Events Calendar

May 2026
Sun	Mon	Tue	Wed	Thu	Fri	Sat

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

Events Calendar

May 2026