St. Augustine Live Music Sail with Drinks & Sunset Option
Overview
Come aboard our spacious state-of-the-art catamaran and choose your perfect St Augustine experience! Opt for a two-hour live music sunset sail with all sails raised, or unwind on a 90-minute After Dark Live Music Cruise (no sailing). Indulge in complimentary beer, wine, soda, water, margaritas, champagne, and a snack while enjoying live performances by some of the city’s favorite musicians. Join hands with someone special and let the music sweep you away as you make memories to last a lifetime on the serene waters of this historic city. Take in views of the Castillo de San Marcos, the iconic Bridge of Lions, and possibly the St. Augustine Lighthouse. This tour is perfect for families and couples alike!
What's Included
- Snacks Bagged snacks are provided
- Alcoholic beverages Complimentary Beer, Wine, Champagne and Margaritas
- Carbonated beverages Soda/Pop
- Sunset - Available on 2 hour sunset trip only
- Dinner
- Gratuities
Meeting Location
250 Vilano Road
St. Augustine, FL 32084, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Experience St. Augustine from the water on this relaxing and entertaining live music excursion. With two cruise options to choose from, this is the perfect way to enjoy coastal views, fresh air, and great music while cruising past the historic downtown waterfront.
All cruises feature live music performed onboard by talented local musicians, creating a fun and laid-back atmosphere as you glide through the Intracoastal waterways.
The two-hour Live Music Sunset Sail is ideal for guests who want extra time on the water and the best views of golden hour over St. Augustine. Depart from Vilano Beach and sail along the shoreline as the sun sets, casting warm colors across the water and illuminating the historic downtown skyline.
On select evenings, guests can also choose a 90-minute After Dark Live Music Cruise (sail will be down), departing after the sun has fully set. This cruise offers a relaxed and intimate way to enjoy St. Augustine from the water as the city transitions into night.
Enjoy complimentary drinks and snacks on either option!
*Nights of Lights Viewing available mid November through mid January Only
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants are required to sit on an adult’s lap
- Guests must be 21+ to consume alcohol
- Guests 17 and younger must have an adult chaperone with them at check in to sign their waiver
- Guests 14 and younger must have an adult chaperone accompany them on the tour
- Please note : We cannot accommodate special dietary requests
- Guests 18 and up must bring a valid, government issued photo I.D.
- Infants may be held or in a carrier, no strollers allowed
- Infants are free (3yrs and under) however, they must have a ticket
- This tour/activity will have a maximum of 120 travelers
Frequently Asked Questions
(8)Q: Will I get seasick on St. Augustine Live Music Sail with Drinks & Sunset Option?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-5497494P2
Traveler Photos





Reviews
Average 4.81 out of 5 stars based on 373 traveler reviews collected by Cool St. Augustine and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities

National Geographic has selected The Ancient City, one of the top-10 places in the world to see Christmas lights, for over a decade! Each year,...
$40

Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas...
$47

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours...
$129

We hope to make this your favorite memory to your visit in St Augustine - sharing the history and nature of St Augustine are our...
$44
Travelers Who Bought This Tour Also Bought

Take a Scenic Boat Ride in St. Augustine
A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine...
$26.09

This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and...
$79.95

Sunset Cruise of St. Augustine
Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the...
$43

Experienced Naturalist on board as your guide, you will be sure to leave with a new passion for our marine life. This part of Florida...
$29





