I’ve Been To 20 Caribbean Islands. Here Are 9 Things You Must Do When You Visit The Region — And 6 You Can Skip.

Dreaming of a Caribbean escape?
With so many islands to choose from, it’s easy to feel overwhelmed. Each one has something special, from stunning beaches to rich cultural experiences.
After exploring 15 islands, I’ve gathered the top must-dos along with a few things you might want to skip.
Get ready to uncover the best of the Caribbean, where adventure, relaxation, and unforgettable moments await!
1. Visit Dunn’s River Falls

Have you ever climbed a waterfall? If not, Dunn’s River Falls in Jamaica should be on your list. This natural wonder is over 180 feet high and offers a thrilling climb.
You’ll be guided by local experts who know every rock and crevice. Don’t forget your water shoes! They’re essential for gripping the slippery stones. Once at the top, the view is beautiful.
Remember to take your camera. Capture the moment and share a memory that will last a lifetime. Adventure meets nature in a way you haven’t experienced before.
2. Avoid Overpriced Souvenir Shops

Souvenir shops can be tempting, but not all are worth your time or money. Often found near cruise ports, these shops can charge exorbitant prices.
Instead, explore local markets for authentic finds. You’ll discover unique crafts and support local artisans. Why spend more when you can get better quality for less? Plus, haggling is part of the fun.
It’s a chance to interact with the locals and learn more about their culture. Save your dollars for experiences rather than souvenirs. After all, memories are the best souvenirs you can take home.
3. Swim with Pigs in the Bahamas

Visiting Big Major Cay, affectionately known as Pig Beach, in the Bahamas, offers an unparalleled experience. Imagine swimming alongside pigs in clear waters.
These friendly swimmers have become a quirky symbol of the Bahamas, and interacting with them in their natural yet unexpected habitat is a joy. First-time visitors often marvel at the sight, and feeding these charismatic creatures is a unique thrill.
Although it might seem peculiar, it’s a heartwarming activity that brings a smile. It’s an experience that bridges the gap between wildlife and tourists, offering a memorable, fun-filled day at the beach.
4. Attend a Dominican Republic Merengue Festival

Merengue festivals in the Dominican Republic are a high-energy celebration of music and culture. Picture yourself surrounded by the invigorating sounds of live bands, with the beats compelling you to move.
These festivals are not just about music, they offer an immersive cultural dive into the heart of Dominican life. The streets come alive with dance, laughter, and traditional flavors from food stalls.
Each festival is a feast for the senses, serving as an unforgettable introduction to the island’s cultural fabric. Participating in one is an electrifying way to connect with local traditions.
5. Explore the Underwater Sculpture Park in Grenada

Diving into the Underwater Sculpture Park in Grenada is like stepping into another world. This submerged gallery, featuring hauntingly beautiful sculptures, captivates divers and snorkelers alike.
Created to foster coral growth, these art pieces double as a thriving marine habitat. Explorers can glide among the statues, witnessing the sea reclaiming them as part of its tableau.
It’s an intersection of art and nature that provokes thoughtful reflection. Whether you’re a seasoned diver or a curious snorkeler, this unique experience is a testament to human creativity blending harmoniously with the ocean environment.
6. Skip the High-Rise Hotels in Aruba

While Aruba’s high-rise hotels offer luxurious accommodations, they often lack the island’s authentic charm. Opting for smaller, locally-owned accommodations provides a richer cultural experience and often more personal service.
Staying in a quaint guesthouse or eco-friendly resort allows travelers to see the island through a local lens, fostering deeper connections with its culture and people.
These intimate settings often offer unique experiences, from homemade breakfasts to personalized island tours. Choose authenticity and comfort over corporate opulence, ensuring a more meaningful and memorable stay.
7. Experience the Bioluminescent Bay in Puerto Rico

Puerto Rico’s bioluminescent bays offer a nocturnal spectacle that mesmerizes visitors. Paddling through these waters at night reveals glowing microorganisms, lighting up every paddle stroke. It’s a magical encounter with nature that feels almost otherworldly.
While there are several bioluminescent bays in Puerto Rico, each offers its unique charm. The experience is serene, enchanting, and unlike anything else.
It’s a reminder of the wonders hidden in our natural world, making it a must-do for those seeking extraordinary adventures. Witnessing this phenomenon is an unforgettable facet of any Caribbean journey.
8. Eat Street Food at Trinidad’s Queen’s Park Savannah

For a taste of authentic Trinidadian flavors, Queen’s Park Savannah is a culinary hotspot. Here, street food vendors serve everything from spicy doubles to sweet coconut ice cream. Each dish tells a story of the island’s diverse cultural influences, offering a delicious introduction to its culinary landscape.
The atmosphere is beautiful, filled with aromas and the sounds of locals and tourists mingling. Sampling street food here is not just a meal, it’s an experience that connects you with the heart of Trinidadian culture.
This feast of flavors is a must-try for any foodie visiting the Caribbean.
9. Skip the Tourist-Filled Beaches of Barbados

While Barbados boasts beautiful beaches, the most popular ones can be overcrowded with tourists. Instead, explore the island’s lesser-known stretches of sand. These hidden gems offer more serenity and space to enjoy the stunning sea views.
Exploring quieter spots not only provides a more relaxing experience but also supports sustainable tourism by reducing pressure on the main beaches.
Seek out the quieter side of Barbados and discover hidden places beyond the usual tourist spots. Embracing the journey off the beaten path leads to a more authentic experience.
10. Try Kiteboarding in Aruba

Aruba’s consistent trade winds and clear waters make it a premier destination for kiteboarding enthusiasts. Whether you’re a seasoned pro or a curious beginner, the island offers the perfect conditions to try this exhilarating sport.
Flying across the water, propelled by the wind, is a thrilling experience that combines skill and adventure. Several schools offer lessons, ensuring safe and enjoyable experiences for all ages.
If you ask me kiteboarding in Aruba is not just an activity, it’s about embracing the island’s natural elements and feeling the freedom of the open sea.
11. Skip the Over-commercialized Dolphin Experiences

While many Caribbean islands offer dolphin encounters, these can be overly commercialized and harmful to the animals. Choosing to see dolphins in their natural habitat is a more responsible and rewarding experience.
Ethical tours provide opportunities to see these creatures in their natural habitat, promoting conservation and awareness. Avoiding captive dolphin shows supports more sustainable tourism and ensures a more authentic and respectful encounter with wildlife.
It’s about making conscious choices that protect marine life and enhance the travel experience. Seeing dolphins in their natural environment is not only ethical but also far more rewarding.
12. Explore the Cenotes of the Yucatán Peninsula

Although not technically part of the Caribbean, the cenotes of the Yucatán Peninsula are close enough to include. These natural sinkholes offer a refreshing swim in clear waters amidst stunning limestone formations.
They are a unique geographical feature, with some even offering snorkeling opportunities to explore underwater caves. Visiting a cenote provides a serene retreat from the more tourist-heavy destinations.
It’s an opportunity to connect with nature, enjoy tranquil beauty, and discover geological wonders. A visit to these awe-inspiring cenotes is well worth the short detour.
13. Skip the Overpriced Island Hopping Tours

While island hopping sounds enticing, many tours are overpriced and overcrowded. Instead, consider chartering a private boat or joining smaller, local tours. This allows for a more intimate and customizable experience.
Exploring at your own pace often leads to discovering hidden spots and enjoying more authentic interactions with locals. It’s about quality over quantity, ensuring each island visit feels personal and unique.
Avoid the mainstream tour paths, and you’ll find that Caribbean island hopping can be a more rewarding, personalized adventure.
14. Participate in a Reggae Yoga Session in Jamaica

Combining the soothing rhythms of reggae with the calming practice of yoga creates a one-of-a-kind experience in Jamaica. Imagine stretching on a beach, the sun setting, and Bob Marley tunes playing softly in the background.
This fusion of music and movement offers relaxation and rejuvenation, tapping into the island’s peaceful vibes. Sessions are inclusive, welcoming all levels and ages, and often held in stunning natural settings.
It’s a holistic way to embrace Jamaica’s laid-back culture while nurturing your body and soul. Reggae yoga is more than exercise, it’s an island-inspired journey to tranquility.
15. Skip the Cliché Pirate Tours

Pirate-themed tours in the Caribbean can feel more kitschy than authentic. These excursions often prioritize spectacle over substance. Instead, delve into the actual history of piracy by visiting museums or historical sites.
Authentic explorations provide a richer understanding of the region’s past without the theatrical flair. Learning about the real-life pirates who roamed these waters is far more intriguing.
Choosing meaningful experiences over gimmicks ensures a more respectful and educational engagement with Caribbean history. Skip the clichés and seek out the stories that truly shaped the islands.