Outside the Resort - Anguilla
A personalized travel guide to explore outside the resort.
Anguilla can be thought of as an unopened geode. Hiding underneath the rugged, plain surface are a few gems if you visit the island with an open mind and crack open those gems with a sense of adventure. Known for its powdery white sands and unreal turquoise waters, beyond the few glossy resorts lies a more rugged, authentic island experience — one that's deeply rewarding for travelers willing to venture just a little further.
Here, the best beaches don’t come with poolside service — they come with bumpy dirt roads, no crowds, and an ocean that feels entirely yours. Whether you’re wandering down to hidden coves like Captains Bay, or pulling off the road for a spontaneous beach stop, Anguilla rewards exploration.
As you drive around the island, you’ll likely notice unfinished homes and quiet inland roads. These are signs of a small island still developing — at its own pace, without the pressure to become a copy of its flashier neighbors. It’s part of what makes Anguilla special. It may be difficult to describe the island as being half full or half empty, but it is safe, friendly, and unpolished in the best way. (Normal travel precautions should still be taken to protect your belongings and loved ones).
There are relatively few true "resorts" here. Some accommodations and hotels will have the word "resort" in their name so you can stay at a "resort" here and still get the "outside the resort" experience.
You should explore Anguilla if you . .
- Love beautiful turquoise beaches
- Want to avoid crowds
- Are willing to drive on the left side of the road
- See dirt roads as a gateway to adventure
- Are looking for unfinished homes to finish
- Eating great food in quaint establishments
- Don't mind a little ruggedness in your Caribbean vacation
- Enjoy learning more about local culture and history
What to Expect in Anguilla
Hiking in the Alps
Explore the breathtaking beauty of the Alps and experience the thrill of mountaineering.
Island Hopping in Greece
Discover the stunning Greek islands while soaking up the sun, swimming in crystal-clear waters, and savoring delicious Greek food.
Safari in Tanzania
Embark on a once-in-a-lifetime adventure and witness the majestic wildlife of Tanzania up close.
Road Trip in New Zealand
Hit the open road and explore the natural wonders of New Zealand, from the stunning Milford Sound to the breathtaking glaciers.
Exploring Machu Picchu
Discover the ancient Incan ruins of Machu Picchu and hike the stunning Andes Mountains.
Other islands like Anguilla in the Caribbean
Other islands in the Caribbean that offer the same type of experience on Anguilla include nearby St Martin, St Barts, and Turks and Caicos. Similar islands in physical geography include the Bahamas, Antigua and Barbuda, Barbados, and Grand-Terre and Marie-Galante in Guadeloupe.