- The 3 Best Concert Experiences in St Augustine
- Quick Overview
- 1. Live Music Sunset Sail with Drinks Included
- 2. Nights of Lights Viewing with Drinks and Live Music Sunset Sail
- 3. St. Augustine Night of Lights Cruise with Live Music and Drinks
- How to Choose Your Perfect Water-Based Concert Experience
- Final Thoughts
The 3 Best Concert Experiences in St Augustine
St. Augustine isn’t just about historic buildings and cobblestone streets — it also offers some truly memorable ways to enjoy live music and stunning views from the water. If you’re looking for a concert experience that’s a little different, you’ll find plenty of options here.
We especially like the Live Music Sunset Sail with Drinks Included for its combination of relaxing scenery, lively tunes, and all-inclusive drinks. It’s a perfect way to unwind after a day of sightseeing.
The Nights of Lights Viewing with Drinks and Live Music Sunset Sail stands out during the holiday season, transforming the city’s shimmering lights into a magical backdrop.
And for those who want a shorter, festive experience, the St. Augustine Night of Lights Cruise with Live Music and Drinks offers a cozy, lively cruise that captures the spirit of the holidays.
Each of these offers something special—whether it’s the classic sunset cruise, the holiday glow, or an intimate night of lights. Read on to find the perfect concert or scenic waterway experience that suits your style.
Quick Overview
Our list features three top concert experiences in St. Augustine that blend live music with scenic water views. First, the Live Music Sunset Sail with Drinks Included is a luxurious, all-inclusive cruise with unlimited beer, wine, and margaritas, perfect for a romantic evening or celebration.
Next, the Nights of Lights Viewing with Drinks and Live Music Sunset Sail offers a stunning view of the city’s holiday lights along with relaxing tunes and drinks, ideal for visiting during the festive season.
Lastly, the St. Augustine Night of Lights Cruise with Live Music and Drinks provides a shorter, lively holiday cruise with a cozy atmosphere. Each experience combines music, scenery, and drinks but caters to different preferences and times of year.
Now, let’s take a closer look at each of these standout options.
1. Live Music Sunset Sail with Drinks Included

At number one, the Live Music Sunset Sail with Drinks Included combines the beauty of a sunset cruise with the lively atmosphere of a local musician. For around $69.17 per person, you get a two-hour all-inclusive ride on a luxurious catamaran. The tour includes unlimited beer, wine, and margaritas (non-alcoholic options are available), along with complimentary snacks.
During the cruise, a talented local musician provides the soundtrack, making it both romantic and fun — a perfect setting to relax or celebrate a special occasion.
What makes this experience stand out is its quality and value. The reviews are glowing, with a perfect 5/5 rating based on 156 reviews.
Passengers praise the well-organized crew, the variety of music, and the spectacle of landmarks like Castillo de San Marcos, the Bridge of Lions, and possibly the St. Augustine Lighthouse bathed in sunset light. Many mention how the relaxed vibe makes it great for small groups, couples, or families.
The cruise’s capacity to combine sightseeing, live music, and drinks in a single outing makes it a top pick for visitors wanting a balanced, memorable water-based experience.
Bottom Line: This cruise offers a high-quality, relaxed environment with great music, scenic views, and unlimited drinks — ideal for romantic evenings or celebrating special moments on the water.
2. Nights of Lights Viewing with Drinks and Live Music Sunset Sail

During the Nights of Lights festival, St. Augustine transforms into a glittering holiday wonderland. The Nights of Lights Viewing with Drinks and Live Music Sunset Sail takes you out into the water to see this spectacular display from a unique vantage point.
For about $74.50 per person, this two-hour evening cruise offers a chance to enjoy the city’s glowing lights with music from local musicians, along with a complimentary drink — beer, wine, margarita, or more.
This tour is particularly popular during the holiday season, when the city’s lights reflect off the water and create a shimmering mosaic of color. Passengers rave about the dolphins observed during the cruise and the beautiful sunset that precedes the evening lights.
Reviewers mention the ship’s spaciousness, attentive crew, and the gentle soundtrack of live music. It’s a perfect outing for those who want to combine holiday cheer with scenic water views and a lively atmosphere.
While it’s a little pricier than the first tour, it offers the added bonus of viewing the famous Nights of Lights from the water — a truly unforgettable sight. This cruise is best suited for visitors during the festive season, or anyone wanting a romantic, light-filled evening on the water.
Bottom Line: For a festive, light-filled experience combined with live music and drinks, this cruise captures St. Augustine’s holiday magic with a lively, scenic ride.
3. St. Augustine Night of Lights Cruise with Live Music and Drinks
If your visit coincides with the holiday season and you’re short on time, the St. Augustine Night of Lights Cruise with Live Music and Drinks is an excellent choice. This shorter 1-hour 30-minute cruise costs about $69.17 per person and offers a cozy, lively atmosphere to enjoy the city’s famous night lights.
You’ll leave your worries behind as you sip on complimentary beer, wine, soda, and champagne, while enjoying live music on board.
What sets this tour apart is its intimate setting aboard Fury’s 65-foot sailing catamaran. The itinerary includes an opportunity to view the city’s illuminated skyline, with highlights like Castillo de San Marcos and the St. Augustine Lighthouse. Passengers often mention the friendly crew, the delicious snacks, and how magical the twinkling lights reflected on the water look under a starry sky.
This experience is perfect for those who want a shorter, lively holiday cruise with all the festive atmosphere packed into a compact time frame. Its focus on holiday magic and live music makes it ideal for couples or small groups looking for a quick, enjoyable night out.
Bottom Line: A lively, shorter cruise with drinks and live music, perfect for capturing the holiday spirit in a cozy, scenic setting.
How to Choose Your Perfect Water-Based Concert Experience
When deciding between these three options, consider your timing, budget, and what kind of experience you want. If you’re after a luxurious, all-inclusive sunset cruise with ample time to soak in the views and music, go with the Live Music Sunset Sail with Drinks Included.
For a festive, holiday-themed outing that highlights St. Augustine’s Lights from the water, the Nights of Lights Viewing with Drinks and Live Music Sunset Sail is hard to beat.
And if you’re pressed for time but still want a fun, lively holiday experience, the Night of Lights Cruise offers a quick, spirited ride.
Booking early is recommended, especially during the busy holiday season or peak summer months, as these popular cruises tend to fill up quickly. Be sure to check if they include extras like snacks or specific drink options if you have preferences.
Final Thoughts
St. Augustine offers a surprisingly diverse lineup of concert and scenic water experiences that beautifully blend music, scenery, and drinks. Whether you prefer a luxurious sunset sail, a festive Lights tour, or a shorter holiday cruise, each option provides a memorable way to enjoy the city from the water.
For romantic evenings, the sunset sails top the list, while the holiday-themed cruises are perfect for adding some extra sparkle to your trip.
If you’re planning a trip, consider which of these experiences best matches your interests, timing, and budget. Booking in advance can help secure your spot for these popular tours, especially during the festive seasons. Whatever your choice, you’re guaranteed a lively, scenic, and musical adventure that highlights the magic of St. Augustine.
