Open Search Modal

St. Michaels Wine Tasting Cruise!

St. Michaels Wine Tasting Cruise!

St. Michaels Sailing Charters | 101 North Harbor Road, Saint Michaels, MD 21663, United States
WebsiteDirections

Your Wine Tasting ExperienceDiscover a truly unforgettable wine tasting cruise on the Chesapeake Bay. After boarding, youll set sail from historic St. Michaels and enjoy the gentle Bay breezes as…

Other Upcoming Events

2026 SMAL Members’ Photography Show!
NOV 1 – NOV 30

2026 SMAL Members’ Photography Show!

An annual photography exhibition by St. Michaels Art League members, featuring fine-art photography in a va…

Works on Paper by Stephen Walker
NOV 4 – JAN 31

Works on Paper by Stephen Walker

An exhibition featuring the work of nationally award-winning artist Stephen Walker, including oil paintings…

David Rathbone: Big Water
NOV 6 – JAN 2

David Rathbone: Big Water

A gallery exhibition of photographs, prints, and woodwork exploring landscapes and the relationship between…

Two if by Sea Special Dinner Series
DEC 18 – APR 16

Two if by Sea Special Dinner Series

Experience a special themed dinner series at Two if by Sea in Tilghman Island:November 6th – Day of the Dea…

From Sea to Shining Sea: American Landscape Painting, 1850–1950
NOV 7 – MAY 23

From Sea to Shining Sea: American Landscape Painting, 1850–1950

An Academy Art Museum exhibition exploring a century of American landscape painting through nearly 50 works…

Waterfowl Festival Premier Night Tickets
NOV 12 – NOV 15

Waterfowl Festival Premier Night Tickets

Experience the Waterfowl Festival at its finest with VIP access. This elevated ticket includes everything i…

55th Annual Waterfowl Festival
NOV 13 – NOV 16

55th Annual Waterfowl Festival

A three-day Easton festival celebrating Eastern Shore wildlife, nature, art, heritage, food, and outdoor tr…

DockDogs® Jumping Competition
NOV 13 – NOV 15

DockDogs® Jumping Competition

A family-friendly dock-diving competition featuring dogs competing in distance and height jumping events.

Art at Framptom
NOV 14 – NOV 15

Art at Framptom

A Waterfowl Festival gallery experience featuring artists, sculptors, carvers, and painters, with music and…

Kids Fishing Derby
NOV 13 – NOV 15

Kids Fishing Derby

A family activity at Bay Street Ponds with Maryland Department of Natural Resources staff and a mobile fish…

Art at PNC Pavilion
NOV 13 – NOV 15

Art at PNC Pavilion

Waterfowl Festival gallery featuring artists, sculptors, carvers, and painters.

Copley at the Academy
NOV 13 – NOV 15

Copley at the Academy

The Golden Age of American Sporting Art: works by A. B. Frost, Frank W. Benson, A. L. Ripley, and Ogden Ple…

Chesapeake Bay Sunset Champagne Sail
NOV 14 – NOV 16

Chesapeake Bay Sunset Champagne Sail

Relax as you sail into golden hour on the Chesapeake Bay, sipping champagne while the sun sets aboard Lady…

Easton Farmers Market
NOV 14 – DEC 26

Easton Farmers Market

Produce, vegetables, baked goods (including "The Bread Guy"), artisans, and coffee. Pedestrian market, plen…

St. Michaels Farmers Market
NOV 14 – NOV 21

St. Michaels Farmers Market

A free weekly producer-only farmers market and community gathering space featuring the Eastern Shore's best…

Floral Atelier
NOV 14 – FEB 27

Floral Atelier

Whether it's Mother's Day or any day, treat yourself to a three-hour intensive floral arranging class with…

2026 Model Boat Show & Fall Festival - Fun for the Whole Family!
NOV 14

2026 Model Boat Show & Fall Festival – Fun for the Whole Family!

Regional model boat builders exhibit and sales, with an oyster raw bar, craft beers, Bloody Marys, live mus…

Model Boat Show & Fall Festival - Fun for the Whole Family!
NOV 14

Model Boat Show & Fall Festival – Fun for the Whole Family!

November 14, 2026, 10:00am – 4:00pm Model Boat Show & Fall Festival – Fun for the whole family! This is…

Margaret Rorison: 16mm Analog Motion Picture Workshop
NOV 14

Margaret Rorison: 16mm Analog Motion Picture Workshop

A one-day filmmaking workshop covering the 16mm Bolex Reflex Camera, film exposure, in-camera editing, coll…

Tom Gerni
NOV 14

Tom Gerni

Tom Gerni

Silhouette Painting Activity
NOV 14

Silhouette Painting Activity

Children will paint a silhouette of a ruby-throated hummingbird. Pre-registration is required, and only one…

Kids’ Calling Clinic – Goose
NOV 14

Kids’ Calling Clinic – Goose

A hands-on youth clinic where participants learn goose-calling techniques and receive their own calls donat…

Assateague Scales and Tails: Reptile Round-Up
NOV 14

Assateague Scales and Tails: Reptile Round-Up

A live animal talk exploring reptiles, including their behaviors, adaptations, habitats, and roles in ecosy…

Birds of Prey
NOV 14

Birds of Prey

An outdoor display of raptors, including eagles and owls, with information about these hunters and their ro…

The Chesapeake Mermaid Show: Giants of the Bay
NOV 14

The Chesapeake Mermaid Show: Giants of the Bay

Join us for story time, crafts, and lots of fun activities each day of the Waterfowl Festival!

ARTIST SPOTLIGHT | Live Painting
NOV 14

ARTIST SPOTLIGHT | Live Painting

Live Painting Demo with Lori Simmerman Goll Saturday, November 14 · 11 a.m.–4 p.m.The Market at Dover Stati…

Sample Saturdays: Free Wine Tasting at Simpatico, Italy's Finest
NOV 14 – DEC 26

Sample Saturdays: Free Wine Tasting at Simpatico, Italy's Finest

Are you a lover of Italian wines? In addition to our complimentary daily wine tastings, join us every Satur…

Let's Draw Some Ducks and Other Funny Animals!
NOV 14

Let's Draw Some Ducks and Other Funny Animals!

Author/Illustrator Timothy Young loves drawing animals, especially funny ones. For Waterfowl Festival, Tim…

The Valle d'Aosta Italian Table: A Regional Food & Wine Experience - 2 Times: 12 Noon or 2:00 PM
NOV 14

The Valle d'Aosta Italian Table: A Regional Food & Wine Experience – 2 Times: 12 Noon or 2:00 PM

Transport yourself to the heart of Valle D' Aosta for an afternoon of authentic regional flavors, handcraft…

Drawing with Tim Young Activity
NOV 14

Drawing with Tim Young Activity

Learn fun ways to draw funny ducks, weird ducks, and other silly animals. After the program, Timothy Young…

Guided exhibition tour of The Golden Age of American Sporting Art
NOV 14

Guided exhibition tour of The Golden Age of American Sporting Art

A guided walk through The Golden Age of American Sporting Art exhibition, led by Copley Fine Art Specialist…

Federal Duck Stamp Artists Bob Hautman
NOV 14

Federal Duck Stamp Artists Bob Hautman

Bob Hautman, winner of the 2026 Federal Duck Stamp Contest, discusses becoming a four-time champion and ans…

Kids' Night at the Museum
NOV 14 – NOV 15

Kids' Night at the Museum

Pizza, games, and crafts, oh my! Join CBMM’s Education Team for an evening packed with creative fun. Partic…

Fitzkee Brothers
NOV 14 – NOV 15

Fitzkee Brothers

A live music performance by the Fitzkee Brothers during the Waterfowl Festival. Doors open at 6:30 PM; an a…

Fitzkee Brothers
NOV 15

Fitzkee Brothers

“The mini f’ing Allman Brothers!” Post Malone Orchestra Area: General Admission – Standing Room Only – Danc…

Next Generation Showcase '26
NOV 15

Next Generation Showcase '26

A concert recital featuring rising piano stars from around the world. The showcase culminates a residency a…

The Lost Trees of Willow Avenue with Mike Tidwell
NOV 15

The Lost Trees of Willow Avenue with Mike Tidwell

A free presentation of the Ecological Landscaping Speaker Series & Native Garden Tours.

Family Funday Sunday
NOV 15 – DEC 27

Family Funday Sunday

CBMM is bringing fun to the end of your weekend with Family Funday Sundays presented by PNC Bank! For…

The Chesapeake Mermaid Show: Century Island
NOV 15

The Chesapeake Mermaid Show: Century Island

Join us for story time, crafts, and lots of fun activities each day of the Waterfowl Festival! The Chesapea…

Assateague Scales and Tails: Reptile Round-Up
NOV 15 – NOV 16

Assateague Scales and Tails: Reptile Round-Up

Discover the fascinating world of reptiles through this live animal talk. Learn about their unique behavior…