Key West, FL
| Rank | Year | Name | Category | Time |
|---|---|---|---|---|
| 1 | 2021 | Jordan Tropf | M 20-29 | 6:43:02 |
| 2 | 2018 | Cole Bataille | M 30-39 | 6:50:38 |
| 3 | 2013 | Alyson Allen | F 30-39 | 6:51:08 |
| 4 | 2011 | Tomasz Kochanowicz | M 30-39 | 6:55:20 |
| 5 | 2017 | Katalin Nagy | F 30-39 | 7:04:34 |
| 6 | 2013 | Katalin Nagy | F 30-39 | 7:10:48 |
| 7 | 2023 | Katalin Nagy | F 40-49 | 7:16:29 |
| 8 | 2018 | Phil Reed | M 40-49 | 7:21:00 |
| 9 | 2012 | Jonathan Swanson | M 40-49 | 7:29:39 |
| 10 | 2009 | Joe Ninke | M | 7:34:08 |
| 11 | 2011 | Bill Wenner | M 40-49 | 7:34:11 |
| 12 | 2018 | Tuan Nguyen | M 20-29 | 7:34:30 |
| 13 | 2016 | Sara Maltby | F 30-39 | 7:37:50 |
| 14 | 2011 | Jake Logan | M 30-39 | 7:40:04 |
| 15 | 2021 | Yasushi Sugita | M 50-59 | 7:40:06 |
| 16 | 2011 | Tatyana Spencer | F 30-39 | 7:41:20 |
| 17 | 2014 | Anita Vajda | F 30-39 | 7:44:14 |
| 18 | 2011 | Alice Henley | F 20-29 | 7:44:16 |
| 19 | 2012 | Katalin Nagy | F 30-39 | 7:44:29 |
| 20 | 2017 | Timothy Deer | M 50-59 | 7:48:44 |
| 21 | 2018 | Nate Edwards | M 30-39 | 7:49:36 |
| 22 | 2015 | Chris Van Smith | M 40-49 | 7:51:46 |
| 23 | 2022 | Katalin Nagy | F 40-49 | 7:52:19 |
| 24 | 2009 | Kyle Kugler | M | 8:02:18 |
| 25 | 2017 | Sara Maltby | F 30-39 | 8:07:59 |
| 26 | 2012 | Lewis Price | M 20-29 | 8:08:49 |
| 27 | 2011 | Marco Del Castillo | M 30-39 | 8:11:37 |
| 28 | 2017 | Jeffrey Adams | M 30-39 | 8:12:18 |
| 29 | 2015 | Rokas Zickevicius | M 20-29 | 8:14:41 |
| 30 | 2015 | Patrick Hrabos | M 20-29 | 8:14:49 |
| 31 | 2014 | Caryn Lubetsky | F 40-49 | 8:19:36 |
| 32 | 2015 | Caryn Lubetsky | F 40-49 | 8:19:41 |
| 33 | 2010 | Alice Henley | F | 8:22:20 |
| 34 | 2009 | Bill Wenner | M 40-49 | 8:22:32 |
| 35 | 2016 | Addie Green | F 30-39 | 8:23:28 |
| 36 | 2011 | Madeleine Zolfo | F 40-49 | 8:26:37 |
| 37 | 2021 | Erin Churchill | F 40-49 | 8:29:53 |
| 38 | 2019 | Sandra Pahl | F 40-49 | 8:29:54 |
| 39 | 2017 | Cole Bataille | M 30-39 | 8:30:11 |
| 40 | 2021 | Melinda Kelly | F 30-39 | 8:37:14 |
| 41 | 2021 | Ann Roberts | F 50-59 | 8:37:29 |
| 42 | 2012 | Alan Beckford | M 40-49 | 8:39:40 |
| 43 | 2012 | Dave Carver | M 50-59 | 8:40:05 |
| 44 | 2018 | Emily Collins | F 30-39 | 8:43:03 |
| 45 | 2017 | Matt Parker | M 50-59 | 8:43:48 |
| 46 | 2011 | Dane McElroy | M 20-29 | 8:44:48 |
| 47 | 2017 | Blain Reeves | M 50-59 | 8:46:03 |
| 48 | 2011 | Caleb Zurstadt | M 30-39 | 8:46:38 |
| 49 | 2010 | John O'Connell | M | 8:46:39 |
| 50 | 2017 | Geoff Steffee | M 40-49 | 8:47:02 |
| 51 | 2012 | Miles Medrano | M 40-49 | 8:47:53 |
| 52 | 2021 | Michael Williams | M 40-49 | 8:50:08 |
| 53 | 2014 | Jeff Dell | M 40-49 | 8:50:45 |
| 54 | 2012 | Mark Palamar | M 40-49 | 8:50:53 |
| 55 | 2015 | Tom Drummond | M 40-49 | 8:52:44 |
| 56 | 2013 | Juvam Palmeira | M 30-39 | 8:53:33 |
| 57 | 2014 | Mary Reeve | F 40-49 | 8:54:15 |
| 58 | 2014 | Margaret Alexson | F 40-49 | 8:54:16 |
| 59 | 2014 | Terry Sentinella | M 40-49 | 8:54:34 |
| 60 | 2017 | Lillie Smith | F 20-29 | 8:55:13 |
| 61 | 2012 | John Irmen | M 20-29 | 8:56:21 |
| 62 | 2010 | Viktoria Szilagyi | F | 8:56:30 |
| 63 | 2012 | Meg Perez | F 40-49 | 8:56:36 |
| 64 | 2009 | Mike Kittell | M | 8:57:25 |
| 65 | 2013 | Jawn Angus | M 30-39 | 8:59:06 |
| 66 | 2014 | George Meerdo | M 50-59 | 8:59:10 |
| 67 | 2017 | Keith Hanson | M 30-39 | 8:59:20 |
| 68 | 2009 | Erin Churchill | F | 8:59:50 |
| 69 | 2011 | Sara Medrano | F 30-39 | 8:59:58 |
| 70 | 2018 | John Regan | M 60-69 | 9:00:03 |
| 71 | 2018 | Jamie Spooner | F 40-49 | 9:00:35 |
| 72 | 2015 | Addie Green | F 30-39 | 9:03:15 |
| 73 | 2015 | Matthew Breidenstein | M 30-39 | 9:03:56 |
| 74 | 2009 | Dean Foley | M | 9:05:01 |
| 75 | 2018 | Philip Cromer | M 40-49 | 9:06:07 |
| 76 | 2012 | Noelani Taylor | F 30-39 | 9:06:26 |
| 77 | 2015 | Andrew Cortez | M 40-49 | 9:07:14 |
| 78 | 2011 | Chad Weller | M 30-39 | 9:07:49 |
| 79 | 2014 | Natalia Castaneda | F 30-39 | 9:08:38 |
| 80 | 2011 | Junior Rosa | M 40-49 | 9:10:49 |
| 81 | 2014 | Chris Corrigan | M 40-49 | 9:11:24 |
| 82 | 2010 | Eleno Corbo | M | 9:12:42 |
| 83 | 2010 | Junior Rosa | M | 9:14:56 |
| 84 | 2014 | Nick Garcia | M 30-39 | 9:15:11 |
| 85 | 2014 | Lyle Garver | M 60-69 | 9:15:28 |
| 86 | 2019 | Cinthia Espinosa Valdez | F 30-39 | 9:15:46 |
| 87 | 2018 | Shannon Sejeck | M 40-49 | 9:15:47 |
| 88 | 2011 | Talia Zahra | F 20-29 | 9:15:50 |
| 89 | 2011 | Carlos Arteaga | M 40-49 | 9:15:50 |
| 90 | 2014 | Stacy Czerwinski | F 40-49 | 9:15:54 |
| 91 | 2011 | Richard Garcia | M 30-39 | 9:16:39 |
| 92 | 2010 | Kathleen Doyle-O'Brien | F | 9:16:56 |
| 93 | 2013 | Luke Ashton | M 30-39 | 9:18:13 |
| 94 | 2015 | Aaron Freedman | M 50-59 | 9:18:34 |
| 95 | 2017 | Ryan Burgess | M 30-39 | 9:18:52 |
| 96 | 2015 | Leon Banister | M 30-39 | 9:19:01 |
| 97 | 2011 | Bill Thomas | M 30-39 | 9:19:28 |
| 98 | 2013 | Steve Brookner | M 50-59 | 9:20:15 |
| 99 | 2013 | Jordana Magin | F 30-39 | 9:22:21 |
| 100 | 2014 | Amy Costa | F 40-49 | 9:22:40 |
