7-Day Coastal Relaxation and Local Culture Tour within 15 Miles of Rehoboth Beach, Delaware

Day 1: Beach and Boardwalk

Rehoboth Beach, Delaware on May 30, 2025

8:00am

Breakfast at The Green Man Juice Bar

Begin your day with fresh smoothies, juices, and bowls right near the beach to energize you for your coastal adventure.
USD10, 1h

9:30am

Walk Rehoboth Beach Boardwalk

Explore the lively mile-long boardwalk filled with shops, eateries, and ocean views, ideal for all ages.
Free, 2h

12:00pm

Lunch at Henlopen City Oyster House

Enjoy superb fresh seafood in a casual yet vibrant setting in downtown Rehoboth Beach.
USD25, 1h30m

2:00pm

Visit Rehoboth Beach Museum

Learn about this charming seaside town’s history; open 10:00am–5:00pm.
USD5, 1h

4:00pm

Relax on Rehoboth Beach

Swim, sunbathe, or just take in the ocean breeze at this popular sandy beach.
Free, 2h

7:00pm

Dinner at Dogfish Head Brewings & Eats

Dine on creative American dishes paired with craft beers from the famed local brewery.
USD40, 2h
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Day 2: Nature & Trails

Cape Henlopen State Park, Near Rehoboth Beach, Delaware on May 31, 2025

7:30am

Breakfast at Jellyfish Macaron Boutique

Treat yourself to delicate French macarons and delicious coffee just minutes from Rehoboth Beach.
USD15, 1h

9:00am

Explore Cape Henlopen State Park

Enjoy hiking, biking, and views from WWII observation towers; park opens at 8:00am until sunset. $10 vehicle parking fee applies.
USD10, 5h

2:30pm

Picnic at Gordon’s Pond

Have a peaceful picnic amid coastal wetlands within the park for a true nature experience.
USD20 (to-go lunch), 1h

4:00pm

Seaside Nature Center Visit

Explore coastal wildlife exhibits and interactive displays; open until 5:00pm.
Free, 1h

7:00pm

Dinner at Big Fish Grill in Lewes

Savor sustainable seafood dishes in a relaxed coastal setting less than 10 miles from Rehoboth.
USD35, 2h
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Day 3: History and Shopping

Lewes, Delaware on June 1, 2025

8:00am

Breakfast at The Green Room

Start with classic American breakfast in the heart of historic Lewes, just a short drive from Rehoboth Beach.
USD18, 1h

9:30am

Tour Zwaanendael Museum

Learn about Delaware’s Dutch heritage and the founding of Lewes; the museum is open from 10:00am to 4:30pm.
USD8, 1h

11:00am

Browse Lewes Shops and Galleries

Enjoy handcrafted goods and local artwork in charming boutiques throughout downtown Lewes.
Free, 2h

1:00pm

Lunch at Kindred Spirits

Relish Southern-inspired American dishes made with local ingredients in a cozy setting downtown Lewes.
USD30, 1h30m

3:00pm

Afternoon at Lewes Beach

Relax or swim at this peaceful beach, a short drive from Rehoboth with calm waters and lovely scenery.
Free, 2h

7:00pm

Dinner at Agave Mexican Cocina

Savor authentic Mexican cuisine in a lively atmosphere, conveniently located in Lewes and open till 9:00pm.
USD30, 1h30m
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Day 4: Small Town and River Views

Milton and Broadkill River, Delaware on June 2, 2025

8:00am

Breakfast at DiFebo’s Italian Eatery

Enjoy breakfast with Italian flair in the quaint town of Milton, just 8 miles from Rehoboth.
USD15, 1h

9:30am

Exploration of Historic Milton

Stroll this charming waterfront town filled with historic buildings, shops, and scenic views along Broadkill River.
Free, 2h

12:00pm

Lunch at Broadkill River Company

Dine on farm-to-table dishes and fresh seafood right on the riverbank with beautiful views.
USD30, 1h30m

2:00pm

Relax Along Broadkill River

Enjoy a peaceful afternoon walking along trails or sitting at riverfront parks within Milton’s vicinity.
Free, 1h30m

7:00pm

Dinner at Agave Nuevo

Experience modern Mexican dishes in a casual setting in Milton, open until 9:00pm.
USD30, 1h30m
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Day 5: Beach & Outdoor Fun

Delaware Seashore State Park Near Rehoboth Beach on June 3, 2025

7:30am

Breakfast at Fractured Prune Donuts

Grab freshly made gourmet donuts and coffee in Rehoboth before your day outdoors.
USD10, 1h

9:00am

Delaware Seashore State Park Adventure

Engage in swimming, kayaking, or nature walks at this scenic park 7 miles from Rehoboth, open 8:00am to sunset; $10 per vehicle.
USD10, 4h

1:00pm

Lunch at The Starboard

Enjoy superb seafood with views near the Seashore State Park, open for lunch until 3:00pm.
USD25, 1h

2:30pm

Relax at Roxana Beach

Experience a quieter beach atmosphere at nearby Roxana Beach, perfect for strolling or reading.
Free, 2h

7:00pm

Dinner at Seared Steak & Seafood

Treat yourself to premium steak and seafood dishes just minutes from Rehoboth Beach.
USD40, 2h
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Day 6: Local Beach Town Charm

Dewey Beach, Delaware on June 4, 2025

8:00am

Breakfast at Nalu Surf Shop & Cafe

Grab a tasty breakfast bowl or sandwich at this casual spot, ideally located in Dewey Beach less than 3 miles from Rehoboth.
USD15, 1h

9:30am

Explore Dewey Beach

Relax on the beach, try paddleboarding, or visit local shops and art galleries; the beach is less crowded early in the day.
Beach access free, 3h

1:00pm

Lunch at The Starboard

Enjoy fresh seafood and ocean views in Dewey’s vibrant beachfront restaurant open till mid-afternoon.
USD25, 1h

2:30pm

Visit Grotto Pizza

Try local favorite pizza with a lively atmosphere for a relaxed afternoon treat.
USD20, 1h

4:00pm

Sunset Walk at Dagsworthy Street Beach

Take a tranquil sunset walk at this family-friendly beach spot in Dewey Beach to unwind.
Free, 1h

7:00pm

Dinner at AJ's on the Bay

Dine on fresh seafood and American fare overlooking the bay, less than 5 miles from Rehoboth Beach.
USD35, 2h
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Day 7: Relax and Departure

Rehoboth Beach, Delaware on June 5, 2025

8:00am

Breakfast at Cafe Azafran

Delight in a Mediterranean-inspired breakfast with artisan coffee within Rehoboth Beach core area.
USD18, 1h

9:30am

Morning Shopping at Rehoboth Beach Tanger Outlets

Browse a variety of outlet stores offering great deals just a short drive from downtown Rehoboth.
Free entrance, 2h

12:00pm

Lunch at The Cultured Pearl

Savor fresh oysters and seafood dishes in an upscale yet relaxed atmosphere near the beach.
USD30, 1h30m

2:00pm

Final Beach Time

Enjoy your last few hours soaking up the sun or swimming at Rehoboth Beach before departure.
Free, 2h

5:00pm

Early Dinner at Fins Fish House & Raw Bar

Enjoy a final meal of fresh seafood with an ocean view; open until 9:00pm.
USD40, 2h
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