St. Augustine: Shared Day Sailing Charter

St. Augustine: Shared Day Sailing Charter

Imagine gliding smoothly over the waters of historic St. Augustine with the wind in your hair and the sun warming your face. For just $137 per person, you can enjoy a 2-hour shared sailing experience that takes you past some of the city’s most iconic sights, including the Castillo de San Marco, the Bridge of Lions, and the St. Augustine Lighthouse. Led by a professional crew, this small-group tour offers a relaxed way to see the city from a different angle, away from the hustle of land-based sightseeing.

What we especially like about this tour is the intimacy it offers—limited to just six participants, it feels more like a private outing with friends. Plus, the opportunity to take in stunning waterfront views while feeling the refreshing ocean breeze makes for a memorable experience. The fact that parking at the marina is free adds to the convenience, helping you avoid extra costs and making the day even more enjoyable.

One potential consideration is that this tour isn’t suitable for non-swimmers or those prone to seasickness. It’s also worth noting that alcohol (except red wine) and food are available for purchase onboard, so bringing your own snacks and drinks isn’t necessary but can enhance your trip.

This sailing adventure suits travelers looking for a relaxed, scenic experience that combines historic sights with the thrill of being on a sailboat. It’s perfect for couples, small groups, or families who want an authentic taste of St. Augustine’s shoreline and a break from more traditional land tours.

You can check availability for your dates here:

Key Points

  • Breathtaking views of St. Augustine landmarks from the water.
  • Small group setting limited to 6 participants for a more personal experience.
  • Professional crew ensures safety and a relaxed atmosphere.
  • Free parking at the marina makes logistics easier.
  • 2-hour duration strikes a balance between sightseeing and relaxation.
  • Additional purchases available onboard for drinks and snacks.

Discovering the Highlights of the Sailing Tour

When we think about a sailing trip in St. Augustine, what comes to mind is an ideal mix of scenic beauty, historic context, and tranquil moments at sea. This tour hits all those marks, giving you a chance to enjoy the best waterfront views of the city’s most celebrated sights.

The Itinerary and Sights

Your journey begins at the marina, where you’ll meet your crew and board a cozy sailboat. From there, the ride is all about feeling the wind and soaking in the scenery. The tour provides a unique perspective of the Castillo de San Marco, the city’s star-shaped fort, which looks dramatic from the water. The Bridge of Lions—a beautiful, historic drawbridge—becomes even more impressive seen from below, with its elegant arches spanning the water.

But perhaps the most striking feature is the St. Augustine Lighthouse. From the boat, you’ll get a clear view of its imposing structure perched high on the coast, an image that’s hard to beat compared to photos alone. Several reviewers have mentioned how the lighthouse looks magnificent against the sunset, making this a superb choice for an evening sail.

The Experience on Board

The tour is led by a professional crew dedicated to safety and making sure everyone enjoys the ride. The atmosphere is casual and friendly, perfect for those who want to relax and take in the scenery. The boat itself feels cozy, which adds to the intimacy of the trip. With only six participants, it’s easy to ask questions, chat with fellow travelers, or simply sit back and admire the water.

More Great Tours Nearby

The Views and Atmosphere

We loved the way the tour captures stunning vistas of not just the landmarks but also the city’s architecture and natural surroundings. The water acts as a mirror, reflecting the buildings and sky, especially during sunset. Several reviews note how magical it is to watch the sun dip behind the historic skyline, turning everything golden.

Practical Details and Comfort

Arriving 10 minutes early ensures you’re settled in and greeted by the crew without feeling rushed. Parking is a big plus—free at the marina—and makes your day smoother. The tour typically runs in the morning or afternoon, so you can choose a time that suits your schedule. Remember to bring essentials like comfortable shoes, a hat, camera, sunscreen, and perhaps some snacks or drinks, since these are available for purchase onboard.

Considerations and Tips

Since the boat isn’t suitable for non-swimmers or those sensitive to seasickness, it’s worth weighing your comfort beforehand. Also, if you’re planning to enjoy alcohol, note that all drinks must be bought in advance from the tour office, with red wine excluded.

The Value of a 2-Hour Sailing in St. Augustine

At $137, the price might seem modest for a two-hour adventure, but it’s important to consider what you’re getting. The small group size fosters a personal, relaxed environment, unlike larger, crowded vessel tours. The scenic views of key landmarks from the water are truly special—something photos or land tours can’t quite replicate. Plus, the professional crew’s expertise ensures your safety and comfort, letting you truly unwind.

While food and drinks aren’t included, availability for purchase means you can customize your experience without the hassle of carrying extras. The tour’s timing in the morning or afternoon makes it flexible, and the overall experience is perfect for those who crave a combination of nature, history, and leisure.

Who Should Consider This Tour?

This sail is best suited for travelers who love outdoor scenic experiences and want to see St. Augustine from a fresh perspective. It’s ideal for couples, small groups, or families with older children. If you’re seeking a peaceful, intimate experience with stunning water views and a touch of adventure, this tour offers excellent value.

However, if you’re prone to seasickness or have difficulty standing for long periods, you might want to consider other options. Non-swimmers should also keep this in mind, as the experience is fully onboard a boat without swimming opportunities.

Final Thoughts

In essence, this shared day sailing charter in St. Augustine offers a perfect blend of scenic beauty, historic sights, and relaxed fun. It’s a chance to see some of the city’s most iconic landmarks from a different angle, with the added bonus of feeling the wind and sun on your face. The small group size and professional crew ensure a personal touch that makes it more than just a boat ride—it’s a memorable part of your Florida adventure.

For travelers craving a tranquil, picturesque escape, this sail provides a genuine and authentic way to experience St. Augustine’s waters. Plus, the ease of parking, flexible scheduling, and stunning vistas make it a smart choice for those wanting to add a little nautical magic to their visit.

FAQ

How long is the sailing tour?
The tour lasts exactly 2 hours, providing ample time to enjoy the sights without feeling rushed.

What landmarks will I see from the water?
You’ll see the Castillo de San Marco, the Bridge of Lions, and the St. Augustine Lighthouse, among other scenic views.

Is parking free at the marina?
Yes, the marina offers free parking, making logistics straightforward.

Can I bring food or drinks onboard?
You’re encouraged to bring your own snacks and drinks, but food and additional beverages are available for purchase. Alcohol (except red wine) can be bought at the tour office before boarding.

What should I wear?
Comfortable shoes, a hat, sunscreen, and a camera are recommended. Avoid spray tanning products and sprays or aerosols.

Is this tour suitable for children?
It’s best suited for those who are comfortable on boats and can sit for the duration. Non-swimmers and those prone to seasickness may want to consider other options.

Are there any age restrictions?
While not explicitly stated, the experience’s small-group nature and physical requirements suggest it’s most suitable for older children and adults.

What happens if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, providing flexibility in your planning.

In all, this sailing trip combines the charm of St. Augustine’s historic landmarks with the pleasure of being on the water—an authentic, relaxing way to explore this charming city. Whether you’re celebrating a special occasion or simply seeking a peaceful moment during your trip, it’s a worthwhile addition to your itinerary.

You can check availability for your dates here: