Private captained sunset cruise in St. Augustine, up to 10 guests
2 to 8 hour options
Up to 10 people
Parking, Bluetooth radio, life vests
Ride aboard a private captained boat and cruise the St. Augustine intracoastal as the sun sets over Matanzas Bay. Pass landmarks like Castillo de San Marcos National Monument and enjoy music and snacks onboard.
The online payment books your 90-minute boat rental; a $100 captain fee is paid on arrival directly to the captain.
If you can’t get on the water due to weather, you get a 100% refund. For non-weather cancellations, cancel at least 48 hours in advance. Within 48 hours, there is a $100 cancellation fee.
Yes. You pay a captain fee of $100 on arrival directly to the captain (cash, Zelle, Venmo, or Cash App). Your online payment covers the 90-minute boat rental.
Bring comfortable clothes and shoes.
Yes. Bring your own beverages and snacks. You can also play your playlist using the onboard Bluetooth radio.
Windward at St. Augustine Shipyard, 117 Dockside Dr, St. Augustine, FL 32084
My new fav local boat rental business!! I rented a boat for my birthday last weekend with my family and it was such an amazing experience. The boat was beautiful and well cared for, the young man who helped us off in the morning was so friendly and knowledgeable as well. Emily was a pleasure to talk with when I first booked. Thank you again we will definitely be renting from you more this Summer! A+!
Nicolle Quiñones
May 18, 2026
My new fav local boat rental business!! I rented a boat for my birthday last weekend with my family and it was such an amazing experience. The boat was beautiful and well cared for, the young man who helped us off in the morning was so friendly and knowledgeable as well. Emily was a pleasure to talk with when I first booked. Thank you again we will definitely be renting from you more this Summer! A+!
Nicolle Quiñones
May 18, 2026