fresh mango, papaya, pineapple, passionfruit, and guava

  • Chef-prepared smoothie bowls with coconut and spices

  • Fruit salsas topping your seafood or salads

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5. Classic Caribbean Comfort Plates

Every region of the Caribbean serves its own spin on beloved comfort dishes. They’re warm, hearty, and deeply flavorful.

Fan favorites include:

  • Rice & Peas (Beans) cooked in coconut milk

  • Plantains—fried, caramelized, or baked

  • Caribbean Stewed Chicken slow-simmered with spices

  • Callaloo, a rich green vegetable dish similar to spinach

These pair perfectly with beach days and sunset cocktails.

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6. Sweet Caribbean Treats

A Caribbean meal isn’t complete without a little sweetness. Most dishes are fruit-based, but you can find some rich chocolate or vanilla desserts if you look for them.

Classics include:

  • Rum cake—moist, warm, and iconic

  • Coconut tart

  • Pineapple upside-down cake with tropical spices

  • Guava cheesecake

We love creating custom desserts aboard the Barefoot Cowboy, so just tell our crew your favorites, and we’ll make the magic happen.

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Ready to Taste the Caribbean for Yourself?

On the Barefoot Cowboy, you get the best of both worlds: authentic island cuisine from some of the best restaurants and dives, and your favorite comfort dishes from home, prepared fresh aboard your luxury floating retreat. Aboard the Barefoot Cowboy, every meal is customized to your personal tastes. And when we hit shore, we’ll stop at our favorite top-rated spots so you can enjoy these dishes yourself.

Our menu, the activities, and everything in between are completely customized based on your parties:

  • Preferences

  • Dietary needs

  • Favorite ingredients

  • Desired level of adventure

Whether you crave authentic island dishes or classic favorites from home, you’ll enjoy stress-free, chef-inspired meals while anchored in turquoise bays. The islands are calling…and so are their flavors. Book your private yacht vacation with Barefoot Cowboy and savor the Caribbean with every meal.

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Natalie is the Barefoot Cowboy's chef, boss, and happy-go-lucky lady! Natalie’s background is in the optical world, where she spent 28 years as a certified optician. She loves working with people and customizing their experience. Customer service is her forte!

Natalie will tell you she has the best job in the entire world. She gets to help make sure you eat delicious food, drink the best drinks, and have the time of your life! And as an added bonus, she can adjust your sunglasses if you sit on them.

Natalie’s favorite destination is Dinghy's on Water Island for Sunday Funday. She also loves Hull Bay for the local beach vibe. For drinks, she’s a sucker for Diet Coke & Cruzan Rum.

Natalie Rucker

Natalie is the Barefoot Cowboy's chef, boss, and happy-go-lucky lady! Natalie’s background is in the optical world, where she spent 28 years as a certified optician. She loves working with people and customizing their experience. Customer service is her forte! Natalie will tell you she has the best job in the entire world. She gets to help make sure you eat delicious food, drink the best drinks, and have the time of your life! And as an added bonus, she can adjust your sunglasses if you sit on them. Natalie’s favorite destination is Dinghy's on Water Island for Sunday Funday. She also loves Hull Bay for the local beach vibe. For drinks, she’s a sucker for Diet Coke & Cruzan Rum.

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