Ocean City & Rehoboth Beach Coastal Getaway: A 7-Day Itinerary

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Day Day 1: Ocean City Beach Day

Ocean City, MD on July 25, 2025

9:00am

Breakfast at Bluecoast Seafood Grill & Raw Bar

Start your trip with a hearty breakfast featuring fresh seafood and classic American dishes just a short walk from the beach.
$30, 1h 30m

10:30am

Ocean City Boardwalk

Stroll along the iconic wooden boardwalk, visit shops, try local treats like saltwater taffy, and enjoy the lively atmosphere.
Free, 2h

1:00pm

Lunch at The Lobster House

Savor fresh seafood and stunning harbor views at this popular local spot, open for lunch daily.
$40, 1h 30m

2:30pm

Relax on Ocean City Beach

Unwind on the sandy shores or take a dip in the Atlantic; lifeguard stations are available around the beach.
Free, 3h

6:00pm

Dinner at Lighthouse Oyster & Ale House

Enjoy fresh oysters, seafood platters, and local brews in a cozy setting near the marina.
$50, 1h 30m
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Day Day 2: Rehoboth & Lewes

Rehoboth Beach, DE on July 26, 2025

8:00am

Breakfast at The Green Tomato

A beloved local breakfast spot serving hearty breakfast sandwiches, omelets, and fresh coffee.
$25, 1h

9:30am

Travel to Rehoboth Beach

Drive approximately 1 hour from Ocean City to Rehoboth Beach, DE.
Gas expense, 1h

11:00am

Rehoboth Beach Town Center

Explore the charming shops, galleries, and the historic boardwalk with free beach access.
Free, 2h

1:00pm

Lunch at Dos Locos

Enjoy flavorful Mexican cuisine with a seaside twist, popular for tacos and margaritas.
$35, 1h

2:30pm

Visit Lewes, DE

Travel about 20 minutes south to historic Lewes, explore its quaint streets, and visit the Lewes Historic Complex.
Free (admission varies), 2h

4:30pm

Cape Henlopen State Park

Relax on the beaches, walk the trails, or visit the WWII observation tower within this scenic coastal park.
$10 parking, 2h 30m

7:00pm

Dinner at Aqua Grill

Dine on fresh seafood and local favorites in a casual yet elegant setting near Rehoboth Beach.
$45, 1h 30m
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Day Day 3: Rehoboth & Beach Relaxation

Rehoboth Beach, DE on July 27, 2025

8:00am

Breakfast at The Buttery

Enjoy fresh bakery items, breakfast sandwiches, and coffee in a cozy atmosphere.
$20, 1h

9:30am

Morning at Rehoboth Beach

Spend time relaxing on the sandy shores, swimming, or renting a paddleboard or kayak.
Free (equipment rental is additional), 3h

12:30pm

Lunch at Boardwalk Plaza Hotel’s Ivy

Dine overlooking the ocean with elegant seafood dishes, perfect for a mid-day break.
$40, 1h 30m

2:00pm

Explore Local Art Galleries

Visit the Rehoboth Art League and surrounding galleries showcasing local artists' work.
Free, 2h

4:30pm

Relax or Shop Downtown

Enjoy some leisure time browsing boutique shops or relaxing at your accommodation.
Varies, 2h

7:00pm

Dinner at Nage Mediterranean Cuisine

Taste flavorful Mediterranean dishes in an elegant setting, perfect for winding down.
$50, 1h 30m
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Day Day 4: Cape Henlopen & Leisure

Cape Henlopen State Park, DE on July 28, 2025

7:30am

Breakfast at The Café on Madeira

Start your day with fresh coffee and hearty breakfast options just outside the park.
$20, 1h

9:00am

Explore Cape Henlopen State Park

Hike the nature trails, visit the WWII observation tower, or relax on the beach in this scenic park.
$10 parking, 3h

12:00pm

Packed Picnic Lunch or Nearby Deli

Enjoy a picnic on the park grounds or grab lunch from a local deli before continuing your outdoor day.
$25, 1h 30m

1:30pm

Relax or Visit Local Shops

Spend the afternoon relaxing or exploring nearby boutique shops and galleries.
Varies, 2h

4:00pm

Return to Rehoboth Beach for Evening

Head back and unwind at your accommodations or explore more of the beach town.
Gas expense, 1h 30m

6:30pm

Dinner at Salt Air Kitchen

Savor inventive coastal cuisine emphasizing local ingredients in a relaxed atmosphere.
$55, 1h 30m
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Day Day 5: Rehoboth Beach Relaxation

Rehoboth Beach, DE on July 29, 2025

8:00am

Breakfast at Grotto Pizza

Enjoy classic breakfast options and freshly baked pizza, a local favorite for casual dining.
$20, 1h

9:30am

Beach Day & Water Sports

Spend the day relaxing on the beach, swimming, or trying paddleboarding and surfing lessons.
Free (less rental costs), 4h

1:30pm

Lunch at The Walton Inn & Restaurant

A cozy spot offering hearty comfort food and great views of the ocean.
$30, 1h

3:00pm

Afternoon Shopping & Gallery Visits

Browse boutique shops or visit the local art galleries along Rehoboth Avenue.
Varies, 2h

5:30pm

Sunset Viewing & Relaxation

Enjoy the sunset from the beach or a local pier before dinner.
Free, 1h

7:00pm

Dinner at Eden

Experience farm-to-table dishes focusing on local ingredients in a farm setting nearby the town.
$55, 1h 30m
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Day Day 6: Leisure & Farewell

Rehoboth Beach, DE on July 30, 2025

8:00am

Breakfast at The Bread Farmers

Enjoy artisanal baked goods and coffee, perfect for a relaxing start.
$20, 1h

9:30am

Relax or Visit Local Parks

Spend your final day relaxing on the beach or exploring more parks and natural areas.
Free, 3h

12:30pm

Casual Lunch at Just Hooked

Grab fresh seafood sandwiches and casual eats, perfect for a laid-back lunch.
$25, 1h

2:00pm

Last-minute Shopping & Souvenirs

Buy souvenirs and enjoy the last moments on the coast.
Varies, 2h

4:30pm

Prepare for Departure or Evening Relaxation

Pack up, relax, and enjoy your final evening at leisure.
Varies, 2h
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Itinerary created by AI-assisted, human-reviewed