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Discover Go Sail Virgin Islands Posts

Sailing Story: William Whitacre

William Whitacre found his way to sailing through the military. Not through a deployment but instead, through a veteran’s yacht club. The Chaos Bay Yacht Club. It all began a handful of years ago, one of his military friends invited him out to the invite-only yacht club for a sail to see if he would…

Annapolis Boat Show: Sail Into the Week With Us!

The Annapolis Sailboat Show is almost here, and Go Sail Virgin Islands is looking forward to attending once again. If you aren’t familiar with the fall event, it’s 4 days of fun for sailors of all levels. You can shop for the latest sailboats, meet other boating enthusiasts, and chat about anything from new gear…

Weather Safety While Sailing

The Virgin Islands’ weather is generally more predictable than a lot of popular sailing locations. However, this doesn’t mean you shouldn’t plan ahead.  Sailing conditions can change quickly, so it’s always important to understand the basics of weather safety before setting sail. Here’s a look at some frequently asked questions about the weather in the…

Navigating the World of Sailing Weather

The Virgin Islands are often described as having “champagne sailing” due to the normally calm conditions and the picturesque Caribbean Sea. For most of the year, the BVI and USVI are an excellent place to learn how to sail, with gentle breezes and small swells.  But as with much of the Caribbean, it’s important to…

Sailing Story: Donna Acquaro

Donna wouldn’t recommend how she learned to sail to any of the students she teaches now. “I learned how to sail by myself,” she laughed. “I put the sails up within a couple weeks of buying [a sailboat in Connecticut] and just figured it out on my own. I bought some books and just tried…

Captain’s Log: The Perfect Sail

The Basics The boat: Phoenix, a 2020 Fountaine Pajot Saba 50 Crew: Captain JT (instructor)   ASA Students: Andy, Elaine, Daniel, and Sally Courses Completed:  ASA 101 (Basic KeelBoat), ASA 103 (Basic Coastal Cruising), ASA 104  (Bareboat Cruising), ASA 114 (Cruising Catamaran) Day 1: Two Couples’ Cruising Dream Daniel and Sally and Andy and Elaine all…

Virgin Islands Safety During Hurricane Season

Virgin Islands Safety During Hurricane Season Virgin Islands sailing weather is ideal for most of the year, making it a fantastic place to learn how to sail or increase your nautical miles. However, for a few months each year, hurricane season rears its (sometimes) ugly head and can cause conditions that will challenge even the…

Sailing Story: Charny Schwartz

Sailing Story: Charny Schwartz Growing up Charny Schwartz would spend each summer with his aunt and uncle in the Chicago area. “The first few years it was just playing on the beach,” he said. However, as he got older, his uncle roped him into his own weekend hobby— sailboat racing! At 12 years old, Charny…

The Best Sailing Weather Apps of 2025

Predicting the weather when sailing isn’t always possible, but it certainly helps to have the right tools. If you’ve ever been to the Virgin Islands during hurricane season (or even peak sailing season), you’ll know that the winds can shift and the skies can open up in the blink of an eye.  Sailing weather apps…

Top Tips for Discovering the Best Bareboat Sailing Destinations

From choosing daily activities to deciding how long your sailing vacation should be, there is a lot to consider when chartering a bareboat in the Virgin Islands. When you spend a week on a liveaboard cruise with Go Sail VI, we help you choose some of the top sailing locations in the Virgin Islands that…

Best Sailing Vacations in the Caribbean

Whether you’re taking your first sailing course or have years of nautical miles under your belt, the Caribbean has some of the top sailing spots in the world. From the calm waters of the Virgin Islands to the more challenging open sea in the Southern Caribbean, taking a sailing vacation in the Caribbean is in…

FAQs: Budgeting for a Virgin Islands Sailing Vacation

The Virgin Islands are a popular vacation destination for travelers from all walks of life. There are luxury accommodations and more affordable options. Planning a sailing vacation in the Virgin Islands can be a once-in-a-lifetime experience that can be affordable if you plan ahead.  Here are some ways you can budget for a Virgin Islands…