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Epic Road Trip: Driving from Charleston, SC to Maine

Viewed by 666 travelers

Day 1: Departure Day

Charleston, SC on September 18, 2024

8:00 AM

Breakfast at Callie's Hot Little Biscuit

Start your journey with a Southern breakfast featuring warm, flaky biscuits and savory toppings.
Located in downtown Charleston.
USD15, 1 hour

9:30 AM

Explore Waterfront Park

Take a leisurely stroll through Waterfront Park, enjoying views of the Cooper River and iconic Pineapple Fountain.
Just a short walk from the café.
Free, 1 hour

10:30 AM

Start Driving to Richmond, VA

Hit the road towards Richmond, VA, taking in the picturesque scenery of the South as you drive.
Take I-26 W then merge onto I-95 N.
N/A, 6 hours

5:00 PM

Check-in at Hotel Rooftop

Arrive in Richmond, VA, check in, and relax at your hotel which offers lovely rooftop views of the skyline.
Located in the heart of Richmond.
USD150, 1 hour

6:30 PM

Dinner at Lemaire

Dine at Lemaire, renowned for its seasonal ingredients and exquisite twist on American cuisine.
Quick 5-minute drive from your hotel.
USD50, 1.5 hours
Find Hotels in Charleston

Day 2: Culture and History

Richmond, VA on September 19, 2024

8:00 AM

Breakfast at Perly's

Start your day at Perly's, a deli famous for its hearty bagels and breakfast sandwiches.
Walkable distance from the hotel.
USD15, 1 hour

9:30 AM

Visit the Virginia State Capitol

Explore the historic Virginia State Capitol, designed by Thomas Jefferson himself.
5-minute drive from restaurant.
Free, 1.5 hours

11:30 AM

Drive to Philadelphia, PA

Embark on your drive to Philadelphia, taking in the scenic route along I-95 N.
6-hour drive.
N/A, 6 hours

6:00 PM

Check-in at the Kimpton Hotel

Arrive in Philadelphia, check in, and unwind at your trendy hotel in the heart of the city.
Located downtown.
USD180, 1 hour

7:30 PM

Dinner at Zahav

Indulge in a modern Israeli dinner at Zahav, famous for its mezze and pomegranate lamb shoulder.
5-minute walk from the hotel.
USD60, 2 hours
Find Hotels in Richmond

Day 3: Historical Exploration

Philadelphia, PA on September 20, 2024

8:00 AM

Breakfast at High Street on Market

Fuel up with freshly baked pastries and robust coffee at this popular breakfast spot.
10-minute walk from the hotel.
USD15, 1 hour

9:30 AM

Visit Independence Hall

Tour Independence Hall, where the Declaration of Independence was signed, a must-see for history buffs.
15-minute walk from the café.
Free, 2 hours

12:00 PM

Lunch at Reading Terminal Market

Enjoy lunch at the vibrant Reading Terminal Market, featuring a variety of local vendors and cuisines.
10-minute walk from Independence Hall.
USD20, 1.5 hours

2:00 PM

Drive to New York City, NY

Set off for the bustling streets of New York City, just a short drive away.
I-95 N will take you directly to NYC.
N/A, 2 hours

4:30 PM

Check-in at the Bowery Hotel

Arrive in New York City, check in at the Bowery Hotel, known for its chic decor and excellent location.
Located in Manhattan.
USD300, 1 hour

6:00 PM

Dinner at Momofuku Noodle Bar

Savor some ramen at Momofuku Noodle Bar, a must-visit for noodle lovers.
5-minute taxi from the hotel.
USD30, 1 hour
Find Hotels in Philadelphia

Day 4: Big City Adventure

New York City, NY on September 21, 2024

8:00 AM

Breakfast at Jack's Wife Freda

Enjoy a delicious brunch of Mediterranean-American fare at this trendy eatery.
Short walk from your hotel.
USD25, 1 hour

9:30 AM

Visit Central Park

Relax and stroll through Central Park, taking in the iconic scenery and vibrant atmosphere.
A quick subway ride from the restaurant.
Free, 2 hours

12:00 PM

Lunch at Shake Shack

Grab a classic burger and fries at Shake Shack to refuel for the day ahead.
10-minute walk from the park.
USD15, 1 hour

1:30 PM

Drive to Portland, ME

Hit the beautiful coastal roads as you head towards Portland, experiencing the New England charm.
Take I-95 N, a scenic drive.
N/A, 5 hours

7:00 PM

Check-in at hotel in Portland

Arrive in Portland, check into your hotel and relax after a long day of travel.
Located near the waterfront.
USD180, 1 hour

8:30 PM

Dinner at Eventide Oyster Co.

Treat yourself to fresh seafood at Eventide Oyster Co., known for its exquisite lobster rolls.
15-minute walk from your hotel.
USD50, 1.5 hours
Find Hotels in New York City

Day 5: Explore Portland

Portland, ME on September 22, 2024

8:00 AM

Breakfast at The Holy Donut

Begin your last day with breakfast at The Holy Donut, famous for its delicious potato donuts.
Short walk from your hotel.
USD10, 1 hour

9:30 AM

Visit the Portland Head Light

Explore the historic Portland Head Light and enjoy stunning views of the Atlantic Ocean.
20-minute drive from the hotel.
Free, 2 hours

12:00 PM

Lunch at J's Oyster

Indulge in fresh seafood at J's Oyster, a favorite among locals for its clam chowder and fried clams.
20-minute drive back to Portland.
USD25, 1 hour

1:30 PM

Explore Old Port District

Wander the cobblestone streets of the Old Port District, filled with boutiques and art galleries.
15-minute walk from lunch.
Free, 2.5 hours

4:00 PM

Departure from Portland

Enjoy a final scenic stroll in Portland before you head home filled with beautiful memories.
N/A, end of the trip.
N/A, N/A
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Itinerary created by AI-assisted, human-reviewed

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