Why Turks and Caicos is the Best Place for Your 2020 Caribbean Vacation

You don’t have to be afraid of travel in 2020!

Best of Turks & Caicos: Sailrock Resort Beach Front Villas

Calling all beach lovers! We’ve discovered the most tranquil, socially distanced villas for your next Caribbean vacation. Best of all, we have a special rate for any bookings four nights…

Caribbean Vacation Packing Essentials: Reef Safe Sunscreen

Caribbean Travel Requirements: 2020 Edition

2020 has been complicated, but that doesn’t mean your vacation has to be. Government officials across the Caribbean are making great efforts to create a safe and comfortable island environment…

Traveling to the Caribbean in 2020, It's Possible!

Along with gravity there is one unstoppable force around our offices these days - people still want to travel to the islands, and they want to do it now! For…

Stop Dreaming, Start Planning: The Caribbean is Opening Up for Travel!

St. John is open for business! One of our amazing WhereToStay clients, Elena, arrived in St. John this week for a 13-night vacation. Believe it or not, she checked into…

Why Now is the Perfect Time to Plan Your Next Vacation

Stuck at home? Plan your escape! Most of us have more time on our hands than ever, so make the most of it by giving yourself something to look forward…

Caribbean Vacation Villas Offer Great Value!

Vacations are all about creating memorable experiences and some of the best are made in a private villa in the Caribbean. It’s achievable for all budgets even on some of…

Our Favorite Villas and Restaurants on Barbados

Barbados’s Platinum Coast is known for its amazing white sand beaches, luxurious staffed villas, and unique fusion cuisine. This island’s fun, friendly, and safe environment has something for everyone. At…

Best Anguilla Villas of 2019

Anguilla is known first and foremost for its white sand beaches, great restaurants, and friendly locals. This small, quiet island has an authentic Caribbean feel. There are top-notch restaurants, luxury…