Happy Hour Menu
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Round trip fare: $50 per person
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30 minute trip...
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Round trip fare: $50 per person
- 30 minute trip to island, 1 hour dining, 30 minutes back
- Rose glass included
FLAPPY HOUR is back by popular demand HOp aboard the stunning Calista Ann, Sail Portland Maine's motored picnic boat, and make your way through Casco Bay to Crown Jewel with a glass of rose in hand. The round trip fare is $50 per person. Expect a 30 minute trip out to the island, an hour of dining (1.5 hours for brunch excursions) and 30 minutes back to the mainland. Charters depart from Fore Points Marina in downtown Portland. For further information, please contact Sail Portland Maine directly at sailportlandmaine@gmail.com . Book Now Note that both individual and group reservations (of up to 12 guests) are available.
2025 Dates
Memorial Day Weekend
Day Depart Portland Return Portland
Friday, 5/23 2:30 pm 4:30 pm
Saturday, 5/24 10:30 am 1:00 pm
Sunday, 5/25 10:30 am 1:00 pm
Monday, 5/26 10:30 am 1:00 pm
Wednesday or Thursday Flappy Hour
Every Wednesday & Thursday from 6/18–8/27
Day Depart Portland Return Portland
Wednesdays 2:30 pm 4:30 pm
Thursdays 2:30 pm 4:30 pm
Friday Flappy Hour Shoulder season only
Day Depart Portland Return Portland
Friday, 5/30 2:30 pm 4:30 pm
Friday, 6/6 2:30 pm 4:30 pm
Friday, 6/13 2:30 pm 4:30 pm
Friday, 9/5 2:30 pm 4:30 pm
Friday, 9/12 2:30 pm 4:30 pm
Sunday Brunch
Every Sunday from 5/25–9/14
Day Depart Portland Return Portland
Sundays 10:30 am 1:00 pm
12:00 pm 2:30 pm

255 Diamond Ave