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Caribbean Trip Planner

The next best thing to visiting a Caribbean destination is the joy that comes from planning the trip.  I love spending hours researching each Caribbean destination before deciding on when to visit, where to stay and what I’d like to actually do once I’m there.  This is true even if I’ve been to the Caribbean destination before.  With that in mind, below are some of the websites I use for planning trips to the Caribbean.  

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Caribbean Travel Guides. Photo Credit: © Ursula Petula Barzey.

When I’m planning a new trip to the Caribbean, I turn to a variety of resources for inspiration – including blogs and websites. But I also reference one of my comprehensive Caribbean travel guides.

My favorite travel guides are those published by Lonely Planet and Fodor’s Travel. Their guides, whether for the region or specific country are packed with in-depth information and insider tips to help you make the most of your trip. If you’re a visual learner, we also recommend Caribbean travel guides published by DK Eyewitness Travel and Insight Guides. These Caribbean travel guides are filled with stunning photos that will inspire your wanderlust.

But don’t stop there. To truly immerse yourself in Caribbean culture and history, we suggest exploring books on the region. From Caribbean art to architecture, literature, food, wildlife, and even rum, our Amazon Shop features a curated selection of products that we personally own and highly recommend. So whether you’re looking for inspiration or want to deepen your understanding of the region, our shop has something for everyone.


Google Travel is a trip planner service developed by Google for the web. It is my starting point for planning most of my trips to the Caribbean as long before I have dates, I've decided on a destination. And with Google Travel you can easily search to find the cheapest month to fly to that destination, set up price alerts and also check pricing from nearby airports.

Expedia logo.

Expedia is one of the largest online travel agency and metasearch engine. It is my starting point for planning a trip to the Caribbean where I already know which destination I would like to visit and looking for packaged deals -- with flights and hotel. Expedia also has a loyalty program and you can collect and redeem points while experiencing the range of hotels in the Caribbean.

Accommodation | Hotels

HotelsCombined logo.

HotelsCombined is the world's largest hotel price comparison search engine. And in real-time, you can quickly determine if a hotel has availability and the price across various other travel websites, including Agoda, Expedia,,,, etc.

Tripadvisor logo.

Tripadvisor is the world's largest travel platform, with much of its content user-generated. With hundreds of millions of traveler reviews and opinions, it is a great place to research Caribbean hotels and ultimately book. You can find great deals for hotels, as well as flights, cruises, and tourist attractions.

Sandals Resorts International has twenty-four all-inclusive luxury resorts in seven Caribbean destinations including Antigua, The Bahamas, Barbados, Grenada, Saint Lucia, Jamaica, and Turks and Caicos. This includes sixteen couples-only Sandals Resorts and three Beaches Resorts for families. Each resort has a first-class location directly on the beach (protected by offshore reefs which create clear, calm waters), innovative rooms and suites, out-of-this-world gourmet dining with some resorts offering a choice of up to 21 different cuisines, and a fantastic range of facilities and entertainment. Having visited (Grenada & Saint Lucia) and stayed at a few (Antigua & Jamaica) can confirm that the facilities and services are of an extremely high standard.

Things To Do | Tours

Along with enjoying the sun, sand, and sea while in the Caribbean, I love to get out and about to shop at local markets.  I also enjoy exploring a wide range of cultural and heritage attractions and experiences. One of the best places online to book Caribbean tours and activities in advance is Viator. Owned by Tripadvisor, Viator is an online and mobile global marketplace for travelers to discover, research, and book thousands of curated tours, activities, and attractions.

Car Rental

When in the Caribbean, I tend not to drive because I prefer driving on wide roads, which is not the case with most destinations. Plus, I love to watch the scenery and take photographs. Thus, I often hire a driver or use public transportation. However, if you prefer to be at the wheels, I’d recommend securing a rental car through Founded in 2009, it is the largest online car hire platform allowing you to easily search for and compare car hire prices from over 500+ trusted car hire companies including Avis, Budget and Hertz, etc

Travel Insurance

One thing I never leave home without when I travel to the Caribbean or elsewhere in the world is travel insurance.  This is because while I always hope for the best, things can go wrong, so better to be prepared.

One option for travel insurance is which is available to people from over 130 countries. Their plans are designed for adventurous travelers with coverage for overseas medical, evacuation, baggage, and a range of adventure sports and activities.

You can buy and claim online, even after you’ve left home. Of course, I would recommend having travel insurance in place before starting your trip! 

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