2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

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!

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.

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!

Overall this was an average experience. It had great potential but lacked the hospitality side of the experience, which was unfortunate. When we arrived 30 minutes early, they rushed us on the boat which felt like we were late (we asked, we were not late) and took off without any instructions or offering us a chance to get food/drink/water. The cruise itself was pleasant and our captain was nice and informative. If the hospitality were better, I would give this a 5 star.

This was a family trip and Me and my granddaughter shared such a special moment on this trip that we will always remember. The captain kept us very entertained I truly recommended this tour .

Captain Jeff was very experienced and confident in the water. Really enjoyed cruising with one other couple. Very small and intimate experience. The sunset was beautiful!

We celebrated our anniversary with a picture perfect sunset sail. Yes! We actually turned off the engine and sailed.