Caribbean Island
Day Trips & Weekend Getaways

Anguilla will always win my vote for the best of all Caribbean islands.

This Caribbean island gets a 10/10. Idyllic weather, the best Caribbean beaches, some of the top dining worldwide...

Living in Anguilla is not too tough to get used to! ;-)

One of the most exciting parts of life on the island is the easy access to other Caribbean islands. Traveling to the Caribbean from Montreal was a tedious task, but now? We do it with ease.

There is something magical about taking the Anguilla ferry to St. Maarten, looking at the flight boards and seeing boarding times for such exotic locations... Curacao, Montserrat, even Port au Prince.

You wait in the WinAir gate. They call your flight and a few other people stand up with you. Together you board the bus, and take a quick ride. A walk across the tarmac to your tiny WinAir plane comes next.

The pilot tells you to put on your seat belt. The engines rev, the propellers spin.

And Then, You're Airborne!

What an exhilarating sensation!

Caribbean islands are picture perfect from the sky. Soaring high above, I always think, "This isn't reality, this must be some kind of movie magic!" It's unreal.

It gets better!

Approaching The Destination Feels Equally Dreamy...

And once you are there?

Prepare for an interesting adventure that will vary from the Caribbean island you were visiting before, in its people's character, its terrain, climate, food, traditions and, of course, culture.

Terrace Views in Saba

Island hopping is an exciting way to travel! In the next few years I hope to cover the Caribbean by boat or by plane or maybe both? ;-) Caribbean islands inspire such exotic imagery and are so intriguing. There is so much to discover and experience!

• More on Caribbean real estate,
• More on Caribbean mansions,
• More on the best of all Caribbean beaches,
• More on Caribbean golf,
• More on Caribbean vacations.

The cost factor is also attractive: prices for flights, hotels and dining don't have to be outrageous if you do it right. And travel time between Caribbean islands tends to be pretty speedy.

(Of course it depends on the island, some are more expensive than others, ie. St. Barts!)

Living in the Caribbean, has opened up a whole new world of travel. We are working on putting more Caribbean stamps in the passport. He he!

The next ones on my list? Puerto Rico, Cuba, Dominica, and Trinidad.

If you have any recommendations on traveling to other Caribbean islands please click here to share your stories. I would love to hear all about your trips. I am always looking for travel tips and information about different islands!

Here are the islands we have visited so far...

My Favorite Caribbean Islands

Barbados Vacations
Barbados is an island we know well, but only secondhand. Many friends and family have been visiting the island for years. It was finally time for the Evoy family to experience the British-influenced, bustling Windward island, the Caribbean's most Easterly point.

• Part 1 of Barbados vacations: Barbados Luxury Hotels, Speightstown and Bridgetown
• Part 2 of Barbados vacations: Barbados surfing with Zed's Surfing Adventures, Oistins and Surfing big waves on the East coast
• Part 3 of Barbados vacations: Visit Barbados caves, gardens and fine-dining at Barbados restaurants

St. Lucia Travel: St. Lucia Resorts, Food, Beaches and Exploring
This alluring Windward island has long been in on our must-visit Caribbean island list. What is more captivating than the mysterious Pitons? The picture-perfect crescent moon sandy beaches? This volcanic island had sat on our list for too long. Finally, we climbed aboard LIAT to experience St. Lucia.

• Day 1 & 2 St. Lucia travel: St. Lucia resorts, hotels, beaches and food
• Day 3 & 4 St. Lucia travel: St. Lucia tours, St. Lucia car rental and exploring

Saba Island: A Remote Getaway
I heard about Saba before I knew about Anguilla. It always struck me as being an enigmatic island, a volcanic rock, hiding in the clouds, in the middle of the sea. Despite it's mysterious nature it is only 15 miles from St. Maarten, and inexpensive, too. Curiosity got the better of me, and I took a trip with a friend.

• Day 1 on Saba Island
• Day 2 on Saba Island
• Day 3 & 4 on Saba Island

A St. Barts Vacation
Ok, ok. So this wasn't a daytrip, it was a three-day-trip! But many people do go over just for the afternoon. If you have the time, a trip to the land of luxury is well worth it!

• Day 1 on a St. Barts vacation
• Day 2 on a St. Barts vacation
• Day 3 on a St. Barts vacation

Sint Maarten Day Trips from Anguilla
Sint Maarten is the second Caribbean island my family visited, after Anguilla. I have never stayed overnight on the half French, half Dutch island, but when on an Anguilla vacation we would always make a trip to the French side. Now that we are living on Anguilla, visiting St. Maarten is a regular thing!

• March 2008 update visit to both Marigot and Grand Case, St. Martin.
• March 2004 update visit to St. Martin.
• March 2003 update visit to St. Martin.

Love Another Caribbean Island?

I am so curious about other Caribbean islands. They seem so mysterious and intriguing...

I would love to hear all about your travels to other islands and tips about where to eat, stay, what to do and how to get there!

Your Caribbean Islands Stories

Click on the links below to read other visitors' stories.

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