St Augustine Sailing

St Augustine Sailing We are St. Enjoy a fulfilled experience on board one of our beautiful sailing yachts and have unique vantage point historic St Augustine.
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Augustine's premier sailing charter company offering affordable luxury sailing experiences.
- Brunch, Afternoon & Sunset Sailing
- Learn To Sail
- Dolphin Tours
- Sailing Club
- Dinner Cruises
- Elopement Packages
- Proposal Packages We offer private sailing charters for all occasions such as sunset cruises, day sailing, nature tours and special events. Interested in learning how to sail then join of our ASA sailing classes with one of our top notch instructors. Join SailTime Northeast Florida (sailing club) and have access to our luxury fleet throughout the year.

09/25/2026

Join us for our Sunset Tasting Cruise, TONIGHT!

Call 904-829-0648 to book☎️

You're weekend plans just got better!We have spots available on our Sunset Tasting Cruise on 9/25 and 9/26 at 5:30 p.m.O...
09/24/2026

You're weekend plans just got better!

We have spots available on our Sunset Tasting Cruise on 9/25 and 9/26 at 5:30 p.m.

Our Sunset Tasting Cruise brings together five chef-prepared tasting courses, five wine pairings, sunset and one pretty incredible view of St. Augustine.

Call 904-829-0648 to book☎️

09/23/2026

We're halfway there!🙌

The weekend awaits... what are your sailing plans?

Let us know if you'll be setting sail with us soon👇

Your table is waiting...Picturesque views, Perfectly paired food, and peaceful waters are waiting for you on our Sunset ...
09/22/2026

Your table is waiting...

Picturesque views, Perfectly paired food, and peaceful waters are waiting for you on our Sunset Tasting Cruise⛵🌅

At $349 per person, enjoy two hours on the water, five seasonal tasting dishes prepared by a private chef, and a wine flight thoughtfully paired by a sommelier.

Use the link below to book
https://fareharbor.com/embeds/book/sta-sail/items/577617/calendar/?full-items=yes
Or call 904-829-0648

09/21/2026

A boat, your bestie, and beautiful views⛵

All we need is this and a good yap session on the water to make our day complete😍

Set sail and yap with us!

📍3076 Harbor Drive
St. Augustine, FL
904-829-0648

The water is waiting🌊When you book a private sail on our 40' sailing catamaran, you can expect just this. Calm, intimate...
09/20/2026

The water is waiting🌊

When you book a private sail on our 40' sailing catamaran, you can expect just this. Calm, intimate, and relaxing time on the water. Feel the wind in your hair and the ocean breeze caress your skin as you take in St Augustine landmarks like the Castillo de San Marco, the Bridge of Lions, the Great Cross, and the St Augustine Lighthouse.

Let our professional crew create a memorable experience for you, your friends, and family. This is the best way to see the sun set over the architectural landscape of historic downtown St Augustine. Come sail away with us. You will be glad you did.

Book now at the link below🔗
https://www.sta-sail.com/shared-private-charters/

What if your evening included a brilliant St. Augustine sunset, five chef-prepared tasting courses and five thoughtfully...
09/19/2026

What if your evening included a brilliant St. Augustine sunset, five chef-prepared tasting courses and five thoughtfully paired wines—all aboard a luxury sailing catamaran?

Our Sunset Tasting Cruise aboard Wind Dancer is more than a sail. It is a thoughtfully curated culinary experience where every course, every pour and every view become part of the evening.

And during St. Augustine’s Nights of Lights, the experience becomes even more magical. Enjoy the city’s illuminated waterfront from the water November 21, 2026–January 18, 2027.

Swipe to discover the experience waiting for you.

Reservations are required. Book your Sunset Tasting Cruise at:
https://www.sta-sail.com/sunset-tasting-cruise/

The Fun Begins Where the Land Ends.

Our guests tonight enjoying their private dinner charter aboard Wind Dancer and chef Wes Wesley Nogueira
09/19/2026

Our guests tonight enjoying their private dinner charter aboard Wind Dancer and chef Wes Wesley Nogueira

09/19/2026

Sunset Dinner Charter

✨Wind Dancer✨Our 40' Sailing Catamaran, "Wind Dancer" is a vessel made for fun as well as relaxation.Whether you're sipp...
09/18/2026

✨Wind Dancer✨

Our 40' Sailing Catamaran, "Wind Dancer" is a vessel made for fun as well as relaxation.

Whether you're sipping and sailing in the cockpit during a Sunset Tasting Cruise or sunbathing on the trampoline during a Private Day Sail, Wind Dancer accommodates all passengers for all types of charters.

To learn more about our sailing fleet and charter options visit our website below:
🔗 https://www.sta-sail.com/

Address

3076 Harbor Drive
Saint Augustine, FL
32084

Opening Hours

Monday 9am - 8pm
Tuesday 9am - 8pm
Wednesday 9am - 8pm
Thursday 9am - 8pm
Friday 9am - 8pm
Saturday 9am - 8pm
Sunday 9am - 8pm

Telephone

+19048290648

Website

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