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Schooner Woodwind
Jennifer Kaye

Along Roots & Tides

From Annapolis to Prince Frederick

Explore the timeless traditions and deep maritime roots of Western Shore towns along the Chesapeake Bay. Go sailing, bird watching, museum hopping, or just relax on a sandy beach.

 

Schooner Woodwind
Jennifer Kaye
  • Drive the Roots & Tides Scenic Byway
  • Join a colonial-era guide on a walking tour of Maryland’s state capital of Annapolis
  • Take a 2-hour Schooner Woodwind cruise from Annapolis dock
  • See the beautiful woodland and ornamental gardens at Historic London Town & Gardens
  • Paddle the tidal marsh at Jug Bay Wetlands Sanctuary
  • Explore 22 miles of hiking trails at the American Chestnut Land Trust
  • Enjoy Chesapeake Bay views while lunching at the Rod n’ Reel Restaurant in Chesapeake Beach
  • Soak up the Tuscany vibes at Running Hare Vineyard
  • Walk the elevated boardwalk through the northernmost stands of bald cypress trees in North America at the Battle Creek Cypress Swamp
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Places Mentioned

Scenic Byways-Roots and Tides Photo
Attractions, Accommodations, & Dining

Scenic Byways-Roots and Tides

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Racing Boats Sunset 1200x800 Photo
Attractions, Accommodations, & Dining

Annapolis Sailing Cruises: Schooner Woodwind

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Jug Bay Natural Area  Photo
Attractions, Accommodations, & Dining

Jug Bay Natural Area

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Attractions, Accommodations, & Dining

American Chestnut Land Trust

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Rod 'N' Reel Restaurant exterior view Photo
Dining

Rod 'N' Reel Restaurant

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Running Hare Vineyard Photo
Arts & Culture

Running Hare Vineyard

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People hiking Photo
Attractions, Accommodations, & Dining

Battle Creek Cypress Swamp Sanctuary

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50% Off Anything on the Menu @ Hearth & Hops Tavern

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Platinum Deal: $24 Thursday Night 4hr Tubing Sessions

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Senior and Veteran Day at Harford Vineyard

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Wine Country Date Night Special

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Lexington Park

Weekend Getaway: Spirits of Maryland in St. Mary's County (multiple hotel options)

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Cumberland

Spring into Adventure – Save 20% on 2-Night Stays

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