Sailing Tours and Lessons in St. Augustine

There is something pure and majestic about souring the high seas on a sailboat. It is just you, the wind, and the water (or a captain, but that’s okay too).

There are some breathtaking sailboat adventures available among many other things to do in St. Augustine. You have clear access to the waters, with plenty of spacious waterways, inlets, and channels available to head through.

You can take your trip along the St. Johns River, head further south to St. Augustine Beach and its many small bays and inlets, or just take to the ocean.

You may need a tour guide. You may even need a lesson. Thankfully, it’s all available to you in St. Augustine.

sailing on st augustine water
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Schooner Freedom

Gracefully glide over the waters of St. Augustine with the Schooner Freedom. This acclaimed and momentous sailboat is 72-feet of pure romantic wonder.

You have different sailing packages available to you, including a day sail, a sunset sail for the romantic escape you deserve, or a specialty sail. Go on a radiant trip with music playing, the moonlight glowing, and the dolphins playing around you. The specialty trips are very limited.

Lastly, you have a family day trip. This type of sailboat adventure focuses on teaching the kids some basics as they help the crew out in raising sails and coiling ropes. It is a one-and-a-half-hour cruise designed to introduce you to a family-friendly journey you won’t soon forget.

You can go on a charter trip with the Schooner Freedom every day, from 8 a.m. to 8 p.m. Reservations required, of course. Stop by the location at 111 Avenida Menendez, St. Augustine, FL 32084.

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St. Augustine Sailing

You can request lessons with the Schooner Freedom crew, but the crew caters their services more towards guided charter trips and romantic sunset cruises. Thankfully, you can get your hands dirty and learn the mechanics of sailing properly with St. Augustine Sailing.

The group is connected with the American Sailing Association. The crew offers basic to advanced courses with four students in any one class. Classes are open to visitors and locals with pre-registration.

You will experience specific conditions. You get to learn the designations of markers and buoys, how to avoid hazards, navigation, and maintenance.

St. Augustine is unique in that there are so many coastal conditions in such close proximity. You can venture out to the turquoise ocean waters with no land in sight, navigate tight waterways, scale the open St. Johns River and combat the soaring winds, or cruise the calm inlets.

Take on one of the most ambitious activities you can in St. Augustine. Embrace the beach and water culture of the ancient city. The team is located at 3076 Harbor Dr, St. Augustine, FL 32084 and can be reached at (904) 829-0648.

Photo from Shutterstock

Always for Sail

Find Schooners Freedom too excessive and large? Not interested in learning how to sail a boat for this particular St. Augustine getaway? That’s okay, because Always for Sail is the perfect in-between. You get to learn a little bit about sailing on a smaller-scaled boat while still being able to relax and just enjoy the views.

Trips with Always for Sail usually head down the St. Johns River. Here you get a spectacular mix of natural views and views of downtown St. Augustine.

You can spot the brilliant architecture of the ancient city, the refreshing coastal scenery, and the Castillo de San Marcos fort as it stands triumphant over the river.

Always for Sail is located at 57 Comares Ave, St. Augustine, FL 32080. They offer charter trips every day from 9 a.m. to 5 p.m.

Reserve Today

Give us a call today 800-398-5980. We can provide you an overview of some of the best condos for rent in St. Augustine, FL to stay in while you immerse yourself in the incredible sport of sailing.

Plan Your St. Augustine Vacation

Visit St. Augustine and experience family-friendly activities on the ocean. Sail to your perfect beach getaway while The Ocean Gallery provides some of the top-rated condos to rent in St. Augustine, FL.