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Discover St. Augustine by boat with a private 3.5-hour tour, spotting dolphins, historic sights, and enjoying personalized service and stunning views.
If you’re looking for a way to see St. Augustine from a fresh perspective, the St. Augustine Island Tour offers a cozy, private boat experience that promises to combine sightseeing, wildlife spotting, and a splash of history—all within a flexible 3.5-hour window. Whether you’re a history buff, nature lover, or just after a relaxing escape on the water, this tour seems to tick all the right boxes.
Two things we really appreciate about this experience are its personalized approach—since it’s limited to up to six passengers—and its variety of scenic stops that include dolphins, historic landmarks, and a chance to enjoy the waterways at your own pace. On the flip side, potential travelers should note that adding a stop at Fort Matanzas comes with an extra fee, which might impact your budget if you’re counting on a fully inclusive trip.
This tour is especially well-suited for small groups seeking a personalized, relaxed adventure with plenty of opportunities for memorable photos and wildlife encounters. If you value a more intimate experience that stands apart from larger, busier tours, this one could be just right.


The tour kicks off at 101 Vilano Causeway around 11:00am, providing a natural start point for those staying near the coast or downtown St. Augustine. From there, the boat glides smoothly through the Intracoastal Waterway, offering an engaging view of the city’s waterfront while the captain, Dan, shares snippets of local history.
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One of the standout features of this tour is the chance to photograph the St. Augustine Lighthouse from the water. Captain Dan’s brief history adds context to what might otherwise be just another lighthouse shot. You’ll also get a chance to see Fort Matanzas from the water — a prime photo opportunity that makes the experience more than just a sightseeing cruise. If you opt for the Fort visit, there’s an extra fee of $50, but it’s a worthwhile addition if you’re interested in the historic defensive structure.
Another highlight is seeing the Bridge of Lions, a signature icon of St. Augustine, from the water. Captain Dan offers insights into its history, making it more than just a scenic view. These stops aim to give you a well-rounded picture of the city’s most recognizable sights, but from a vantage point many visitors miss—on the water.
Dolphin sightings are often reported, and this tour’s waters are teeming with birds, dolphins, and other wildlife. The chance to see playful dolphins jumping alongside the boat is enough to thrill most travelers. It’s a relaxed, natural encounter—no zoo cages or staged photos—just real wildlife doing their thing.
If you’re touring between November 18 and January 31, the boat transforms into a private sunset tour during the Nights of Lights season. Expect holiday music, hot cocoa, and a festive atmosphere, turning an ordinary sightseeing cruise into a seasonal celebration. This seasonal feature adds a layer of charm, especially if you’re visiting during the winter months.
The price of $425 for up to six people is quite reasonable when you consider you’re booking a private boat, not a shared tour. It offers snacks and bottled water, which enhance comfort, especially if you’re out on the water for several hours. However, the Fort Matanzas fee of $50 is an extra you’ll need to budget for if that stop interests you, so it’s worth planning ahead.
While the tour itself provides a flexible, personalized experience, it’s important to note that it is limited to approximately 4 hours of water time, which means you get a focused, quality outing rather than an all-day affair. The private setting means no guide shouting over a crowd—just Captain Dan’s friendly narration tailored to your group’s interests.

Feedback from previous travelers paints a picture of a well-organized, intimate adventure. One reviewer called it an “awesome private tour, worth every penny,” emphasizing the ease of booking and the personalized service. Another compliment was how Captain Dan made it “YOUR trip,” with knowledgeable navigation and a comfortable boat making the journey both educational and relaxing.
These reviews highlight the good value for a private experience, especially for families or small groups seeking something more unique than typical bus or trolley tours. The focus on wildlife viewing and historic commentary adds depth, making it more than just a boat ride.
Starting at 11:00am allows for a relaxed morning, and ending back at the meeting point keeps logistics straightforward. The group size of up to six ensures everyone can enjoy the views and ask questions without feeling lost in a crowd. The easy online booking via the Evendo app makes the process straightforward, and the free cancellation policy adds peace of mind—cancel up to 24 hours in advance for a full refund.

This trip suits travelers who prefer a personalized, intimate boat experience rather than large group tours. It’s ideal for families, small groups of friends, or couples wanting to experience St. Augustine’s waterways with a knowledgeable captain. If you’re interested in wildlife, scenic photography, and getting a different perspective on historic landmarks, this tour offers excellent value and flexibility.
However, if you’re on a strict budget or want a more comprehensive day of sightseeing with multiple stops, you might want to compare it with other options. But for those seeking a relaxing, scenic, and educational water tour, this one hits the sweet spot.

The St. Augustine Island Tour by Adventure in Paradise offers a balanced blend of wildlife watching, historic sightseeing, and personal service. Its private setting ensures a more relaxed experience, with the opportunity to capture stunning photos and learn about key landmarks from a knowledgeable captain. While an extra fee for Fort Matanzas should be considered, the overall value remains attractive, especially for small groups or families who want to avoid crowded tours.
This experience is best suited for travelers seeking a more intimate, flexible adventure that pairs scenic beauty with engaging commentary. It’s a fine way to add a personalized touch to your exploration of St. Augustine’s waterways and history.
“We found the company via Google and were gold that we booked our trip with Adenture in Paradise.”
How many people can join this tour?
Up to six passengers, making it ideal for small groups or families wanting a more private experience.
What is the starting time?
The tour begins at 11:00am, providing a mid-morning adventure.
Is the tour seasonal?
The core tour runs year-round, but during November 18 to January 31, it includes a special sunset and holiday lights experience.
What’s included in the price?
Snacks and bottled water are provided, along with the private boat experience.
Are there any extra fees?
Yes, visiting Fort Matanzas requires an additional $50 entry fee.
Can I cancel if my plans change?
Yes, cancellations are free if made at least 24 hours in advance.
Is this tour suitable for children or service animals?
Most travelers can participate, and service animals are allowed.
What kind of boat is used?
A quality Key West dual console boat, praised for its comfort and smooth navigation.
What is the main attraction?
Wildlife sightings, especially dolphins, plus photo opportunities of landmarks like the Lighthouse and Bridge of Lions.
How long does the tour last?
Approximately 4 hours, providing a focused, manageable experience.
This private boat trip really offers a wonderful way to see the city’s waters, wildlife, and landmarks—all in a relaxed, personal setting. Whether you’re celebrating a special occasion or just want to see St. Augustine from a different angle, it’s worth considering.