St Augustine Sailing

Venues & Event Spaces | St Augustine, FL

about this business

We are St. Augustine's Sailing Connection!

Sit back, relax and enjoy the beautiful and historic St Augustine, FL from the water's point of view. Experience sailing along downtown's bay front on the Matanzas River or for the more adventurous go sailing offshore. . Our private sailing charters are unique and offer romance and adventure on the water unlike any other area attraction. We offer a full range of new or newer Sailing Yachts (mono-hulls or catamarans) from 35 feet to 45 feet.

Our charters are customized by you – it’s your private sail! Bring your friends, your family and food and drink of your choice!

You may have up to 6 passengers maximum on your charter with a minimum of 2 hours. If your goal is to sail offshore a minimum of three hours or more in order to get the best experience. . Just dress comfortably (shoes should be non-marking) and come sail with us!

additional information

Hours of Operation

  • sunday 9:00am - 8:00pm
  • monday 9:00am - 8:00pm
  • tuesday 9:00am - 8:00pm
  • wednesday 9:00am - 8:00pm
  • thursday 9:00am - 8:00pm
  • friday 9:00am - 8:00pm
  • saturday 9:00am - 8:00pm


  • ASA Sailing School
  • Bareboat Charters
  • Captained Sailing Charters
  • Corporate Team Building
  • SailTime - Fractional Sailing
  • Small Boat Sailing Club


  • Nights of Lights Sailing Charter

Payment Types

  • American Express
  • Check
  • Cash
  • Discover
  • Mastercard
  • Visa


  • Great sailboat tour ! Our guide "A" (wink wink) was the best ! -Talli Boyzuick

  • I had a couple of incredible outings again this year with St. Augustine Sailing! For four years in a row they have been part of my St Augustine adventures! Great staff, prestige boats! -Susan Duffy

  • The best place to go to learn about the sea and playing on it in boats -Hunt Bowman

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St Augustine Sailing location & information

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3076 Harbor Dr
St Augustine, FL 32084
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