https://www.thesailingsessions.com/home daily 1.0 2025-11-17 https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/1651188896303-EXPEOD3J2MR2BKB65NO7/IMG_4194.JPG Home - Boat Experience Jeanneau 65, Lagoon 52 Catamaran, Leopard 48 Catamaran, Bali 48 Catamaran, Lagoon 45 Catamaran, Fontaine Pajot 47, 42 Catamaran, Jeanneau 53 monohull, Beneteau 53, Fountaine Pajot MY 44 Power Cat, Prestige 48 Power Cat, Jeanneau 50 monohull, Beneteau 49 monohull, Catalina 45 monohull, J32 monohull, Center console vessels with outboard engines 12-40ft https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/1861eb38-29eb-40ec-8af5-3e989a01696b/SS-invert.png Home - Make it stand out Whatever it is, the way you tell your story online can make all the difference. https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/1651622852356-Q4O27P80NXBTWC24BWYG/IMG_0402.JPG Home https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/50a691d1-30f2-4a76-8066-5e96c9284e8b/2055DA83-8B93-4303-A14A-CD5B7666B311.jpeg Home https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/434485b7-857e-48f4-9788-4b9fe43e05b7/DD625A3C-79CB-4247-928B-509298711780.jpeg Home https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/a8d5e24c-2547-4170-9ed7-c8bd0fc2e011/IMG_1235.jpeg Home https://www.thesailingsessions.com/about daily 0.75 2024-02-26 https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/86d93c89-6bd9-4ea2-a6b9-f7a5e7adffa4/117300873_3489349767766608_5310900433632472109_n.jpg About I was born in the (Windy City) Chicago, IL but grew up in Marco Island, FL. Throughout my childhood, I was surrounded by water. There was plenty of ways to enjoy what the Ocean had to offer and so I started fishing from shore first then to swimming in the gulf, then on to my Dad’s kayak (in that order). I had a curiosity and desire to navigate the water in any way I could even after getting lost in the mangroves a few times. It wasn’t until the 9th grade that I sailed for the first time through an Outward Bound course thanks to a high school program. I learned the basics of sailing and how to live on a 30 ft wooden sailboat in the Florida Keys for 7 days. It was during this week that I caught the wind and was hooked thereafter. After high school I attended the University of South Florida in St. Petersburg, FL where I joined the sailing team and learned how to race on FJ, 420, and J24 sailboats. During the summers I would teach adults and kids how to sail with my sailing instructor certification I obtained during this time too. This took me to places such as the San Juan Islands , WA, Portland, ME, and St. Croix, USVI. After leaving college and trying to navigate life, I went back to my hometown of Marco Island and got my OUPV 6-pack Captains license. I started working on powerboats and sailboats doing tours in the 10,000 islands and FL Everglades areas and navigated the areas I once got lost in. I was able to work with older Captains and mentors and learned what it truly takes to be a boat Captain. I then purchased a 1982 Hunter 30 monohull sailboat for $7500 to live and sail on. This is where my life on the water really began. This is where everything clicked. This time in my life is when I was most conscious of my surroundings and in tune with Mother Nature. I’d like to share that experience with everyone through time spent out on the water. I started Sailing Sessions as an effort to get people sailing for the first time and at the same time relive the feeling of being on a sailboat for the first time myself. This company and (lifestyle) has helped me strengthen my passion and it is precisely why I go to the ocean every day to live a life working with Mother Nature and not against. https://www.thesailingsessions.com/services daily 0.75 2025-11-17 https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/1652639073710-76BJ6QMH2Z4WS4FWJVAL/unsplash-image-zHg5TXgVoGQ.jpg Services - Delivery Captain Tobias Keene, D.D.S. Hailing from Richmond, Virginia, Dr. Tobias Keene brings a bit of unabashed Southern hospitality to all his patients. He moved to Washington, D.C. over thirty years ago as a freshman at Ivy College. Right after graduation, he attended World University’s School of Dentistry. Before opening Keene Dental in 1994, he worked for free clinics and some of the finest practices in the District. He is part of the 123 Dental Association and stays up-to-date on the latest dental discoveries. When not striving to keep his patients happy and healthy, he’s enjoys hiking with his family in Rock Creek Park. https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/1652639101637-6T8E3IJ32XP0Q5AS3QSN/unsplash-image-3AEJ6imbQTo.jpg Services - Private Captain work Will provide private Captain services for your personal boat. Offering lessons and courses in docking, navigation, and basic boat maintenance to get you comfortable with your vessel or will Captain your vessel to your destination of choice. If you just purchased a boat or want to refresh your skills on your boat; Captain Paul will travel to where you and your boat are located. Will get you comfortable with docking your boat in your slip and give you pointers on how to perfect your docking and maneuvering. Will help you rig your boat and give you pointers on how to sail your boat fast and efficient. If you want to take your boat to a certain destination, Captain Paul will help you along the way. Local and International destinations will be considered. Emphasizing in safety and efficiency for the trip. https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/1652639151455-UZG64QG74U6NHAIMA2CK/unsplash-image-U9YrT6trizs.jpg Services - Sea Trial Tobias Keene, D.D.S. Hailing from Richmond, Virginia, Dr. Tobias Keene brings a bit of unabashed Southern hospitality to all his patients. He moved to Washington, D.C. over thirty years ago as a freshman at Ivy College. Right after graduation, he attended World University’s School of Dentistry. Before opening Keene Dental in 1994, he worked for free clinics and some of the finest practices in the District. He is part of the 123 Dental Association and stays up-to-date on the latest dental discoveries. When not striving to keep his patients happy and healthy, he’s enjoys hiking with his family in Rock Creek Park. https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/1652639187048-A9OOQXKQ7J51P2T0WX54/unsplash-image-58AiTToabyE.jpg Services - Sessions/Lessons Offering sailing lessons on my personal J32 sailboat with day or half day lessons in sailing, navigation of the water, docking, and basic boat maintenance. Offering sailing sessions including adventure day sails, half day sails, and sunset sails. Sessions can be personal offering your desired wishes. https://www.thesailingsessions.com/contact-2 daily 0.75 2022-04-28 https://www.thesailingsessions.com/contact daily 0.75 2022-05-16 https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/ff04bf86-1eb3-4173-9ed8-ee0068e86a91/Untitled+design+%2823%29.png Contact - Make it stand out Whatever it is, the way you tell your story online can make all the difference. https://www.thesailingsessions.com/sailing-sessions daily 0.75 2022-05-20 https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1618497259178-6XJGK9GR6YAVBQL5L519/20140301_Trade-151_012-2.jpg Sailing sessions https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1607694583486-2PQT0LQ193RL7MCB6DX4/20140228_Trade+151_0046.jpg Sailing sessions https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1607694644871-IC85FNH781UNZSZEGHDR/Aro+Ha_0428.jpg Sailing sessions https://www.thesailingsessions.com/boat-delivery daily 0.75 2022-05-20 https://images.squarespace-cdn.com/content/v1/61d79563faadab05245e308f/76196bc9-6ca3-4144-a1e6-0fcb174271d3/266075087_4942900625744841_3321561887385754776_n.jpg Boat Delivery Work with a trusted captain with experience for your next boat delivery needs. Delivery of vessels up to 100 GRT of either power or sail as quick as possible to destination. Vessel experience includes: Lagoon 45 Catamaran Fontaine Pajot 42 Catamaran Jeanueau 53 monohull Fountaine Pajot MY 44 Power Cat Jeaneau 50 monohull Benateau 49 monohull Catalina 45 monohull J32 monohull Center console vessels with outboard engines 12-40ft https://www.thesailingsessions.com/private-charter daily 0.75 2022-05-20 https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1618497259178-6XJGK9GR6YAVBQL5L519/20140301_Trade-151_012-2.jpg Private Charter https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1607694583486-2PQT0LQ193RL7MCB6DX4/20140228_Trade+151_0046.jpg Private Charter https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1607694644871-IC85FNH781UNZSZEGHDR/Aro+Ha_0428.jpg Private Charter https://www.thesailingsessions.com/sea-trials daily 0.75 2022-05-20 https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1618497259178-6XJGK9GR6YAVBQL5L519/20140301_Trade-151_012-2.jpg Sea Trials https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1607694583486-2PQT0LQ193RL7MCB6DX4/20140228_Trade+151_0046.jpg Sea Trials https://images.squarespace-cdn.com/content/v1/5ec321c2af33de48734cc929/1607694644871-IC85FNH781UNZSZEGHDR/Aro+Ha_0428.jpg Sea Trials