Red Eye's Dock Bar: A Waterfront Escape

Watermen's Monument

Explore Watermen's Monument in Grasonville, MD—a tribute to the Chesapeake Bay's watermen and a serene spot for history and nature lovers.

Eastern Neck Island

Experience the serene beauty of Eastern Neck Island, a hidden gem in Maryland, known for its stunning landscapes and abundant wildlife.

Eastern Bay

Experience the tranquility of Eastern Bay, Maryland - a hidden gem perfect for outdoor adventures, scenic views, and peaceful moments by the water.

Bennett's Chapel Historical Site

Explore the serene beauty and rich history of Bennett's Chapel Historical Site in Queenstown, Maryland, a true gem for history enthusiasts and travelers alike.

Wye Island

Discover Wye Island, a serene natural retreat in Maryland, rich in wildlife, stunning landscapes, and perfect for outdoor adventures and relaxation.

Baltimore Harbor Light

Explore the historic Baltimore Harbor Light, a symbol of maritime heritage offering stunning views and a glimpse into the past on the Chesapeake Bay.

Wades Point Inn On The Bay

Experience the charm of Wades Point Inn On The Bay, a historical retreat offering cozy accommodations and stunning Chesapeake Bay views.

Armel-Leftwich Visitor Center

Explore Annapolis through the lens of history at the Armel-Leftwich Visitor Center, your gateway to the Naval Academy and beyond.

Steamboat Building of CBMM

Explore the maritime history of the Chesapeake Bay at the Steamboat Building of CBMM in St. Michaels, a treasure trove of exhibits and artifacts.

Mitchell House

Immerse yourself in the maritime history of St. Michaels at Mitchell House, a captivating museum on the shores of the Chesapeake Bay.

Waterman's Wharf

Explore Waterman's Wharf, a maritime museum in St. Michaels, MD, showcasing the Chesapeake Bay's rich history and vibrant waterman culture.

Annapolis Waterfront Hotel, Autograph Collection

Experience luxury and stunning waterfront views at the Annapolis Waterfront Hotel, your perfect getaway in the heart of Maryland.

Small Boat Shed

Explore the rich maritime heritage of the Chesapeake Bay at the Small Boat Shed, a captivating museum in St. Michaels, Maryland.

Chesapeake Bay Maritime Museum Parking Lot

Explore the Chesapeake Bay Maritime Museum and the charming town of St. Michaels, Maryland, from this convenient parking lot.

Flag House Inn

Discover comfort and charm at Flag House Inn, a delightful bed and breakfast in the heart of historic Annapolis, Maryland.

Kent Island Heritage Society

Explore the Kent Island Heritage Society, a museum showcasing the rich maritime history and cultural heritage of Kent Island, Maryland.

Chesapeake Bay Environmental Center

Explore the Chesapeake Bay Environmental Center, a unique blend of nature, education, and recreation in the heart of Maryland.

Old Love Point Park

Explore the tranquility of Old Love Point Park in Stevensville, Maryland, where nature meets recreation along the Chesapeake Bay.

Cascia Vineyards & Winery

Discover the beauty and flavors of Cascia Vineyards & Winery, a charming destination in Stevensville, Maryland, perfect for wine lovers and tourists alike.

Stevensville Historic District

Discover the enchanting Stevensville Historic District, where history meets nature in a charming Maryland setting.

Eastern Neck National Wildlife Refuge

Explore Eastern Neck National Wildlife Refuge, a serene wildlife haven in Maryland, perfect for birdwatching, hiking, and enjoying nature's tranquility.

Terrapin Nature Park

Discover Terrapin Nature Park: A breathtaking nature preserve in Stevensville, Maryland, perfect for birdwatching, hiking, and family outings amidst stunning landscapes.

Matapeake Park

Explore the natural beauty of Matapeake Park, a serene Chesapeake Bay retreat with stunning views and recreational activities for all ages.

William Preston Lane Jr. Memorial (Chesapeake) Bay Bridge

Experience the stunning views and rich history of the Chesapeake Bay at the iconic William Preston Lane Jr. Memorial Bridge in Maryland.

William Preston Lane Jr. Memorial Bay Bridge

Explore the stunning William Preston Lane Jr. Memorial Bay Bridge, an engineering marvel with breathtaking views of the Chesapeake Bay and surrounding parks.

Holly Tree Trail

Discover the natural beauty of Holly Tree Trail in Queenstown, MD - a scenic hiking area perfect for nature lovers and outdoor enthusiasts.

Wye Island Holly Tree

Explore the majestic Wye Island Holly Tree, a historical landmark in Maryland known for its beauty and rich natural heritage.

Dividing Creek Trail

Discover the serene beauty of Dividing Creek Trail in Queenstown, Maryland, where nature and tranquility come together for an unforgettable hiking experience.

Schoolhouse Woods Nature Trail

Discover the scenic beauty and tranquility of Schoolhouse Woods Nature Trail in Queenstown, Maryland, perfect for every nature lover and outdoor enthusiast.

Osage Trail

Explore the serene Osage Trail in Queenstown, Maryland, where stunning bent osage trees and tranquil landscapes await every nature lover.

Red Eye's Dock Bar

Discover the perfect blend of delicious food, refreshing drinks, and stunning waterfront views at Red Eye's Dock Bar in Grasonville.

Harris Crab House

Experience fresh crab dishes and stunning waterfront views at Harris Crab House - your ultimate seafood destination in Grasonville.

Dock House

Discover Dock House in Chester MD - A Seafood Paradise Offering Fresh Flavors and Stunning Waterfront Views.

The Big Owl

Experience the flavors of Maryland at The Big Owl – your go-to grill in Grasonville offering delicious dishes and warm hospitality.

The Narrows Restaurant

Discover The Narrows Restaurant in Grasonville – where exquisite seafood meets stunning waterfront views on Maryland's Eastern Shore.

Fisherman's Crab Deck

Discover delicious seafood at Fisherman's Crab Deck – where fresh catches meet breathtaking waterfront views in Grasonville.

Fisherman's Inn Restaurant

Experience the best seafood dining at Fisherman's Inn Restaurant in Grasonville – where freshness meets flavor in every bite.

Bridges Restaurant on Kent Narrows

Experience delightful American cuisine at Bridges Restaurant on Kent Narrows with stunning waterfront views perfect for every occasion.

The Jetty

Experience coastal charm at The Jetty in Grasonville—where fresh seafood meets breathtaking waterfront views.

Frix's Fire Grill

Experience authentic Brazilian cuisine at Frix's Fire Grill - where delicious grilled meats meet vibrant tropical flavors.

Hunter's Seafood and Market

Discover the best seafood experience at Hunter's Seafood and Market in Grasonville - where freshness meets flavor!

4 Sisters Kabob and curry

Discover the rich flavors of Pakistan and India at 4 Sisters Kabob and Curry – a culinary gem in Stevensville offering delicious kabobs and curries.

Rams Head Shore House

Experience the best of American cuisine at Rams Head Shore House in Stevensville—where great food meets lively entertainment by the bay.

Amalfi Coast Italian + Wine Bar

Experience authentic Italian flavors at Amalfi Coast Italian + Wine Bar – where every meal is a celebration of taste and culture.

BIG BATS CAFE

Experience the perfect blend of delicious cuisine and exciting sports at BIG BATS CAFE in Stevensville, MD.

The Winery

Discover a world of wines and liquors at The Winery in Chester, MD, where expert staff and extensive selections await every visitor.

Eastern Bay Trading Co

Explore unique antiques and vintage furniture at Eastern Bay Trading Co, a hidden gem in Grasonville, Maryland, perfect for treasure hunters and decor enthusiasts.

Half Full Gift Boutique

Explore an enchanting selection of local gifts and artisanal products at Half Full Gift Boutique in Stevensville, Maryland.

Shore Shop

Visit the Shore Shop in Stevensville, MD for all your convenience needs and local Maryland flavors, right on your travel route.

The Market at the Chesapeake Bay Beach Club

Explore unique gifts and delicious café treats at The Market at the Chesapeake Bay Beach Club, where stunning views meet local charm.

Queenstown Premium Outlets

Discover unbeatable deals and a wide selection of top brands at Queenstown Premium Outlets, Maryland's ultimate shopping destination.

Natural Resource Department

Discover the Natural Resource Department in Queenstown, Maryland, where conservation meets community engagement in the heart of nature.

Wye East Outfitters

Discover the thrill of hunting and outdoor adventures at Wye East Outfitters in Queenstown, Maryland, where nature meets excitement.

Maryland Wildlife Heritage Services

Discover Maryland's commitment to wildlife conservation at the Maryland Wildlife Heritage Services, a hub of knowledge and sustainability.

Wye Landing

Discover Wye Landing, the ultimate boat ramp for fishing, kayaking, and enjoying the serene beauty of Maryland's waterways.

Mill Creek Farms

Explore Mill Creek Farms: A vibrant produce market in Wye Mills, MD, showcasing fresh local produce and artisanal goods.

Whimsicality

Explore Whimsicality, a unique gift shop in Annapolis offering charming treasures and one-of-a-kind finds that capture local artistry.

Annapolis Maritime Antiques

Discover unique nautical antiques and vintage treasures at Annapolis Maritime Antiques, where maritime history comes alive in the heart of Annapolis.

Shoppe Details and Design

Discover unique home decor and gifts at Shoppe Details and Design, a charming boutique in Annapolis, Maryland, perfect for tourists seeking local treasures.

Antiques On Talbot LLC

Explore Antiques On Talbot in St. Michaels, MD for a unique shopping experience filled with history and vintage treasures waiting to be discovered.

Adams Grille & Tap House Kent Island

Experience mouthwatering barbecue and a vibrant atmosphere at Adams Grille & Tap House on Kent Island, a culinary gem for all food lovers.

Pour House Pub

Experience the vibrant atmosphere and delicious offerings at Pour House Pub, Chester's favorite spot for food and fun.

Parrot Bar

Experience the lively charm of Parrot Bar in Chester, MD—where delicious grilled dishes meet a vibrant social atmosphere.

Big Truck Farm Brewery

Experience the charm of Big Truck Farm Brewery in Queenstown, MD, where craft beer meets local flavors in a picturesque setting.

Ten Eyck Brewing Company

Experience local craft beer and vibrant community spirit at Ten Eyck Brewing Company in Queenstown, MD.

Harbor Shack

Discover delectable seafood and vibrant entertainment at Harbor Shack, Rock Hall's premier dining destination with stunning waterfront views.

Purser's Pub

Experience the warm hospitality and vibrant local scene at Purser's Pub, a charming bar in St. Michaels, Maryland, perfect for relaxation and enjoyment.

Inn At Perry Cabin

Discover luxurious comfort and picturesque views at the Inn At Perry Cabin, a premier resort hotel in St. Michaels, Maryland.

Armadillos Restaurant

Experience the best of Annapolis dining at Armadillos Restaurant, where grill favorites and a lively bar atmosphere await.

Ponche Tiki Bar

Discover Ponche Tiki Bar in Annapolis, where tropical vibes meet creative cocktails in a vibrant atmosphere perfect for unwinding.

DARK HORSE

Discover the lively Dark Horse in Annapolis, a sports bar and restaurant offering delicious food, craft drinks, and a vibrant atmosphere for sports lovers.

Foxy's Harbor Grille

Experience waterfront dining at Foxy's Harbor Grille in St. Michaels, MD, offering delicious seafood and American cuisine with stunning views.

Galway Bay Irish Restaurant and Pub

Savor the flavors of Ireland at Galway Bay Irish Restaurant and Pub, a lively Annapolis hotspot for food and fun.

Acme Bar & Grill

Discover the vibrant flavors of Annapolis at Acme Bar & Grill, where great food and good times come together.

The Treetop Lounge

Experience the serene ambiance of The Treetop Lounge in St. Michaels, where breathtaking views and expertly crafted cocktails await you.