Private captained sunset cruise past St. Augustine landmarks
2 to 8 hour options
Up to 12 people
Private captained boat, Fuel
Ride a private captained boat at sunset on Matanzas Bay and cruise the St. Augustine Intracoastal for sweeping water views. Pass major sights like Castillo de San Marcos National Monument and the St. Augustine Lighthouse as you relax onboard.
You will pay a $100 captain fee on arrival directly to the captain (cash, Zelle, Venmo, Cash App).
Weather: decision made day of trip; if you can’t get on the water due to weather after trying options, you get a 100% refund. Non-weather: cancel at least 48 hours in advance; within 48 hours there is a $100 cancellation fee.
Yes. Pay a captain fee of $100 on arrival directly to the captain (cash, Zelle, Venmo, or Cash App).
Bring comfortable, weather-appropriate clothes and flat footwear. Pack sunscreen, towels, and beverages to stay hydrated.
Yes. Bring your favorite beverages and snacks to enjoy onboard.
Windward 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