St Augustine isn’t just about its cobbled streets and historic sites; it’s also a fantastic place to catch some memorable concert experiences. What makes this city stand out is its unique combination of waterfront views, live music, and festive atmospheres. Our favorite is the Live Music Sunset Sail with Drinks Included, which combines a luxurious cruise with the magic of a colorful sunset and live local tunes. Watching the historic city’s landmarks glow as you sip on unlimited drinks makes for an unforgettable night on the water.
While St Augustine offers a variety of concert-related outings, the three listed here each offer a distinctive way to enjoy music and scenery. Whether you prefer a romantic sunset cruise, a lively holiday lights tour, or a shorter evening experience, there’s something for every musical aficionado or casual listener. Now, let’s explore each of these top concert experiences in detail.
1. Live Music Sunset Sail with Drinks Included
At number 1 on our list is the Live Music Sunset Sail with Drinks Included. This tour offers a 2-hour sunset cruise on a luxurious catamaran, making it perfect for those who want to enjoy both spectacular scenery and relaxing live music. The boat departs from downtown St. Augustine and features unlimited beer, wine, and margaritas (non-alcoholic options available), along with complimentary snacks. As the sun dips below the horizon, enjoy tunes performed by a local musician, creating a lively yet romantic atmosphere.
What makes this experience stand out is its combination of unbeatable water-level views of landmarks such as Castillo de San Marcos, the Bridge of Lions, and possibly the St. Augustine Lighthouse. Reviewers often mention how well-organized and friendly the crew are, with many noting it as a perfect way to celebrate special events or just unwind after a day of sightseeing. This tour balances value for money with its all-inclusive drinks and snacks, making it a popular choice for couples, friends, or small groups.
Bottom Line: If you want a laid-back, scenic evening filled with good music and drinks, this sunset sail delivers a memorable experience that captures St. Augustine’s charm from the water.
2. Nights of Lights Viewing with Drinks and Live Music Sunset Sail
Next, at number 2, we have the Nights of Lights Viewing with Drinks and Live Music Sunset Sail. This tour is particularly special during the city’s Nights of Lights festival, when St. Augustine transforms into a sparkling wonderland. For about two hours, you’ll cruise out from the city, witnessing how the lights reflect on the water while enjoying a live musical performance by local musicians.
This sail includes complimentary beer, wine, margaritas, and more, making it ideal for those who want to combine festive holiday ambiance with scenic vistas. Reviewers frequently praise the beautifully decorated boat and the chance to see dolphins jumping during the cruise, adding a bit of unexpected wildlife to the experience. The tour is suitable for anyone wanting a romantic and visually stunning evening, especially during the holiday season when the city lights are at their brightest.
Bottom Line: For an evening of celebration with a touch of holiday magic, this cruise offers a fantastic way to experience St. Augustine’s Nights of Lights with lively music and sparkling scenery.
3. St. Augustine Night of Lights Cruise with Live Music and Drinks
Finally, the St. Augustine Night of Lights Cruise with Live Music and Drinks is a shorter, 1.5-hour tour that emphasizes holiday festivities. This cruise takes you through the historic cityscape, illuminated with thousands of twinkling lights, while enjoying live local music, light snacks, and drinks like beer, wine, and margaritas.
It’s perfect for travelers who want a more intimate experience without sacrificing the gorgeous nighttime scenery. The boat, Fury’s state-of-the-art 65-foot sailing catamaran, provides a comfortable vantage point from which to admire key sights such as the Castillo de San Marcos and the St. Augustine Lighthouse. The reviews highlight its friendly crew and festive atmosphere, making it a popular choice for holiday celebrations or quick romantic outings.
Bottom Line: If you’re short on time but still want to enjoy St. Augustine’s holiday lights and live music from the water, this shorter cruise offers a lively, picturesque experience.
$69.17 per person
How to Choose Your Perfect Concert Experience in St Augustine
When deciding between these options, consider your priorities: Are you after a longer, relaxed cruise with unlimited drinks? The Live Music Sunset Sail might be your best fit. If you’re visiting during the Nights of Lights festival and want to see the city illuminated from the water, the Nights of Lights Viewing offers a festive, magical experience. For a shorter, holiday-themed cruise, the Night of Lights Cruise gives a quick but charming taste of St. Augustine’s glow.
Think about your budget, time constraints, and whether you prefer a romantic sunset or a lively holiday display. Booking early is advisable, especially during peak seasons like the Nights of Lights festival, when demand surges.
In summary, St Augustine offers a variety of concert and scenic water tours that suit different tastes and schedules. The sunset sails stand out for their relaxing atmosphere and beautiful views, while the holiday cruises add a festive glow that’s perfect for celebrating. Whether you’re after a romantic evening or a lively night out, these experiences promise a memorable way to enjoy St Augustine’s waterfront and musical charm. Consider your priorities and book early—you won’t regret making time for one of these fantastic concert experiences.