Wine Tasting Cruise in St. Augustine

Imagine gliding smoothly along the calm waters of St. Augustine, with a glass of wine in hand, taking in views of historic landmarks and spotting dolphins frolicking nearby. That’s exactly what this Wine Tasting Cruise promises, and from the glowing reviews and detailed itinerary, it seems to deliver a relaxed yet engaging experience. It’s a perfect outing for those who enjoy good wine, scenic waterways, and a touch of local charm—all in less than two hours.

What we love about this experience is first, the way it combines sightseeing with wine tasting in a setting that’s both leisurely and memorable. Second, the knowledgeable crew and friendly guides make the journey informative without feeling like a lecture. One thing to consider is that this tour is limited to guests 21 and over, so it’s not suitable for families with kids. If you’re someone who appreciates a laid-back vibe, scenic views, and a bit of vino, this cruise could be just what you need to unwind after a day exploring historic St. Augustine.

This tour is ideal for couples, friends, or solo travelers looking for a relaxed, scenic outing that combines local sights with a touch of wine sophistication. Just keep in mind that the boat isn’t handicap accessible, and you should be comfortable on a pontoon boat with a few steps to board.

Key Points

• Combines scenic waterway views with six wine tastings
• Guides provide friendly, informative commentary
• About 1.5 hours of relaxed cruising near historic landmarks
• Opportunities to see dolphins and local wildlife
• Small, intimate group size (max 25 guests) for a personalized experience
• Great value at $49 per person, including wine, taxes, and fees

The Experience: A Detailed Look

This tour begins at Florida Water Tours’ dock on Yacht Club Drive. You’ll want to arrive 15 minutes early for check-in and safety briefing — a good idea since the boat departs promptly. The vessel is a 45-foot pontoon named the ‘Osprey’, which comfortably holds up to 38 guests plus crew. It’s fully shaded and features roll-up windows, making it adaptable for weather changes. Plus, the onboard restroom is a bonus for a tour that’s just under two hours.

Once aboard, the cruise kicks off with a safety overview. From there, you’ll start cruising past the iconic bayfront of St. Augustine, where landmarks like the Castillo de San Marcos and the Bridge of Lions come into view. The captain and guides share insights about the city’s history and architecture, elevating the experience beyond just wine tasting. Many reviews mention how knowledgeable and friendly the crew are—they make the entire trip feel like a relaxed gathering among friends.

The Landmarks and Scenic Highlights

As the boat drifts along the water, you’ll get a different perspective on St. Augustine’s skyline. The Great Cross, a towering symbol visible from the water, is a striking sight. The cruise also offers views of the historic fort and the bridge, all while you sip wine and soak in the surroundings. Several reviewers commented on how beautiful the scenery is, especially with the sunset or on calmer days.

Wildlife spotting is another highlight. Guests frequently mention dolphins playing in the boat’s wake, sometimes getting close enough to get a good look. Birdwatchers might also catch glimpses of spoonbills and other local species—nature lovers will appreciate these spontaneous wildlife encounters.

Wine Tasting

The core of this tour is, of course, the wine. You’ll sample six different wines, which rotate each day to keep things interesting. The selection includes wines from local wineries, such as San Sebastian Winery, adding a regional touch. Guides provide commentary explaining what makes each wine special, helping even casual wine drinkers appreciate the nuances.

Many guests laud the quality of the wines and the accompanying small snacks or appetizers, which are described as tasty and well-chosen. One reviewer notes, “The selection of wine was very good and the little appetizer they gave you to share was good as well.” This suggests that the tasting is both generous and thoughtfully curated.

On-Board Atmosphere

The boat’s music, friendly crew, and relaxed vibe make it feel like a floating gathering rather than a formal tasting. It’s spacious enough for guests to move around comfortably. The onboard bar offers additional beverages, including sangria, beer, champagne, and canned cocktails—so if you’re craving more than just wine, there are options. Water and soft drinks are also available for purchase, and you’re welcome to bring your own snacks or non-alcoholic drinks.

Authentic and Personal Touches

Guests consistently praise the guides’ knowledge and friendliness. One reviewer mentions, “The crew was very knowledgeable about the area and the different varieties of wildlife,” which highlights how this is more than just a wine cruise—it’s an educational, engaging outing. The small group size (max 25 people) ensures everyone can enjoy the personal attention and lively conversation.

Practical Details

Cost-wise, at $49 per person, this cruise seems very fair considering the included wines, scenic views, and guided commentary. It’s booked on average 25 days in advance, so planning ahead is wise. The tour runs for about 90 minutes, making it a perfect half-day activity that won’t wear you out but will leave plenty of time to explore other sights or dine in town afterward.

Considerations

While most reviews are glowing, keep in mind that the tour is not handicap accessible. The boat is a pontoon with two steps to board, so those with mobility issues should check with the provider beforehand. Also, since the tour involves alcohol, a minimum drinking age of 21 applies, and intoxicated guests may be refused service—something to keep in mind if you’re traveling with a group.

Who Will Love This Tour?

This cruise is best suited for those who enjoy a laid-back, social atmosphere and are interested in experiencing St. Augustine from the water. It’s perfect for wine lovers eager to taste regional varieties in a scenic environment. It’s also a good choice for wildlife watchers, as dolphins and birds often make appearances. It’s less ideal for families with children, or travelers needing accessibility accommodations.

If you’re after a quick, enjoyable way to see the city’s waterways and sample local wines, this tour offers fantastic value. The relaxed pace, friendly guides, and stunning scenery make it an experience worth considering. Just remember to bring your camera, your ID, and an appetite for good wine and good company.

FAQ

• Are there restrooms on board? Yes, the boat has restroom facilities for your convenience.
• Is there parking nearby? Yes, free parking is available at the departure point.
• How early should I arrive? Arrive at least 15 minutes before your scheduled departure to check in comfortably.
• What type of boat is used? The tour runs on a 45-foot pontoon boat called the ‘Osprey’, with shaded, roll-up windows and comfortable seating.
• Can I bring my own snacks or drinks? Yes, you can bring snacks and non-alcoholic beverages. Outside alcohol is not permitted.
• Is the boat handicap accessible? Not fully; there are two steps to board, but wheelchairs can be accommodated if you can walk onto the boat.
• What should I bring? Sunglasses, sunscreen, a hat, bottled water, and possibly a light jacket.
• Are children allowed? No, the minimum age is 21, with valid ID required.
• What happens in bad weather? The tour may be canceled due to weather advisories; you will be contacted and can reschedule or get a refund.

In short, the Wine Tasting Cruise in St. Augustine offers a delightful combination of scenic waterway views, wildlife sightings, and regional wines—perfect for those seeking a relaxed, authentic taste of the city’s coastal charm. It’s a smart choice for wine lovers, history buffs, and anyone wanting a memorable, easy-going outing.