- STBSP Ep, 113, The Great Chesapeake Bay Schooner Race with Paul Carroll and Jennifer Kaye of The Woodwinds! September 12, 2019
- STBSP Ep. 112, Hank Schmitt of Offshore Sailing Opportunities, SailOPO.com August 27, 2019
- STBSP, Ep 111, Rick Nelson, owner of the Annapolis Sailing School August 2, 2019
- STBSP Ep, 110, Chat with John Cosby of The Annapolis Sailing School July 23, 2019
- STBSP Ep, 109, Day Sailing with Miles Brown July 3, 2019
- STBSP Ep. 108, S/V Lissadell Shakedown Cruise of the Upper Chesapeake Bay, June 2019 June 17, 2019
- STBSP, Ep. 107, Rob Deane of the Baltimore County Sailing Center May 14, 2019
- STBSP EP, 106, Chris Smith of The Bonnie Boat Sailing Podcast. April 26, 2019
- STBSP Ep, 105, Cross Podcast with Single Handed Sailing Podcast host Matt Rutherford March 25, 2019
- STBSP Ep, 104, In Bed with The Atlantic Author Kitiara Pascoe March 13, 2019
- STBSP Ep. 103, Captain Gino’s 101 Tips for a Breezy Sailor Lifestyle! February 25, 2019
- STBSP Ep, 102, Kate Dawson from Annapolis Yacht Sales February 6, 2019
- STBSP Ep, 101, Performance Inflatable Cats with Red Beard Sailing January 24, 2019
- STBSP, Ep. 100!!!! Group Chat with Ms. Nora and Mr. Smoker on NYE 2018, State of the Nation January 7, 2019
- STBSP Ep, 99, Tom Raidna, Fan of the Show, Small Boat Sailor, ASA classes, and More! December 12, 2018
- STBSP Ep. 96, 2018 Annapolis Sailboat Show, part 1. October 26, 2018
- STBSP Ep, 95, Seafarers YC Gathering of National Heroes, The Path Less Traveled. October 15, 2018
- STBSP Ep. 94, Derrick Cogburn and the Sea Scouts, Ship 1959 September 25, 2018
- STBSP Ep, 93, Setting Sail with Sailing Saoirse! August 29, 2018
- STBSP Ep, 92, Peter Swanson, Author, Journalist, Editor from Passagemaker Magazine, sponsor of Trawlerfest upcoming in Baltimore, Sept 25-29. August 13, 2018
- STBSP Ep, 90, Marine Arts Workshop founder Marcus Asante. July 3, 2018
- STBSP, Ep, 89, EEEEEMails, and Lissadell update. June 22, 2018
- STBSP ep. 88, Annie Dike Part Three, Bahamas! A new song with sailboats and bays from Belly! May 22, 2018
- STBSP ep. 87, Burning the Socks once again, Lissadell Update, some David Ford and North East Corners. May 2, 2018
- STBSP, EP. 86, Author and Sailor Wendy Hinman April 11, 2018
- STBSP Ep. 85, Yours Truly Chats about money and almost free boats…… March 26, 2018
- STBSP Ep, 84, Fourth a chat with Matt Rutherford of The Ocean Research Project March 1, 2018
- STBSP Ep. 83, Vicki Hurt of The Annapolis Sailors Network February 12, 2018
- STBSP Ep. 82, Sit down with Capt. Michael Pittinger, part 2 February 6, 2018
- STBSP Ep, 81, Captain Michael Pittinger sit down, part 1. January 25, 2018
- STBSP Ep, 80, Rory and Kara Finneren, Sailing history, new boat and new sailing plans! January 5, 2018
- STBSP Ep, 79, New Boat News and Interview with Spinsheet Magazine’s Molly Winans! December 19, 2017
- STBSP Ep. 78, Lifes a Breeze with Captain Gino! November 24, 2017
- STBSP Ep, 77, 2017 Annapolis Sailboat Show wrap up part 2. November 2, 2017
- STBSP Ep, 76, 2017 Annapolis Boat Show Wrap Up, Part 1 October 19, 2017
- STBSP Ep. 75, Hostfull of One, Chesapeake Bay Cruise wrap up. October 6, 2017
- STBSP Ep, 74. Karen Haver skippers her all female Crew in the 2017 Sippy Cup Race September 16, 2017
- STBSP, Ep. 73 2017 Sippy Cup Race September 1, 2017
- STBSP EP, 72, Randall Reeves and the Figure 8 Voyage August 14, 2017
- STBSP Ep. 71, Maris Eshelman aboard S/V Amekaya in the Western Caribbean August 3, 2017
- STBSP Ep. 68, Matt Rutherford, Ocean Research Project, take three! May 22, 2017
- STBSP Ep. 67, Burning o’the socks 3, Tom Kennedy Salty Sailor, and North East Corners! May 2, 2017
- STBSP Ep. 66, Chat with Paul Matrangola, yacht broker from Tidewater Yachts, Havre D’grace, MD. April 13, 2017
- STBSP Ep, 65, Lori McDonald of Gypsy’s Apothecary wants to Sail Round The World! March 30, 2017
- STBSP, Ep 64, North East River Special with Capt. Scott Wells and The Irish Jasper Greens March 13, 2017
- STBSP Ep. 63, Trans At with Captain Yannick on a Cat! March 2, 2017
- Sail Loot Podcast with Teddy J and Jeffrey S. Wettig February 1, 2017
- STBSP Ep. 61, Chat with midwest sailor and writer Kevin Derr January 12, 2017
- STBSP Ep. 60, chat with Skipper Ryan Rayfield of S/V Libra, part 2 December 21, 2016
- STBSP, EP #58, 2016 Boat Show Part Two, Survey of vendors and friends. November 15, 2016
- STBSP #57 2016 International Sailing New Media Summit at the Annapolis Boat Show! November 2, 2016
- STBSP Ep. 56, Peter Trogdon from Weems & Plath October 13, 2016
- STBSP Ep. 54, Bay Sailor Derrick Cogburn August 22, 2016
- STBSP Ep, 53, Julie Tipton crews on S/V Fiona August 6, 2016
- STBSP Ep. 52, The Rehabilitation of Skipjack Martha Lewis July 13, 2016
- STBSP Ep. 51, Dobbs and Suzanne Fryberger from Walden Rigging June 10, 2016
- STBSP Ep. 50! An anniversary celebratory Hostfull Chat and Retrospective May 30, 2016
- STBSP Ep. 49, Thrice a Chat with Kamau from Iandi Boats May 11, 2016
- STBSP Ep. #47 Mike and Rebecca from Zero To Cruising! April 20, 2016
- STBSP Ep, 46, Capt. Ken Henry, Part 2 April 1, 2016
