2 hours – Private Sunset Sail along Historic Bay Front

A Relaxing Evening on the Water: Private Sunset Sail in St. Augustine

Imagine slipping away from the busy streets of St. Augustine and gently gliding across the water as the sun dips toward the horizon. For just $795 per group—up to six people—you can enjoy this 2-hour private sunset sail, exploring the historic bay front with a captain and crew at your service. Starting at Camachee Cove Yacht Harbor, this experience promises a peaceful, personalized journey with spectacular views of landmarks like Porpoise Point, Vilano Beach, Anastasia State Park, the Castillo de San Marcos, and the iconic Bridge of Lions.

What we love most about this tour is its ability to combine stunning scenery with the chance to spot local wildlife, like playful porpoises. Plus, with a private vessel, your group receives undivided attention and a tailored itinerary—no crowded boat or noisy tour guide to distract from the serenity. The only real consideration? the price is on the higher end, but for many, the exclusivity and intimate setting make it worth every penny. This sail is perfect for couples celebrating a special occasion, families wanting a unique outing, or friends seeking a memorable evening on the water.

If you’re craving a relaxed, scenic way to see St. Augustine from the water, this private sunset sail fits the bill perfectly. Just be sure to book well in advance—most travelers plan their trip about 18 days ahead to secure their preferred date—and come prepared with your favorite beverages and snacks to elevate the experience even further.

Key Points

• Personalized experience: Only your group participates, making it ideal for intimacy or special celebrations.
• Stunning views: See historic landmarks, wildlife, and sunset scenery from the water.
• Wildlife sightings: Keep a lookout for dolphins and porpoises along the route.
• Flexible planning: You can pre-arrange beverages and snacks for a custom picnic on the water.
• Comfortable and scenic: A well-equipped private yacht with a captain ensures a smooth, relaxing sail.
• Good value for the price: Compared to larger group tours, the exclusivity and tailored experience make this a worthwhile splurge.

Exploring the Details of the Sunset Sail

The Itinerary Breakdown

The tour begins at Windward at Camachee Cove Yacht Harbor, where you’ll step aboard a sleek vessel and meet your captain and crew. Almost immediately, the focus is on relaxation and appreciating the surroundings. As your group slips away from the dock, expect a gentle start with the opportunity to spot dolphins near Porpoise Point—a highlight for wildlife enthusiasts. The captain’s expertise is evident, as they work to catch the wind just right, making sure the boat glides smoothly through the water.

The route takes you past Vilano Beach, a lovely waterfront community, and into the Anastasia State Park area. From here, you’ll likely have panoramic views of the northern part of the park, ideal for photography or simply soaking in the scenery. As the boat moves into the Matanzas River, you’ll get a close-up view of the St. Augustine Lighthouse, standing tall in the distance—a photo opportunity not to be missed.

One of the most anticipated stops is the Castillo de San Marcos, built by the Spanish in the 17th century. As the boat approaches, you can marvel at this ancient fortress, a testament to St. Augustine’s long history. The Bridge of Lions —with its white marble lion statues and 1920s design—adds a touch of romantic nostalgia to the skyline. Throughout the cruise, the captain offers insights into the landmarks, making each stop both scenic and educational.

Wildlife and Landmark Viewing

One of the tour’s biggest draws is the chance to see wildlife in their natural habitat. Several reviews highlight how attentive the captain is to spotting porpoises and dolphins—a thrill for kids and adults alike. The comments from past travelers, like “Captain worked hard to capture the wind in the sails” and “made us feel very comfortable,” suggest a professional and dedicated crew, which enhances the overall experience.

You’ll also appreciate how the boat’s position offers outstanding photo opportunities of the St. Augustine Lighthouse and the historic Castillo de San Marcos. The sunset adds a warm glow, transforming the landscape into a postcard-perfect scene, perfect for creating memories and sharing on social media.

Included and Optional Extras

Your ticket includes bottled water and the captain’s expert guidance, but you are encouraged to plan ahead for alcoholic beverages and snacks. The tour provider makes it easy to arrange these in advance—just give them a call—so you can enjoy a glass of wine or a charcuterie board as the sky darkens. This flexibility is a nice touch, making the experience feel even more personalized.

Practical Considerations

The tour lasts about two hours, which is a comfortable length to enjoy without feeling rushed or exhausted. The boat is private, so only your group participates—perfect for celebrating, romantic evenings, or just avoiding crowds. Bookings are usually made about 18 days in advance, reflecting its popularity.

Most travelers find this experience accessible, with most people able to participate, and the confirmation process is straightforward. Keep in mind, the tour is weather-dependent—if the skies turn cloudy or stormy, your trip could be canceled or rescheduled, but the provider offers full refunds if that happens.

Why This Tour Offers Great Value

While $795 might sound steep, especially for a short two-hour sail, the exclusivity, comfort, and flexibility compensate for the price. Instead of a crowded boat with strangers, you get a tailored experience with your own crew and captain. Plus, it’s a chance to see St. Augustine’s landmarks from a completely different perspective—and that’s often worth a premium.

The reviews underscore how memorable the experience is; one guest noted it was a “wonderful first time on a sailboat,” emphasizing how well the captain balanced professionalism with making guests feel at ease. Wildlife sightings and sunset views make this a particularly appealing outing for travelers wanting an authentic and relaxing way to enjoy the city’s waterfront.

Who Should Consider This Experience?

This private sunset sail is perfect for romantic couples celebrating a special event, families looking for a unique outing, or small groups of friends eager for a scenic adventure. It’s especially suited for those who value personalized service and want to avoid large, noisy tour boats. If you’re someone who appreciates breathtaking views and a peaceful setting to unwind at the end of the day, this sail will satisfy. Wildlife lovers will also be delighted by the possibility of dolphin sightings, making it a well-rounded experience.

Frequently Asked Questions

How long is the tour?
The private sunset sail lasts approximately 2 hours, providing enough time to relax and enjoy the scenery without feeling rushed.

What is included in the price?
Your ticket includes bottled water and the expert guidance of the captain. Beverages like beer, wine, and snacks are optional and can be arranged in advance.

Can I bring my own beverages or snacks?
Yes. You can plan ahead and order your beverages and snacks, such as a charcuterie board, to enjoy during the sail.

Is this tour suitable for children or people with mobility issues?
Most travelers can participate, but it’s best to check with the provider if you have specific mobility concerns. The experience is primarily on a boat, so familiarity with being on the water is helpful.

What happens if the weather is bad?
The tour is weather-dependent. If canceled due to poor conditions, you’ll be offered a reschedule or full refund.

How many people can join?
This is a private experience for up to 6 guests, making it intimate and perfect for small groups.

How far in advance should I book?
Most bookings are made about 18 days ahead, so planning early ensures you get your preferred date.

Where does the tour start and end?
It begins and ends at Windward at Camachee Cove Yacht Harbor.

Final Thoughts

A private sunset sail in St. Augustine offers a unique chance to see the city’s historic waterfront from a peaceful, water-level perspective. The combination of spectacular views, wildlife sightings, and personalized service makes it a memorable outing, especially for those celebrating something special or simply seeking a relaxing evening. While the cost might be prohibitive for some, the exclusivity and quality of the experience often justify the expense.

For travelers who love picturesque scenery, historical landmarks, and the calming rhythm of the water, this sail delivers on all fronts. It’s a chance to escape the crowds and enjoy a tailored, tranquil voyage that leaves you with lasting memories of St. Augustine’s stunning bay front.

If you’re considering this experience, remember to book early, plan ahead for beverages and snacks, and be prepared for changing weather conditions. It’s truly a special way to end a day in one of Florida’s most charming coastal towns.