Ocean City, MD 5-Day Family Friendly Rail/Train Trip

Day 1: Beach Day Fun

Ocean City, MD

8:00AM

Breakfast at The Bayside Skillet

Start your day with a delicious breakfast at The Bayside Skillet, offering a variety of breakfast options with a view of the bay.
The restaurant is located on 77th Street, just a short walk from the beach.
$, 1 hour

10:00AM

Beach Time

Spend the morning building sandcastles, collecting seashells, and enjoying the sun on Ocean City's beautiful sandy beaches.
Walk from your breakfast spot to the Ocean City Boardwalk for easy beach access.
Free, 3 hours

1:00PM

Lunch at Thrasher's French Fries

Head to the iconic Thrasher's French Fries on the boardwalk for a classic beach lunch experience.
Thrasher's French Fries is located on the boardwalk near the beach.
$, 1 hour

3:00PM

Jolly Roger Amusement Park

Enjoy an afternoon of family-friendly fun at Jolly Roger Amusement Park with rides and games for all ages.
Take a short drive or taxi from the boardwalk to the amusement park.
$$, 3 hours

6:00PM

Dinner at Seacrets Jamaica USA

End your day with dinner at Seacrets Jamaica USA, a unique waterfront restaurant offering Caribbean-inspired dishes and live music.
Seacrets Jamaica USA is located on 49th Street, a short drive from the amusement park.
$$, 2 hours
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Day 2: Exploring Salisbury

Salisbury, MD

9:00AM

Breakfast at Rise Up Coffee

Start your day with a delicious breakfast at Rise Up Coffee, known for its locally roasted coffee and tasty pastries.
Rise Up Coffee is located in the heart of Salisbury.
$, 1 hour

10:30AM

Salisbury Zoo

Explore the Salisbury Zoo, home to a variety of animals and beautiful walking paths for a morning of family-friendly adventure.
The zoo is a short drive or walk from Rise Up Coffee.
Free, 2 hours

1:00PM

Lunch at Mojo's Urban Eatery

Enjoy lunch at Mojo's Urban Eatery, offering a diverse menu of sandwiches, salads, and burgers in a casual setting.
Mojo's Urban Eatery is located in downtown Salisbury.
$$, 1 hour

3:00PM

Pemberton Historical Park

Visit Pemberton Historical Park for a leisurely afternoon stroll through nature trails and historic sites.
Pemberton Historical Park is a short drive from downtown Salisbury.
Free, 2 hours

6:00PM

Dinner at Market Street Inn

Indulge in a seafood dinner at Market Street Inn, a charming restaurant known for its fresh seafood dishes and waterfront views.
Market Street Inn is located in downtown Salisbury.
$$$, 2 hours
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Day 3: Historic Berlin

Berlin, MD

9:00AM

Breakfast at Rayne's Reef Soda Fountain & Grill

Start your day with a nostalgic breakfast experience at Rayne's Reef Soda Fountain & Grill, known for its classic diner fare.
Rayne's Reef Soda Fountain & Grill is located in downtown Berlin.
$, 1 hour

10:30AM

Shopping in Downtown Berlin

Explore the charming shops and boutiques in downtown Berlin for unique souvenirs and gifts.
Downtown Berlin is a short walk from Rayne's Reef Soda Fountain & Grill.
$$, 2 hours

1:00PM

Lunch at Blacksmith Bar & Restaurant

Savor a delicious lunch at Blacksmith Bar & Restaurant, offering a menu of American cuisine with a creative twist.
Blacksmith Bar & Restaurant is located in downtown Berlin.
$$, 1 hour

3:00PM

Calvin B. Taylor House Museum

Visit the Calvin B. Taylor House Museum to learn about the history of Berlin and its significance in the local community.
The museum is a short walk from downtown Berlin.
$, 1 hour

6:00PM

Dinner at The Globe

Enjoy dinner at The Globe, a cozy restaurant known for its international cuisine and warm atmosphere.
The Globe is located in downtown Berlin.
$$$, 2 hours
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Day 4: Wildlife Adventure at Assateague Island

Assateague Island, MD

9:00AM

Breakfast at Island Creamery

Start your day with a sweet treat at Island Creamery, known for its homemade ice cream and breakfast pastries.
Island Creamery is located near the entrance to Assateague Island.
$, 1 hour

10:00AM

Assateague Island National Seashore

Explore the natural beauty of Assateague Island National Seashore, home to wild ponies, pristine beaches, and scenic trails.
Drive or take a short shuttle to the national seashore entrance.
$, 3 hours

1:00PM

Picnic Lunch on the Beach

Enjoy a picnic lunch on the beach with stunning views of the Atlantic Ocean and the wild ponies grazing nearby.
Find a quiet spot on the beach to relax and enjoy your meal.
$, 1 hour

3:00PM

Biking or Hiking Trails

Explore the biking or hiking trails on Assateague Island for a closer look at the island's diverse ecosystems and wildlife.
Rent bikes or follow the marked trails for a self-guided adventure.
$, 2 hours

6:00PM

Seafood Dinner at The Shark on the Harbor

End your day with a seafood dinner at The Shark on the Harbor, a cozy restaurant known for its fresh seafood dishes and waterfront views.
The Shark on the Harbor is located near the entrance to Assateague Island.
$$$, 2 hours
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Day 5: Ocean City Farewell

Ocean City, MD

9:00AM

Breakfast at Layton's on 92nd

Enjoy a hearty breakfast at Layton's on 92nd, a local favorite known for its generous portions and friendly service.
Layton's on 92nd is located in Ocean City, near the beach.
$, 1 hour

10:30AM

Ocean City Life-Saving Station Museum

Visit the Ocean City Life-Saving Station Museum to learn about the history of Ocean City's early days as a coastal rescue community.
The museum is located on the boardwalk, offering easy access from Layton's on 92nd.
$, 1 hour

12:00PM

Farewell Beach Time

Spend your last few hours in Ocean City relaxing on the beach, soaking up the sun, and creating lasting memories with your family.
Head back to the beach for some final beach time before your departure.
Free, 2 hours

2:00PM

Lunch at The Hobbit Restaurant

Enjoy a leisurely lunch at The Hobbit Restaurant, a cozy spot known for its creative dishes and charming atmosphere.
The Hobbit Restaurant is located in Ocean City, offering a convenient lunch spot before your departure.
$$, 1 hour

4:00PM

Shopping on the Boardwalk

Browse the shops and stalls on the Ocean City Boardwalk for last-minute souvenirs and gifts to remember your trip by.
Take a leisurely stroll along the boardwalk, exploring the various shops and vendors.
$$, 2 hours
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