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Sunset Catamaran: St. Augustine's Scenic Sail
4.7
417 Ratings
St. Augustine
Experience St. Augustine’s only all-inclusive sunset sail with live music, drinks, and stunning views. Perfect for families and couples. Book now!
Experience St. Augustine’s only all-inclusive sunset sail with live music, drinks, and stunning views. Perfect for families and couples. Book now!
Duration:
1 hour, 45 minutes
Cancellation:
24 hours
Highlights
-
250 Vilano Rd - Discover St. Augustine from the water with this delightful live music cruise. Choose from two cruise options to enjoy stunning coastal views, refreshing breezes, and fantastic music while sailing past the historic downtown waterfront.
Each cruise features live performances by talented local musicians, creating a lively and relaxed…
-
250 Vilano Rd - Discover St. Augustine from the water with this delightful live music cruise. Choose from two cruise options to enjoy stunning coastal views, refreshing breezes, and fantastic music while sailing past the historic downtown waterfront.
Each cruise features live performances by talented local musicians, creating a lively and relaxed atmosphere as you navigate the Intracoastal waterways.
The two-hour Live Music Sunset Sail is perfect for those who want more time on the water and the best views of the golden hour over St. Augustine. Departing from Vilano Beach, sail along the coast as the sun sets, casting warm hues over the water and lighting up the historic downtown skyline.
On select evenings, guests can opt for a 90-minute After Dark Live Music Cruise (with the sail down), departing after sunset. This cruise provides a serene and intimate way to experience St. Augustine from the water as the city transitions into night.
Enjoy complimentary drinks and snacks on either cruise option!
Nights of Lights Viewing available from mid-November through mid-January only.
What's Included
- Sunset - Available on 2 hour sunset trip only
- Carbonated beverages
- Alcoholic beverages
- Snacks
- Sunset - Available on 2 hour sunset trip only
- Carbonated beverages
- Alcoholic beverages
- Snacks
What's Not Included
- Gratuities
- Dinner
- Gratuities
- Dinner
Additional Information
Step aboard our spacious, cutting-edge catamaran and select your ideal St. Augustine adventure! Choose between a two-hour sunset sail with live music and full sails, or relax on a 90-minute After Dark Live Music Cruise (without sailing). Enjoy complimentary beer, wine, soda, water, margaritas, champagne, and snacks while listening to live performances…
Step aboard our spacious, cutting-edge catamaran and select your ideal St. Augustine adventure! Choose between a two-hour sunset sail with live music and full sails, or relax on a 90-minute After Dark Live Music Cruise (without sailing). Enjoy complimentary beer, wine, soda, water, margaritas, champagne, and snacks while listening to live performances by some of the city’s beloved musicians. Share the moment with someone special and let the music carry you away, creating unforgettable memories on the tranquil waters of this historic city. Marvel at views of the Castillo de San Marcos, the iconic Bridge of Lions, and possibly the St. Augustine Lighthouse. This tour is perfect for both families and couples!
- 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
Location
250 Vilano Rd
Vilano Road
Please arrive at check-in 30min prior to your departure time. We do not own any parking. Please allow time to get parked and walk to the check-in location, on the dock, behind Beaches Restaurant. We recommend that guests without adequate time to park and walk arrive by taxi or ride-share.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.7
(417 Ratings)
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623shandellb
Sep 29, 2026
Great Addition to a Ladies Trip Weekend - We were on a Ladies Trip to St. Augustine for a long weekend and had a great time on the Sunset Sail! Crew was amazing and friendly and made sure everyone had plenty of drinks and snacks on hand. We had the harvest moon rising and the beautiful sun setting, so a perfect September evening. Band was great, (could have maybe used a few more lively dance songs even though the dancing on a boat deck was not easy!) 85 people onboard our sail and a good mix of ages. We met some great people and witnessed a few fun birthday celebrations. $75 was a little pricey, but we realize some people probably take advantage of the unlimited beer, wine, margaritas and sodas more than we did in the 2 hours. Great addition to our trip! -S. Coughlin, Sept 2026
Review provided by Tripadvisor
Herikson_r
Sep 27, 2026
Staff is incredibly... - Staff is incredibly attentive and friendly. Band is interactive and the scenery is second to none. Loved it
Review provided by Viator
Jeanwd1218ax
Sep 26, 2026
Perfect evening - Beautiful! Dolphin playing, tarpon rolling, Watched a gorgeous sunset and the rise of a full moon. Captain, crew and band were fabulous
Review provided by Tripadvisor
Joyce_r
Sep 26, 2026
Fun night on the water - The boat was spacious and clean. Staff was friendly and accommodating. Captain was very safety first in a fun way. Drinks and snacks were plentiful. The band was outstanding. Great tunes and very talented. Would do this again.
Review provided by Viator
Yvonnemt3127ap
Sep 25, 2026
Sunset Cruise - I booked with several friends for a birthday celebration of our friend. This was an AMAZING experience! Would definitely recommend, and we were thankful the weather was great. The boat was nice and wide with many different areas to stand or sit and it had a beautiful large sail that was pulled up when we left. It had a bar that offered beers, wines, a margarita mix, and snacks/chips. The back part was wide open and flat with sort of a dance floor and live music so that we could move around on it, dances , stand around the railing to watch dolphins and the sunset and the shore. It was so fun!
Review provided by Tripadvisor
Anne_g
Sep 24, 2026
This sunset cruise was a... - This sunset cruise was a pleasant surprise.
The boat looked new and was bigger than expected. The crew were friendly and attentive. It was very relaxing and a perfect end to our vacation in St. Augustine. I highly recommend adding this to your list of activities to do while here.
Review provided by Viator
X9054esamandah
Sep 22, 2026
Fun booze cruise - Just a fun night. All you can drink in, from the sunset, views and the booze. Dance floor available while the 3 man band plays all the popular songs you know and love to sing. Nice views of Ameilila Island also. Definitely give it a try, especially if you do not own a boat.
Review provided by Tripadvisor
Tracy_b
Sep 21, 2026
Awe-inspiring Sunset - We had a wonderful time! While waiting to board, a pod of dolphins decided to entertain us with their antics. Once onboard, the crew was upbeat and jovial, waiting to have fun with us! The pace was laidback and relaxing and the band up front ensured a celebratory atmosphere throughout the cruise. The sunset was awe-inspiring. This was a trip my husband and I will talk about for years to come.
Review provided by Viator
Isabelle_c
Sep 20, 2026
It was a great boat,... - It was a great boat, clean, and the music was fantastic . Our group of 8 had a blast and it was worth the price
Review provided by Viator
Sherry_b
Sep 20, 2026
Fun night! - We had a great night. We had 8 girls on a girls trip and the sunset cruise was a highlight of our trip. The staff were very friendly and attentive. Drinks and snacks were plentiful. The band was ok, got us dancing the last few songs.
Review provided by Viator
