Crewed catamaran weekly sail Chesapeake-Bay United-States

Embark on a remarkable sailing vacation in Key West, Florida, and the serene waters of Chesapeake Bay, Maryland, with our seasoned crew. With decades of collective sailing experience and a passion for adventure, we ensure an exceptional journey for every guest. Explore the vibrant marine life and stunning landscapes of Key West, where crystal-clear waters meet pristine sandy beaches. Then, sail the tranquil waters of Chesapeake Bay, known for its picturesque harbors and charming coastal towns.

Our expert staff is dedicated to providing a seamless and memorable experience, whether you're an experienced sailor or new to the world of sailing. From navigating the open seas to anchoring in secluded coves, we'll guide you every step of the way. Join us for an unforgettable sailing adventure, where you'll create lasting memories against the backdrop of two of America's most captivating sailing destinations.

Escape the ordinary and embark on an unforgettable adventure with our Multi-Day Charter around Key West. Whether you're seeking a family vacation or a romantic honeymoon, our charter offers the perfect opportunity to immerse yourself in the natural beauty of the Florida Keys.

Imagine waking up to the soothing sounds of the ocean, witnessing breathtaking sunsets every evening, and experiencing the rhythm of nature as it unfolds each day. During your multi-day charter, you'll have the chance to observe native birds, playful dolphins, and majestic turtles in their natural habitat. Keep an eye out for curious dolphins who often pay a visit to the boat, turtles emerging at twilight, and even the occasional passing shark. Each day brings new wonders and surprises, allowing you to truly connect with the wonders of the ocean.

Live like a local for a week aboard our luxury sailboat rental, where every moment is filled with tranquility and adventure. Our experienced captains are not only knowledgeable about the area but also passionate about sharing their love for the ocean with you. If you've already explored the vibrant streets of Key West and sampled its finest restaurants and hotels, it's time to escape the hustle and bustle of the city and embrace the serenity of the open sea.

Discover a sense of serenity unlike any other as you sail away from the stresses of everyday life. Whether you're a seasoned sailor or a novice looking for a new experience, our multi-day charter offers something for everyone. Step outside your comfort zone and embark on a journey of discovery, where every moment is filled with excitement and possibility.

If you're ready to elevate your vacation experience and create lasting memories, contact us today to discuss your multi-day charter. Let us help you plan the ultimate escape into the pristine waters of Key West.

The Seawind 1260 is a versatile catamaran intended for effortless sailing, featuring a self-tacking jib and a power winch for mainsail raising. It has a one-of-a-kind three-way door between the cockpit and the saloon, providing both shelter from the elements and outside enjoyment. It easily navigates shallow seas thanks to twin Yanmar 29hp diesel engines and cutting-edge B&G navigation equipment, including ForwardScan. The catamaran has three cabins (two queens and one double), a convertible queen-sized couch, two bathrooms, and modern amenities such as a 3-burner stove, microwave, oven, outdoor grill, chest freezer, and refrigerator. The overall length is 41', with a beam of 22'3" and a draft of 3'8".