St. Augustine Private Day or Sunset Boat Tour, 6 passengers max
Imagine gently bobbing on the water, surrounded by the glowing hues of a sunset, as the historic sights of St. Augustine drift past. For around $325 per group—up to six people—you can enjoy a personalized 2-3 hour boat tour that covers key landmarks like Fort Matanzas, the St. Augustine Lighthouse, and the Bridge of Lions. Led by Captain Dan, this experience is as much about the scenery and storytelling as it is about creating memorable moments, whether for a romantic outing, a birthday celebration, or just a relaxing evening on the water.
What we love most about this tour is the intimate setting, which means fewer crowds and more personalized attention. Captain Dan’s friendly, knowledgeable vibe makes the experience both relaxing and informative. The stunning sunset views combined with holiday lights (during the Nights of Lights season) turn an ordinary evening into something truly special. Plus, the inclusion of holiday music, hot cocoa, and cozy blankets makes chilly evenings surprisingly comfortable.
However, one thing to consider is that admission tickets for certain stops aren’t included, so if you’re keen to explore Fort Matanzas or the lighthouse inside, you’ll want to budget for those separately. Also, since the tour runs during the Nights of Lights season from mid-November to late January, the ambiance may vary, but the sunsets are always a highlight. This tour is best suited for small groups seeking a relaxed, scenic overview of St. Augustine’s waterfront—perfect for couples, families, or small groups of friends.
Key Points

- Intimate size: Private group of up to 6 people for a personalized experience
 - Flexible timing: 2-3 hours, including sunset viewing during the holiday season
 - Landmark views: Fort Matanzas, St. Augustine Lighthouse, Bridge of Lions, Castillo de San Marcos
 - Additional touches: Holiday music, hot cocoa, blankets for chilly evenings
 - Cost and value: $325 per group, offering a unique, private perspective of the city
 - Expert guide: Captain Dan provides engaging stories and tailored experiences
 
An In-Depth Look at the Experience
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Starting Point and Duration
The adventure begins at the Vilano Boat Ramp, a convenient spot just outside the historic core of St. Augustine. From there, the boat’s small size (maximum six passengers) ensures an intimate experience. With a duration of roughly two to three hours, you’ll have plenty of time to soak in the sights, chat with Captain Dan, and relax without feeling rushed.
The Itinerary: What You’ll See and Why It Matters
Stop 1: Fort Matanzas National Monument
Your journey kicks off with a water view of Fort Matanzas, a Spanish-era fort that played a crucial role in protecting St. Augustine’s harbor. Captain Dan offers a brief history, but the real highlight is the photo opportunity from the water, capturing the fort with the scenic coastline. Since admission isn’t included, you might want to plan a future visit inside, but from the boat, it’s a striking visual anchor.
Stop 2: St. Augustine Lighthouse & Maritime Museum
Next, you’ll see the famous lighthouse from the water, a symbol of the city’s maritime past. Captain Dan shares snippets about its history while you admire its towering structure. This vantage point provides a different perspective than from land, perfect for snapping photos and appreciating its commanding presence.
Stop 3: Bridge of Lions
Crossing beneath the Bridge of Lions, you get another iconic shot. The bridge’s historic design makes it a favorite for photographers, and listening to Captain Dan’s quick history makes the moment more meaningful. It’s a classic scene that encapsulates the charm of St. Augustine’s waterfront.
Stop 4: St. Augustine During the Nights of Lights
From mid-November to late January, the boat tour coincides with the Nights of Lights — a breathtaking display of over 3 million tiny bulbs illuminating the city’s historic district. The boat ride during this period is especially magical, with holiday tunes, steaming hot cocoa, and blankets to combat the evening chill. The vibe is festive but intimate, perfect for celebrating a special day or just soaking in the seasonal beauty.
Stop 5: Castillo de San Marcos
The final stop offers a water view of the Castillo de San Marcos, the oldest masonry fort in the continental United States. From the boat, its formidable walls and strategic location become even more impressive. Captain Dan’s insights make this spot come alive, highlighting its role in defending the city over centuries.
What Makes This Tour Special?
The small group size means you’ll get personalized attention and the chance to ask questions or tailor the experience. The friendly, knowledgeable captain makes a real effort to adapt the ride to your interests, as multiple reviews highlight. The stunning sunset views are a major selling point, especially when combined with holiday lights—creating a visual feast that photographs just don’t do justice.
The cozy touches—blankets, hot cocoa, holiday music—add to the sense of occasion, turning an ordinary boat ride into a memorable event. The informative narration from Captain Dan enriches the experience, making it appealing to history buffs and casual travelers alike.
The Practicalities: Booking, Price, and Logistics
At $325 per group, the tour offers excellent value for a private experience—imagine having a boat all to yourselves, with just your friends or family. Booking on average occurs 19 days in advance, which suggests it’s a popular choice for those planning ahead, especially during the holiday season.
Starting at the Vilano Boat Ramp offers convenient access, and since the tour is mobile ticketed, you can arrive with minimal fuss. The cancellation policy is flexible—full refund if canceled 24 hours before—giving peace of mind if weather turns unfavorable.
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Who Should Consider This Tour?

This private boat ride is perfect if you’re seeking a relaxed, scenic overview of St. Augustine’s waterways. It’s ideal for couples celebrating a romantic moment, families wanting a quiet, exclusive outing, or friends looking for a memorable evening with a sense of occasion. If you love stunning views, historic scenery, and personalized storytelling, this tour will meet your expectations.
It’s also excellent for those interested in capturing unique photos of the city’s landmarks from the water, especially during sunset or the holiday lights season. Keep in mind that if you want to explore the inside of any landmarks, you’ll need to plan for separate admission.
Final Thoughts

This private boat tour offers a lovely balance of scenic beauty, historical insight, and seasonal festivity. With Captain Dan’s engaging narration, cozy touches, and the chance to see some of St. Augustine’s most iconic sights from a fresh perspective, it stands out as a memorable experience—especially during the Nights of Lights season.
While the price might seem steep compared to larger group tours, for the intimacy, flexibility, and personalized service, it’s a worthwhile splurge. Perfect for travelers who value unique, authentic moments over cookie-cutter experiences, this trip guarantees stunning views, a relaxed pace, and plenty of opportunities for photos and good conversation.
If you’re after an authentic, scenic, and intimate way to experience St. Augustine’s waterfront, this tour is hard to beat. It’s especially suited for small groups craving a special evening or a relaxing way to unwind after a day of sightseeing.
FAQ

Is this tour suitable for all ages?
Yes, most travelers can participate, and the experience is suitable for families, couples, and small groups. Service animals are also allowed.
How long does the tour last?
The tour lasts approximately 2 to 3 hours, including stops and scenic viewing time.
Are tickets for landmarks included?
No, admission for sites like Fort Matanzas and the lighthouse are not included, so you may want to plan for those separately.
What should I bring?
A light jacket is recommended for cooler evenings, especially during the sunset cruise season. The boat provides blankets, and hot cocoa is available.
Is this a private tour?
Yes, only your group will participate, which allows for a more personalized and relaxed experience.
Can I cancel if the weather is bad?
Yes, full refunds are available if you cancel at least 24 hours in advance. The tour is weather-dependent, and if canceled, you’ll be offered a different date or a full refund.
How far in advance should I book?
On average, bookings are made 19 days in advance, so it’s wise to reserve early, especially during peak holiday times.
Whether you’re seeking a romantic sunset, a peaceful escape, or a unique way to see St. Augustine’s landmarks, this private boat tour offers a memorable blend of scenery, history, and cozy touches. It’s a great way to get a fresh perspective on a city that’s as charming from the water as it is on land.
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