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!
*On October 31st join us for a Halloween Boo Bash! Costumes encouraged, prizes awarded!
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 (9)
Q: Will I get seasick on St. Augustine Live Music Sail with Drinks & Sunset Option?
Cancellation Policy
Still have questions?
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Activity code: C-5497494P2
Traveler Photos
Reviews
Average 4.81 out of 5 stars based on 416 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (9)
The answers provided below were previously given in response to questions from Cool Shore Excursions customers.
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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- 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.
- 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.
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 2025There 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 2025If 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 2025Accessibility information for the St. Augustine Live Music Sail with Drinks & Sunset Option is as follows:
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for St. Augustine Live Music Sail with Drinks & Sunset Option will be included in your confirmation email from Cool Shore Excursions. 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 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- 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
- 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
