Isle of View Charters

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Airbnb and Sailboat Charters in Key West, FL

Isle of View Charters is here to ensure you have the time of your life when you visit us for sailing charters in Key West, FL. Whether staying aboard one of our boats through Airbnb or taking advantage of the many options available with our sailing charters, you cannot go wrong. Call us today to learn more about our various sailing tours and Airbnb options and let us put our decades of experience to work for you. We would be happy to discuss availability, pricing, trip customization, and much more.

Our Boats for Sailboat Charters in Key West, FL

Our Boats

Accommodating Sailboat Airbnb in Key West, FL

Our Accommodations

Contact Us for Sailing Tours in Key West, FL

Contact Us

Our owner and captain, Jeffrey Sawyer, is originally a native of Northern Pennsylvania but made the transition to the Florida Keys as a life choice. Jeff is not new to the Keys as he grew up visiting since childhood, enjoying many adventures in this picturesque environment, such as kayaking, scuba diving, and more.

Having been an experienced sailor since high school, Jeff took to the high seas over two years ago with the purchase of the sweetheart, "Isle of View," a 1969 38' Charley Morgan Classic. However, after many exciting adventures in South Florida and the Keys, Hurricane Irma ultimately claimed her at Dinner Key Marina.

Fortunately, that wasn't the end of the story, as "Isle of View II," a beautifully maintained 1985 45' Morgan Nelson Marek (later to become "Catalina Yachts"), carries her namesake. Now a USCG Master Captain, Jeff is once again embarking on sailing tours on the seas around Key West and the rest of the Florida Keys. Take part in the next adventure with Jeff and the rest of our team. We cannot wait to meet you for our sailboat Airbnb services.

Here are some comments from our guests…

"WOW!!!! Not only was the boat beyond our expectations, Jeff as a host was outstanding. We had 2 couples in the "Isle of view 2" and had plenty of room. The hotel amenities are a added bonus. Happy hour that is second to none at the Salty Oyster. Easy access to all the fun things. even a free shuttle to Key West. Just wish we had more time to take a cruise with Jeff."

—James, November 2018

"Jeff is a great host. The boat is very clean and everything was exactly as described in the listing. Hotel amenities are top notch and Marina showers are clean and just a short walk away. Free shuttle runs to Old Town on the hour. Highly recommended."

—Scott, October 2018

Check Out Customer Testimonials for Isle of View II On Airbnb

Check Out Customer Testimonials for Ilse View II On TripAdvisor

Check Out Customer Testimonials for Ile Du Soleil On Airbnb


Isle of View Charters booking is simple and easy. Contact us to schedule your excursion and to request detailed availability information. We'll help you schedule the perfect sailing trip for your particular interests.


7005 Shrimp Rd Dock A34 
Key West, FL 33040


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(786) 249-7027

Service Area

Key West, FL, and the Florida Keys