| Trip | Departing | Returning |
|---|---|---|
| Showtime Live - Michael D'Amore | July 21st, 2020 | July 21st, 2020 |
| CHS - Garden Walk Buffalo | July 24th, 2020 | July 27th, 2020 |
| 9/11 Museum & Memorial, NYC | July 25th, 2020 | July 25th, 2020 |
| Yankees vs Red Sox at Yankee Stadium | July 26th, 2020 | July 26th, 2020 |
| Martha's Vineyard, MA - Ferry & Tour | August 1st, 2020 | August 1st, 2020 |
| Tanglewood - Boston Symphony Orchestra, Lenox, MA | August 2nd, 2020 | August 2nd, 2020 |
| Penn Dutch - Queen Esther | August 4th, 2020 | August 6th, 2020 |
| Woodbury Common Premium Outlets & Brotherhood Winery | August 8th, 2020 | August 8th, 2020 |
| Saratoga Races, NY | August 9th, 2020 | August 9th, 2020 |
| The Edwards Twins-The Aqua Turf | August 13th, 2020 | August 13th, 2020 |