Unique Experiences

St. Augustine Sailing is northeast Florida’s premier destination for unique experiences, in-depth lessons, diverse membership options, and sailboat ownership expertise. We are your one-stop-shop for everything sailing! We are St. Augustine’s sailing connection where you’ll find a friendly, supportive staff of fellow sailors! Have a look through the site for details, and call us anytime for more information at 904-829-0648. We look forward to seeing you dockside soon!

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Fun and Adventure Awaits




We have traveled a lot and been on many charters and sails all over the world, but never anything so great as this.

Mikesroadtrip.com - Professional Travel video blogger and publisher of the award-winning travel blog

Mike Shubik
Mike Shubik

I’ve always seen friends going for a sunset cruise but We are glad we went with this one! The sailboat was beautiful. Once our party boarded, there was a champagne welcome for the party! The crew was top notch. We can’t wait to sail again with friends.

Harry and Dianne Brut
Harry and Dianne Brut

Tripadvisor’s Reviews

  • star rating  We originally scheduled for a Saturday night sunset cruise for my daughter’s 19th birthday. They had an emergency witch caused them to cancel our sunset cruise and reschedule us for... read more

    April 1, 2022

    star rating  We spent our 1st year wedding anniversary on a sunset sail with St Augustine Sailing and we couldn’t have imagined a better and more beautiful evening. We saw a lot... read more

    Jacqueline D
    April 1, 2022

    star rating  Nuri is the best ASA 101 instructor and we had an amazing time learning the basic of sailing. I not only had a great time but I feel more confident... read more

    Christine E
    April 1, 2022
  • star rating  We enjoyed a lovely two hours seeing Vilano Beach and St. Augustine from the water on a gorgeous, comfortable sailboat with an engaging, informative, accommodating and capable captain. Highly... read more

    Peter F
    March 1, 2022

    star rating  We had the most amazing brunch sail with Chuck and RoseAnn just a few days ago. And where do I start?! From the moment you step on the... read more

    Teri C
    February 1, 2022

    star rating  We were celebrating our 50th anniversary and our family booked a brunch cruise with St. Augustine Sailing. We were greeted by our chef as we boarded with champagne and... read more

    Gary M
    February 1, 2022
  • star rating  Our entire group had a wonderful time during our sail for my wife's birthday. The weather was lovely and Captain Chris and mate Joan were fantastic. We couldn't have asked... read more

    John L
    January 1, 2022

    star rating  This is a beautiful trip. We had 18 ladies in St. Augustine for a Women Business Owners Retreat and the sail experience was a highlight of our weekend

    September 1, 2021

    star rating  My husband and I booked a private sunset cruise for our anniversary, and it was absolutely perfect! Our captain was very knowledgeable and took great care of us. The weather... read more

    Brittney W
    September 1, 2021

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