Anguilla Articles - Know Before You Go®

Feast Party Stay Play Thrive
Nov 13, 2019

Best Anguilla Villas of 2019

Anguilla is home to the Caribbean’s most friendly locals, beautifully rugged terrain, and a diverse collection of vacation rentals. You can drive across the whole island in less than an hour, yet there are over 30 beaches and bays to…

Read More
Sep 9, 2019

Why WhereToStay is the Best Way to Book Your Caribbean Vacation

Your vacation is the most important week of your year. When it comes to booking a vacation rental, the research can seem overwhelming. There are thousands of islands in the…

Read More
Mar 22, 2019

The Aqua Park: Anguilla's Newest Attraction

Wish You Were Here… There’s a new reason to visit Anguilla, and it just popped up at Cove Bay Beach in front of the old Smokey’s Restaurant. Introducing The Aqua…

Read More
Fresh cocktails prepared by your own bartender!
Fresh cocktails prepared by your own bartender!
Feb 18, 2019

Best Staffed Villas in the Caribbean

The only thing better than staying in a Caribbean villa is staying in a staffed Caribbean villa. After all, who really wants to cook on vacation? Some travelers like the…

Read More
Oct 30, 2018

Tipping in the Caribbean: An Island by Island Guide

Tipping can be one of the trickiest parts of travel— some regions won’t accept tips at all, whereas others will tack on additional fees until you’re bone-dry. The Caribbean is…

Read More
Views of Sandy Island after Hurricane Irma
Views of Sandy Island after Hurricane Irma
Sep 18, 2017

Hurricane Irma Can't Beat Us!

Major news platforms would have you believe that the Caribbean is beyond repair, but that’s far from true. The internet is plastered with images of islands covered by surge waves,…

Read More
Sep 23, 2014

Diving with Dougie in Anguilla!

When we have a chance to go diving, Thom and I almost always jump on it.  And for diving trips in Anguilla, Doug “Dougie” Carty is the “go to” guy. …

Read More
Aug 26, 2014

Kite Surfing on Anguilla: an Unforgettable Experience

Anguilla is an amazing vacation destination known for its beautiful beaches, luxury accommodations, and amazing food but did you know that it’s also a popular spot for kitesurfing enthusiasts? Shawna…

Read More
Oct 31, 2013

Three Caribbean Hot Spots to Get Hitched

Destination weddings have become all the rage in rage in recent years. And with good reason – powder soft sand and the azure Caribbean Sea make for a pretty decent…

Read More

Where To Stay

Home Page
My Trip
My Favorites
Magazine