| ★ |  Sail Boston 2026 continues with free tours, events | WCVB Channel 5 Boston @wcvb | 42.0K | — | |
| 1 |  Thousands come to see the Tall Ships in Boston Harbor | WCVB Channel 5 Boston @wcvb | 161.8K | — | 95 |
| 17 |  Tartan Army leaves Boston with songs, kilts and lasting memories | WCVB Channel 5 Boston @wcvb | 117.4K | — | 88 |
| 10 |  Tall ships from around the world are visiting Boston | WCVB Channel 5 Boston @wcvb | 114.0K | — | 89 |
| 18 |  Vespucci's descendants visit ship named for explorer at Sail Boston | WCVB Channel 5 Boston @wcvb | 26.2K | — | 88 |
| 2 |  USS Constitution leads the Parade of Sail | WCVB Channel 5 Boston @wcvb | 17.8K | — | 92 |
| 19 |  Video: Hotter, humid days coming to Massachusetts | WCVB Channel 5 Boston @wcvb | 11.6K | — | 88 |
| 8 |  Go aboard the tall ships at Sail Boston | WCVB Channel 5 Boston @wcvb | 7.9K | — | 90 |
| 7 |  Portuguese tall ship brings hundreds of letters to Mass. students | WCVB Channel 5 Boston @wcvb | 7.5K | — | 90 |
| 14 |  Night of food, fun, fashion at Shellee Mendes White Party | WCVB Channel 5 Boston @wcvb | 4.1K | — | 89 |
| 13 |  Want to adopt these famous Massachusetts bridges? | WCVB Channel 5 Boston @wcvb | 3.7K | — | 89 |
| 5 |  CityLine: Boston Harbor Now | WCVB Channel 5 Boston @wcvb | 3.4K | — | 91 |
| 3 |  Sailors from around the world march in Boston parade | WCVB Channel 5 Boston @wcvb | 2.9K | — | 92 |
| 16 |  10,000 runners to take to Boston streets for B.A.A. 10K | WCVB Channel 5 Boston @wcvb | 2.6K | — | 88 |
| 4 |  Boston readies for World Cup, Sail Boston with safety plan | WCVB Channel 5 Boston @wcvb | 2.1K | — | 91 |
| 20 |  Peabody entrepreneur’s awnings are shaping Boston’s streetscape | WCVB Channel 5 Boston @wcvb | 2.0K | — | 88 |
| 11 |  Peabody's Lafuente Sign and Awning all about being seen | WCVB Channel 5 Boston @wcvb | 1.8K | — | 89 |
| 6 |  CityLine: A waterfront for all | WCVB Channel 5 Boston @wcvb | 1.6K | — | 90 |
| 15 |  Video: Icy start, sunny afternoon | WCVB Channel 5 Boston @wcvb | 1.2K | — | 89 |
| 12 |  CityLine: Boston's Neighborhood Business Guide | WCVB Channel 5 Boston @wcvb | 880 | — | 89 |
| 9 |  Editorial: May 1, 2026: A fresh start for the Sox? | WCVB Channel 5 Boston @wcvb | 260 | — | 89 |