| ★ |  Germany's Gorch Fock wins Five Sisters Cup | WCVB Channel 5 Boston @wcvb | 39.2K | — | |
| 2 |  Thousands come to see the Tall Ships in Boston Harbor | WCVB Channel 5 Boston @wcvb | 161.8K | — | 88 |
| 9 |  Sail Boston 2026 continues with free tours, events | WCVB Channel 5 Boston @wcvb | 42.0K | — | 86 |
| 4 |  Vespucci's descendants visit ship named for explorer at Sail Boston | WCVB Channel 5 Boston @wcvb | 26.2K | — | 87 |
| 1 |  USS Constitution leads the Parade of Sail | WCVB Channel 5 Boston @wcvb | 17.8K | — | 88 |
| 3 |  Portuguese tall ship brings hundreds of letters to Mass. students | WCVB Channel 5 Boston @wcvb | 7.5K | — | 87 |
| 17 |  Scottish and Moroccan fans bring World Cup spirit to Foxborough | WCVB Channel 5 Boston @wcvb | 3.9K | — | 85 |
| 20 |  Want to adopt these famous Massachusetts bridges? | WCVB Channel 5 Boston @wcvb | 3.7K | — | 85 |
| 12 |  Brazil-France friendly gives Boston, MBTA a World Cup preview at Gillette Stadium | WCVB Channel 5 Boston @wcvb | 3.3K | — | 86 |
| 11 |  Sailors from around the world march in Boston parade | WCVB Channel 5 Boston @wcvb | 2.9K | — | 86 |
| 16 |  Mass. leaders warn World Cup crowds could fuel human trafficking as matches near | WCVB Channel 5 Boston @wcvb | 2.7K | — | 85 |
| 18 |  Lokedi, Kiprop win women's and men's titles for annual B.A.A. 10K in Boston | WCVB Channel 5 Boston @wcvb | 2.5K | — | 85 |
| 5 |  Boston readies for World Cup, Sail Boston with safety plan | WCVB Channel 5 Boston @wcvb | 2.1K | — | 87 |
| 13 |  Plan ahead as thousands head to Foxborough for World Cup match | WCVB Channel 5 Boston @wcvb | 1.8K | — | 86 |
| 6 |  Sportscenter 5 speaks with men's winner of B.A.A. 10K | WCVB Channel 5 Boston @wcvb | 1.6K | — | 87 |
| 7 |  Francois Methot named Boston Fleet head coach | WCVB Channel 5 Boston @wcvb | 1.5K | — | 87 |
| 14 |  5 for Good: Cape Cod volunteers transform bedrooms for kids in need | WCVB Channel 5 Boston @wcvb | 1.2K | — | 85 |
| 15 |  Rescuers speak after two brothers, dog saved from sinking sailboat in Essex River | WCVB Channel 5 Boston @wcvb | 1.1K | — | 85 |
| 19 |  New Bedford officers rescue fisherman from icy waters | WCVB Channel 5 Boston @wcvb | 1.1K | — | 85 |
| 8 |  Annual 5K honors Colleen Ritzer’s legacy | WCVB Channel 5 Boston @wcvb | 261 | — | 86 |
| 10 |  Editorial: May 1, 2026: A fresh start for the Sox? | WCVB Channel 5 Boston @wcvb | 260 | — | 86 |