Key Sailing

Key Sailing is an official 5 star area attraction offering affordable, personalized dolphin and sunset cruises with Tim and Jan, Sailing Sarasota Together Since 1973.
The bay front veteran's park is named in honor of Jan's father. Jan is Winner of, "Siesta Key Business Person of the Year" and Woman Entrepreneurial Excellence for the Chamber of Commerce, as well as 2012 Guest Service Excellence for National Tourism Week. Key Sailing is the Sarasota Chamber of Commerce 2012 International Business of the Year. Jan's husband Tim is a US Coast Guard Master Captain and licensed/ordained minister who can perform yacht weddings and renewal of vows. Three city and county proclamations and key to the city on board-Official Educational Vessel of Sarasota County-Certificate of 5-star excellence from Tripadvisor.
Private charters affordable even for 2 guests. Perfect for date night, sailing lessons, or a family reunion. We do wedding and baby showers, anniversary parties, scattering of ashes in the Gulf-Each sail customized to your needs. Snacks included and catering available as well as gift certificates. Brides may even "register" for a honeymoon cruise! We try to make sailing the easiest part of your vacation- 2,3,4 hr and all day cruises are available. The Key Breeze serves up, "Fresh Air, Fine Chocolates, and a few hours of Peace on Earth."
Film site for a major motion picture, national television and various tv ads, the Key Breeze is the newest and largest vessel sailing from Marina Jack, Sarasota. Key Sailing is recommended at under Things to Do in Sarasota and the category, "Tours."
Jan is a hometown girl from 1960 and her current book, "Sailing Home-You Can Go Home Again" has just wrapped. The sequel features stories from her guests and is entitled, "25,000 Miles From Home." Catch a sneak peek at or and sail away with Tim and Jan by calling 941-346-SAIL-7245, anytime 24-7. Maybe you can add your story to her next book project!





Multilingual Staff

Average Visit Time

2 - 3 hours, Half day


Military Discount

Guest Information

Family Friendly