Baltimore's Best: 15-Day Cultural, Culinary, and Historic Journey Itinerary

Enjoy a hearty breakfast at Woodberry Kitchen, known for its farm-to-table concept. Then, immerse yourself in the history of the city with visits to Fell's Point and the Fort McHenry National Monument and Historic Shrine, the birthplace of the American national anthem.

For lunch, savor the pit beef sandwiches at Chaps Pit Beef, a local favorite. Spend your afternoon exploring the exhibits at the B&O Railroad Museum, which houses one of the most comprehensive collections of railroad history in the world.

Dine at La Cuchara, offering a modern take on traditional Spanish cuisine. End your day with the lively atmosphere of a Baltimore Fells Point Walking Foodie and History Tour, sampling the neighborhood's culinary delights.

Start your day with a visit to the American Visionary Art Museum, known for its unique and thought-provoking exhibits. Grab a quick breakfast at Ekiben, famous for its Asian fusion cuisine.

Afterward, take a self-guided tour along the Baltimore Whiskey Rebellion Trail Tasting Pass, exploring the city's distilleries and enjoying the flavors of local spirits. For lunch, head to The Food Market in Hampden, offering a diverse and innovative menu.

Dine at Clavel Mezcaleria, where you can enjoy authentic Mexican cuisine and a wide selection of mezcal. End your evening with a leisurely walk around Canton, one of Baltimore's most vibrant neighborhoods.

Start your day with a spooky breakfast at The Prime Rib, known for its elegant ambiance. Then, embark on a guided Baltimore Ghosts tour, exploring the city's haunted past and mysterious stories.

For lunch, visit Faidley's Seafood in Lexington Market, a Baltimore institution famous for its crab cakes. Afterward, continue your exploration with a Baltimore Boos and Booze Haunted Pub Crawl, combining chilling tales with local libations.

Dine at Ouzo Bay, offering a sophisticated Mediterranean menu. After dinner, enjoy the live entertainment and vibrant atmosphere of Baltimore Inner Harbor.

Enjoy a delightful breakfast at Peter's Inn, a cozy spot known for its eclectic menu. Then, kick off your day with an exhilarating iFLY Baltimore First Time Flyer Experience, where you can experience the thrill of indoor skydiving.

For lunch, head to Rye Street Tavern, located in the heart of Port Covington, and indulge in their seasonal American menu. Afterward, take a self-guided Baltimore Scavenger Hunt to discover hidden gems and local landmarks.

Dine at Cinghiale Osteria, offering a sophisticated dining experience with a focus on Italian cuisine. End your evening with a nightcap at a nearby lounge or rooftop bar, enjoying the city lights.

Start your day with a breakfast at The Blue Moon Cafe, a local favorite known for its creative dishes. Then, explore the lesser-known side of Baltimore with a visit to Patterson Park and the charming streets of Baltimore Little Italy.

For lunch, visit Cunningham's Restaurant in Towson, offering a menu inspired by the Chesapeake Bay region. Afterward, spend your afternoon at the Historic & Cultural Baltimore Self-Driving Audio Guided Tour, uncovering hidden historical and cultural gems at your own pace.

Dine at The Capital Grille, known for its dry-aged steaks and extensive wine list. After dinner, consider catching a performance at a local theater or live music venue.

Take a day trip to the charming city of Annapolis, Maryland. Enjoy breakfast at a local cafe and spend your morning exploring the historic streets, visiting the United States Naval Academy, and taking in the waterfront views.

Have lunch at a quaint Annapolis restaurant, and consider a relaxing cruise on the Annapolis Harbor Cruise or a visit to the Historic Annapolis Museum and Store to learn more about the city's rich history.

Return to Baltimore and dine at a restaurant of your choice, reflecting on the day's excursion and the unique charm of Annapolis.

Start your day with a breakfast at The Food Market, known for its vibrant atmosphere and diverse menu. Then, immerse yourself in the world of art at the American Visionary Art Museum, where you can explore the works of self-taught artists.

For lunch, head to Miss Shirley's Cafe for their famous brunch menu. Afterward, visit the Babe Ruth Birthplace & Museum to learn about the life and legacy of the legendary baseball player, followed by a tour of the Edgar Allan Poe House & Museum, where the famous writer once lived.

Dine at The Prime Rib, an elegant steakhouse with a timeless ambiance. After dinner, take a leisurely walk around Baltimore Inner Harbor, enjoying the city lights and the lively atmosphere.

Enjoy a breakfast at Woodberry Kitchen, located in the historic Clipper Mill, known for its rustic atmosphere and seasonal menu. Afterward, take a morning stroll through the nearby Hampden neighborhood, known for its eclectic shops and vibrant street art.

For lunch, head to La Cuchara, a contemporary Spanish restaurant located in the Woodberry neighborhood. After lunch, explore the area and visit the nearby Union Collective, a hub for local makers and artisans.

Dine at Clavel Mezcaleria, a lively spot in the Remington neighborhood known for its authentic Mexican cuisine and impressive selection of mezcal. After dinner, enjoy a drink at one of the neighborhood's bars or breweries.

Start your day with a breakfast at Ekiben, a local favorite known for its Asian-inspired dishes. Then, visit the Star-Spangled Banner Flag House, where the original flag that inspired the national anthem was made, and the nearby Little Italy neighborhood for a taste of Baltimore's Italian heritage.

For lunch, head to Thames Street Oyster House in Fells Point, where you can enjoy a selection of fresh seafood in a historic setting. Afterward, explore the cobblestone streets and waterfront shops of Fell's Point, one of the city's most charming neighborhoods.

Dine at Ouzo Bay, an elegant Mediterranean restaurant located in Harbor East. After dinner, take a romantic evening stroll along the waterfront promenade, with the city skyline as your backdrop.

Start your day with a breakfast at Peter's Inn, a local favorite known for its cozy atmosphere and creative menu. Afterward, take a morning walk through the Jonestown and Old Town neighborhoods, where you can admire the historic architecture and visit the Phoenix Shot Tower, a unique Baltimore landmark.

For lunch, head to Cinghiale Osteria in Harbor East, where you can enjoy a taste of Italy in a stylish setting. Afterward, visit the nearby Kennedy Krieger Institute to see the beautiful mosaic murals created by patients and local artists.

Dine at The Food Market in Hampden, a lively neighborhood spot known for its creative cocktails and eclectic menu. After dinner, explore the shops and galleries of Hampden, or catch a show at the nearby Baltimore Comedy Factory.

Enjoy a breakfast at Blue Moon Cafe, a local favorite known for its quirky decor and delicious dishes. Afterward, take a morning walk through the Remington neighborhood, where you can admire the street art and visit the Wholly Terra community garden.

For lunch, head to Woodberry Kitchen in Clipper Mill, where you can enjoy a farm-to-table meal in a historic setting. Afterward, visit the nearby Druid Hill Park to explore the beautiful green space and visit the Maryland Zoo.

Dine at La Cuchara in Meadow Mill, where you can enjoy a taste of Spain in a modern setting. After dinner, take a walk along the Jones Falls Trail to enjoy the natural beauty of Baltimore's urban oasis.

Start your day with a breakfast at Miss Shirley's Cafe, a local favorite known for its Southern-inspired dishes. Afterward, take a morning walk through the Harbor East neighborhood, where you can admire the waterfront views and visit the Seven Foot Knoll Lighthouse.

For lunch, head to The Capital Grille in Inner Harbor, where you can enjoy a classic steakhouse meal with a view. Afterward, visit the nearby Reginald F. Lewis Museum to learn about the history and culture of African Americans in Maryland.

Dine at The Prime Rib in Mount Vernon, a classic Baltimore spot known for its elegant atmosphere and delicious food. After dinner, take a walk through the Mount Vernon neighborhood, where you can admire the historic architecture and visit the Walters Art Museum.

Start your day with a delightful breakfast at Miss Shirley's Cafe, known for its Southern cuisine. Afterward, take a morning stroll around the iconic Baltimore Inner Harbor, enjoying the morning serenity and the sight of historic ships.

For lunch, head to The Capital Grille for a sophisticated dining experience. Spend your afternoon exploring the fascinating marine life at the Baltimore National Aquarium, followed by a visit to the interactive exhibits of the Maryland Science Center.

Dine at Wit & Wisdom, offering a waterfront view and a menu curated by a renowned chef. After dinner, consider a relaxing Baltimore Buffet Dinner/Dance Cruise of the Inner Harbor to cap off your first day.

Enjoy a hearty breakfast at Woodberry Kitchen, known for its farm-to-table concept. Then, immerse yourself in the history of the city with visits to Fell's Point and the Fort McHenry National Monument and Historic Shrine, the birthplace of the American national anthem.

For lunch, savor the pit beef sandwiches at Chaps Pit Beef, a local favorite. Spend your afternoon exploring the exhibits at the B&O Railroad Museum, which houses one of the most comprehensive collections of railroad history in the world.

Dine at La Cuchara, offering a modern take on traditional Spanish cuisine. End your day with the lively atmosphere of a Baltimore Fells Point Walking Foodie and History Tour, sampling the neighborhood's culinary delights.