We don‘t escape reality, we create it.

Who Are We?​

Island Bound Sailing Adventures is focused on providing fun and educational sailing experiences for you. Whether we take you on a cruise, charter or teach you to sail, your satisfaction and success is what drives us. Our business goal is clear and simple – 100% satisfaction and referrals from guests to friends and family. We believe in continual improvement, and strive to consistently exceed your expectations, whether it be sailing, training or customer service.

We hope we can introduce sailing to those that have not tried it, encourage those that have, to learn more from experienced instructors, and take those with experience to the Caribbean Islands, and/or other amazing destinations, to gain the knowledge and confidence to be able to enjoy sailing independently. All our instructors are certified by the American Sailing Association, and our training can take you through the ASA program, prep you for U.S. Coast Guard License training from beginner to bareboat charter Captain.

For those who want to simply experience being on the water under sail, we offer private charters, sunset sails, engagement cruises, weddings afloat , corporate team building events and Caribbean adventures. We aim to please, and if you have an idea for a sailing event not listed, please get in touch and we will do all we can to accommodate you. If you are thinking of buying a sailboat, or already have one, and need to sail it to another location, we have the people with the expertise to help you.

“Captain Brian was the best. I never thought I would be doing this in my life. For anyone afraid of the water or boats like myself he makes you very comfortable about everything. We enjoyed it so much that we will be doing it again. Thank you Captain Brian for the adventure.”
Dorsey L.
“ My boyfriend and I purchased a Groupon for a 2 hour sailing last week and we had such a great time! Our sea captain Brian was very nice and helpful in showing us the boat and providing some much needed gloves for me. The weather was nice while the sun was out but got cold after sunset. Brian was also skilled at taking pictures of us which in my experience is hard to come by! Thanks again.”
Mia V.
“We enjoyed a wonderful sunset cruise with Brian and two other couples. The night was beautiful, the company was excellent, and we couldn’t have asked for anything more. We will definitely recommend Island Bound Adventures to family and friends and are looking forward to coming back for another cruise!”
Jennifer J.

Our Team

We are passionate sailors!

Captain Buck


Captain Carla Brown


Captain John Rider


Captain Steve Screptock


Captain Scott Parish


Captain Hugh Brown


Captain Wayne Cook


Captain Scott Grogan

Ahoy, let's get you underway!

Training Inquiries

Come Sail with Us!

Sail with Us Inquiries

ASA 101, Basic Keelboat Sailing Payment

ASA 101 Class Payment
Price: $496.00

ASA 103, Basic Coastal Cruising Payment

ASA 103, Basic Coastal Cruising Payment

ASA 105, Coastal Navigation -ashore - Pencil and chart navigation Payment
Price: $496.00

ASA 114, Cruising Catamaran Payment

ASA 114, Cruising Catamaran Payment
Price: $496.00
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