Different Drum Sailing Adventures 2025

Ever dream of living on a sailboat, exploring islands, and anchoring beneath the stars each night? If so, grab a bunk aboard the cutter/ketch Boundless and join Capt. Jeff and crew this in one of our three destinations, the Chesapeake Bay, Maine, or in the Bahamas! Come raise the sails and chart a course this summer in this entirely hands-on, sailing adventure for teens! Does the thought of exploring islands, learning to sail, and living the life of an explorer appeal to you? Read on… How would you like to actually live on a sailboat for a week, traveling from cities to towns to islands each day? Imagine what it’s like to let the wind push you to your next destination or to drop anchor off an uninhabited island you’ll explore in the morning and watch the stars above you as you fall asleep. Depending on the trip you sign onto, you might sail into Baltimore Harbor to explore the National Aquarium or step onto a WWll submarine. On our Virginia to NYC adventure we’ll sail past the Statue of Liberty, see a Broadway show, walk in Times Square, or listen to live music in Central Park. On another trip you may see whales off Cape Cod, hike beaches, spend a day on a Maine lobster boat, and climb to the tops of lighthouses! In the Bahamas you’ll sail to uninhabited islands and snorkel over colorful coral reefs. Living aboard our sailing vessel Boundless you’ll learn about navigation, meteorology, sustainable energy systems use on board, explore marine science, take the wheel and raise the anchor! If this is your idea of an adventure, then come crew aboard the educational sailing vessel Boundless with Capt. Jeff and Different Drum Sailing Adventures! Choose from our week-long or twelve-day voyages to create to create a trip of a lifetime! This website uses cookies to ensure you get the best experience on our website.