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Whales, Dining, and Beach Vibes: 5-Day Rehoboth Beach Getaway Itinerary

Last updated: 2024 Jun 14

Coastal Welcome and Culinary Delights

Morning

Kick off your Rehoboth Beach adventure with a delightful breakfast at Breakfast Guru Restaurant & Bar, known for its morning fare. Afterward, take a leisurely stroll along the iconic Rehoboth Beach Boardwalk, soaking in the ocean views and the lively atmosphere.

Afternoon

For lunch, head to Dogfish Head Brewings & Eats, a local favorite with a diverse menu and craft beers. Post-lunch, spend your afternoon exploring the natural beauty of Cape Henlopen State Park, where you can walk the trails, visit the historic WWII observation tower, and enjoy the beach.

Evening

Dine at Bluecoast Seafood Grill & Raw Bar Rehoboth, an elegant spot for fresh seafood and a sophisticated ambiance. After dinner, experience the vibrant nightlife of Rehoboth by visiting the popular Bottle and Cork for live music and drinks.

Bedtime

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Coastal Relaxation and Hidden Gems

Morning

Start your day with a delicious breakfast at Shorebreak Lodge, a hidden gem known for its cozy atmosphere. After breakfast, spend your morning at Gordons Pond, a serene and picturesque spot perfect for a leisurely walk or bike ride.

Afternoon

Enjoy a beach picnic for lunch, with provisions from Go Fish!, a local spot with fresh and creative offerings. Post-lunch, indulge in some retail therapy at the Tanger Outlets Rehoboth Beach, where you can find great deals on a wide range of brands.

Evening

For dinner, savor the flavors at Aqua Bar & Grill, a waterfront restaurant with a diverse menu. Cap off the evening with a visit to The Freeman Stage for a live performance, showcasing local and international talent.

Bedtime

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Beach Day and Evening Elegance

Morning

Grab a quick breakfast at Victoria's Restaurant, known for its elegant morning offerings. Then, spend your morning soaking up the sun and enjoying the waves at the pristine Dewey Beach, a short drive from Rehoboth.

Afternoon

For lunch, head to Above the Dunes, a spot with a view and a menu to match. After lunch, continue your beach day or opt for some adventure with water sports at East of Maui Surf Shop.

Evening

Dress up for a sophisticated dinner at Zogg's Raw Bar & Grill, where the seafood is as fresh as the ocean breeze. Afterward, take a moonlit stroll on the beach or enjoy a nightcap at Lefty's Alley & Eats, a unique entertainment venue with bowling, arcade games, and a bar.

Bedtime

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Coastal Cruising and Gourmet Delights

Morning

Start your day with a hearty breakfast at Cooter Brown's Twisted Southern Kitchen and Bourbon Bar, setting the tone for a day of adventure. Then, embark on a scenic Cape May Scenic Whale and Dolphin Watching Cruise from nearby Cape May, New Jersey, for a morning of marine marvels.

Afternoon

After the cruise, enjoy a late lunch at Summer House, a charming spot with a menu that reflects the coastal spirit. Spend the rest of your afternoon exploring the historic streets and Victorian architecture of Cape May, New Jersey, just a short drive from Rehoboth Beach.

Evening

Return to Rehoboth for a refined dining experience at Henlopen City Oyster House, where the seafood is expertly prepared. Cap off the evening with a visit to Rehoboth Beach Bandstand for a live performance under the stars.

Bedtime

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Farewell Feast and Coastal Reflection

Morning

Enjoy a final breakfast at Nalu Rehoboth Beach, a spot that captures the essence of beach dining. After breakfast, take a morning yoga class at Dimitra Yoga to center yourself before the day's activities.

Afternoon

For lunch, visit Blackwall at the Beach, a place known for its elegant setting and exceptional cuisine. Afterward, spend your afternoon at Jungle Jim's, a local amusement park where you can enjoy a variety of rides and games.

Evening

Conclude your Rehoboth Beach journey with a memorable dinner at Purple Parrot Grill Beach Haus & Biergarten, a spot that combines great food with a fun, beachy atmosphere. Reflect on your trip as you take a final evening walk along the Rehoboth Beach Boardwalk, the heart of this vibrant coastal town.

Bedtime

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