About Sailicity Charters

We're Sailors...

Our Tradename is Sailicity [Sailing simplicity] because our goal is simply for you to experience sailing whether it be booking a charter or buying a yacht. We, from our earlier careers, are managers and event planners and work with divemasters, yoga instructors, and chefs to customize catered charters to suit your budget.

We are based in St Petersburg because we love sailing Florida, and as more and more destinations are opening, we are expanding to amazing locations in New England and in the Caribbean Sea.

Let us help you create plan an experience you will never forget, or let us help you purchase a yacht so you can live the experience every day.

Meet the Captains & Crew

Captain Neil

Captain Neil is a Charter Planner and Yacht Broker who specializes in Bali Catamarans and the Beneteau Oceanis line. 

Neil holds a USCG 100 GRT license, is known for his culinary skills, and is well acquainted with inlets and resorts in and around the Gulf Coast to make your experience memorable while sailing Florida.

Captain Austin

Captain David

I’ve been sailing for 45 years (bareboating, racing and cruising on my own boats, captaining charters and teaching). I enjoy sharing my boating experiences with those who want to learn more about sailing. The past 7 years teaching ASA classes to hundreds of new and seasoned sailors has been so rewarding and I’ve made many new friends. I look forward to meeting you and helping you achieve your sailing goals.

Captain Mike

Captain Mike Singleton is a long time Florida Charter Captain and ASA instructor.  Mike holds a USCG Masters 50-ton Captain’s license, is an experienced boat mechanic, and licensed aircraft mechanic. 

He is the go-to-Captain for many charterers around coastal Florida as well as multi day charters to the Dry Tortugas and the Florida Keys.

Base Manager Sawyer

Sawyer is an Base Manager with a background in various industries including marine, logistics, and construction.

He has great experience with fleet management and marina operations on the Southwest coast of Florida & a proven record of facilitating cross-functional interactions between all stages of business with a focus on quality and customer service. 

Captain Antony

Captain Dalton is an avid sailor and loves to share his passion for the water with guests. He has over 20 years experience sailing and cruising on Tampa Bay and the West coast of Florida and knows where all the best places are, whether you want a quiet cove, a party on a sand bar, or a nice restaurant. Let him show you the beautiful waters in our area safely and courteously.

Captain Charles

Captain Charles Bleam is an American Sailing Association Instructor with great experience in advanced navigation, communications, sail handling, overnight passage, and yacht handling.

First Mate Olivia

Captain James

Our Charters

Our charters are all captained charters aboard beautiful yachts from partner bareboat charter fleets in Florida and the Caribbean. These are all mid-sized yachts that are 45-55 feet in length selected to accommodate provisioned private charters for couples, families and friends. We sail Beneteau and Jeanneau monohulls and Lagoon, Bali, and Fountaine Pajot catamarans that are best suited for your sailing experience. Our differentiator is our customer service. We will plan and organize your crewed charter. We will always provide experienced and well-mannered captains and mates to ensure that your customized charter experience is enjoyable, beginning with the booking process. We will personalize your charter to your schedule and desires so that you may get out on the water and enjoy times that will become some of your most cherished memories. Feel the power of nature as the wind propels us through the waves or relax as the sea breeze and sunsets combine to create a relaxing experience. We cannot control the weather, but we can control our timing and our vessels to ensure your safety. And if the weather is a problem, no worries, we have the flexibility to reschedule with as little as 48 hours before departure time at no cost to you. So, what are you waiting for? Tell us where and when. We will check the available charter options, and one of our planning captains will help get you underway.

We Offer...

Captained Charters

Hire a captain and enjoy your luxurious sail without any sailing experience needed. Your skipper will sail your yacht so you can relax and enjoy the islands.

Bareboat Charter

Take the helm and design a yacht charter that takes in the best sights and sounds of the Abacos Islands. Provision your yacht and have fun with friends and family.

Crewed Charter

Personalize your sailing vacation and hire your own private luxury yacht. Let your captain sail you around your wish list of destinations, while your host serves you a dream menu for the ultimate all-inclusive experience.