Take $20 Off Private Experiences with code EXPLORE

Amelia Island Sailing Charter

Fernandina Beach, FL

Item #: WAT-JAC-0006
Option & Pricing:

Buy now and choose a date & time later.

Please select an option above.

Take $20 Off This Product Today | Use Code: EXPLORE


Instant eVoucher Delivery (Sample)

30 Days Returns on eVouchers

No Expiration Dates

Easy Exchange


A sailing charter off of Amelia Island may very well be one of the most relaxing and breathtaking experiences you could have on the open water!

  • Relax while your USCG Captain takes you and 5 friends or family on an unbelievable private sailing charter
  • View amazing wildlife; possibly including dolphins, sea turtles, manatees, birds, and wild horses on shore
  • Enjoy the unparalleled scenery of pristine sand dunes, salt marshes, lush maritime forests, Cumberland Island and the Atlantic Ocean!
Fernandina Beach, FL- Amelia Island

Daily - Dawn to Dusk

Please select a location to view dates and times!
  • ** SOLD OUT ** ** CANCELLED ** {{time}},

  • Please select a location to view dates and times!

    Click on a date to view the times available on that specific date.

  • ** SOLD OUT ** ** CANCELLED ** {{time}},

  • All available dates have for this season have passed or sold out. Dates for the upcoming season will be posted as soon as they are available. To see a list of this past year's dates for your reference, please click here
    Option & Pricing:

    Buy now and choose a date & time later.

    Please select an option above.

    Take $20 Off This Product Today | Use Code: EXPLORE

    Essential Information
    • You may bring along beverages & snacks 
    • Your USCG Captain will make weather determination based on safety considerations
    Choose from 2, 3, 4, 6 or 8 hour charters.
    Experience Provider Info
    Complete information for your Experience Provider, including contact information, will be included on your booking confirmation email once you or your gift recipient have scheduled the experience. Our Product Management team handpicks top-rated experience providers, removing the guesswork for you and ensuring your peace of mind.
    Maximum Participants
    There is a 6 person maximum per boat.
    Not Allowed
    Weather Dependent
    This experience is weather dependent. Always contact the experience provider with any questions regarding weather conditions.
    What To Wear
    Sea breezes can make the air cooler than you anticipate. Don't forget sunscreen, sunglasses & your camera!

    For this experience, our partners are taking extra measures to prevent any potential spread of COVID-19. These measures include washing down all high touch areas on their vessels regularly. They will also be requiring each guest to use an alcohol disinfectant on their hands before boarding the vessel. They will promote social distancing on the boat as much as possible.

    Can we bring our own food and drinks on board?

    Yes! Feel free to bring along your own snacks, soda, and adult beverages.

    Do you have life jackets for adults and for kids?

    Yes, there will be life jackets available for adults and kids.

    Is there a bathroom aboard?

    Yes, there is a clean bathroom on the boat.

    Experience Vouchers that have not been redeemed can be returned hassle-free within 30 days.  All refunds will be made to the original purchaser.

    Experience Vouchers that have not been redeemed can be exchanged for anything else in our marketplace at any time.  If you choose to exchange for an experience that costs more, you'll simply have to pay the difference.  If you choose to exchange for an experience that costs less, you'll have a credit towards your next booking with Cloud 9 Living.

    Cancellation Policy

    Once you have received a booking confirmation, cancellations and rebooking are allowed up to 14 days prior to the Experience. Failure to appear on your booked date or to cancel and rebook at least 14 days prior to your booked date will result in the loss of the value of your Experience.

    Customer Reviews
    (12 reviews)
    View More Reviews:
    “Although it was a drizzly and cold day Capt Nates narration of the Islands history made us forget about the inclimate weather. He made the trip fun and interesting and left us wanting more. He knew everything about EVERYTHING!! Our highlight was letting my husband steer the boat. Can't wait to repeat our trip during warmer weather. Thank you Capt Nate!”
    Response from Cloud 9 Living
    Thanks for writing in about your experience. So glad to hear you had a wonderful day on the water with Captain Nate, despite the crummy weather. We love working with him too and will be sure to pass along your kind words to him.  Let us know when we can get your husband back in the helm again. Enjoy your day!  Best, ​Brooke
    “Wonderful experience from start to finish. It was for my husband’s birthday and he really enjoyed it”
    Response from Cloud 9 Living
    I'm so happy to hear the birthday celebration went great! What a wonderful way to celebrate!  Thanks for sharing. Best, Brooke
    “Our day sail was amazing! Our guides were so knowledgeable. The vessel was very comfortable and the sailing was fantastic. Great communication and organization rounded out the experience. Cloud 9 Living is lucky to be partnered with such a sailing organization. Our captain was fun, knowledgeable and safe, and we had an exceptional day on the water. Thank you!”
    “Excellent experience. Great captain. Perfect weather. Nice wind. Dolphin escort. Wild horses were out. What more could you ask for......”
    “This was an excellent experience for sailing and everyone had a chance to help with the lines and or steer. The only thing I was disappointed with was the description indicated that we would be seeing wild horses, dolphins and a lot of wildlife and go around the island, and we didn't. ”
    “We had a fantastic time. The captain Wayne was very knowledgeable and his stories and experiences were wonderful. We were a group of four, even though we were allowed up to six people. My comment would be that if we had been six people if would have been way too crowded. Perhaps they use a large boat but with four plus the Captain, it was just enough space to move around to sit in the sun. My only complaint would be the instructions on getting there. The name of the restaurant is small and difficult to see, and we drove by several times trying to find the location. Would be helpful if there was a sign at the street saying Wayward Sailing as we used up some of our sailing time going back and forth. ”
    “Wonderful 2-hour trip on the sailboat with a very competent captain. One suggestion -- revise the map of how to get there -- totally inaccurate.”
    “Very nice. We will use Cloud 9 Living again!”
    “What an awesome memory! This was our first sailing adventure and the captain made it entertaining and educational. We really loved the experience and recommend it to others. ”
    “Captain Tony was the absolute Best!!! Thank You again!”
    “Our sailing experience was very nice. The only problem it rained most of the time, so we did not get to travel the full route they would normally take, and we got kind of wet. I suppose they did not wish to have to rebook, so we went ahead out. Other than that, it was great. The captain was friendly and knowledgeable. I learned more about sailing than I knew, and my son got to pilot the boat which he enjoyed. We would like to go again when weather is not an issue. ”
    “i would have expected it to be a bit luxurious. Too lay back for me. ”

    How It Works...

    Choose from 1,900 Experiences


    Choose from
    1,900+ Experiences
    E-Voucher Delivered Instantly


    Delivered Instantly
    Your Recipient Books Their Experience


    Your Recipient Books
    Their Experience
    Create unforgettable memories


    Create unforgettable