A Relaxed Look at the Sunset Cruise of St. Augustine

If you’re visiting St. Augustine and looking for a way to see the city’s sights from a different angle, this Sunset Cruise might catch your eye. We haven’t been on it ourselves, but based on the glowing reviews and detailed descriptions, it’s shaping up as a lovely, laid-back way to enjoy the waterways, the sunset, and some memorable views. It feels more like a friendly evening outing than a tourist-heavy spectacle—something that many travelers seem to appreciate.
Two things we really like about this experience are the knowledgeable guides and the chance to spot dolphins—both of which can turn an average cruise into a highlight. The other is the flexible options for adults versus families, which means you can tailor your evening to your company and mood. A potential drawback? The boat isn’t handicap accessible, and it can get crowded, which might impact comfort if you’re sensitive to that. Still, if you’re after a relaxed, scenic journey with a friendly crew, this cruise seems well worth considering.
This cruise is especially suited for those who want to enjoy a gentle, scenic tour, maybe with a drink in hand, and love the idea of seeing St. Augustine’s landmarks from the water. Whether you’re celebrating a special evening, need a calm activity after a busy day exploring, or simply want to enjoy a sunset on the water, this tour checks many boxes.
Key Points
- Beautiful sunset views over St. Augustine, perfect for photo opportunities and memorable moments
- Dolphin sightings are common, adding an extra touch of magic to the cruise
- Flexible bar options cater to adults with wine and beer, or a family-friendly non-alcoholic choice
- Small-group setting feels intimate but can be crowded at times, so early booking helps
- Informative guides provide fun facts and stories that enhance the experience
- Convenient location with free parking and easy check-in, making it straightforward to join
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What to Expect from the Sunset Cruise: Setting the Scene

Imagine stepping onto a cozy, fully enclosed pontoon boat called the Osprey—a vessel designed for comfort and good visibility. With room for around 38 guests and a crew that’s both friendly and knowledgeable, you’re set for a relaxed journey. The boat’s design means most of the ride is shaded, but it still offers plenty of windows that can roll up or down, giving you flexibility depending on the weather and your preference.
Your adventure begins at the Castillo de San Marcos National Monument, where your guide will share some lively commentary about the historic fortress and the bayfront. From there, the boat glides smoothly toward the Bridge of Lions, passing beneath it, and you’ll hear about how and when it was built. The boat then makes its way toward the St. Augustine Lighthouse, providing a unique water-level perspective of this iconic monument.
Throughout the trip, you can sip on a drink from the on-board bar—beer, wine, or non-alcoholic beverages—with the adult options being Osprey (over 21), or Island Breeze for families. Many reviews mention the reasonably priced drinks and the friendly bar staff, making it feel less like a tourist trap and more like a casual evening out. Plus, if you’re lucky, you’ll see dolphins and a variety of waterfowl along the way, adding to the sense of connection with nature.
As the sun begins to dip, the views of the lighthouse and the skyline become particularly striking. The quiet, shimmering waters reflect the changing colors of the sky, and it’s easy to see why people find this cruise so captivating.
The Itinerary in Detail

The cruise follows a simple but effective route, highlighting key sights while allowing plenty of time to soak in the scenery. Starting at the castle, your guide will likely tell stories about its history and strategic importance. The small group size means you’ll probably get more personalized commentary, which many guests find engaging.
Next, the boat passes under the Bridge of Lions, an impressive structure with its own story about its construction and significance. Many reviews mention the great photo opportunities here—perfect for snapping shots of the bridge with the sunset in the background.
The boat then makes its way toward the great cross, a landmark that offers both historical and visual appeal. From the water, you’ll get a different perspective that’s often praised by travelers for its spectacular angles and photo potential.
Finally, the cruise approaches the St. Augustine Lighthouse from the water, offering a rare opportunity to see it from a new vantage point. The views at sunset make for a truly memorable scene, and many guests mention how stunning this part of the cruise is, even if the sunset isn’t perfect every evening.
The Experience and Atmosphere

Based on consistent praise from review after review, the crew is a highlight of this cruise. They are described as knowledgeable, friendly, and entertaining, adding personality and context to the sights. One guest called the guides “fun and humorous,” which makes the relaxing ride even more enjoyable.
The boat itself is described as basic but functional, with comfortable seating and a shaded environment. The fact that it’s fully enclosed means you’re protected from the elements, which is a big plus in Florida’s unpredictable weather. It also has a restroom on board, adding convenience for longer outings.
Dolphin sightings seem to be a common bonus—many travelers report seeing “bottlenose dolphins,” and that adds a lot of value to what’s already a scenic cruise. The relaxed pace means you can simply enjoy the views, chat with others, or just sit back with your drink and unwind.
The reviews also highlight how well-organized the experience is, with most travelers checking in with ease and appreciating the free parking nearby. The 1 hour 30 minutes duration feels just right—long enough to enjoy the sights without feeling tiring or rushed.
Value for Money
At $46 per person, this cruise offers a good balance of price and experience. Many reviewers mention the great value, especially considering the friendly staff, scenic views, dolphin sightings, and included drinks (for adults). It’s a leisurely, no-pressure activity that fits into most itineraries and offers a unique perspective of St. Augustine.
Some reviews praise the bar prices, noting that drinks are reasonably priced and there’s plenty of options for everyone. The small group size enhances the feeling of intimacy, making it a more personal experience than larger, commercial tours.
While it isn’t a tour packed with elaborate stops or extensive history, it compensates with stunning visuals, a relaxed atmosphere, and engaging guides. If you’re after a memorable, low-key evening with scenic vistas and good company, this cruise ticks those boxes.
Planning evening activities? Here are other after-dark options we've examined in St Augustine
Who Is This Cruise Best For?
This experience is ideal for travelers seeking a calming, scenic outing to unwind after a day of exploring. It suits couples, small groups of friends, or families (with older children, given the 21+ ID requirement for alcohol). If you’re interested in dolphin sightings, scenic landmarks, and beautiful sunsets, you’ll likely enjoy this cruise.
It’s less suited for those with mobility issues or who prefer more active, fast-paced tours. Also, if you’re after a sunset that’s guaranteed to be picture-perfect, keep in mind that weather can affect visibility, but many guests still find the beauty in the changing sky.
FAQs

Are there restrooms on board the Sunset Cruise?
Yes, the boat has restroom facilities, which add to the convenience and comfort during the approximately 1.5-hour trip.
Is there parking near the departure point?
Yes, there is free parking at the starting location, making it easy to join without worrying about parking fees or finding a spot.
How early should I arrive?
Check-in is 15 minutes prior to your scheduled tour time, so plan to arrive a little early to settle in and get comfortable.
What kind of boat is used for this tour?
The cruise takes place on the Osprey, a 45-foot pontoon boat that’s fully enclosed and shaded (except the bow), with comfortable seats and a restroom onboard.
Can I bring my own snacks or drinks?
Yes, you’re welcome to bring snacks or non-alcoholic beverages. Outside alcohol is not permitted, but the onboard bar offers a variety of drinks at reasonable prices.
Is the boat accessible for people with disabilities?
The boat isn’t handicap accessible, but if you can walk onto the boat (after a couple of steps), staff can assist with your wheelchair. There’s a ramp to the dock, making it easier to get on.
What should I bring with me?
Sunglasses, sunscreen, a hat, bottled water, and maybe a light jacket if it gets cool after sunset. It’s a casual, relaxed environment, so dress comfortably.
Sunset Cruise of St. Augustine
“Captain Ben, First Mate Mary Claire and the bartenders made the sunset cruise a great experience! Thank you for the wonderful memories from St Augu…”
Final Thoughts

The Sunset Cruise of St. Augustine promises a peaceful, scenic adventure with plenty of chances to see dolphins, historic landmarks, and enjoy a stunning sunset. The small group, friendly guides, and flexible drink options make it feel personal and approachable. It offers good value for those who appreciate the quiet beauty of Florida’s waterways and want a memorable way to end the day.
This tour is especially suited for travelers who love water views, wildlife, and scenic landscapes, and who want a relaxed, low-pressure experience. Whether you’re celebrating a special occasion, seeking a break from busy sightseeing, or simply want to slow down and enjoy the sunset, it’s a well-reviewed option that many find worth their time.
If you’re after an authentic, laid-back boat ride with good storytelling and beautiful vistas, this cruise might just be your perfect evening escape in St. Augustine.
More Evening Experiences in St Augustine
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More Tour Reviews in St Augustine
- Haunted Trolley Tour of St Augustine
- Shared Day Sail along Historic St Augustine Bayfront
- Take a Scenic Boat Ride in St. Augustine
- St. Augustine Historical FOOD Tour on Electric Cart with Pick Up
- Walk the Oldest Streets of South St. Augustine Haunting Tour
- Night of Lights: #1 Party Boat in St. Augustine, FL
More St Augustine experiences we've covered
- Shared Day Sail along Historic St Augustine Bayfront
- Sunset Cruise of St. Augustine
- Take a Scenic Boat Ride in St. Augustine
- St. Augustine Historical FOOD Tour on Electric Cart with Pick Up
- Walk the Oldest Streets of South St. Augustine Haunting Tour
- Night of Lights: #1 Party Boat in St. Augustine, FL
- The Last Stop Private Paranormal Investigation up to 5 people!
- 2 hours – Private Day Sail along Historic St Augustine Bayfront
- Airboat Adventure in Saint Augustine with a Guide
- St. Augustine Haunted Pub Crawl
- Dolphin, Manatee and Sea Turtle Kayak Adventure
- Private Guided Walking History Tour
