St. Augustine Live Music Cruise with Drinks and Sunset Option

316 Reviews 4.85 out of 5 stars Based on 316 traveler reviews collected by Cool St. Augustine and TripAdvisor |
Recommended by 96% of reviewers
96% of reviewers gave this experience a rating of 4 or higher.
|
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards. St Augustine, USA
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from $69.17 per person

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On average, this is booked 23 (9.50) days in advance.
2 hours (approx.)
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Overview

**45' Corinthian Power Catamaran will be operating this tour from January 13th - March 1st 2026.** Sailing Catamaran tours will resume on March 2nd.

Come aboard our spacious state-of-the-art catamaran on St. Augustine's only all inclusive sunset sail! 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. Make memories to last a lifetime, sailing with us through the serene waters of our historic city. Take in views of the Castillo de San Marcos, the famous Bridge of Lions, and possibly the St. Augustine Lighthouse. This tour is great 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
  • Dinner
  • Gratuities
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Meeting Location

Meeting point

Vilano Road
St. Augustine, FL 32084, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

**45' Corinthian Power Catamaran will be operating this tour from January 13th - April 2nd, 2026.** Sailing Catamaran tours will resume on April 3rd.

Experience St. Augustine from the water on this relaxing and entertaining live music cruise. 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 Sunset Live Music Cruise 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 cruise 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 Late Evening Live Music Cruise, 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!

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
  • 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.

Frequently Asked Questions

(8)

Q: Will I get seasick on St. Augustine Live Music Cruise with Drinks and Sunset Option?

A: If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy. Read more Feb 2023

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-5497494P2

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Reviews

4.85
316 reviews

Average 4.85 out of 5 stars based on 316 traveler reviews collected by Cool St. Augustine and partner sites such as Cool Destinations and TripAdvisor

5 stars
291
4 stars
12
3 stars
5
2 stars
6
1 star
2

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On average, this is booked 23 (9.50) days in advance.
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Frequently Asked Questions (8)

Activity name

The answers provided below were previously given in response to questions from Cool St. Augustine customers.

Filter by:

Q: Will I get seasick on St. Augustine Live Music Cruise with Drinks and Sunset Option?
A:

If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.

Feb 2023
Q: What is the cancellation policy for the St. Augustine Live Music Cruise with Drinks and Sunset Option?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EST).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Apr 2025
Q: What's included in the price?
A:
The following is 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.
The following is NOT included:
  • Dinner.
  • Gratuities.
Apr 2025
Q: What is the weather cancellation policy?
A:

This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the St. Augustine Live Music Cruise with Drinks and Sunset Option is as follows:

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for St. Augustine Live Music Cruise with Drinks and Sunset Option will be included in your confirmation email from Cool St. Augustine. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024

What's Included

Activity name

  • SnacksBagged snacks are provided
  • Alcoholic beveragesComplimentary Beer, Wine, Champagne and Margaritas
  • Carbonated beveragesSoda/Pop
  • Sunset - Available on 2 hour sunset trip only
  • Dinner
  • Gratuities

Additional Info

Activity name

  • 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 40 travelers

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Lowest Price Guarantee

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  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool St. Augustine promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool St. Augustine and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • Cool St. Augustine reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool St. Augustine.
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Free Cancellation

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EST).
  • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool St. Augustine over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
  • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
  • Earned rewards will be available to redeem once they are no longer in a pending state.
  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
  • If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

Redeeming rewards

  • To redeem rewards, you must be logged into your Cool Destinations account.
  • Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you choose not to apply them, which requires you to indicate this via the toggle switch. Bookings made using rewards are subject to the standard Cool Destinations Customer Terms of Use.
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  • We reserve the right to terminate the Cool Rewards program and cease issuing any further rewards on future bookings. All pending and available rewards balances will be honored.
  • By earning and redeeming rewards, you agree to these Terms and Conditions, as well as any subsequent changes made to them.