St. Augustine Live Music Sail with Drinks & Sunset Option

400 Reviews 4.81 out of 5 stars Based on 400 traveler reviews collected by Cool St. Augustine and TripAdvisor | Recommended by 95% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
St Augustine, USA
Don't miss out!
On average, this is booked 16 (6.75) days in advance.

1 hour 45 minutes (approx.)
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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
  • Dinner
  • Gratuities
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Meeting Location

Meeting point

250 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

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
  • 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 Sail with Drinks & 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

Traveler Photos

Reviews

4.81
400 reviews

Average 4.81 out of 5 stars based on 400 traveler reviews collected by Cool St. Augustine and partner sites such as Cool Destinations and TripAdvisor

5 stars
359
4 stars
22
3 stars
6
2 stars
9
1 star
4
Don't miss out!
On average, this is booked 16 (6.75) days in advance.

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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 120 travelers

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