Next Adventure: British Virgin Isles - November 23-30, 2024

Meet Our Crew

Island Hoppers' Crewed Caribbean Sailing Charters

When you charter a sailing yacht to cruise the Caribbean, you want your crew to have both experience and expertise. While the blue waters around the islands are generally calm, only the very best captains and first mate know how to navigate the shallow maze of passages that surround many of the most beautiful coves and anchor spots. But at Island Hoppers, we believe that experience doesn’t have to cost an arm and a leg! Having lived and sailed among the islands, our crew has decades of combined experience in knowing the best places to go and the best way to get there. With Island Hoppers, you know that you will be in the care of one of the most skilled and familiarized crewed Caribbean sailing charters, at a price that you can afford. 

We look forward to having you aboard!

“Calm sailing doesn’t come from calm waters, it comes from having a good navigator, a good crew, and a good vessel.”

Captain of a Crewed Caribbean Sailing Charters

Captain Glen Martin

Your Crewed Caribbean Sailing Charter Host

Captain Glen, a USCG licensed captain, has more than 30 years’ experience sailing cruising yachts. Glen also has extensive experience teaching American Sailing Association certification courses. He has sailed all over the world, in various kinds of boats, including all the Caribbean islands and other locations including New Zealand, Mallorca, Ibiza, Marseilles, Genoa, Greece and the Bahamas. His mission is to provide an adventurous, safe sailing experience for you. Glen enjoys nothing more than helping you learn to hoist the sails or pick up a mooring. Giving you a hands-on experience of the life of a sailor, is a thrill for him. Glen’s knowledge of the Caribbean makes weather related itinerary changes equally fascinating as any original itinerary. Glen has taken the time to understand each island’s history, culture and traditions His knowledge helps create a remarkable trip for you. He has a true love for the sea and sailing the Caribbean.

First Mate Anne Watkins

Lifetime Sailor

Anne is lucky to be from a nautical family. At the age of three, she began her boat handling education rowing a boat. Her father, a retired naval aviator, became a pioneer fiberglass boat builder and Anne grew up sailing a wide variety of boats and learning the art of boat repair. 

Her childhood involved many small sailboat and canoeing races coupled with cruising sailing on larger yachts. She is an experienced coastal navigator having made scores of ocean passages. Anne taught basic sailing as a college course to help fund her college education. She has experience skippering groups of adults and youths in sailing adventures in the Bahamas. She has decades of snorkelling and diving experience and loves to fish.