Endless Caribbean - The Sweet Escape A Caribbean Getaway 2

How to Plan A Caribbean Getaway

Are you ready for vacation? If so, it is time to plan a Caribbean getaway? It’s always nice to take a trip to somewhere that you’ve never been before. It’s time that you booked a trip to a destination that is guaranteed to surpass your wildest dreams and satisfy your innermost desires. Have you ever seen flying fish jumping out of the ocean? Or witnessed scarlet ibis in their natural habitat? Maybe you are the adventurous type and tubing down a river in a lush rainforest is your forte. Do you know that the Caribbean is the only place in the world where you can enjoy all of these experiences?

Why You Should Visit the Caribbean

If you are lucky, you’ve probably been to the Caribbean before. You’ve probably felt the glowing rays of the sun on your face; taken a ride on public transportation with calypso and reggae; snorkeled in crystal clear waters filled with tropical fish and turtles; sipped on coconut water from a ripe coconut or even walked the halls of an historic plantation house that was bustling with life over two hundred years ago.  If you are not so lucky, you might have heard about how beautiful it is and you are longing for that perfect Caribbean getaway.

So what are you waiting for?

With over thirty-five Caribbean destinations to choose from, it may be difficult to decide where you should go for your sweet Caribbean escape. The Caribbean is a region that offers any activity that you could think of and has developed competences in areas that you would never have thought about. If you love historic Anglican churches, the Caribbean has hundreds of them. If you want to plan a training retreat for a professional swimming team, you can come to the Caribbean where there is sunshine year round. Or if you just want to lie on a beach and do absolutely nothing, you should definitely come to the Caribbean.

Which Caribbean destination do you want to visit?

Destinations in the Caribbean

There are many islands to choose from, each with their own unique features. To get started, take a look at the options that are available. This list will help you to narrow down your choices.


Start with Anguilla, where tranquility is wrapped in blue. Plan your dream vacation in Anguilla with our comprehensive travel guide. Discover the best beaches, attractions, resorts, and activities to make the most of your trip to this stunning Caribbean island.

Endless Caribbean - Caribbean Getaway - Anguilla

Image Credit: Anguilla Tourist Board

Antigua and Barbuda

Escape to Antigua and Barbuda where the beach is just the beginning. Discover the beauty of the islands and learn about the best attractions, activities, and accommodations to make the most out of your visit to this breathtaking Caribbean destination.

Endless Caribbean - Caribbean Getaway - Antigua & Barbuda

 Image Credit: Antigua & Barbuda Ministry of Tourism, Civil Aviation and Culture


Take a trip to Aruba, which is one happy island. Aruba is a paradise for beach lovers and adventure seekers. Make a checklist of the top attractions, best beaches, activities, places to stay, restaurants, and everything you need to plan the perfect vacation in Aruba.

Endless Caribbean - Caribbean Getaway - Aruba

Image Credit: Aruba Tourism Authority


Make the islands of the Bahamas yours. Plan your dream vacation in the Bahamas and explore stunning beaches, crystal-clear waters, vibrant culture, and exciting activities. Discover the best resorts, activities, and attractions that this tropical paradise has to offer, ensuring an unforgettable experience for your getaway.

Endless Caribbean - Caribbean Getaway - Bahamas

Image Credit: The Bahamas Ministry of Tourism and Aviation


Discover how Barbados is just beyond your imagination. Set yourself up to be immersed in the beauty of Barbados by planning your perfect trip. Discover the best time to visit, top attractions, must-try cuisine, and practical travel tips for your unforgettable journey to this Caribbean paradise.

Endless Caribbean - Caribbean Getaway - Barbados

Image Credit: Barbados Tourism Marketing Inc.


Belize is closer than you think. Embark on a breathtaking Belize vacation getaway and explore the stunning beauty and vibrant culture of this Central American paradise. Discover the best places to visit, activities to enjoy, and plan your dream vacation in Belize.

Endless Caribbean - Caribbean Getaway - Belize

Image Credit: Belize Tourism Board


Explore so much more in Bermuda. Plan your dream vacation to Bermuda with our detailed guides and recommendations. Make a list of the best places to visit, things to do, where to stay, and practical tips for a memorable trip to this stunning island paradise.

Endless Caribbean - Caribbean Getaway - Bermuda

Image Credit: Bermuda Tourism Authority


Go to Bonaire, where you are once a visitor and always a friend. Bonaire is a truly paradise destination for vacation seekers. Explore the best attractions, dining option, activities, and accommodations for your dream vacation in Bonaire.

Endless Caribbean - Caribbean Getaway - Bonaire

Image Credit: Tourism Corporation Bonaire

British Virgin Islands

Experience the British Virgin Islands – nature’s little secrets. Discover the beauty and tranquility of the British Virgin Islands with a vacation getaway. Explore stunning beaches, indulge in water activities, and relax in luxury accommodations. Plan your dream vacation today.

Endless Caribbean - The Sweet Escape A Caribbean Getaway - BVI

Image Credit: British Virgin Islands Tourism

Cayman Islands

Find lots of love and smiles in the Cayman Islands. This is your opportunity to Escape to the beautiful Cayman Islands for a breathtaking vacation getaway. Discover white sandy beaches, crystal clear turquoise waters, and world-class attractions. Plan your perfect trip today!

Endless Caribbean - The Sweet Escape A Caribbean Getaway - Cayman Islands

Image Credit: Cayman Islands Department of Tourism


Discover your Cuba. Plan your dream Cuba getaway and explore the vibrant culture, stunning beaches, and rich history of this Caribbean gem. Find helpful tips on travelling to the island, recommendations for activities and where to stay, and alternative travel itineraries to make the most of your trip.

Endless Caribbean - The Sweet Escape A Caribbean Getaway - Cuba

Image Credit: Cuba Tourist Board in Canada


Live the beach life in Curacao. Curacao is a beautiful island with stunning beaches, vibrant culture, and colorful architecture. Discover articles about the best attractions, things to do on the island and insider tips for planning your perfect Curacao vacation.

Endless Caribbean - The Sweet Escape A Caribbean Getaway - Curacao

Image Credit: Curacao Tourism Board


Explore paradise in the nature island of Dominica. Now you can experience the natural beauty and adventure of Dominica on your dream vacation. Discover stunning landscapes, lush rainforests, breathtaking waterfalls, and vibrant local culture. Plan your perfect getaway to Dominica today.

Endless Caribbean - The Sweet Escape A Caribbean Getaway - Dominica

Image Credit: Discover Dominica Authority

Dominican Republic

The Dominican Republic has it all. Experience a dream vacation getaway in the sun-soaked Dominican Republic. Plan your itinerary and include the top attractions, beautiful beaches, and exciting activities that will make your trip unforgettable. Start planning your perfect vacation now.

Endless Caribbean - The Sweet Escape A Caribbean Getaway - Dominican Republic

Image Credit: Dominican Republic Tourism Ministry


Enjoy the spice of the Caribbean in Grenada. Plan your ultimate island getaway to Grenada, the “spice isle” of the Caribbean. Explore pristine beaches, indulge in delicious cuisine, and immerse yourself in the vibrant culture of this tropical paradise. Start planning your dream vacation now.

Endless Caribbean - The Sweet Escape A Caribbean Getaway - Grenada

Image Credit: Grenada Tourism Authority


There are so many flavours to discover in Guadeloupe. Get ready to discover Guadeloupe, a stunning Caribbean destination with beautiful beaches, lush rainforests, and vibrant culture. Plan your vacation and explore all that Guadeloupe has to offer.

Endless Caribbean - The Sweet Escape A Caribbean Getaway - Guadeloupe

Image Credit: Guadeloupe Islands Tourist Board


Discover South America in Guyana. Plan your adventure to Guyana and experience this unique country in South America. Take time to explore its rich and diverse culture, natural wonders and resources, and vibrant and exotic wildlife. Find useful guides on the top attractions, activities, and travel tips for an unforgettable trip.

Endless Caribbean - The Sweet Escape A Caribbean Getaway - Guyana

Image Credit: Guyana Tourism Authority


Live the experience in Haiti. Plan your dream vacation to Haiti and discover its diverse culture, stunning beaches, and enchanting history. Get insider travel trips on the best places to visit, activities to do, places to eat and tips for an unforgettable trip to Haiti.

Endless Caribbean - Caribbean Getaway - Haiti

Image Credit: Haiti Ministry of Tourism


Everything is all right in Jamaica. Spend a few minutes and plan your Caribbean getaway to Jamaica. This is the best time to experience the beauty and vibrancy of Jamaica with a tailored vacation package. Start planning now and count down the days until you can enjoy the island’s stunning beaches, culture, cuisine and more!

Endless Caribbean - Caribbean Getaway - Jamaica

Image Credit: Jamaica Tourist Board (© VisitJamaica 2013)


Martinique is the flower of the Caribbean. The time is right for a getaway to the French Caribbean, where you can enjoy a Martinique holiday. Soak up the sun, sand, and sea with activities like snorkeling, diving, and more. Book your getaway to Martinique today!

Endless Caribbean - Caribbean Getaway - Martinique

Image Credit: Martinique Tourism Authority



Go off the grid in Montserrat. Discover the hidden gem of Montserrat and escape the hustle and bustle of daily life. Find solace in its untouched nature, secluded beaches, and historic volcano, and immerse yourself in the peace and tranquility of this Caribbean paradise.

Endless Caribbean - Caribbean Getaway - Montserrat

Image Credit: Tourism Division, Government of Montserrat


Nevis is naturally yours. Escape to paradise with an unforgettable  Nevis holiday. Relax on pristine beaches, hike through lush rainforests, and indulge in delicious Caribbean cuisine. This is a great opportunity to go island hopping to nearby Caribbean islands.

Endless Caribbean - Caribbean Getaway - Nevis

Image Credit: Nevis Tourism Authority

Puerto Rico

Puerto Rico is an all-star vacation experience. By planning a vacation to Puerto Rico you can experience the island’s top attractions, beaches, and activities to make your trip unforgettable. Explore the beauty of this Caribbean gem and create amazing memories.

Endless Caribbean - Caribbean Getaway - Puerto Rico

Image Credit: Puerto Rico Tourism Company


Your island adventure awaits in Saba. Embark on a thrilling adventure and explore Saba’s stunning natural beauty. From hiking through lush rainforests to diving in crystal-clear waters, this guide will help you make the most of your adventure on this Caribbean paradise.

Endless Caribbean - Caribbean Getaway - Saba

Image Credit: Saba Tourist Bureau

St. Barthelemy

A trip to St. Barthelemy is filled with excitement and adventure. Escape to paradise with a vacation in St. Barthelemy, also known as St. Barth’s. Relax on pristine beaches, indulge in gourmet cuisine, and soak up the island’s luxurious atmosphere.

Endless Caribbean - Caribbean Getaway - St. Barthelemy

Image Credit: The Territorial Tourism Committee of St. Barthelemy

St. Eustatius

St. Eustatius is the golden rock of the Caribbean. If you looking for a looking for a peaceful and authentic Caribbean experience, St. Eustatius, also known as Statia, is the place for you. Discover one of the Caribbean’s most exotic destinations and create unforgettable memories.

Endless Caribbean - Caribbean Getaway - St. Eustatius

Image Credit: St Eustatius Tourism Development Foundation

St. Kitts

Follow your heart to St. Kitts. It is time to plan your dream Caribbean getaway to St. Kitts. Relax on the stunning beaches, experience the island’s history and culture, and enjoy exciting activities that make it the perfect destination for your next vacation. Start planning your travel itinerary today!

Endless Caribbean - Caribbean Getaway - St. Kitts

Image Credit: St. Kitts Tourism Authority

St. Lucia

St. Lucia is simply beautiful. It is a stunning Caribbean island known for its breathtaking natural beauty, including pristine beaches, lush rainforests, and iconic landmarks like the Pitons. Discover the top attractions, activities, and travel tips for exploring this tropical paradise.


Image Credit: St. Lucia Tourist Board

St. Maarten

St. Maarten is an amazing island experience. Plan your dream vacation getaway to St. Maarten, a Caribbean paradise with stunning beaches, vibrant culture, and endless activities. Discover the top attractions and tips for an unforgettable trip.

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Image Credit: St. Maarten Tourism Bureau

St. Martin

St. Martin is the friendly country representing the French Caribbean. Escape to the beautiful paradise of St. Martin for the ultimate getaway. Explore pristine beaches, experience thrilling water activities, and indulge in delicious cuisine. Discover everything you need to plan your dream vacation in St. Martin.

Endless Caribbean - Caribbean Getaway - St. Martin

Image Credit: St. Martin Tourist Office

St. Vincent and the Grenadines

Live your dreams in St. Vincent and the Grenadines. Plan your dream vacation to St. Vincent and the Grenadines and explore the stunning beaches, crystal-clear waters, and strong culture of this Caribbean paradise. Discover the top attractions and must-see destinations for an unforgettable trip.

Endless Caribbean - Caribbean Getaway - St. Vincent and the Grenadines

Image Credit: SVG Tourism Authority


Suriname is a colourful experience that is exotic beyond words. Discover the hidden gems of Suriname on your dream vacation. Explore its vibrant culture, lush rainforests, stunning waterfalls, and diverse wildlife. Plan your Suriname vacation today and create memories that will last a lifetime.

Endless Caribbean - Caribbean Getaway - Suriname

Image Credit: Suriname Tourism Foundation

Trinidad and Tobago

Trinidad and Tobago is an amazing getaway. Experience a unique blend of culture, history, and natural beauty in Trinidad and Tobago. Take your time and visit the beaches, sample the cuisine, explore the rainforests, go birdwatching and visit historic sites. Book your getaway today.

Endless Caribbean - Caribbean Getaway - Trinidad and Tobago

Image Credit: Trinidad and Tobago Tourism Development Company Limited

Turks and Caicos Islands

The Turks and Caicos Islands are simply beautiful by nature. This is why you should explore the islands for your ultimate Caribbean getaway. From pristine beaches and turquoise waters to luxurious resorts and thrilling water sports, find out why the islands are the perfect tropical paradise for your vacation.

Endless Caribbean - Caribbean Getaway - Turks and Caicos

Image Credit: Turks and Caicos Tourist Board

United States Virgin Islands

Explore the United States Virgin Islands where it’s always nice. The beautiful islands of the United States Virgin Islands boast white-sand beaches, and lively coral reefs, lush rainforests and historic forts. Come experience a tropical getaway like no other.

Endless Caribbean - Caribbean Getaway - United States Virgin Islands (1)

Image Credit: U.S. Virgin Islands Department of Tourism Film Office


Let’s Plan Your Caribbean Getaway

Maybe I’ve made your decision a little bit harder by introducing you to countries that you’ve never heard of and some that you may have dreamed about. What makes it even harder is that almost all of the Caribbean destinations are easily accessible by sea or air and there are daily flights every day of the week from the major cities all over the world. And, there are thousands of hotels to choose from, thousands of activities to enjoy and millions of people to make friends with.

Endless Caribbean is here to make your decision to visit the Caribbean as stress free as possible. We’ll offer suggestions on some of the unique aspects of the Caribbean. Our comprehensive guide to Caribbean travel and culture will take you behind the scenes and give you a local’s tour of the best spots to suit any budget and any taste. We have the best insider tips for travelling solo, with your family or with the guys or gals and we can tell you how to have a good time and stay safe at the same time.

Whenever you make your final decision about where to go, we want to hear about it. Shout us out on Twitter, Facebook and Instagram and let us know where in Caribbean you are headed and what are some of the activities that you are excited to try. If you just got back from a relaxing Caribbean getaway or know someone who has, drop us a note. We’d love to hear about your sweet Caribbean getaway!



Here are a few frequently asked questions about planning a Caribbean getaway:

What are the best Caribbean spots for couples?

Some of the best Caribbean destinations for couples are Antigua and Barbuda, Grenada, St. Kitts & Nevis, Barbados and St. Bart’s.

What are some of the cheapest Caribbean islands to visit?

If you consider airfares, accommodation, food and activities, some of the cheapest Caribbean islands to visit are Puerto Rico, Cuba, the Bahamas, Curacao and the Turks and Caicos Islands

How much should I budget for a week-long Caribbean getaway?

The best way to budget for a week-long Caribbean getaway is to identify your largest expenses – airfare and accommodation, and see what you are comfortable with spending. This will then allow you to determine how much you are willing to spend on food, transportation and activities.

What are some affordable all-inclusive Caribbean vacation packages?

Some of the affordable all-inclusive Caribbean travel packages available right now are:

  • Bermuda: Airfare + 3 nights hotel at Grotto Bay Beach Resort
  • Curacao: Airfare +4 nights hotel at Sunscape Curacao Resort, Spa & Casino
  • Dominican Republic: Airfare + 4 nights hotel at Emotions By Hodelpa Juan Dolio
  • Jamaica: Airfare + 3 nights hotel at Grand Palladium Jamaica Resort And Spa
  • Sint Maarten/ St. Martin: Airfare + 4 nights hotel at Secrets St. Martin Resort & Spa

For more good deals on all-inclusive Caribbean vacation packages, visit Cheap Caribbean.

What should I know before travelling to the Caribbean?

Before travelling to the Caribbean, there are few things you should be aware of:

  • Hurricane season runs from June 01 – November 30 each year
  • Passports are required for entry into many Caribbean islands
  • A return ticket is also required for entry into the Caribbean
  • Camouflage clothing, accessories and toys are illegal and will be confiscated by the authority
  • Not all countries use English as their first language. There are Spanish, Dutch, Portuguese, and French speaking islands
  • Smoking is prohibited in public spaces in some of the destinations
  • Walk with sunscreen and bug spray to protect your skin from the sun and insects
  • Most destinations drive on the left side of the road
  • Cultures vary and what is accepted in one island, may not be accepted in another
  • Stay safe, avoid dark and lonely areas and do not fraternize with suspicious strangers

What are some of the best Caribbean islands for first-time travelers?

Some of the best Caribbean islands for first-time travellers are Barbados, Aruba, Martinique, the British Virgin Islands and Bonaire.

When is the best time to visit the Caribbean?

You can visit the Caribbean at any time during the year. However, please note that during hurricane season (June to November), there are increased chances for rain and tropical storms.


How much time do you need to plan a trip to the Caribbean?

Ideally, you should try to plan a trip to the Caribbean at least six months in advance of your travel date. This is so that you can get the best deals on airfare, find desired accommodation and register for tours and activities. If you are travelling for events such as Carnival (Trinidad) or Grand Kadooment (Barbados), you should book at least one year in advance.

How do I plan my first trip to the Caribbean?

To plan your first trip to the Caribbean:

  • Create a travel budget that will help you account for all trip expenses
  • Decide if you will be travelling alone, with your partner, family or a group of friends
  • Research destinations and choose a country that best matches your vacation wish list
  • Check your schedule to identify exactly when you want to travel
  • Decide how long you want the vacation to be
  • Research the different types of accommodation and decide where you will stay
  • Make a list of the activities, attractions, food and experiences that you are interested in

How do I book a trip to the Caribbean?

To book a trip a trip to the Caribbean, you can use the following links:

  • Accommodation: Booking.com – Extensive directory of accommodation in the Caribbean with reviews
  • Flights: Google Flights – Easy to research flights, track prices and book flights
  • Travel Packages (Airfare + hotel): Cheap Caribbean – Caribbean travel budgets for all budgets
  • Cruises: Vacations to Go: Extensive selection of cruises to the Caribbean and the rest of the world

How can I plan a luxury vacation in the Caribbean?

To plan a luxury vacation in the Caribbean, you should:

  • Research and choose the country you want to visit
  • Decide when you want to travel
  • Book your air travel (paying attention to connections and the length of the journey)
  • Research luxury accommodation at a four or five star hotel, resort or villa
  • Make a list of the luxurious activities that you want to experience

What are some tips for planning a family trip to the Caribbean?

  • When planning a family trip to the Caribbean, three tips you should remember are:
  • Create a realistic budget that will cover the needs of everyone in the family
  • Find a resort with family suites that have at least two bedrooms
  • Look for resorts that have several amenities such as a pool, babysitting services, and family-friendly activities
  • Create an itinerary for the vacation, so that you will have an idea of what you will do

What are the best places for nightlife in the Caribbean?

Some of the best places for nightlife in the Caribbean are Aruba, the Bahamas, Jamaica, Puerto Rico, Trinidad and Tobago, and Sint Maarten/ St. Martin.

What are the best destinations for families in the Caribbean?

Some of the best destinations for family vacations in the Caribbean are Barbados, the Bahamas, the United States Virgin Islands, Bermuda, and Saint Vincent and the Grenadines.

What are the best Caribbean cruise itineraries?

The best cruise itineraries in the Caribbean depend on your preferences. Some of the considerations are:
the departure and arrival port , the cruise line, the length of the cruise, the number of ports in the itinerary, and the number of at-sea days.


Which cruise lines offer cruises to the Caribbean?

Cruise lines with Caribbean itineraries are:

  • Atlas Ocean Voyages
  • Carnival Cruise Lines
  • Celebrity Cruises
  • Costa Cruises
  • Disney Cruise Line
  • Explora Journeys
  • Holland America Line
  • MSC Cruises
  • Marella Cruises
  • Norwegian Cruise Lines
  • Oceania Cruises
  • P& O Cruises
  • Ponant
  • Princess Cruises
  • Regent Seven Seas Cruises
  • Ritz-Carlton Yacht Collection
  • Royal Caribbean International
  • Seabourn
  • Silversea Cruises
  • Star Clippers
  • Virgin Voyages
  • Windstar Cruises

What are the largest Caribbean islands?

The five largest Caribbean islands (largest first) are Cuba, Hispaniola ( Haiti + the Dominican Republic), Jamaica, Puerto Rico and Trinidad.

What are the smallest Caribbean islands?

The five smallest Caribbean islands (smallest first) are Terre-de-Haut (Guadeloupe), Mustique (St. Vincent and the Grenadines), Salt Cay (Turks and Caicos Islands), Isleta de San Juan (Puerto Rico) and Union Island (Saint Vincent and the Grenadines).

What are the least visited islands in the Caribbean?

The five least visited islands in the Caribbean are Montserrat, Saba, Sint Eustatius, Saint Vincent and the Grenadines and Dominica.

What are the most popular islands in the Caribbean?

The five most popular islands in the Caribbean are the Dominican Republic, Puerto Rico, Jamaica, Cuba and the Bahamas.

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