Welcome to the Caribbean.
If you are interested in a trip to the Caribbean, you’ve come to the right place. While most people
have an idea of what the ideal Caribbean vacation entails, that idea can be very different from one
person to the next. Below are some common questions to consider at the beginning of the process.
Before we start to plan, take some time to think about what details are most important to you. While
most destinations will meet most criteria, if something is exceptionally important to you, we should
discuss that in the beginning.
All-Inclusive vs. Non-Inclusive? Do you want your resort to include your meals and beverages, or do you prefer to do your own cooking or explore your destination’s culinary scene?
Flat island vs. mountainous island? Do you want to lay on a white sand beach that could be
taken from a computer wallpaper, or do you want to hike, zipline, and explore a more mountainous
Ease of travel vs. travel adventure? Do you want a destination with nonstop air service from your
area, or are you willing to take a small plane or ferry to reach your destination?
Let's get started!
The Caribbean region is very small, but each destination has its own unique personality, avail-
able activities, and accommodations. The options below are some of my favorites, and some
of the more popular destinations. Your options are not limited to these, but they can provide
a good starting point. I have been to every destination listed below - and more - and I took
every photo you see here. These are not photos distributed by travel companies, but they
show you the Caribbean through my eyes!
Anguilla is a warm and welcoming island destination embraced
by unrivaled white beaches and breathtaking turquoise seas, Anguilla is casual and easy, a unique blend of high style and low-key elegance, with a motto of “tranquility wrapped in blue.”
Antigua is home to historic Nelson’s Dockyard, a scenic cultural heritage site, and marina. Offering 365 beaches, one for every day of the year, Antigua is a great choice to relax on the beach or set sail for an adventure on the water.
Mexico truly offers an experience for every traveler, from beautiful beaches to history and culture. There is no shortage of activities, and visitors can enjoy exploring natural waterparks, snorkeling, stepping back in time to tour Mayan ruins, and much more.
With gorgeous beaches, one of the Caribbean’s most beautiful harbors, the world’s first underwater sculpture park, and friendly people, Grenada appeals to guests seeking a vacation with a mix of adventure and relaxation.
More than 30 islands make up St. Vincent and the Grenadines; some are well-known, and others are well-kept secrets. The
Tobago Cays marine park comprises five uninhabited cays with significant coral reefs, turtle nesting sites, and postcard-worthy views.
With beautiful beaches, mountains, rivers, and waterfalls, there is always something new to experience in Jamaica. Visitors can splash in the calm Caribbean Sea, climb world-famous Dunn’s River Falls, and enjoy a gourmet meal, all in the same day.
The Dominican Republic is a golfer’s destination, with multiple famous courses, and beach lovers will appreciate the silky-fine
white sand and coconut palms. Resorts in the D.R. range from family-friendly all-inclusives to luxury enclaves.
Costa Rica is home rainforests, mountains, beaches, and more. Home to 6% of the world's biodiversity, Costa Rica is a destination best explored with a stay that's split between the rainforest and the coast.
Turks & Caicos are famous for their powdery sand beaches and crystal-clear water. One of the world’s largest networks of coral reefs provides exceptional diving and snorkeling, while the turquoise inshore flats and deeper aquamarine offshore waters guarantee world-class fishing.
TURKS & CAICOS
Experiences in the Caribbean