Create your own open-air day on St. Augustine’s waterways
2 to 8 hours
Up to 12 people
Open-air deck, Bluetooth radio
Cruise, sightsee, or celebrate aboard an open-air boat with room to relax and set your own pace. Bring your favorite snacks, drinks, and playlist for a private outing on the water.
This booking is for the whole experience, which fits up to 12 guests.
Cancel at least 48 hours before departure for non-weather reasons; cancellations within 48 hours incur a $100 fee. Weather changes may be rescheduled. Receive a full refund if weather prevents the trip after all rescheduling options are exhausted.
You pay a captain fee directly to the captain on arrival. The source lists different captain-fee amounts ($100 per trip and $50 per hour), so confirm the exact amount with Greetwell before you book.
Yes. Bring your own drinks and snacks, and connect your playlist to the boat’s Bluetooth radio.
Bring a private group of up to 14 people.
Windward St. Augustine Shipyard, 117 Dockside Dr., St. Augustine, FL 32084
My family and I decided to celebrate my birthday (also July 4th!) with a captained boat this year. Emily was an amazing person to work with leading up to the day of the event. Our captain Alex and co captain Luke could not have been more incredible! We ended up going to the Matanzas Inlet to enjoy the beautiful day and when they saw a potential storm roll in took us to a gorgeous wild Florida windswept bank. It was the perfect day and everyone raved about it! Thank you Gone2Sea for all the flexibility, incredible memories and making this special day one we will cherish!
Michelle Abarbanel
July 6, 2026
My family and I decided to celebrate my birthday (also July 4th!) with a captained boat this year. Emily was an amazing person to work with leading up to the day of the event. Our captain Alex and co captain Luke could not have been more incredible! We ended up going to the Matanzas Inlet to enjoy the beautiful day and when they saw a potential storm roll in took us to a gorgeous wild Florida windswept bank. It was the perfect day and everyone raved about it! Thank you Gone2Sea for all the flexibility, incredible memories and making this special day one we will cherish!
Michelle Abarbanel
July 6, 2026
Cruise St. Augustine’s Intracoastal on a private captained sunset boat
Cruise Matanzas Bay on a private captained sunset boat ride
Drive a Bayliner M17 for easy cruising in St. Augustine
Private bachelorette cruise in St. Augustine with a giant floating mat
Cruise the Matanzas River on a private 8 AM eco tour with Captain Adam
Private captained sunset cruise past St. Augustine landmarks