Imagine gliding across tranquil waters in a sleek, comfortable sailing yacht, surrounded by the glow of millions of holiday lights reflected in the calm. For about two hours, this private boat tour offers a chance to see St. Augustine’s spectacular Nights of Lights in a way few other experiences can match. Priced at $774 for your group of up to six, this upscale tour promises intimacy, comfort, and a view from the water that’s truly special.
What we love most about this experience is how it elevates the typical holiday light tour—you’re not just a passenger, but a guest on a luxurious sailing yacht with a knowledgeable captain guiding you to the best vantage points. The cozy, relaxed environment is perfect for celebrating a romantic evening or creating lasting memories with family and friends. Plus, the inclusion of festive snacks and beverages adds a welcoming touch that makes the night feel truly festive.
A single consideration is that this is a private tour, which means it’s ideal if you’re seeking a personal, quiet experience. If you’re looking for a crowded, energetic boat party, this might not be the right fit. Also, at $774, it’s a premium experience, but one that offers excellent value for couples or small groups wanting a exclusive and memorable night.
This tour suits those celebrating special occasions, couples seeking romance, or families wanting a peaceful yet stunning way to enjoy the holiday lights. It’s especially perfect if you appreciate personalized service, expert guidance, and a serene setting away from the crowds.
Key Points

- Exclusive Experience: Private sailing for up to six people, ensuring intimacy and comfort.
- Spectacular Views: Ideal vantage point to see St. Augustine’s Nights of Lights without the noise of crowded land or boat tours.
- Expert Guides: USCG-certified captains who know the waters and the best spots for photos and viewing.
- Relaxed Atmosphere: Comfortable seating and a calm cruise, perfect for romantic nights or quiet gatherings.
- Festive Touches: Includes snacks and hot beverages—making it feel like a holiday celebration on the water.
- Good Weather Policy: Tour relies on clear weather; cancellations due to poor conditions are fully refundable or reschedulable.
The Experience and Setting

Starting at St. Augustine Sailing, located at 3076 Harbor Dr, this tour puts you directly on the water, away from the busy streets and crowded viewing spots on land. Your group will board a luxurious sailing yacht, which offers a more intimate and relaxed setting compared to typical boat tours. The yacht’s comfortable seating allows everyone to settle in and enjoy the two-hour cruise.
What truly makes this tour memorable is the view of the city’s skyline glowing with millions of twinkling lights. As you sail through the calm waters, you get a unique perspective that land-based viewing can’t match. The guide, a seasoned captain, will navigate between the many boats congested in the harbor, ensuring you get the best angles and photo opportunities—something a land tour can’t always guarantee.
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Itinerary Breakdown and Highlights

The Start: Setting Sail into the Night
Your adventure begins at the designated meeting point. Once aboard, you’ll immediately notice the spacious, well-maintained yacht with plush seating and a festive atmosphere. The captain and crew, often praised for their friendly professionalism, guide you through the harbor, sharing insights about the “Nights of Lights” tradition and the city’s history, adding a layer of depth to your experience.
The Viewpoints and Vantage Points
As your yacht glides across the water, you’ll pass by the illuminated historic skyline, including landmarks like the Castillo de San Marcos and the city’s charming old streets, all aglow with holiday lights. The calm setting means you can relax, take photos, or simply soak in the sights without jostling crowds. One reviewer described their experience as “better than expected,” highlighting how the crew’s skillful navigation made for “fantastic photos” and a peaceful night on the water.
Celebratory Snacks and Beverages
Included in the tour are hot festive beverages and a sweet and savory snack box, adding a warm, comforting element to your evening. These touches help create a cozy, holiday feeling that elevates the experience beyond just sightseeing.
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The Return: Ending in Style
After about two hours, your yacht gently returns to the starting point. Many guests find that the quiet, intimate ambiance leaves them with a feeling of peaceful satisfaction—a perfect way to end an evening during the busy holiday season.
What the Reviews Say

Guests consistently praise the knowledgeable guides and spectacular views. One reviewer mentioned, “The lights were gorgeous and our captain and crew did a super job moving between the many boats in the harbor so we could get some fantastic photos.” This highlights the crew’s skill in navigating the crowded harbor to find the best spots.
Another guest noted, “The reception area was ready and the captain was more than just a tour operator.” This points to the personalized, VIP feel of the tour, making it a memorable experience for those seeking something more exclusive.
Several travelers emphasize the value for money, especially considering the private setting and high-quality service. While $774 might seem steep at first glance, the exclusivity, comfort, and stunning views justify the price for many.
Practical Details and Considerations

- Duration: Approximately 2 hours, enough time to enjoy the sights without feeling rushed.
- Group Size: Private for up to 6 people, perfect for intimate gatherings or couples.
- Price: $774 per group, which, when divided among your party, offers good value for this personalized, luxury experience.
- Booking & Cancellation: Fully flexible with free cancellations up to 24 hours in advance.
- Weather Dependency: The tour relies on good weather; if canceled due to poor conditions, you can reschedule or receive a full refund.
- Accessibility: Service animals are permitted, making it accessible for guests with special needs.
This sailing tour is best suited for those seeking a quiet, exclusive way to enjoy the Nights of Lights. It appeals especially to romantic couples looking for a special evening, small groups celebrating a milestone, or anyone wanting a relaxed, intimate experience away from the hustle and bustle. If you’re interested in photography, the captain’s skill in maneuvering between boats ensures you get stunning shots of the illuminated cityscape.
It’s also ideal for travelers who prefer personalized service and comfort. If you love the idea of savoring holiday treats on deck while watching the city sparkle, this tour offers a memorable experience you’re unlikely to forget.
For travelers who value quality over quantity, this private sailing tour offers a luxurious, peaceful, and visually stunning way to experience the Nights of Lights in St. Augustine. It’s perfect for small groups, couples, or families wanting a more refined holiday activity that combines comfort, expert guidance, and breathtaking scenery.
The tour’s intimate atmosphere and excellent reviews of knowledgeable guides and stunning views make it a standout option for those willing to invest a bit more for a truly memorable night. If you’re after a relaxed, personalized experience that captures the magic of St. Augustine’s holiday lights from a unique vantage point, this sailing adventure is well worth considering.
How long is the sailing tour?
The tour lasts approximately 2 hours, giving you enough time to enjoy the sights without feeling rushed.
What is included in the price?
Your ticket includes the private yacht, snacks, hot beverages, and a guided cruise through the Nights of Lights.
Can I cancel or reschedule?
Yes, the tour offers free cancellation up to 24 hours in advance. If weather conditions are poor, you’ll be offered a different date or a full refund.
Is this experience suitable for children or service animals?
Yes, most travelers can participate, and service animals are allowed. It’s a quiet, safe environment suitable for all ages.
What happens if the weather is bad?
The tour is weather-dependent; in case of poor weather, it will be canceled or rescheduled, ensuring your safety and comfort.
How many people can join this tour?
The private yacht accommodates up to 6 guests, making it ideal for small groups or couples seeking exclusivity.
What makes this tour different from land-based Nights of Lights viewing?
From the water, you get a unique perspective of the city’s holiday display—less crowded, more relaxed, and with unobstructed views that are perfect for photos.
Is the price justified?
While on the higher side, the price reflects the personalized, luxury experience, including expert guides, a private setting, and stunning vistas—worth it for those wanting a memorable, intimate holiday experience.
To sum it up, if you’re after a peaceful, elegant way to celebrate the Nights of Lights in St. Augustine, this sailing tour offers a perfect blend of comfort, exclusivity, and spectacular scenery. It suits travelers who appreciate quality, stunning views, and a bit of holiday magic from the serenity of a boat on the water. Whether for a romantic evening or a special family gathering, it promises a night to remember—and perhaps a few envy-inducing photos to share long after the lights have dimmed.
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