Festival Schedule

Schedule Updated as of August 30, 2017

Click on the event links for additional information

Friday, October 27, 2017

Tour the Tall Ships (select ships only)
12:00-2:00pm / The Chestertown Waterfront – Free

Pub Fare on the River Packet
12:00-5:00pm / Onboard the River Packet at the Foot of High Street

SAIL THE TALL SHIPS (select ships only)
3:00-5:00pm / Departing from the Waterfront

Private Boat Arrival
3:00-5:00pm / Visible from the Waterfront

The Tall Ships Parade Home
4:30-5:00pm / Visible from the Waterfront

Food & Drink on the Waterfront
5:00-9:00pm / Festival Tent Behind the Fish Whistle Restaurant

Music: Shelby Hotwire
5:00-7:00pm / Festival Tent Behind the Fish Whistle Restaurant

Exhibit:  Marc Castelli – Swinging the Lantern / Oyster Bar
5:00-7:30pm / Massoni Art

Opening Reception:  Building Sultana – A Selection of Marc Castelli Paintings
5:00-7:00pm / Havemeyer Hall / Sultana’s Holt Center / 200 South Cross Street

Open-House at Sultana’s Holt Center
5:00-7:00pm / Sultana’s Holt Center / 200 South Cross Street

River Packet Fireworks Cruise and Dinner
6:00-8:00pm / Boarding at the Foot of High Street / $60

Tall Ships Illuminated
6:30-9:00pm / The Chestertown Waterfront

Lighted Boat Parade on High Street – THIS EVENT HAS BEEN CANCELLED
6:45pm / Visible Along High Street

Fireworks
7:30pm / The Chestertown Waterfront

Lecture: Street of Ships – The Recovery and Rebirth of New York’s South Street Seaport Museum with Jonathan Boulware, Executive Director
8:00pm / The Garfield Center for the Arts / 210 High Street

Music: The High & Wides
9:00pm – 1:00am / The Fish Whistle Restaurant

Saturday, October 28, 2017

Dock Dogs
8:00am – 5:00pm / Kingstown Farm, Home and Garden / 7119 Church Hill Road, Chestertown

Tour the Tall Ships 
9:00am-10:00am / Chestertown Waterfront – Free

Classic Cars and Boats – Ferrari Day
9:00am-5:00pm / Ferraris Arrive at 11:00am / Foot of High Street

Exhibit:  Building Sultana – A Selection of Marc Castelli Paintings
10:00am-4:00pm / Havemeyer Hall / Sultana’s Holt Center / 200 South Cross Street

Children’s Activities at the Holt Center
10:00am-4:00pm / Sultana’s Holt Center /  200 South Cross Street

Model Boat & Ship Exhibit at the Holt Center
10:00am-4:00pm / Sultana’s Holt Center /  200 South Cross Street

Exhibit: Marc Castelli – Swinging the Lantern
10:00am-7:00pm / Massoni Art / 203 High Street

River Arts Studio Tour
10:00am-5:00pm / Various Locations

SAIL THE TALL SHIPS
10:30am-1:00pm / Departing from the Waterfront

Ferrari Parade Down High Street with the Ferrari Club of America
11:00am (approx.) / Visible Along High Street

Food & Drink on the Waterfront
11:00am-5:00pm / Festival Tent Behind the Fish Whistle Restaurant

Music:  The Dovetail Trio
11:00am-1:00pm / Festival Tent Behind the Fish Whistle Restaurant

Book Talk: Jay Fleming on Working the Water
11:00am / The Book Plate / 112 S. Cross St.

Fish Fry & Drinks on the River Packet
11:00am-4:00pm / Onboard the River Packet at the Foot of High Street

Crab Skiff Rumble
11:30am / The Chestertown Waterfront

Tall Ships Parade Home
12:30-1:00pm / Visible from the Waterfront

Music: The Chestertown Ukulele Club
1:00-2:00pm / Festival Tent Behind the Fish Whistle Restaurant

SAIL ON THE TALL SHIPS
2:30-5:00pm / Departing from the Waterfront

Music: Hurdy-Gurdy at the Foot of High Street with Brian McCandless
3:00-4:00pm / Foot of High Street by the River Packet

Music: The Lions of Bluegrass
3:00-5:00pm / Festival Tent Behind the Fish Whistle Restaurant

Book Talk:  Wendy Mitman Clarke on Still Water Bending
3:00pm / The Book Plate /  112 S. Cross Street

Crab Skiff Rumble
3:30pm / The Chestertown Waterfront

The Tall Ships Parade Home
4:30-5:00pm / Visible from the Waterfront

Book Release:  Marc Castelli, Building Sultana
6:00pm / Swain Geography Classroom / Sultana’s Holt Center / 200 South Cross Street

Tall Ships Illuminated
6:30-9:00pm / The Chestertown Waterfront

View the Fleet Cruise & Dinner on the River Packet
7:00-9:00pm / Departing from the Foot of High St. / $40

Concert: Pam Ortiz Band
8:00pm / The Garfield Center for the Arts / 210 High Street / $15

Music: Levi Stephens and the Working Class
9:00pm – 1:00am / The Fish Whistle Restaurant

Sunday, October 29, 2017

Dock Dogs
8:30am – 2:30pm / Kingstown Farm, Home and Garden / 7119 Church Hill Road, Chestertown

Chester River Challenge 5k & Half Marathon
8:00am Registration / 9:00am Start / Wilmer Park

Classic Cars and Boats
10:00am-4:00pm / Foot of High Street

Sunday Brunch Cruise on the River Packet
10:00am-Noon / Departing from the Foot of High St. / $30

Tour the Tall Ships
10:00am-Noon / The Chestertown Waterfront – Free

River Arts Studio Tour
10:00am-5:00pm / Various Locations

Food & Drink on the Waterfront
11:00am-4:00pm / Festival Tent Behind the Fish Whistle Restaurant

Music: Dovetail Trio
11:00am-1:00pm / Festival Tent Behind the Fish Whistle Restaurant

Exhibit: Marc Castelli – Swinging the Lantern
11:00am-3:00pm / Massoni Art

Exhibit:  Building Sultana – A Selection of Marc Castelli Paintings
11:00am-4:00pm / Havemeyer Hall / Sultana Education Center / 200 South Cross Street

John Smith’s Chesapeake: An Interactive Voyage
11:00am/ Swain Geography Classroom / Sultana’s Holt Center / 200 S. Cross Street

SAIL THE TALL SHIPS
1:00-3:30pm / Departing from the Waterfront

Music: Benji Price 
1:30-3:00pm / Festival Tent Behind the Fish Whistle Restaurant

John Smith’s Chesapeake: An Interactive Voyage
2:00pm/ Sultana Education Center / 200 S. Cross Street

Tall Ships Parade Home
3:00-3:30pm / Visible from the Chestertown Waterfront

Cruise & Dinner on the River Packet
4:00-6:00pm / Departing from the foot of High St. / $30

Music: Eastern Shore Wind Ensemble
4:00-5:00pm / Emanuel Church / 101 N. Cross Street

Tall Ships Illuminated
6:30-9:00pm / The Chestertown Waterfront

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This schedule is subject to change. Please visit regularly for updates and additional details.