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Caribbean Island Guide: Choose the Best One for You

Are you looking forward to a warm weather vacation and escaping the long, harsh winter? Caribbean islands are a great option. Only a few hours away from the Northeast, there are so many spectacular islands to explore. Each one offers its unique vibe and experiences. I am sure one of these will be the right match for your winter getaway...


For beaches, golf, and great cuisine… Anguilla

Anguilla is a pristine island with 33 beaches, and many beach bars and restaurants. One of my favorite things about Anguilla is that most restaurants sit right on the beaches. From small food shacks to fancy restaurants, you can enjoy lovely meals with your feet in the sand listening to the sound of the ocean.

Calm waters of Rendezvous Bay, Anguilla

Aside from water activities and boat charters, Anguilla is a great golf destination with an 18-hole championship golf course set against breathtaking sea views.


For a variety of family activities… Grand Cayman

How about swimming with stingrays, visiting a turtle farm, getting up close and personal with a dolphin, and seeing many colorful starfish on the beaches? So many fun activities for the family to enjoy!


Grand Cayman’s Seven Mile Beach is one of the best in the world, with crystal clear waters and white powdery sand, plus you will experience some of the most magical sunsets every night on the beach. The sunset colors in Grand Cayman are unbelievable, from vibrant orange to reds and yellows, these sunsets will forever remain in your heart.


For hiking, dramatic scenery, and great villa rentals… St. John, USVI

I don’t often return to places time and time again because there is so much of the world to explore. But, I’ll confess, I have visited St. John more than once! This island is simply spectacular. The beaches are unspoiled as they back into the national park. This lush and mountainous island offers the most stunning views everywhere you turn.

View from a beautiful villa, St. John USVI

St. John is the perfect island for a villa rental. Imagine your villa perched high on a cliff overlooking some of the world’s best beaches. Rent a Jeep and go beach hopping, enjoy snorkeling, hiking, kayaking, and have the most wonderful time on St. John. Some beaches are accessible only via a hike and totally worth it!


For adventure activities… St. Lucia

The uniqueness of St. Lucia is its lush and volcanic landscape, and it offers a range of activities unlike any other Caribbean island.


Some of the activities to enjoy on St. Lucia include driving into a volcano, hiking in a rainforest to a beautiful waterfall, horseback riding, ziplining, a bean to bar chocolate experience, and enjoying the most spectacular mountainous views.


Lush rainforests, stunning landscapes, fun activities, and beautiful beaches make for an unforgettable Caribbean island vacation.


For the most incredible aquamarine waters… Turks & Caicos

The Turks & Caicos islands have one of the largest coral reefs in the world. My favorite way to spend a day is renting a private boat, stopping in many lovely and secluded cays for swimming and enjoying magnificent snorkeling opportunities.

Pristine waters of the Turks and Caicos islands

The waters of the Turks & Caicos truly have the most incredible hues of turquoise and aquamarine, like nothing I’ve ever seen anywhere else in the Caribbean. This is the reason why people fall in love with these islands and return time and time again.


So, which of these islands is the right match for you? They all deserve at least one visit but perhaps one island really stood out for your next vacation. If you need more details or are ready to start planning your Caribbean getaway, contact me, I would be honored to help you.


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Working with Distinct Vacations in reserving at any of our preferred properties, you may have access to flexible cancellation policies and special amenities (such as a spa credit, complimentary breakfast, and room upgrades).

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