2 hours - Private Day Sail along Historic St Augustine Bayfront
Overview
Available languages
2 hours
Mobile ticket
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory.
This 2-hour sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests enjoy interacting with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip.
No matter your preference, this cruise will be a highlight of your vacation.
Additional Info
Infants and small children can ride in a pram or stroller
Suitable for all physical fitness levels
What To Expect
We invite you to sit back, relax and enjoy the beautiful view and wildlife as we slip away from the dock and sail down the Tolomato River. Make sure to look for dolphins as we approach Porpoise Point as we often see a lot of wildlife in this area. As we continue our sail down the Matanzas River toward the historic St Augustine Bay Front, you will get to experience the ancient city's historic sites from the water. Bring your friends and family and get ready to enjoy adventure or bring that special someone and experience a romantic getaway on your private, 2-hour charter aboard our luxury sailing vessel. Let our professional staff of USCG licensed Captains welcome you and your guests aboard for an experience like no other in the beautiful city of St. Augustine!
Vilano Beach
As we slip away from the marina, we will be making way along Vilano Beach. Porpoise Point at Vilano Beach is a beautiful waterfront community and bounded by the intracoastal waterway. This area is known for seeing dolphins as the feed during tide change. As we sail by, it is almost certain you will see dolphins in this area.
Options
2 hours - Private Day Sail along Historic St Augustine Bayfront
What‘s Included
Bottled water
Restroom on board
Yacht Captain
Gratuities
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
20 reviews
Total reviews and rating from Viator & Tripadvisor
Sunset Wine Tasting
23geraldb,May 16, 2026
- Review from Tripadvisor
5.00Great experience. Great views. Great food. Great wine. Great staff. Great fellowship, Salute to Captain Kevin . We’d definitely do it again.
Champagne dreams and relaxing atmosphere
gustavorR676LP,Apr 6, 2026
- Review from Tripadvisor
5.00We took the wine pairing tour, which paired 7 dishes with wines from across the United States. Meals were elaborate and delish, every participant took at least one recipe home to try, and the wines are already in order. What a great way to experience St. Augustine from the water. The crew was attentive but let us be and the boat was clean and in great shape.
Take me away!!
kellicP8092WK,Jul 5, 2025
- Review from Tripadvisor
5.00Captain Daniel was great! He was very friendly & knowledgeable! The views were beautiful, wind perfect, & the weather was great!!
St Augustine Sailing great idea for a work team experience
markgP4443BU,Jun 27, 2025
- Review from Tripadvisor
5.00Captain Kevin and crew Vince were wonderful! They made the experience super fun - we went straight for the dolphins and got to watch them play. Even saw a giant sea turtle. From the reservation to the return every interaction was pleasant and professional. Highly recommend!!
Best day ever!!!
darlenet551,Nov 6, 2024
- Review from Tripadvisor
5.00My husband and I celebrated our 25th anniversary with St Augustine Sailing. We sailed with Dale and couldn’t have asked for a better captain. He made us feel like our day was special and we couldn’t have asked for a better experience.
We did a brunch experience. the food and mimosas flowed!
gustavorR676LP,Aug 15, 2024
- Review from Tripadvisor
5.00We have taken a number of cruise experiences and this one stands out. the staff is very interactive and welcoming. at one point it turned into a photoshoot! the group was made to feel very special. It was great to see the sites of St. Augustine from the water side and the food was perfectly set for us. thank you.
We sailed for 2 hours on a huge sailboat. It was so much fun!
D6576FRcarlat,Jul 22, 2024
- Review from Tripadvisor
5.00Amazing time sailing! Enjoyed every minute. Our captain was friendly and made the whole experience wonderful for us. I would love to do it again.
A DAY IN PARADISE!
Berle D,Apr 28, 2024
- Review from Tripadvisor
5.00We had a magnificent experience, weather was awesome, boat was very clean, the business owner was very patient with us,allowed us to use the restroom before departure. Captain was so kind and very knowledgeable, I would like to go again soon, i would recommend them to all family and friends. They also respected the time frame. I love everything about this trip.
Seeing St. Augustine from the water's side
gustavorR676LP,Dec 8, 2023
- Review from Tripadvisor
5.00This was a lux and lovely experience. Loved seeing St. Augustine from the water and the team was very hands-on and welcoming. Rose Ann enhances the experience with her photo skills and story telling. Thank you.
Peaceful morning sail and...
alisaholland,Oct 23, 2023
- Review from Viator
5.00Peaceful morning sail and a beautiful add-on brunch. Communicative and easy to work with. Thanks Captain Chris!
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Operated by St. Augustine Sailing Enterprises