January 22 2021          

Rental hours: a Half Day is 4 hours and a Full Day is 8 hours. Mornings are 8:30AM to 12:30PM (weekends) and 9:00AM to 1:00PM (weekdays). Afternoons are 1:30PM to 5:30PM all days. Full Days are 9:00AM to 5:00PM.

Online reservations can only be made until the end of this year. If you would like to make a reservation further in advance please call us.

For some examples of silly things our clients have done in the past visit the Windsong Hall of Shame!

To view a SELECTION of boats in a category select "Type of Boat" above.

To view availability of a SPECIFIC boat only, select "Book a Specific Boat" from the top menu.


Treat yourself to a beach BBQ on one of our beautiful islands - a great addition to your full day charter or rental. Your personal area on the beach will be set up by our island crew - beach chairs, shade cover, table, cooler with drinks. Our chef will cook your BBQ meal on the beach. 4 menus to choose from starting at $225 for 6 people. Availble on full day Sailing Charters or Boat Rentals. More info here


Did you know that Windsong performs more than 100 weddings a year? On the island or a boat.

We have several different packages from a simple ceremony on the island to a fully catered beach BBQ wedding for up to 30 people. Rates from only $395. More info here


Want to go camping on a beautiful island? Rent one of our Pontoon boats and camp out on the beach on Anclote Island North Sandbar. Bonfires are permitted.

We offer THREE packages, overnight (leave 5PM come back next morning at 9AM) 24 hours (1 day and 1 night) or 36 hours (2 days and 1 night). Rates from $150. More info here.

Windsong Charters & Boat Rentals is here to help you have a fun experience out on the water!

Now that you have decided to make a reservation, it's probably a good time to read our Rules and Guidelines.

No, really! Now is DEFINITELY the time to read the Rules and Guidelines, We MEAN it! Do it now!

Sailing Charters Guidelines

Boat Rental Guidelines

Boat Rental FAQs

You can also take A virtual tour of your day out on the water: