Culinary Delights & Coastal Charm: 5-Day St. Leonard, Maryland Escape Itinerary

Start your day with a delicious breakfast at Garden Grille and Bar, offering a variety of morning favorites. After breakfast, visit the Annmarie Sculpture Garden & Arts Center to immerse yourself in the beauty of outdoor art and the serene surroundings.

Enjoy a leisurely lunch at Buckets Bar and Grill, a local favorite known for its casual dining and friendly atmosphere. Post-lunch, take a historical journey at the Jefferson Patterson Park & Museum, where you can explore the archaeological exhibits and the picturesque park.

Dine at Brick Wood Fired Bistro, an establishment known for its wood-fired specialties and cozy ambiance. After dinner, take a relaxing evening walk at Dares Beach, enjoying the sound of the waves and the peaceful atmosphere.

Enjoy a delightful breakfast at The Lighthouse Restaurant and Dockbar, savoring the morning by the water. Post-breakfast, head to the Running Hare Vineyard for a morning of wine tasting and strolling through the scenic vineyard.

For lunch, indulge in the flavors of Gateway Restaurant & Lounge once again, this time with a focus on their lunch specials. Afterward, spend your afternoon at Cove Point Lighthouse, exploring the historic grounds and taking in the panoramic views of the Chesapeake Bay.

As the day turns to dusk, have a memorable dinner at OGannigans Irish Pub, where the warm hospitality and the authentic Irish fare will transport you. Cap off the evening with a visit to Solomons Island Winery for a tasting of local wines and a relaxed, waterfront setting.

Start your day with a sumptuous breakfast at Vera's Restaurant, setting the tone for a day of island exploration. After breakfast, take a short drive to Smith Island, where you can immerse yourself in the unique culture and enjoy the famous Smith Island cake.

For lunch, enjoy the casual and friendly atmosphere of Buckets Bar and Grill, and fuel up for an afternoon of outdoor adventure. Spend your afternoon at Calm Waters Spa, indulging in relaxation and rejuvenation with a variety of treatments.

Dine at Brick Wood Fired Bistro once again, this time trying out their evening specials and enjoying the cozy ambiance. After dinner, take a twilight cruise with Solomons Island Boat Rentals, taking in the sights and sounds of the water under the stars.

Enjoy a final breakfast at Garden Grille and Bar, reminiscing about the trip and savoring the morning flavors. After breakfast, take a peaceful morning walk at Flag Ponds Nature Park, absorbing the natural beauty and the tranquility of the surroundings.

For lunch, head to The Lighthouse Restaurant and Dockbar for a farewell meal by the water, with a menu that captures the essence of the Chesapeake Bay. After lunch, visit the Cardinal Cove Park for some light outdoor activities and a chance to spot local wildlife.

Conclude your St. Leonard journey with a memorable dinner at OGannigans Irish Pub, where the lively atmosphere and the flavors of Ireland will provide the perfect ending. After dinner, take a final stroll along the Solomons Boardwalk, reflecting on the experiences and the coastal charm of the region.