| Old Port Sea Grill & Raw Bar | Ends in 45 min | Restaurant | Mon–Sun | 3 PM – 6 PM | Moat Mountain draft beers (Czech Pilsner, Scotties IPA, Bone Shaker Brown Ale), House White or House Red +2 | $$$ |
| The Armory Lounge | Ends in 45 min | Cocktails | Mon–Sun | 3 PM – 6 PM | — | $$ |
| Bonfire Country Bar Portland | Ends in 1h 45m | Bar | Mon–Sun | 4 PM – 7 PM | Fries & Beer, Burger +3 | $ |
| Maps | Ends in 45 min | Bar | Mon–Sun | 4 PM – 6 PM | Mini pitchers most drafts, .5L Paulaner lagers +2 | $$ |
| The Corner Room Italian Kitchen & Bar | Ends in 45 min | Restaurant | Tue–Sat | 4 PM – 6 PM | — | $$ |
| The Grill Room & Bar | Ends in 45 min | Restaurant | Mon–Sun | 4 PM – 6 PM | Shipyard Draft Beers, Select Wines | $$$$ |
| Cocktail Mary | Ends in 1h 45m | Cocktails | Thu–Sat | 5 PM – 7 PM | Cocktails | $ |
| Wharf Street Yacht Club | Ends in 1h 45m | Restaurant | Wed–Sun | 5 PM – 7 PM | Dozen oysters, Lobster Roll | $ |
| Amigos Mexican Restaurant & Bar |
| Restaurant | Sat–Sun | 12 PM – 3 PM | House Margaritas, Select Crafts on Draft | $$ |
| Harbor Bistro + Terrace |
| Restaurant | Mon–Sun | 3 PM – 5 PM | — | $$$ |
| Rigby Yard |
| Restaurant | Mon–Fri | 2 PM – 5 PM | — | $$ |
| Evo Kitchen + Bar |
| Restaurant | Tue–Fri | 4 PM – 6 PM | Wines by the glass, All cocktails +6 | $$ |
| The Independent Ice Co. |
| Bar | Mon–Fri | 4 PM – 6 PM | Hot Honey Chicken Tenders, Happy Hour Charcuterie +9 | $$ |
| Three Dollar Deweys |
| Pub | Mon–Fri | 4 PM – 6 PM | — | $$ |
| TIQA |
| Restaurant | Mon, Thu–Fri | 4:30 PM – 6 PM | — | $$ |
| Hunt & Alpine |
| Bar | Tue–Fri | Until 6 PM | — | $$ |