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2 hours - Private Day Sail along Historic St Augustine Bayfront

Overview
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.
City: St Augustine
Sat 07 Jun
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You can choose the date already on the booking website
Starting at $795.00
Sat 07 Jun
Starting at $795.00
Make a reservation
What's Included
Bottled water
Restroom on board
Yacht Captain
Additional Info
  • Infants and small children can ride in a pram or stroller
  • Suitable for all physical fitness levels
What To Expect
1
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.
2
Anastasia State Park
Anastasia State Park is across the waterway from Vilano Beach, and you will be able to see the more northern park as we leave the Tolomato River and continue down the Matanzas River.
3
St. Augustine Lighthouse & Maritime Museum, Inc.
As we move into the Matanzas River we will be close enough to capture some great photos of St Augustine Lighthouse in the distance.
4
National Shrine of Our Lady of La Leche at Mission Nombre de Dios
The Great Cross and also known the Mission Cross and the Beacon of Faith Cross is located on the grounds of the Nombre de Dios Mission. The Great Cross was erected in 1966 and stands 266 feet high. It is built of 70 tons of stainless-steel plates, packed with concrete in its lower third to prevent toppling by weather conditions. The Great Cross stands tall as part of the backdrop and can be seen during the entire sailing experience
5
Castillo de San Marcos National Monument
Built by the Spanish in St Augustine to defend Florida and the Atlantic trade route, Castillo de San Marcos National Monument preserves the oldest masonry fortification in the continental United States and interprets more than 450 years of cultural intersections.
6
Bridge of Lions
The bridge gets its name from two white marble lion statues guarding the bridge on the west side. Completed in 1927, the Bridge was constructed during the extravagant land boom times in Florida. It was designed as a work of art as much as a transport for cars, connecting downtown St Augustine with Anastasia Island. A double-leaf bascule bridge, or drawbridge, it opens for boat traffic several times throughout the day.
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Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (16)
Ashleymartabano
Aug 2022
We had such a fantastic day on the water with St. Augustine Sailing. The boat was beautiful, Roseanne, the owner, was our captain along with her husband, and they were just fantastic. They were wonderful explaining things to the kids and making sure everyone got to move back and forth on the bow of the boat. Gorgeous day, beautiful boat, and incredible crew with amazing customer service. They were responsive to questions, and even let us amend the booking ahead of time. Can’t say enough. We will definitely be back.
Response from Host
Aug 2022
Thank you so much!! We loved sailing with your beautiful family.
fredaC1055WX
Jun 2022
Great trip with Captain Bill. Thoroughly enjoyable. weather was perfect and Captain was experienced and knowledgeable.
Response from Host
Jun 2022
We are so happy you enjoyed your sail. We hope you'll come sail with us again in the future!
A6956IGgarym
Feb 2022
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 mimosas and a beautiful display of fruit, yogurt and other goodies. The Captain said we could just relax or we could help sail the vessel if we would like. Our next course was Eggs Benedict which was delicious with bacon and the best grilled potatoes wedges. A beautiful part of the cruise was watching a family of Dolphins including the babies swim around the boat and they did something we had never seen in the wild before, they jumped completely out of the water and did back flips. The Catamaran was beautiful and had all the amenities to make for a comfortable cruise. We enjoyed the trip so much that we want to schedule another cruise as soon as we can. Thanks to the entire staff at at St. Augustine Sailing for our wonderful experience.
Response from Host
Jul 2024
Thank you so much for your lovely review! We're thrilled that you chose to celebrate your 50th anniversary with us aboard our brunch cruise in St. Augustine. It warms our hearts to hear that you enjoyed the champagne welcome, delicious brunch prepared by our chef, and the opportunity to relax or join in sailing the vessel. Witnessing the playful dolphins, especially the breathtaking jumps and flips, must have been truly unforgettable! We're delighted that our catamaran provided a comfortable and enjoyable experience for your special celebration. It was our pleasure to make your experience memorable, and we can't wait to welcome you back for another cruise soon. Here's to more wonderful moments on the water with us!

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