7-Day Road Trip Itinerary from Myrtle Beach to Portland, Maine

Day 1: Coastal Start & History

Myrtle Beach, SC to Richmond, VA on June 17, 2025

8:00am

Breakfast at Sea Captain's House

Enjoy a classic Southern breakfast with ocean views, known for fresh seafood and hearty dishes.
USD25, 1h

9:30am

Drive from Myrtle Beach to Richmond

Head north on I-95, approximately a 5-hour drive to Richmond, Virginia, with scenic views of the Eastern Seaboard.
USD40 (estimate for fuel), 5h

2:30pm

Visit Virginia Museum of Fine Arts

Explore a diverse collection of art, from ancient to contemporary, in one of Richmond’s premier cultural institutions. Open until 5 pm.
USD0 (free admission), 1.5h

4:00pm

Check-in to hotel

Relax and refresh before dinner, stay near downtown Richmond for convenience.
USD120, 1h

6:30pm

Dinner at L’Opossum

Enjoy an eclectic menu featuring French-inspired cuisine and local ingredients in a quirky, cozy setting.
USD50, 1.5h
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Day 2: Historic Cities Tour

Richmond, VA to Philadelphia, PA on June 18, 2025

8:00am

Breakfast at Lamplighter Coffee Roasters

Start the day with locally roasted coffee and fresh pastries in a stylish café.
USD15, 1h

9:30am

Drive from Richmond to Philadelphia

Drive approximately 4.5 hours north to Philadelphia, taking breaks as necessary.
USD35 (fuel estimate), 4.5h

2:30pm

Explore Independence National Historical Park

Visit the Liberty Bell and Independence Hall to experience key landmarks of American history. Open until 5 pm.
USD0, 2h

4:30pm

Stroll Reading Terminal Market

Browse this vibrant indoor market and sample local delights in a bustling historic atmosphere.
USD20, 1h

6:00pm

Dinner at Zahav

Enjoy award-winning Israeli cuisine with innovative dishes in a cozy setting. Reservation recommended. Open until 9 pm.
USD60, 1.5h
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Day 3: City Sights & Scenic Drive

Philadelphia, PA to New York City, NY on June 19, 2025

8:00am

Breakfast at Sabrina's Cafe

Known for creative and generous brunch dishes, Sabrina’s is a favorite among locals and visitors alike.
USD20, 1h

9:30am

Drive from Philadelphia to New York City

Travel approx. 2 hours to NYC, avoiding peak traffic times if possible.
USD20 (fuel), 2h

11:30am

Visit The Met Museum

Explore one of the world’s largest and finest art museums, showcasing thousands of years of art. Open 10 am to 5:30 pm.
USD30, 3h

2:30pm

Walk Central Park

Relax and enjoy the natural beauty and iconic landscapes of Central Park, a green haven in the city.
USD0, 1h

4:00pm

Check-in to Manhattan hotel

Rest and refresh in your hotel located centrally for easy access to evening activities.
USD200, 1h

6:30pm

Dinner at Carmine’s Italian Restaurant

Share family-style portions of classic Italian dishes in a lively atmosphere. Open until 10 pm.
USD50, 1.5h
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Day 4: Iconic Landmarks

New York City, NY on June 20, 2025

8:00am

Breakfast at Bubby’s

Traditional American breakfast with focus on comfort food and homemade pies.
USD25, 1h

9:30am

Visit Statue of Liberty and Ellis Island

Ferry ride to iconic Statue of Liberty and Ellis Island Immigration Museum. Booking tickets in advance is recommended. Tours run from 9 am to 5 pm.
USD25, 4h

2:00pm

Lunch at Fraunces Tavern

Historic tavern serving classic American fare near the Financial District. Open until 5 pm.
USD30, 1h

3:30pm

Walk the High Line

Enjoy a scenic elevated park built on a historic freight line, with gardens and city views.
USD0, 1h

5:00pm

Rest at hotel

Prepare for dinner and unwind after an active day.
USD0, 1h

6:30pm

Dinner at The Modern

Enjoy upscale contemporary American cuisine at this Michelin-starred restaurant inside MoMA. Reservations needed. Open until 10 pm.
USD100, 2h
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Day 5: Journey to New England

New York City, NY to Boston, MA on June 21, 2025

7:30am

Breakfast at Ess-a-Bagel

Enjoy classic New York bagels with various toppings to start the day quickly and deliciously.
USD15, 1h

8:30am

Drive from NYC to Boston

About 4 hours driving through Connecticut and Rhode Island, with optional short stops.
USD30 (fuel), 4h

1:00pm

Lunch at Quincy Market

Explore a variety of food vendors offering local and international favorites in downtown Boston.
USD25, 1h

2:30pm

Walk the Freedom Trail

Self-guided 2.5-mile historic walking trail connecting 16 significant sites in Boston. Open all day, best to start before late afternoon.
USD0, 2h

5:00pm

Check-in to Boston hotel

Relax and unwind for the evening near the historic downtown area.
USD180, 1h

7:00pm

Dinner at Legal Sea Foods

Try fresh New England seafood at this renowned Boston chain. Open until 10 pm.
USD50, 1.5h
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Day 6: Scenic Coastal Drive

Boston, MA to Portland, ME on June 22, 2025

8:00am

Breakfast at Tatte Bakery & Cafe

Enjoy delicious pastries and coffee at this popular spot before heading out.
USD20, 1h

9:00am

Drive from Boston to Portland, Maine

Approximately 2-hour scenic drive along the coast with options to stop at seaside towns.
USD20 (fuel), 2h

11:30am

Visit Portland Head Light

Explore Maine’s most famous lighthouse located in Fort Williams Park. Open sunrise to sunset.
USD0, 1h

12:30pm

Lunch at Eventide Oyster Co.

Savor fresh oysters and New England seafood in a trendy, casual environment.
USD40, 1h

2:00pm

Explore Old Port District

Wander through cobblestone streets filled with unique shops, galleries, and cafes.
USD0, 2h

4:30pm

Check-in to Portland hotel

Rest and refresh before dinner with comfortable accommodations near the waterfront.
USD150, 1h

6:30pm

Dinner at Fore Street Restaurant

Indulge in farm-to-table cuisine featuring wood-grilled local ingredients. Open until 10 pm.
USD70, 1.5h
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Day 7: Local Culture & Departure

Portland, ME on June 23, 2025

8:00am

Breakfast at The Holy Donut

Taste unique potato-based donuts with creative flavors to start your last day.
USD15, 1h

9:30am

Visit Portland Museum of Art

Discover a rich collection of American, European, and contemporary art. Open 10 am to 5 pm.
USD18, 2h

11:30am

Walk Eastern Promenade

Enjoy scenic views of Casco Bay along this beautiful trail and park area.
USD0, 1h

12:30pm

Lunch at Duckfat

Popular spot for gourmet fries, sandwiches, and craft sodas in a casual setting.
USD25, 1h

2:00pm

Prepare for departure

Return rental car or arrange transport depending on onward travel plans.
Varies, Varies
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