St Augustine Romantic Tours

This was an awesome cruise! The live Jazz was great and the music greeted us from the start until we docked at the end of the boat trip. The captain and crew were very sociable and my wine was a quality brand. No dolphins, but we did pass a pirate ship on the way. We couldn't have been happier with the cruise.

What a beautiful night for a sunset boat and jazz tour! Staff very engaged and entertaining. Would do again.

Great experience. Great views. Great food. Great wine. Great staff. Great fellowship, Salute to Captain Kevin . We’d definitely do it again.

I’ve toyed with many different ways to write this review; a way to fully articulate how amazing our evening was on St. Augustine Sailing. From the moment we arrived, the warmth radiated from Roseanne was like being greeted by your best friend. We were led to a beautiful vessel and assisted onto the deck by her crew, each person genuinely happy to welcome us aboard. The tables were set simply elegant, ready for what we anticipated to be a culinary delight. Pictures were taken, safety guidelines were given, the menu described, and we set sail! On this intimate cruise we celebrated and laughed, enjoyed five (plus a bonus) courses of a beautifully curated menu with exquisite wine pairings—each described and served with such joy for the occasion. The evening sky painted vivid shades of orange and violet, the sea lively with dolphins yet calm as we glided through the bay. Free to move about the ship between courses, Roseanne took many opportunities to photograph the evening, sharing yet another talent with us to commemorate such an event. As we were served each course, wine crisp and perfectly paired, we were able to enjoy conversations with the crew and take in the beautiful sights of St. Augustine’s coastline. Seeing the Ancient City from the water makes us love it on land even more! As dessert was served, we pulled back into port, mindful of the wind conditions—the crew keeping us safe and warm—the sun fully set for the evening. The magic of this extraordinary experience coming to an end as we disembarked; truly grateful for Roseanne and her crew for exemplary service, fabulous fare, beautiful sights, and a Birthday I will never forget. Some people want to cross items off a to-do list—to say they did it—while others want to savor each moment, knowing they are truly experiencing something special. We chose the latter and it was everything and more we had hoped for. Thank you St. Augustine Sailing!

We 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.

Amazing experience - captain was knowledgeable, so accommodating, and went out of his way to make the experience extra special. Sunset photos were the best we got on our trip, dolphin sightings were endless. Only thing missing was a little bit of wind lol.

This tour was super fun and very interesting! We took this tour as a way to learn about St. Augustine and have some photos taken along the way. The tour guide, Laura, was quite knowledgeable and very friendly. She immediately put us at ease while taking photos. Her knowledge about the area was impressive; she told us about the "big picture" as well as more detailed information about the places we toured. We loved the photos she took. She had good ideas to get more than the "run of the mill" photos.

Miss Laura is highly professional and fun to work with. She uses as many locations as possible in the allotted time. She also allows you to be yourself and is able to bring your personality into the shots. She did some great things with evening shadows. Her eye for the beauty, art and attitude has my friends and family singing her praises about the photos she took of my friends and I.

My wife and I were celebrating our 39th wedding anniversary, so I chose this as an after dinner cruise. The two piece Jazz Band and the atmosphere were terrific. A great way to cap off an anniversary weekend vacation.

It was an amazing experience! The food and drinks were fantastic and the music was exceptional! Viewing the sunset and all of downtown St Augustine was absolutely beautiful.

Captain Daniel was great! He was very friendly & knowledgeable! The views were beautiful, wind perfect, & the weather was great!!

Captain 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!!

Sailing the harbor as the sun set was truly remarkable. The natural scenery coupled with the Christmas holiday illumination of the St. Augustine seaport was breathtaking. Capt. Chris and 1st Mate David were truly sailing experts who both added jovial conversation, local history and a personal interest in our experience. This was an event that made our stay here most memorable!

Such a great experience! The sailing portion was exhilarating! What a great way to see coastline! Having the wine options was a nic way to relax as well! It was chilly but worth every minute. Highly recommend doing this tour!

Did an amazing shoot with Freedom Photo Adventures . Laura is talented, has a great eye and is excited to work with you on ideas. She has a lot of knowledge about the area and where a great photo can be taken. She is friendly and put me at ease immediately. Photos came out great and I am excited to book again over the holidays!

Hubby and I booked a St. Augustine photo adventure package with Laura thinking it would be a fun way to learn about the town and get some cute shots. She was so much fun to work with and made us feel very comfortable while taking pictures. Laura was so welcoming to our little pup Milo and got some awesome shots of him as well. She was very knowledgeable and made it fun to hear the history as we walked. Highly recommend doing this photo shoot!!!!