your paradise awaits...
Set sail with Island Hoppers Caribbean Sailing Vacations
Do you dream of Caribbean sailing vacations that take you across quartz blue waters, under a tropical sun with a warm breeze at your back and nothing before you but day after day of fun, adventure, and the most legendary ports in the Caribbean? We can make that happen. We are Island Hoppers.
Does the sound of wind in the sails, waves splashing, hull gliding and rigging singing as you tack the boat, start your heart pumping or send a tingle racing down your spine? Can you picture yourself relaxing on deck with a drink after racing along port side to haul in the jib sheet? What about swimming in secluded coves or striking out one morning on a custom-made sailing adventure to a destination of your choice?
If this sounds like something in a book instead of a chapter in your life, it’s time to add that chapter. You belong on an Island Hoppers’ charter, where we have personally chosen the most ideal locations in the Caribbean!
Let us make your dream a reality now, not ten years from now. Follow your dreams. Come sail away with Island Hoppers.
Your adventure starts here. See our upcoming adventures and destinations >>>
How it works
What to Expect from our Caribbean Sailing Vacations
Our beautiful yachts feature four cabins, each with a double bed and a bathroom for double-occupancy. You will sleep aboard the yacht at night while we sail and explore different destinations during the day. Breakfast and lunches are served on board, as well as several delicious dinners. Cocktails and other beverages are available throughout the day, and on some days you will enjoy delicious Caribbean cuisine inshore at the various local restaurants and establishments. Most of all, our Caribbean sailing vacations feature:
- Fun and Relaxation
- Exploration and Adventure
- Learning a New Sailing Skill
- Making New Friends
- Gourmet Island Cuisine
- The Road Less Traveled…
Meet our crew
Decades of Experience in Sailing the Caribbean
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.
“As you sail through the seas of life always remember this is not a dress rehearsal. We pass this way only once. Years from now reflect on your memorable experiences, not the regrets of what you could have done.”
Capt. Glen Martin
About our yachts
Your Caribbean Sailing Vacation Home
Our modern sailing fleet features several sleek and elegant yachts that handle beautifully in the blue Caribbean waters while delivering stability and comfort. Measuring between 45 to 50 feet of length, these beauties provide plenty of room above deck and below. With four passenger cabins featuring a private head (bathroom with showers) in each, you can find privacy whenever you need it.
Our full galley dining salon and above deck grill allow our crew to cook local Caribbean cuisine and fresh seafood on board. A covered cockpit provides shade any time of day, or lay out in the sun on the spacious deck. The Island Hoppers Sailing Vacation yachts are equipped with an engine for secondary power and a trailing dinghy for getting to those remote coves and island destinations.
Destinations
Your Adventure Takes Place on Land and Sea
Running a sailing school in the Caribbean teaches you a thing or two about the most beautiful spots the region has to offer, and many of the very best areas can only be reached by a seasoned and experienced navigator. Island Hoppers Sailing Vacations takes you to those out-of-the-way places where few tourists ever tread on both land and sea:
- Discover the Hospitality and Personality of Local Tiki Bars and Bodegas
- Shop Bargains on Hand-made Crafts and Gifts
- Explore Ancient Ruins on Both Land and in the Sea
- Savor Authentic Caribbean Island Cuisine
- Enjoy Local Flora and Fauna
- Snorkel, Swim, Paddle Board or just Float in Blue Caribbean Waters
