| Event Start Date | Event Type | Destination or Event |
| 1/4/2019 | Social | Set Up for Change of Watch |
| 1/5/2019 | Social | Change of Watch |
| 1/7/2019 | Business | Board Meeting |
| 1/14/2019 | Business | Business Meeting |
| 1/15/2019 | Kayak | Kayaking Shell Creek |
| 1/16/2019 | Power | Boca Grande Marina |
| 1/16/2019 | Sail | Fort Myers Beach |
| 1/17/2019 | DayCruise | Boca Grande - Millers |
| 1/19/2019 | Social Other | Shreve Street Clean-Up |
| 1/20/2019 | Social Other | Cahal Dunne Entertainment SOLD OUT |
| 1/25/2019 | Social | Attitude Adjustment |
| 2/1/2019 | Social | Trivia Night |
| 2/4/2019 | Business | Board Meeting |
| 2/8/2019 | Power | Let's Meet Up - Tween Waters |
| 2/11/2019 | Business | Business Meeting |
| 2/12/2019 | DayCruise | Laishley Crab House |
| 2/13/2019 | Social | Set Up Valentines Day Party |
| 2/14/2019 | Social | Valentines Day Party |
| 2/19/2019 | Kayak | Kayaking Imperial River |
| 2/22/2019 | Power | Bert's Bar, Matlacha |
| 2/22/2019 | Social | Attitude Adjustment |
| 2/23/2019 | DayCruise | Bert's Bar - NEED A LEADER |
| 3/2/2019 | Outside Social | Broadway Palm |
| 3/4/2019 | Business | Board Meeting |
| 3/9/2019 | Power & Sail | Let's Meet Up |
| 3/11/2019 | Business | Business Meeting |
| 3/12/2019 | Outside Social | Nautical Treasure Hunt |
| 3/14/2019 | Social | Trivia Night |
| 3/15/2019 | Sail | Pelican Bay, Tunnel of Love |
| 3/19/2019 | Kayak | Kayaking Lettuce Lake to Nav-A-Gator |
| 3/21/2019 | Outside Social | Royal Lippizaner Stallions Show |
| 3/22/2019 | Power & Sail | Burnt Store Marina |
| 3/22/2019 | Social | Attitude Adjustment |
| 3/29/2019 | Social | Set Up Ladies Tea |
| 3/30/2019 | Social | Ladies Tea |
| 4/1/2019 | Business | Board Meeting |
| 4/2/2019 | DayCruise | Waterside Grill |
| 4/5/2019 | Social | Set Up Commodore's Picnic |
| 4/6/2019 | Social | Commodore's Picnic |
| 4/8/2019 | Business | Business Meeting |
| 4/10/2019 | Power | Twin Dolphin, Bradenton |
| 4/10/2019 | Power | Cruise to Sarasota - Gulfport and Beyond |
| 4/10/2019 | Sail | Twin Dolphin, Bradenton |
| 4/16/2019 | Kayak | Kayaking Myakka River at Snook Haven |
| 4/17/2019 | Social | Bingo Night |
| 4/19/2019 | Social | Set Up Luau |
| 4/20/2019 | Social | Hawaiian Luau |
| 4/26/2019 | Social | Attitude Adjustment |
| 5/4/2019 | DayCruise | Don Pedro Island - NEED A LEADER |
| 5/4/2019 | Social | Set Up Cinco de Mayo |
| 5/5/2019 | Social | Cinco de Mayo |
| 5/6/2019 | Business | Board Meeting |
| 5/7/2019 | Sail | Tarpon Point Marina |
| 5/10/2019 | Power | South Seas Marina |
| 5/13/2019 | Business | Business Meeting |
| 5/16/2019 | Social | Movie Night |
| 5/21/2019 | Kayak | Kayaking Don Pedro Island |
| 5/24/2019 | Power | Boating and Camping Weekend - Franklin Locks, Alva FL |
| 5/24/2019 | RV/Camping | Frankin Locks - Camping |
| 5/24/2019 | Social | Attitude Adjustment |
| 6/1/2019 | Social | Bingo, Pizza and Beer |
| 6/3/2019 | Business | Board Meeting |
| 6/8/2019 | DayCruise | Rum Bay |
| 6/10/2019 | Business | Business Meeting |
| 6/13/2019 | Outside Social | Wisteria Room Ladies Tea |
| 6/14/2019 | Power | Aquamarina/Don Pedro |
| 6/14/2019 | Sail | Engelwood |
| 6/18/2019 | Kayak | Kayaking Phillippi Creek Trail, Sarasota |
| 6/28/2019 | Social | Attitude Adjustment |
| 7/1/2019 | Business | Board Meeting |
| 7/3/2019 | Social | Set Up July 4th Party |
| 7/4/2019 | Social | July 4th Party |
| 7/8/2019 | Business | Business Meeting |
| 7/16/2019 | Kayak | Kayaking Placida - Full Moon Paddle |
| 7/17/2019 | Sail | Scalloping |
| 7/18/2019 | Social | Movie Night |
| 7/19/2019 | Power | Tween Waters |
| 7/25/2019 | DayCruise | Navigator |
| 7/25/2019 | Outside Social | Dinner at Carmelo's Restaurant |
| 7/26/2019 | Social | Attitude Adjustment |
| 8/1/2019 | Sail | Lobstering - Date to be Determined |
| 8/5/2019 | Business | Board Meeting |
| 8/7/2019 | DayCruise | Scotty's Brew Pub |
| 8/9/2019 | Social | Set Up Dinner and Games Night |
| 8/10/2019 | Social | Simple Dinner and Games |
| 8/12/2019 | Business | Business Meeting |
| 8/16/2019 | Power | TO BE DETERMINED - NEED IDEAS |
| 8/20/2019 | Kayak | Sunset Paddle at Ponce Park |
| 8/22/2019 | Outside Social | Dinner and Darts at the Ice House |
| 8/23/2019 | Social | Attitude Adjustment |
| 9/2/2019 | Business | Board Meeting |
| 9/9/2019 | Business | Business Meeting |
| 9/12/2019 | Power & Sail | Lets Meet Up - Date to be Determined |
| 9/14/2019 | DayCruise | Poker Run |
| 9/14/2019 | Power | Pink Shell Marina |
| 9/17/2019 | Kayak | Kayaking Manatee River, Bradenton |
| 9/27/2019 | Social | Attitude Adjustment |
| 9/28/2019 | Outside Social | Oktoberfest at Sandra's Restaurant |
| 10/4/2019 | Social | Set Up Blessing of the Fleet |
| 10/5/2019 | Power & Sail | Blessing of the Fleet |
| 10/7/2019 | Business | Board Meeting |
| 10/12/2019 | Social | Western Shindig #2 |
| 10/14/2019 | Business | Business Meeting |
| 10/15/2019 | Kayak | Kayaking Fisheating Creek, Palmdale |
| 10/18/2019 | Power | Don Pedro Island |
| 10/18/2019 | Sail | Don Pedro Island |
| 10/23/2019 | Social | Set Up Shindig |
| 10/25/2019 | Social | Attitude Adjustment |
| 11/1/2019 | Social | Set Up Ladies Lunch |
| 11/2/2019 | Social | Ladies Luncheon |
| 11/4/2019 | Business | Board Meeting |
| 11/8/2019 | Social | Set Up Commodore's Ball |
| 11/9/2019 | Social | Commodore's Ball |
| 11/11/2019 | Business | Business Meeting |
| 11/15/2019 | Power & Sail | Autumn Extravaganza |
| 11/16/2019 | DayCruise | Autumn Extravaganza - DAY CRUISERS |
| 11/19/2019 | Kayak | Kayak Jiggs Landing to Linger Lodge, Bradenton |
| 11/22/2019 | Social | Attitude Adjustment |
| 11/30/2019 | Social | Decorate for Christmas |
| 12/2/2019 | Business | Board Meeting |
| 12/9/2019 | Business | Business Meeting |
| 12/10/2019 | Power | Barnacle Phil's |
| 12/13/2019 | Social | Set Up Christmas Party |
| 12/14/2019 | Social | Christmas Party |
| 12/17/2019 | Kayak | Kayaking Myakka River State Park, Sarasota |
| 12/27/2019 | Social | Attitude Adjustment |
| 12/30/2019 | Social | Un-decorate the Club |
| 12/31/2019 | Power & Sail | New Years Eve - Burnt Store |