The 4 Best Concert Experiences in St Augustine
St. Augustine isn’t just about historic forts and cobblestone streets. It’s also a lively spot for unique concert experiences on the water. With its picturesque waterways and charming skyline, taking in live music from a boat offers a special way to enjoy the city’s vibrant atmosphere. Whether you’re looking for a romantic sunset, a festive holiday cruise, or an evening under the stars, these tours combine live music, stunning views, and a relaxed vibe — all in one.
What makes St. Augustine stand out is its scenic waterfront and history-rich landmarks like the Castillo de San Marcos and St. Augustine Lighthouse. Watching the sunset or the holiday lights from a boat adds a memorable twist to your trip. These concert experiences are perfect for celebrating special occasions, enjoying a quiet night with loved ones, or simply soaking in the city’s charm from a different angle.
Below, we’ve rounded up the four best concert experiences, from all-inclusive sunset sails to themed holiday cruises. Each offers something distinctive—whether it’s unlimited drinks, live local music, or spectacular fireworks. Read on to find the perfect match for your next visit.
1. Live Music Sunset Sail with Drinks Included
For a classic sunset sail with a lively musical backdrop, this cruise offers a luxurious catamaran experience with unlimited beer, wine, and margaritas (non-alcoholic drinks available). The two-hour trip includes complimentary snacks and a chance to see iconic landmarks like the Bridge of Lions and Castillo de San Marcos bathed in the glow of the setting sun. The boat’s open bar makes it easy to relax and chat while enjoying the live music performed by local musicians, creating a fun, romantic atmosphere.
What sets this tour apart is its all-inclusive setup, making it an easy, stress-free way to enjoy a sunset. The reviews highlight how well-organized and friendly the crew is, with many mentioning how relaxing and enjoyable the experience is. Several travelers mention celebrating occasions like anniversaries, noting the beautiful views and lively music as key highlights. The focus on comfort and quality—plus the opportunity to spot landmarks from the water—makes this a great choice for couples or small groups seeking a memorable evening.
Bottom Line: It’s hard to beat the combination of live music, unlimited drinks, and scenic views on a spacious catamaran. At just over $69 per person, it offers excellent value for a romantic or fun night out.
2. Nights of Lights Viewing with Drinks and Live Music Sunset Sail
During St. Augustine’s Nights of Lights festival, this tour takes you into the water for a special viewing experience. Over approximately two hours, you’ll cruise out from the city, watching the twinkling holiday lights reflect off the water while enjoying live music from local performers. The boat includes a complimentary bar offering beer, wine, margaritas, and more, making it a festive way to celebrate the season.
This cruise’s standout feature is the spectacular nighttime scenery, with the city’s lights creating a shimmering backdrop behind landmarks like the St. Augustine Lighthouse and Castillo de San Marcos. The reviews praise the friendly crew and the beauty of the lights, with many noting the chance to see dolphins and other wildlife. The music is described as perfectly suited for the mood—never too loud, just enough to enhance the atmosphere.
The tour is ideal for those who want a romantic, holiday-themed experience with a relaxed vibe. At $74.50, it offers a bit more for those seeking the extra magic of the Nights of Lights while enjoying drinks, music, and a different perspective on the city.
Bottom Line: If you’re visiting during the holidays and want to see the city sparkle from the water with excellent music and drinks, this tour hits the mark. It’s a festive and scenic outing worth the splurge.
3. St. Augustine Night of Lights Cruise with Live Music and Drinks
For a shorter, more intimate night-time cruise, this 1.5-hour Nights of Lights experience features live music, holiday cookies, and complimentary drinks aboard Fury’s 65-foot sailing catamaran. You’ll sail through the illuminated cityscape, with views of the Castillo de San Marcos and St. Augustine Lighthouse lit up against the night sky. The tour promises a cozy, festive vibe with the chance to enjoy light snacks and drinks like beer, wine, soda, champagne, and margaritas.
What makes this cruise distinctive is its focus on holiday magic with live performances and an intimate setting. Reviewers have praised the beautiful scenery and the relaxed atmosphere, calling it a perfect way to celebrate the season or enjoy a quiet evening. The shorter duration makes it a good pick if you’re short on time but still want a beautiful view of the city’s lights.
This tour is best suited for those seeking a festive, cozy experience with an emphasis on holiday cheer. It’s priced at $69.17, which offers good value considering the included treats and live music, especially for a holiday outing.
Bottom Line: A charming, shorter option for holiday travelers wanting a festive, musical cruise with classic city views.
4. St. Augustine Live Music Sunset Sail and Fireworks July 4th Only
This special July 4th cruise is a luxurious 2.5-hour boat experience designed for Independence Day celebrations. Starting with stunning views of Castillo de San Marcos and the St. Augustine Lighthouse, it offers complimentary margaritas, wine, sodas, and delicious appetizers while live music sets the festive mood. The highlight, of course, is the fireworks display viewed from the water, offering a spectacular vantage point that beats standing on land.
Though priced higher at $138.40 per person, this cruise provides a luxurious, all-inclusive experience with ample space and comfort. Several reviews mention the best views of the fireworks from the boat, along with the relaxing atmosphere created by the live music and drinks. The cruise’s duration allows travelers plenty of time to enjoy the scenery, eat, drink, and celebrate.
This tour is perfect for those celebrating the Fourth of July or looking for a special patriotic experience. Its higher cost reflects the exclusivity and holiday-specific nature of the trip, but it promises a truly unforgettable night.
Bottom Line: For a once-in-a-lifetime view of Independence Day fireworks combined with music and good food, this cruise is hard to beat. Book early, as it fills up fast.
How to Choose
Choosing between these concert and sailing experiences in St. Augustine depends on your priorities. If you want a romantic sunset with unlimited drinks and lively music, the Live Music Sunset Sail offers excellent value. For a festive holiday outing during Nights of Lights, the Nights of Lights Viewing provides a magical, illuminated perspective.
If you’re after a shorter, cozy holiday cruise, the Holiday Night of Lights fits well, while the July 4th fireworks cruise stands out as a special occasion splurge—ideal for Independence Day celebrations.
Consider your budget, time constraints, and whether you want an annual event experience or a romantic sunset. Booking early is advised, especially for holiday or fireworks cruises.
Final Thoughts
St. Augustine offers a surprising variety of concert and water-based experiences that blend stunning scenery with live music. Whether it’s a romantic sunset, a festive holiday cruise, or a spectacular Fourth of July fireworks display, each tour delivers something unique. The Live Music Sunset Sail and Nights of Lights Viewing are excellent choices for most visitors, offering great value and memorable views.
If you want to celebrate a special occasion or experience a true highlight of St. Augustine’s celebrations, the July 4th fireworks cruise is worth the extra cost. Whatever your choice, booking in advance ensures you won’t miss out on these lively, scenic concert experiences.