Day Sailing Adventure
Free cancellation
Up to 24 hours
Instant confirmation
Mobile ticket
Modify your booking anytime
No extra fees
Best price guarantee
No hidden fees
Skipper resume and Bareboat Charter Agreement required
Liability waiver must be completed by all participants
One hour Skipper Checkout to assess sailing ability
Staff Captain determines if skipper can operate vessel independently
This activity allows participants to rent a sailboat for either a morning session from 9 AM to 1 PM or an afternoon session from 1 PM to 5 PM. To rent the vessel, several requirements must be completed prior to the departure day, including submitting a skipper's resume for staff review, signing the Bareboat Charter Agreement, and having every participant complete a liability waiver. Additionally, a one-hour Skipper Checkout is required at the start of the session to assess the skipper's ability to handle the vessel. The determination of the skipper’s capability is made solely by the Staff Captain conducting the checkout, and all funds are non-refundable even if the skipper does not meet the minimum skill requirements to operate the boat independently.
If the skipper is deemed unable to manage the vessel alone, there is an option to have a captain join during the rental period, provided one is available, the total number of people on board does not exceed five, and the captain's fee of $125 per hour is paid prior to departure. This ensures that participants can still enjoy the sailing experience safely under professional guidance while maintaining compliance with safety and operational requirements. These rules are designed to provide a secure and enjoyable sailing experience for all involved while protecting both the participants and the vessel.
$ 275
Contact us 24x7
This activity is managed by our trusted partner FareHarbor.
Additional taxes and fees may apply — total shown at checkout.
Select Date & Time
Select your preferred date and time from the calendar above.

Best Price
Guarantee
We won't be beaten on price!
Don't worry—we've got you covered.
If you find the same tour or attraction cheaper on GetYourGuide, TripAdvisor, Booking.com, Expedia, Viator or Klook we'll match it—or beat it.
Because getting the best experience should also mean getting the best price.
apply.
Reserve with peace of mind —
Enjoy unlimited changes and full refund options.
Exceptional flexibility
Free cancellation and unlimited rescheduling leads to total flexibility while you plan your travels
24/7/365 Customer support - When you need us we are here
Lowest Price Guarantee — no other provider offers this tour for less
This activity allows participants to rent a sailboat for either a morning session from 9 AM to 1 PM or an afternoon session from 1 PM to 5 PM. To rent the vessel, several requirements must be completed prior to the departure day, including submitting a skipper's resume for staff review, signing the Bareboat Charter Agreement, and having every participant complete a liability waiver. Additionally, a one-hour Skipper Checkout is required at the start of the session to assess the skipper's ability to handle the vessel. The determination of the skipper’s capability is made solely by the Staff Captain conducting the checkout, and all funds are non-refundable even if the skipper does not meet the minimum skill requirements to operate the boat independently.
If the skipper is deemed unable to manage the vessel alone, there is an option to have a captain join during the rental period, provided one is available, the total number of people on board does not exceed five, and the captain's fee of $125 per hour is paid prior to departure. This ensures that participants can still enjoy the sailing experience safely under professional guidance while maintaining compliance with safety and operational requirements. These rules are designed to provide a secure and enjoyable sailing experience for all involved while protecting both the participants and the vessel.
- Use of sailboat for selected time slot
- Skipper checkout and safety assessment
- Personal expenses
- Gratuities
Change of cloths
Sunglasses & sunscreen
A towel
- Travelers with Limited mobility impairments
- Travelers prone to seasickness
- Travelers with aquaphobia
- Solo travelers
- Groups of friends
- Adventure seekers
- Photography lovers
- Couples
Maximum participant 5 People
Wear comfortable clothes
Keep personal essentials
Confirmation will be received at time of booking
Address will appear once location is loaded.
Type in your hotel/accommodation to see how far the attraction or departure point is.
Loading pick up points...
Activity Provider: St Augustine Sailing
