Events Calendar

May 2026
Sun	Mon	Tue	Wed	Thu	Fri	Sat

26	27	28	29	30	1 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Happiest of Hours at The Corner Bar at Corahs’s Friday Sandwich Special at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	2 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany
3 Bottomless Mimosas at THE GALLEY RESTAURANT Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise All Day Happy Hour, Sundays at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	4 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise MARGARITA MONDAYS at San Miguels Happiest of Hours at The Corner Bar Monday Night Trivia with DJ Chuckie Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	5 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise TACO TUESDAY at San Miguels Happiest of Hours at The Corner Bar at Corahs’s Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	6 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	7 Senior* Discount 15% OFF Your Meal - Thankful Thursdays at The Galley Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Happiest of Hours at The Corner Bar at Corahs’s St Michaels Running Company Fit Friends Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	8 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Happiest of Hours at The Corner Bar at Corahs’s Friday Sandwich Special at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	9 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany
10 Bottomless Mimosas at THE GALLEY RESTAURANT Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise All Day Happy Hour, Sundays at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	11 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise MARGARITA MONDAYS at San Miguels Happiest of Hours at The Corner Bar Monday Night Trivia with DJ Chuckie Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	12 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise TACO TUESDAY at San Miguels Happiest of Hours at The Corner Bar at Corahs’s Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	13 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	14 Senior* Discount 15% OFF Your Meal - Thankful Thursdays at The Galley Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Happiest of Hours at The Corner Bar at Corahs’s St Michaels Running Company Fit Friends Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	15 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Happiest of Hours at The Corner Bar at Corahs’s Friday Sandwich Special at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	16 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany
17 Bottomless Mimosas at THE GALLEY RESTAURANT Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise All Day Happy Hour, Sundays at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	18 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise MARGARITA MONDAYS at San Miguels Happiest of Hours at The Corner Bar Monday Night Trivia with DJ Chuckie Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	19 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise TACO TUESDAY at San Miguels Happiest of Hours at The Corner Bar at Corahs’s Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	20 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	21 Senior* Discount 15% OFF Your Meal - Thankful Thursdays at The Galley Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Happiest of Hours at The Corner Bar at Corahs’s St Michaels Running Company Fit Friends Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	22 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Happiest of Hours at The Corner Bar at Corahs’s Friday Sandwich Special at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	23 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany
24 Bottomless Mimosas at THE GALLEY RESTAURANT Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise All Day Happy Hour, Sundays at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	25 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise MARGARITA MONDAYS at San Miguels Happiest of Hours at The Corner Bar Monday Night Trivia with DJ Chuckie Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	26 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise TACO TUESDAY at San Miguels Happiest of Hours at The Corner Bar at Corahs’s Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	27 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	28 Senior* Discount 15% OFF Your Meal - Thankful Thursdays at The Galley Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Happiest of Hours at The Corner Bar at Corahs’s St Michaels Running Company Fit Friends Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	29 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Happiest of Hours at The Corner Bar at Corahs’s Friday Sandwich Special at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	30 Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany
31 Bottomless Mimosas at THE GALLEY RESTAURANT Two Hour Chesapeake Day Sail on Lady Patty Two Hour Relaxing Chesapeake Day Sail on Epiphany Wine Tasting Cruise Beer Tasting Cruise Half-Day Private Sails Full-Day Private Sail Bachelorette/Bachelor Party Cruise Marriage Proposal Engagement Cruise All Day Happy Hour, Sundays at The Fool's Lantern Chesapeake Bay Sunset Champagne Cruise on Lady Patty Chesapeake Bay Sunset Champagne Cruise on Epiphany	1	2	3	4	5	6

Events Calendar

May 2026